Riluzole - Moligand™, ≥98% , Sodium channel alpha subunit blocker, CAS No.1744-22-5, Sodium channel alpha subunit blocker

CAS: 1744-22-5 Cat. No.: R129533 Formula: C₈H₅F₃N₂OS Molecular Weight: 234.2 EC Number: 605-724-6 PubChem CID: 5070

GRADE & PURITY Moligand™, ≥98%

Synonyms

6-(trifluoromethoxy)-1,3-benzothiazol-2-amine | 6-(trifluoromethoxy)benzo[d]thiazol-2-amine | Bio1_001394 | RILUZOLE [JAN] | RILUZOLE [USP MONOGRAPH] | RILUZOLE [WHO-DD] | 2-Benzothiazolamine, 6-(trifluoromethoxy)- | 7LJ087RS6F | CHEBI:8863 | N07XX02 | RI

Storage

Room temperature

Shipped In

Normal

Overview

Riluzole is a drug used to treat amyotrophic lateral sclerosis.

Specifications

Synonyms

6-(trifluoromethoxy)-1,3-benzothiazol-2-amine | 6-(trifluoromethoxy)benzo[d]thiazol-2-amine | Bio1_001394 | RILUZOLE [JAN] | RILUZOLE [USP MONOGRAPH] | RILUZOLE [WHO-DD] | 2-Benzothiazolamine, 6-(trifluoromethoxy)- | 7LJ087RS6F | CHEBI:8863 | N07XX02 | RI

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Glutamate release inhibitor; anticonvulsant

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

ACTIVATOR, BLOCKER, CHANNEL BLOCKER, GATING INHIBITOR

Mechanism of action

Sodium channel alpha subunit blocker

Purity

≥98%

Product Properties

ALogP

3.6

Names and Identifiers

Pubchem Sid

488179874

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488179874

Canonical Smiles

C1=CC2=C(C=C1OC(F)(F)F)SC(=N2)N

IUPAC Name

6-(trifluoromethoxy)-1,3-benzothiazol-2-amine

InChIKey

FTALBRSUTCGOEG-UHFFFAOYSA-N

INCHI

1S/C8H5F3N2OS/c9-8(10,11)14-4-1-2-5-6(3-4)15-7(12)13-5/h1-3H,(H2,12,13)

Isomeric SMILES

C1=CC2=C(C=C1OC(F)(F)F)SC(=N2)N

WGK Germany

3

RTECS

DL2830000

PubChem CID

5070

Molecular Weight

234.2

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzothiazoles
• Alternative Parents: Benzenoids 2-amino-1,3-thiazoles Heteroaromatic compounds Trihalomethanes Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organofluorides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1,3-benzothiazole - Benzenoid - 1,3-thiazol-2-amine - Azole - Thiazole - Heteroaromatic compound - Trihalomethane - Azacycle - Amine - Organopnictogen compound - Organic oxygen compound - Alkyl halide - Primary amine - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic nitrogen compound - Alkyl fluoride - Hydrocarbon derivative - Halomethane - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
• External Descriptors: benzothiazoles

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (2 Activities)

Discover Target: CYP1A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SCN2A Tclin Sodium channel protein type 2 subunit alpha (1 Activities)

Discover Target: SCN2A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPC5 Tchem Short transient receptor potential channel 5 (1 Activities)

Discover Target: TRPC5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNK4 Tbio Potassium channel subfamily K member 4 (0 Activities)

Discover Target: KCNK4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNK2 Tclin Potassium channel subfamily K member 2 (0 Activities)

Discover Target: KCNK2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNN4 Tchem Intermediate conductance calcium-activated potassium channel protein 4 (1 Activities)

Discover Target: KCNN4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCND3 Tclin Potassium voltage-gated channel subfamily D member 3 (1 Activities)

Discover Target: KCND3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNN1 Tchem Small conductance calcium-activated potassium channel protein 1 (1 Activities)

Discover Target: KCNN1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNN3 Tchem Small conductance calcium-activated potassium channel protein 3 (1 Activities)

Discover Target: KCNN3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNH2 Tclin Potassium voltage-gated channel subfamily H member 2 (0 Activities)

Discover Target: KCNH2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNN2 Tchem Small conductance calcium-activated potassium channel protein 2 (1 Activities)

Discover Target: KCNN2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCND2 Tclin Potassium voltage-gated channel subfamily D member 2 (0 Activities)

Discover Target: KCND2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

Discover Target: PDE5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DHFR Tclin Dihydrofolate reductase (3072 Activities)

Discover Target: DHFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

Discover Target: EGFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

F2 Tclin Thrombin (11687 Activities)

Discover Target: F2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HMGCR Tclin HMG-CoA reductase (2475 Activities)

Discover Target: HMGCR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

INSR Tclin Insulin receptor (5558 Activities)

Discover Target: INSR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PGR Tclin Progesterone receptor (8562 Activities)

Discover Target: PGR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

Discover Target: ADRB2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

Discover Target: CHRM2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

Discover Target: ADRB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

Discover Target: ADRA2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

Discover Target: CHRM1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACE Tclin Angiotensin-converting enzyme (1423 Activities)

Discover Target: ACE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD2 Tclin Dopamine D2 receptor (23596 Activities)

Discover Target: DRD2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

Discover Target: GABRA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

Discover Target: CNR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD1 Tclin Dopamine D1 receptor (9720 Activities)

Discover Target: DRD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD4 Tchem Dopamine D4 receptor (7907 Activities)

Discover Target: DRD4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

Discover Target: SLC6A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HRH2 Tclin Histamine H2 receptor (5428 Activities)

Discover Target: HRH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1D Tclin Alpha-1d adrenergic receptor (4171 Activities)

Discover Target: ADRA1D

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR1B Tclin Serotonin 1b (5-HT1b) receptor (2801 Activities)

Discover Target: HTR1B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

Discover Target: HTR2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

Discover Target: HTR2C

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AVPR2 Tclin Vasopressin V2 receptor (2912 Activities)

Discover Target: AVPR2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

Discover Target: ADORA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)

Discover Target: AGTR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CALCR Tclin Calcitonin receptor (2215 Activities)

Discover Target: CALCR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A4 Tclin Serotonin transporter (12625 Activities)

Discover Target: SLC6A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

Discover Target: ADRA1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HRH1 Tclin Histamine H1 receptor (7573 Activities)

Discover Target: HRH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRA1B Tclin Alpha-1b adrenergic receptor (2912 Activities)

Discover Target: ADRA1B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRM1 Tclin Mu opioid receptor (19785 Activities)

Discover Target: OPRM1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD3 Tclin Dopamine D3 receptor (14368 Activities)

Discover Target: DRD3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AVPR1A Tclin Vasopressin V1a receptor (5412 Activities)

Discover Target: AVPR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRD1 Tclin Delta opioid receptor (15096 Activities)

Discover Target: OPRD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OPRK1 Tclin Kappa opioid receptor (16155 Activities)

Discover Target: OPRK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR3A Tclin Serotonin 3a (5-HT3a) receptor (3366 Activities)

Discover Target: HTR3A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC6A3 Tclin Dopamine transporter (10535 Activities)

Discover Target: SLC6A3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 Activities)

Discover Target: GRIN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)

Discover Target: Agtr2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mc4r Melanocortin receptor 4 (1205 Activities)

Discover Target: Mc4r

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ltc4s Leukotriene C4 synthase (1 Activities)

Discover Target: Ltc4s

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Sigmar1 Sigma opioid receptor (160 Activities)

Discover Target: Sigmar1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Npy1r Neuropeptide Y receptor type 1 (8 Activities)

Discover Target: Npy1r

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cckar Cholecystokinin A receptor (90 Activities)

Discover Target: Cckar

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Scn2a Sodium channel protein type II alpha subunit (191 Activities)

Discover Target: Scn2a

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pde4d Phosphodiesterase 4D (4 Activities)

Discover Target: Pde4d

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nos2 Nitric oxide synthase, inducible (3573 Activities)

Discover Target: Nos2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapk1 MAP kinase ERK2 (650 Activities)

Discover Target: Mapk1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mmp9 Matrix metalloproteinase 9 (38 Activities)

Discover Target: Mmp9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

Discover Target: Pkm

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDH2 Malate dehydrogenase mitochondrial (131 Activities)

Discover Target: MDH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Saccharomyces cerevisiae (19171 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Enterococcus faecalis (29875 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pichia kudriavzevii (7448 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Leishmania infantum (5912 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trypanosoma brucei (78846 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida parapsilosis (8521 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida tropicalis (8381 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Leishmania major (2877 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Leishmania mexicana (936 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trypanosoma cruzi (99888 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Luciferin 4-monooxygenase (66902 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PYK Pyruvate kinase (6726 Activities)

Discover Target: PYK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Brain (1 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTR1 Pteridine reductase 1 (345 Activities)

Discover Target: PTR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KCNK2 Potassium channel subfamily K member 2 (9 Activities)

Discover Target: KCNK2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NS1 Nonstructural protein 1 (33327 Activities)

Discover Target: NS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Grin1 Glutamate NMDA receptor (6467 Activities)

Discover Target: Grin1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Scn2a Sodium channel alpha subunits; brain (Types I, II, III) (344 Activities)

Discover Target: Scn2a

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Glra2 Glycine receptor (1745 Activities)

Discover Target: Glra2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SARS-CoV-2 (38078 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 47 mg/mL Water Ethanol 47 mg/mL
• Melt Point(°C): 118 °C
• Molecular Weight: 234.200 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 234.007 Da
• Monoisotopic Mass: 234.007 Da
• Topological Polar Surface Area: 76.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 238.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

No manufacturer-validated protocols are provided for this item in the Product Data.

Not specified for this item; refer to CoA/Spec Sheet. Users typically develop in-house procedures such as:

• Preparation of DMSO master stocks and serial dilutions for biochemical or cell-based assays
• LC–MS calibration curve preparation and system suitability injections

Any protocol should be qualified in your laboratory, including assessment of solubility limits, vehicle effects, and stability during the assay window.

Biological Roles

The following describes literature biological roles of the small molecule scaffold; it is provided for mechanistic and assay planning context only and does not constitute medical or clinical claims.

Literature mechanistic attributes:

• Modulator of excitatory neurotransmission: interacts with pathways governing glutamate signaling, including effects on presynaptic release mechanisms and glutamate clearance dynamics.
• Inhibits voltage-gated sodium channel activity in various preparations, reducing repetitive firing and excitability in neurons (mechanistic electrophysiology context).
• Influences intracellular signaling cascades associated with neuronal excitability and synaptic function; downstream effects can include modulation of Ca2+-dependent processes.

Biochemical considerations:

• Weakly basic, aromatic heterocycle with moderate lipophilicity (logP ~2.7–2.8), compatible with cell membrane permeation—useful in cellular assays.
• Potential for off-target interactions typical of planar heteroaromatics; include orthogonal counterscreens when profiling.
• Metabolism (literature): oxidative and conjugative biotransformations have been reported; for in vitro systems, consider metabolic stability and active metabolite formation when interpreting results.

Usage notes (research only):

• Establish vehicle controls (e.g., DMSO ≤0.1–0.5% v/v) in all biological assays.
• Determine concentration–response relationships and verify target engagement with at least two independent assay formats where feasible.

Buffer Applications

Riluzole is not a buffering agent and is not used to prepare biological buffer systems. If incorporating into buffered assays:

• Select a buffer based on the biology (e.g., HEPES pH 7.2–7.6, PBS pH ~7.4) and confirm riluzole solubility using co-solvent (e.g., 0.1–1% DMSO) or by preparing an acidified intermediate solution to improve apparent solubility.
• Filter clarified working solutions (0.22 µm) to remove particulates and verify absence of precipitation over the assay timeframe.

For actual buffer formulation guidance, refer to dedicated buffering agents (HEPES, MOPS, Tris, phosphate, etc.).

Green Alternatives

Because Riluzole itself is an active heteroaromatic tool compound, “green alternatives” focus on greener solvent systems and handling practices rather than replacement of the molecule.

Greener solvent considerations (literature/general):

• Prefer ethanol or isopropanol over DMF/NMP when solubility allows.
• Use water-acetonitrile systems with minimal organic content for chromatography; acetonitrile has a more favorable environmental profile than DMF/NMP and often better than methanol in some contexts due to lower toxicity, though sustainability tradeoffs exist.
• Explore propylene carbonate or PEG-400 as co-solvents for higher-boiling, lower-toxicity vehicles in select in vitro systems (verify assay compatibility).

Comparison snapshot (literature; suitability depends on required solubility):

• DMSO: Excellent solubilizer; moderate toxicity; not particularly green but widely used at low %.
• Ethanol: Renewable feedstocks available; safer; moderate solubility ceiling.
• Propylene carbonate: Low vapor pressure, good solvency; higher viscosity can limit use.
• DMF/NMP: Powerful solvents but reproductive toxin concerns—avoid where possible.

Operational green practices:

• Prepare higher-concentration master stocks to reduce total solvent use; aliquot to minimize waste.
• Employ microscale assays and UPLC to reduce solvent volumes.
• Validate shortest viable chromatographic gradients and recycle acetonitrile where instrumentation allows.

Pharmaceutical Uses

No clinical or therapeutic claims are made for this research reagent. In a pharmaceutical laboratory context, the compound may be used as follows (literature/common practice):

• Analytical reference standard: calibration and system suitability in HPLC/UPLC/LC–MS methods, including stability-indicating assays.
• Impurity/degradant profiling: stress-testing studies for method development and to establish retention time windows and mass transitions.
• Formulation research: solubility screening in biorelevant and excipient-containing media; excipient compatibility assessments for preformulation research.
• In vitro pharmacology: target engagement and mechanism-of-action studies in discovery biology (research use only).

Regulatory note:

• This Moligand™ product is not manufactured to GMP and is not accompanied by pharmacopoeial monograph conformance. For QC or regulated uses, obtain lot-specific CoA/Spec Sheet and determine suitability per your quality system.

Physical Properties

Only limited item-specific physico-chemical data are provided for this catalog entry. The following values are literature/general for reference and method development; they are not product specifications.

Item-specific (from Product Data):

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Literature/general properties (typical for Riluzole):

• Physical state: crystalline solid (literature)
• Melting point: ~151–154 °C (literature)
• Boiling point: not commonly reported; decomposes before boiling (literature)
• LogP (XlogP3): ~2.7–2.8 (literature)
• pKa (conjugate acid of the 2-amine on benzothiazole): ~3.5–3.7 (weak base; largely neutral at physiological pH) (literature)
• Aqueous solubility: poor (low mg/L range at neutral pH); readily soluble in polar aprotic organics such as DMSO and DMF; soluble/moderately soluble in ethanol/methanol (literature)
• UV-Vis: strong aromatic absorption in the 240–300 nm region; additional band into near-UV due to benzothiazole (literature)
• Hydrogen-bond donors/acceptors: 1 HBD (–NH2), ~3 HBA (ring N, thiazole N, ether O) (literature)

Notes for users:

• Given the weak basicity (pKa ~3.6), salt formation with strong acids can improve water solubility for analytical reference solutions; confirm compatibility with your assay. All item-specific solution prep should be validated in-house.

Quality & Grades

• Grade: Moligand™

What Moligand™ typically implies (program-level description):

• Research-only small-molecule ligand/tool compound quality intended for biochemical screening, target engagement studies, and method development.
• Emphasis on identity and purity suitable for discovery workflows; not manufactured to pharmacopoeial or GMP standards.

Item-specific statements:

• Purity: Not specified for this item; refer to CoA/Spec Sheet.
• Stabilizers/inhibitors: Not specified for this item; refer to CoA/Spec Sheet.
• Residual solvents, metals, water/peroxides, UV cutoff: Not specified for this item; refer to CoA/Spec Sheet.

Implications for use:

• Suitable for in vitro assays (biochemical/biophysical), analytical reference standards, and LC–MS method development in research settings.
• For regulated applications (QC release testing, clinical manufacturing), obtain a lot-specific CoA/Spec Sheet and determine if additional qualification is required.

Verification recommended:

• Confirm identity by an orthogonal method (e.g., HPLC/UPLC retention, HRMS, 1H NMR) and verify assay purity and peak homogeneity under your method conditions prior to critical experiments.

Reaction & Applications

This compound is primarily used as a research tool compound and analytical reference, not as a routine synthetic reagent. Relevant application domains in research workflows include:

Bio/assay applications (research use only; literature context):

• Tool for studying glutamatergic signaling and excitability: used in target engagement, binding, or functional assays examining ion channel and transporter modulation. Avoids therapeutic framing; focus on mechanistic biochemistry.
• Electrophysiology/patch-clamp research: evaluate effects on voltage-gated sodium currents and synaptic transmission in cell or tissue models.
• Analytical reference standard for LC–MS/UPLC method development, impurity profiling, and system suitability.

Synthesis/derivatization context (literature):

• The benzothiazol-2-amine motif serves as a scaffold for analogue synthesis; N-functionalization (acylation, sulfonylation, carbamate formation) enables SAR exploration around the exocyclic amine.
• The 6-trifluoromethoxy group is metabolically and electronically influential; ring electrophilic substitution is strongly deactivated, guiding site-selective modifications to the exocyclic amine or heterocycle.

Practical tips:

• For assays, prepare fresh working solutions and minimize freeze–thaw cycles; verify compound stability under illumination and at assay temperature.
• For analytical methods, acidic mobile-phase modifiers (e.g., 0.1% formic acid) typically sharpen peaks for weak bases on RP-C18.

Note: No manufacturer-validated application list is provided for this item; users should perform in-house qualification.

Reaction Conditions

No manufacturer-recommended synthetic reaction conditions are provided for this item. The following general guidance supports common research workflows (literature-based, not product specifications):

• Stock solution preparation: Dissolve in anhydrous DMSO at 10–50 mM. Warm gently (≤40 °C) and sonicate if needed. Filter (0.22 µm PTFE) for analytical work.
• Aqueous working solutions: Dilute DMSO stock into buffer while vortexing; keep final DMSO ≤0.1–1% v/v. If precipitation occurs, increase co-solvent slightly or pre-acidify a minimal volume with HCl to form a transient salt, then dilute.
• LC–MS method development: RP-C18, 5–95% acetonitrile/water with 0.1% formic acid over 3–10 min; detect by UV at 254–280 nm and by ESI(+). Typical [M+H]+ m/z ~235 (literature, from MW ~234.2).
• Solid handling: Minimize exposure to ambient humidity during weighing; store tightly capped. Avoid prolonged heating above the melting range (~151–154 °C, literature) to prevent degradation.

Synthesis/derivatization notes (literature):

• N-acylation: amine + acyl chloride (or HATU-mediated coupling) in DCM/DMF, TEA/DIPEA base, 0–25 °C.
• N-sulfonylation: sulfonyl chloride, pyridine or TEA, 0–25 °C.
• Carbamate/urea formation: CDI or triphosgene equivalents under anhydrous conditions.

All conditions must be optimized and validated for your specific application.

Safety & Handling

Product-specific hazard classifications are not provided in the Product Data. Always consult the product SDS for authoritative information.

Item-specific (from Product Data):

• Signal word / H-statements / GHS class / pictograms: Not specified for this item; refer to SDS.
• Storage conditions: Room temperature
• Shipped: Normal

General laboratory safety guidance for heteroaromatic amines (literature/good practice):

• Potential hazards: May be harmful if swallowed or inhaled; can cause skin/eye irritation. Avoid dust generation.
• PPE: Lab coat, safety glasses or splash goggles, appropriate nitrile gloves. Handle in a fume hood when weighing or preparing solutions.
• Incompatibilities: Strong oxidizers (risk of oxidation), strong acids/bases (may lead to salt formation or degradation); avoid prolonged exposure to light/heat.
• First aid overview: If inhaled—move to fresh air; if on skin—wash with soap/water; if in eyes—rinse cautiously with water for several minutes; if ingested—rinse mouth, seek medical advice. Provide SDS to medical responders.
• Spill response: Avoid raising dust; collect by gentle sweeping or HEPA vacuum; place in suitable waste container.
• Waste disposal: Dispose of contents/container in accordance with local/regional regulations for organic laboratory waste. Do not discharge to drains.

Special notes:

• No specific peroxide, pyrophoric, or self-reactive hazards are associated with this structure; nevertheless, follow institutional risk assessments and SDS instructions.

Solvent Selection

Riluzole is a moderately lipophilic, weakly basic heteroaromatic solid with poor water solubility. Solvent selection typically prioritizes polar aprotic media for concentrated stocks.

General miscibility/solubility profile (literature):

• Highly soluble: DMSO, DMF, NMP, acetone
• Soluble to moderately soluble: methanol, ethanol, isopropanol, acetonitrile
• Poorly soluble: water at neutral pH; solubility may improve in acidic aqueous media via salt formation (assess stability)

Practical guidance:

• Prepare concentrated DMSO stocks (e.g., 10–50 mM), then dilute into assay buffers keeping final DMSO ≤0.1–1% v/v as assay-tolerated.
• For aqueous formulations, consider co-solvent systems (e.g., 10–30% acetonitrile or ethanol) or pH adjustment with a strong acid to form a soluble salt; verify no precipitation upon dilution and that assay targets tolerate the vehicle.
• For chromatographic analytics, reversed-phase eluents (water + 0.1% formic acid / acetonitrile or methanol) provide robust peak shape; the weak basicity benefits from acidic modifiers.

Comparison (literature context):

• DMSO: maximal solubility, best for long-term freezer stocks; higher viscosity and potential biological effects at >1%.
• Ethanol/methanol: lower toxicity profile than DMF/NMP; lower solubility ceiling—use for working solutions.
• Aqueous buffers: generally unsuitable without co-solvent or salt formation.

Storage & Reconstitution

Item-specific conditions (from Product Data):

• Storage: Room temperature
• Shipping: Normal

General guidance (good laboratory practice; not product specifications):

• Protect from light and moisture; store in tightly closed container with desiccant if possible.
• For long-term archival, many labs keep solid at room temperature in a desiccator; if preparing solutions, store aliquoted DMSO stocks at −20 to −80 °C to minimize freeze–thaw and degradation.
• Reconstitution: Dissolve in anhydrous DMSO to prepare a 10–50 mM master stock. Vortex and, if necessary, sonicate briefly. Filter (0.22 µm PTFE) for analytical use.
• Working solutions: Dilute into assay buffer with vigorous mixing. Keep final organic solvent content within assay tolerance (commonly ≤0.1–1% v/v DMSO). Prepare fresh on the day of use or verify stability by LC–MS.

Notes:

• Appearance, exact solubility, and stability limits are Not specified for this item; refer to CoA/Spec Sheet.
• Always label aliquots with lot number, concentration, solvent, and preparation date for traceability.

Structure & Identity

Riluzole is a heteroaromatic small molecule in the benzothiazol-2-amine family bearing a trifluoromethoxy substituent.

• SKU: R129533
• CAS: 1744-22-5
• PubChem CID: 5070
• Grade: Moligand™ (research-only small-molecule ligand quality)
• Storage: Room temperature (per Product Data)

Item-specific identifiers (provided):

• InChIKey (catalog entry): 91430 (note: this appears truncated; see literature identity below)

Literature identity (for reference; not item-specific specifications):

• IUPAC name (literature): 6-(trifluoromethoxy)-1,3-benzothiazol-2-amine
• Molecular formula (literature): C8H5F3N2OS
• Molecular weight (literature): ~234.20 g/mol
• InChIKey (literature): VHBFFHMXBSNWAU-UHFFFAOYSA-N
• SMILES (literature): NC1=NC2=CC(=CC=C2S1)OC(F)(F)F

Structural features (general description):

• Fused bicyclic ring: benzothiazole (benzene fused to thiazole)
• Exocyclic amine at the 2-position of the thiazole (–NH2)
• Strongly electron-withdrawing and lipophilic substituent: trifluoromethoxy (–OCF3) at the 6-position of the benzene ring
• Planar, rigid aromatic framework with one sulfur, two nitrogens, and one oxygen heteroatom; no stereocenters
• 2D description: a benzene ring fused to a thiazole; at the bridgehead-adjacent carbon (C6) the ring bears –OCF3, and at C2 of the thiazole an –NH2 projects out of the ring plane

Synthetic Utility

While primarily a tool compound, the scaffold provides opportunities for analogue synthesis and SAR exploration (literature perspective):

Functional group reactivity:

• Exocyclic 2-amine on benzothiazole: amenable to acylation (amides), sulfonylation (sulfonamides), carbamate/urea formation, and N-alkylation under mild conditions.
• Aromatic core: the 6-trifluoromethoxy substituent is strongly deactivating, reducing electrophilic aromatic substitution on the benzene ring; cross-coupling is not directly applicable without a leaving group.
• Heteroaromatic ring: electrophilic activation at C2/C3 positions is attenuated by the –NH2 and ring electronics; directed lithiation can be challenging and typically requires protecting groups and cryogenic conditions.

Retrosynthetic/value:

• Serves as a reference parent for benzothiazol-2-amine analogues bearing electron-withdrawing para/ortho substituents to modulate pKa/logP.
• Derivatization around the exocyclic amine allows tuning of polarity and metabolic stability for probe development.

Practical tips:

• Protect the exocyclic amine (e.g., Boc, Cbz) if harsh conditions are required elsewhere on the scaffold.
• Monitor reactions by LC–MS using acidic mobile phases to ensure sharp peaks for the weak base and to track potential OCF3 cleavage (rare but monitor under strongly nucleophilic/basic conditions).

Target Specificity

No target specificity, clone, isotype, or antigen information is applicable to this small-molecule product, and none is provided in the Product Data.

• Target specificity: Not specified for this item; refer to primary literature for mechanistic studies if needed.
• Species reactivity, clone, isotype: Not applicable (small molecule).