Larotrectinib (LOXO-101) sulfate - ≥98% , Neurotrophic tyrosine kinase receptor inhibitor, CAS No.1223405-08-0, Neurotrophic tyrosine kinase receptor inhibitor

CAS: 1223405-08-0 Cat. No.: L413889 Formule: C₂₁H₂₂F₂N₆O₂.H₂SO₄ Poids moléculaire: 526.51 Numéro CE: 185-359-2 PubChem CID: 67330085

GRADE & PURITY ≥98%

Synonyms

2-[4-(2-sulfonatoethyl)piperazine-1,4-diium-1-yl]ethanesulfonate | AC-30671 | LOXO-101 (sulfate) | MS-29743 | D11138 | LAROTRECTINIB SULFATE [ORANGE BOOK] | (4-methylphenyl)-boronic acid | EX-A1981A | (3S)-N-{5-[(2R)-2-(2,5-Difluorophenyl)pyrrolidin-1-yl]

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Information

Larotrectinib (LOXO-101) sulfate Larotrectinib sulfate (LOXO-101, ARRY-470) is an oral potent and selective ATP-competitive inhibitor of tropomyosin receptor kinases (TRK) . Larotrectinib inhibition of TRKs induces cellular apoptosis and G1 cell-cycle arrest.

Targets

TRK

In vitro

ARRY-470(LOXO-101) is a selective kinase inhibitor with nanomolar activity against TRKA, TRKB and TRKC but no other notable kinase inhibition below 1,000 nM. ARRY-470 does not inhibit proliferation of Ba/F3 cells expressing other oncogene targets (epidermal growth factor receptor (EGFR), ALK or ROS1) or of lung and colorectal cell lines that do not harbor an NTRK1 fusion. It induces cell-cycle arrest in G1 and apoptosis of KM12 cells.

In vivo

Early/sustained but not late/acute administration of ARRY-470(LOXO-101) markedly attenuates bone cancer pain and significantly blocks the ectopic sprouting of sensory nerve fibers and the formation of neuroma-like structures in the tumor bearing bone, but does not have a significant effect on tumor growth or bone remodeling. It has very limited ability crossing of the blood brain barrier.

Cell Research(from reference)

Cell lines：Ba/F3 cells 

Concentrations：10, 100, 1000 nM 

Incubation Time：5 h 

Specifications

Synonymes

2-[4-(2-sulfonatoethyl)piperazine-1,4-diium-1-yl]ethanesulfonate | AC-30671 | LOXO-101 (sulfate) | MS-29743 | D11138 | LAROTRECTINIB SULFATE [ORANGE BOOK] | (4-methylphenyl)-boronic acid | EX-A1981A | (3S)-N-{5-[(2R)-2-(2,5-Difluorophenyl)pyrrolidin-1-yl]

Spécifications et pureté

≥98%

Mécanismes biochimiques et physiologiques

Larotrectinib sulfate (LOXO-101, ARRY-470) is an oral potent and selective ATP-competitive inhibitor of tropomyosin receptor kinases (TRK). Larotrectinib inhibition of TRKs induces cellular apoptosis and G1 cell-cycle arrest.

Conditions de stockage de stockage

Protected from light,Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Mécanisme d'action

Neurotrophic tyrosine kinase receptor inhibitor

Pureté

≥98%

Propriétés du produit

• ALogP: 1.374
• Nombre de HBD: 2
• Liaison rotative: 3

Noms et identifiants

• Pubchem Sid: 504771892
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771892
• Sourires canoniques: C1CC(N(C1)C2=NC3=C(C=NN3C=C2)NC(=O)N4CCC(C4)O)C5=C(C=CC(=C5)F)F.OS(=O)(=O)O
• IUPAC Name: (3S)-N-[5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl]-3-hydroxypyrrolidine-1-carboxamide;sulfuric acid
• InChIKey: PXHANKVTFWSDSG-QLOBERJESA-N
• INCHI: 1S/C21H22F2N6O2.H2O4S/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27;1-5(2,3)4/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31);(H2,1,2,3,4)/t14-,18+;/m0./s1
• Isomères SMILES: C1C[C@@H](N(C1)C2=NC3=C(C=NN3C=C2)NC(=O)N4CC[C@@H](C4)O)C5=C(C=CC(=C5)F)F.OS(=O)(=O)O
• PubChem CID: 67330085
• Poids moléculaire: 526.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Pyrrolidines
      • Subclass Phenylpyrrolidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Pyrrolidines
• Subclass: Phenylpyrrolidines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrrolidines
• Alternative Parents: Pyrazolo[1,5-a]pyrimidines Dialkylarylamines Pyrrolidinecarboxamides Fluorobenzenes Aminopyrimidines and derivatives Organic sulfuric acids Imidolactams Aryl fluorides Pyrroles Pyrazoles Heteroaromatic compounds Ureas Secondary alcohols Azacyclic compounds Organofluorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-phenylpyrrolidine - Pyrazolo[1,5-a]pyrimidine - Pyrazolopyrimidine - Dialkylarylamine - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine-1-carboxamide - Aminopyrimidine - Fluorobenzene - Halobenzene - Sulfuric acid - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Pyrimidine - Imidolactam - Benzenoid - Pyrazole - Heteroaromatic compound - Pyrrole - Organic sulfuric acid or derivatives - Azole - Urea - Secondary alcohol - Azacycle - Organooxygen compound - Organohalogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organofluoride - Alcohol - Amine - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
• External Descriptors: Not available

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

Cibles associées (humaines)

NTRK1 Tclin High affinity nerve growth factor receptor (1 Activities)

Discover Target: NTRK1

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

NTRK1 Tclin Nerve growth factor receptor Trk-A (7922 Activities)

Discover Target: NTRK1

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

KM12 (47707 Activities)

Explore this target

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

NTRK2 Tclin Neurotrophic tyrosine kinase receptor type 2 (3279 Activities)

Discover Target: NTRK2

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

NTRK3 Tclin NT-3 growth factor receptor (2338 Activities)

Discover Target: NTRK3

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

Cibles associées (non humaines)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solubility (25°C) In vitro DMSO: 100 mg/mL (189.92 mM); Water: Insoluble; Ethanol: Insoluble
• Sensibilité: Light sensitive
• DMSO (mg/mL) Solubilité maximale: 100
• DMSO (mM) Solubilité maximale: 189.9299159
• Eau (mg/mL) Solubilité maximale: ＜1
• Poids moléculaire: 526.500 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 526.145 Da
• Monoisotopic Mass: 526.145 Da
• Topological Polar Surface Area: 169.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 741.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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: 2

XLogP3

Foire aux questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1223405-08-0, the molecular formula is C21H22F2N6O2.H2SO4, and the molecular weight is 526.51 g/mol. InChIKey PXHANKVTFWSDSG-QLOBERJESA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.