SB705498 - Moligand™, ≥98% , Vanilloid receptor antagonist, CAS No.501951-42-4, Vanilloid receptor antagonist

CAS: 501951-42-4 Cat. No.: S126833 Molecular Weight: 429.23 PubChem CID: 9910486

GRADE & PURITY Moligand™, ≥98%

Synonyms

(R)-1-(2-bromophenyl)-3-(1-(5-(trifluoromethyl)pyridin-2-yl)pyrrolidin-3-yl)urea | AC-32677 | HY-10633 | 1-(2-bromophenyl)-3-[(3R)-1-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-3-yl]urea | SCHEMBL1350298 | 3-acetamidophenyl- boronic acid | BDBM20504 | GTP

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

(R)-1-(2-bromophenyl)-3-(1-(5-(trifluoromethyl)pyridin-2-yl)pyrrolidin-3-yl)urea | AC-32677 | HY-10633 | 1-(2-bromophenyl)-3-[(3R)-1-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-3-yl]urea | SCHEMBL1350298 | 3-acetamidophenyl- boronic acid | BDBM20504 | GTP

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

SB-705498 is a potent, selective and transient receptor potential vanilloid 1 (TRPV1) receptor antagonist with a pIC50 of 7.1. SB-705498 potently inhibits capsaicin-induced activation of human TRPV1 expressed in 1321N1 cells or HEK293 cells with apparent

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ANTAGONIST, CHANNEL BLOCKER

Mechanism of action

Vanilloid receptor antagonist

Purity

≥98%

Product Properties

• ALogP: 3.8

Names and Identifiers

• Pubchem Sid: 504765077
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765077
• Canonical Smiles: C1CN(CC1NC(=O)NC2=CC=CC=C2Br)C3=NC=C(C=C3)C(F)(F)F
• IUPAC Name: 1-(2-bromophenyl)-3-[(3R)-1-[5-(trifluoromethyl)pyridin-2-yl]pyrrolidin-3-yl]urea
• InChIKey: JYILLRHXRVTRSH-GFCCVEGCSA-N
• INCHI: 1S/C17H16BrF3N4O/c18-13-3-1-2-4-14(13)24-16(26)23-12-7-8-25(10-12)15-6-5-11(9-22-15)17(19,20)21/h1-6,9,12H,7-8,10H2,(H2,23,24,26)/t12-/m1/s1
• Isomeric SMILES: C1CN(C[C@@H]1NC(=O)NC2=CC=CC=C2Br)C3=NC=C(C=C3)C(F)(F)F
• PubChem CID: 9910486
• Molecular Weight: 429.23

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass N-phenylureas

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: N-phenylureas
• Intermediate Tree Nodes: Not available
• Direct Parent: N-phenylureas
• Alternative Parents: Dialkylarylamines Bromobenzenes Aminopyridines and derivatives Imidolactams Aryl bromides Pyrrolidines Heteroaromatic compounds Ureas Azacyclic compounds Organofluorides Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-phenylurea - Dialkylarylamine - Aminopyridine - Bromobenzene - Halobenzene - Aryl bromide - Aryl halide - Pyridine - Imidolactam - Pyrrolidine - Heteroaromatic compound - Urea - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organofluoride - Organobromide - Organohalogen compound - Organic nitrogen compound - Amine - Carbonyl group - Alkyl halide - Hydrocarbon derivative - Organic oxide - Alkyl fluoride - Organonitrogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
• 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

Associated Targets(Human)

TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 (2 Activities)

Discover Target: TRPV1

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

TRPV1 Tclin Vanilloid receptor (8273 Activities)

Discover Target: TRPV1

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

U2OS (164939 Activities)

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

Liver microsomes (16955 Activities)

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

HEK-293T (167025 Activities)

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Cavia porcellus (23802 Activities)

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

Canis familiaris (36305 Activities)

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

Mus musculus (284745 Activities)

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

Rattus norvegicus (775804 Activities)

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

Trpv1 Vanilloid receptor 1 (6 Activities)

Discover Target: Trpv1

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

Trpm8 Transient receptor potential cation channel subfamily M member 8 (889 Activities)

Discover Target: Trpm8

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 86 mg/mL Water <1 mg/mL Ethanol 20 mg/mL
• Molecular Weight: 429.200 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 428.046 Da
• Monoisotopic Mass: 428.046 Da
• Topological Polar Surface Area: 57.300 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 493.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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

References

1. Li Ting, Jiang Shuhui, Zhang Ying, Luo Jie, Li Ming, Ke Hengte, Deng Yibin, Yang Tao, Sun Xiaohui, Chen Huabing.  (2023)  Nanoparticle-mediated TRPV1 channel blockade amplifies cancer thermo-immunotherapy via heat shock factor 1 modulation.  Nature Communications,  14  (1): (1-25).  [PMID:37120615] [10.1038/s41467-023-38128-x]