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SB-366791 - 10mM in DMSO, high purity , CAS No.472981-92-3, Channel blocker of TRPV1

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Item Number
S424117
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S424117-1ml
1ml
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$152.90

Potent, selective TRPV1 antagonist

Basic Description

Synonyms 472981-92-3 | SB-366791 | SB 366791 | SB366791 | 4'-CHLORO-3-METHOXYCINNAMANILIDE | N-(3-Methoxyphenyl)-4-chlorocinnamide | (2E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide | (e)-3-(4-chlorophenyl)-n-(3-methoxyphenyl)acrylamide | 1649486-65-6 | 3-(4-chlorophenyl)-
Specifications & Purity Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms Potent, selective TRPV1 antagonist. Rapidly and reversibley inhibits capsaicin, acid, or heat mediated activation of human TRPV1 (IC 50 values are 3 and 6 nM for capsaisin and heat respectively). Active in vivo .
Storage Temp Store at -80°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 CHANNEL BLOCKER
Mechanism of action Channel blocker of TRPV1
Product Description

Product Description:

SB-366791 is a novel, potent, and selective, cinnamide TRPV1 antagonist with an IC50 of 5.7 nM.


Product Application:

SB-366791 has been used as a transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonist: to infer the in vitro and in vivo pharmacology of (E)-3-(4-t-butylphenyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acrylamide (AMG 9810) to study its effects on sodium hydrogen sulfide (NaHS) or capsaicin-induced contractile activity 

to study the inhibitory potency of phoneutria toxin (PnTx3-5) (native and recombinant) on various responses mediated by transient receptor potential cation channel subfamily V member 1 (TRPV1) 

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Cinnamic acids and derivatives
Subclass Cinnamic acid amides
Intermediate Tree Nodes Not available
Direct Parent Cinnamic acid amides
Alternative Parents Anilides  Methoxyanilines  Styrenes  Phenoxy compounds  Anisoles  N-arylamides  Methoxybenzenes  Alkyl aryl ethers  Chlorobenzenes  Aryl chlorides  Secondary carboxylic acid amides  Carbonyl compounds  Hydrocarbon derivatives  Organic oxides  Organochlorides  Organopnictogen compounds  
Molecular Framework Aromatic homomonocyclic compounds
Substituents Cinnamic acid amide - Methoxyaniline - Anilide - Phenoxy compound - Anisole - Methoxybenzene - N-arylamide - Styrene - Phenol ether - Alkyl aryl ether - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Carboxamide group - Secondary carboxylic acid amide - Ether - Carboxylic acid derivative - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organohalogen compound - Organochloride - Aromatic homomonocyclic compound
Description This compound belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
External Descriptors Not available

Associated Targets(Human)

TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 (3 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TRPV1 Tclin Vanilloid receptor (8273 Activities)
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)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Faah Anandamide amidohydrolase (3907 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)
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)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide
INCHI InChI=1S/C16H14ClNO2/c1-20-15-4-2-3-14(11-15)18-16(19)10-7-12-5-8-13(17)9-6-12/h2-11H,1H3,(H,18,19)/b10-7+
InChIKey RYAMDQKWNKKFHD-JXMROGBWSA-N
Smiles COC1=CC=CC(=C1)NC(=O)C=CC2=CC=C(C=C2)Cl
Isomeric SMILES COC1=CC=CC(=C1)NC(=O)/C=C/C2=CC=C(C=C2)Cl
PubChem CID 667594
Molecular Weight 287.74

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity light sensitive
Melt Point(°C) 169℃
Molecular Weight 287.740 g/mol
XLogP3 4.200
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 4
Exact Mass 287.071 Da
Monoisotopic Mass 287.071 Da
Topological Polar Surface Area 38.300 Ų
Heavy Atom Count 20
Formal Charge 0
Complexity 337.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Solution Calculators

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