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SB-366791 - ≥98%, high purity , CAS No.472981-92-3, Channel blocker of TRPV1

  • Moligand™
  • ≥98%
Item Number
S275140
Grouped product items
SKUSizeAvailabilityPrice Qty
S275140-5mg
5mg
In stock
$64.90
S275140-25mg
25mg
In stock
$195.90
S275140-100mg
100mg
In stock
$521.90

Potent, selective TRPV1 antagonist

View related series
TRPV1 Channel blocker

Basic Description

Synonyms472981-92-3|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 & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsPotent, 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 .
SourceSynthetic
Storage TempRoom temperature
Shipped InNormal
GradeMoligand™
Action TypeCHANNEL BLOCKER
Mechanism of actionChannel blocker of TRPV1
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
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) 

Associated Targets

TRPM1 Tchem Transient receptor potential cation channel subfamily M member 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FAAH Tchem Fatty-acid amide hydrolase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 3 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TRPM8 Tclin Transient receptor potential cation channel subfamily M member 8 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

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+
InChi Key RYAMDQKWNKKFHD-JXMROGBWSA-N
Canonical 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

Certificate of Analysis(COA)

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3 results found

Lot NumberCertificate TypeDateItem
L2108023Certificate of AnalysisJun 14, 2023 S275140
L2108051Certificate of AnalysisJun 14, 2023 S275140
L2108052Certificate of AnalysisJun 14, 2023 S275140

Chemical and Physical Properties

SolubilitySoluble in DMSO to 75 mM and in ethanol to 25 mM (with warming)
Sensitivitylight sensitive
Melt Point(°C)169℃

Related Documents

References

1. Anil SM et al..  (2021)  Cannabis compounds exhibit anti-inflammatory activity in vitro in COVID-19-related inflammation in lung epithelial cells and pro-inflammatory activity in macrophages..  Sci Rep,  11  (1462).  [PMID:33446817]
2. Anis O et al..  (2021)  Cannabis-Derived Compounds Cannabichromene and ?9-Tetrahydrocannabinol Interact and Exhibit Cytotoxic Activity against Urothelial Cell Carcinoma Correlated with Inhibition of Cell Migration and Cytoskeleton Organization..  Molecules,  26  (2):   [PMID:33477303]
3. Shalev N et al..  (2022)  Phytocannabinoid Compositions from Cannabis Act Synergistically with PARP1 Inhibitor against Ovarian Cancer Cells In Vitro and Affect the Wnt Signaling Pathway..  Molecules,  27  (21):   [PMID:36364346]

Solution Calculators