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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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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
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)- |
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Specifications & Purity | Moligand™, ≥98% |
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 . |
Source | Synthetic |
Storage Temp | Room temperature |
Shipped In | Normal |
Grade | Moligand™ |
Action Type | CHANNEL BLOCKER |
Mechanism of action | Channel blocker of TRPV1 |
Note | Wherever 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) |
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IUPAC Name | (E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide |
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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 |
PubChem CID | 667594 |
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CAS Registry No. | 472981-92-3 |
ChEMBL Ligand | CHEMBL122413 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
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L2108023 | Certificate of Analysis | Jun 14, 2023 | S275140 |
L2108051 | Certificate of Analysis | Jun 14, 2023 | S275140 |
L2108052 | Certificate of Analysis | Jun 14, 2023 | S275140 |
Solubility | Soluble in DMSO to 75 mM and in ethanol to 25 mM (with warming) |
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Sensitivity | light sensitive |
Melt Point(°C) | 169℃ |
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] |