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| | 4'-CHLORO-3-METHOXYCINNAMANILIDE Basic information |
| Product Name: | 4'-CHLORO-3-METHOXYCINNAMANILIDE | | Synonyms: | N-(3-METHOXYPHENYL)-4-CHLOROCINNAMIDE;SB 366791;4'-CHLORO-3-METHOXYCINNAMANILIDE;3-(4-Chlorophenyl)-N-(3-methoxyphenyl)-2-propenamide;(E)-3-(4-CHLOROPHENYL)-N-(3-METHOXYPHENYL)ACRYLAMIDE;2-Propenamide,3-(4-chlorophenyl)-N-(3-methoxyphenyl)-;SB 366791;SB366791;SB366791, >98% | | CAS: | 472981-92-3 | | MF: | C16H14ClNO2 | | MW: | 287.74 | | EINECS: | | | Product Categories: | Vanilloid/TRPV channel;API | | Mol File: | 472981-92-3.mol |  |
| | 4'-CHLORO-3-METHOXYCINNAMANILIDE Chemical Properties |
| Melting point | 165-167℃ | | storage temp. | Sealed in dry,Room Temperature | | solubility | DMSO: 13 mg/mL, soluble | | form | solid | | color | off-white | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 2924.29.7790 |
| | 4'-CHLORO-3-METHOXYCINNAMANILIDE Usage And Synthesis |
| Description | SB-366791 (472981-92-3) is a potent (IC50 = 0.7 μM) and selective TRPV1 blocker.1,2 Selective for TRPV1 in a panel of 47 different binding assays. | | Uses | N-(4-Methoxyphenyl)-4-chlorocinnamamide is a novel, potent, and selective cinnamide TRPV1 antagonist. Also a useful tool to further study the biology of TRPV1. | | Uses | 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)
| | Definition | ChEBI: 3-(4-chlorophenyl)-N-(3-methoxyphenyl)-2-propenamide is a member of cinnamamides and a secondary carboxamide. | | Biological Activity | Potent, selective and competitive vanilloid TRPV1 (VR1) receptor antagonist (pA 2 = 7.71 at hVR1); antagonizes hTRPV1 receptors activated by agonists, noxious heat, but not protons. Displays selectivity over a wide range of receptors and systems including CB 1 and CB 2 receptors, voltage-gated Ca 2+ channels and the hyperpolarization-activated current (I h ). Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ . | | Biochem/physiol Actions | SB-366791 might exhibit analgesic properties on bone cancer-related pain behavior. | | storage | Store at RT | | References | 1) Gunthorpe, et al., (2004) Identification and characterization of SB-366791, a potent and selective vanilloid receptor (VR1/TRPV1) antagonist; Neuropharmacology 46 133
2) Varga et al. (2005) Effects of the novel TRPV1 receptor antagonist SB366791 in vitro and in vivo in the rat; Neurosci. Lett.. 385 137 |
| | 4'-CHLORO-3-METHOXYCINNAMANILIDE Preparation Products And Raw materials |
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