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4'-CHLORO-3-METHOXYCINNAMANILIDE

Product Name
4'-CHLORO-3-METHOXYCINNAMANILIDE
CAS No.
472981-92-3
Chemical Name
4'-CHLORO-3-METHOXYCINNAMANILIDE
Synonyms
SB 366791;SB366791, >98%;SB 366791;SB366791;4'-CHLORO-3-METHOXYCINNAMANILIDE;4'-CHLORO-3-METHOXYCINNAMANILIDE;N-(3-METHOXYPHENYL)-4-CHLOROCINNAMIDE;4'-CHLORO-3-METHOXYCINNAMANILIDE(SB366791);3-(4-Chlorophenyl)-N-(3-methoxyphenyl)acrylamide;(E)-3-(4-CHLOROPHENYL)-N-(3-METHOXYPHENYL)ACRYLAMIDE;3-(4-Chlorophenyl)-N-(3-methoxyphenyl)-2-propenamide
CBNumber
CB2449409
Molecular Formula
C16H14ClNO2
Formula Weight
287.74
MOL File
472981-92-3.mol
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4'-CHLORO-3-METHOXYCINNAMANILIDE Property

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.
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2924.29.7790
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S0441
Product name
SB-366791
Purity
≥98% (HPLC), powder
Packaging
5mg
Price
$206
Updated
2024/03/01
Sigma-Aldrich
Product number
S0441
Product name
SB-366791
Purity
≥98% (HPLC), powder
Packaging
25mg
Price
$814
Updated
2024/03/01
TCI Chemical
Product number
B5762
Product name
SB-366791
Packaging
25MG
Price
$147
Updated
2024/03/01
TCI Chemical
Product number
B5762
Product name
SB-366791
Packaging
100MG
Price
$402
Updated
2024/03/01
Alfa Aesar
Product number
J67312
Product name
SB-366791, 99%
Packaging
5mg
Price
$101
Updated
2021/12/16
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4'-CHLORO-3-METHOXYCINNAMANILIDE Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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4'-CHLORO-3-METHOXYCINNAMANILIDE Suppliers

Americas 1 China 88 Europe 1 Germany 1 India 3 Japan 1 Switzerland 3 United Kingdom 3 United States 14 Global 115
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
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View Lastest Price from 4'-CHLORO-3-METHOXYCINNAMANILIDE manufacturers

Career Henan Chemica Co
Product
4'-CHLORO-3-METHOXYCINNAMANILIDE 472981-92-3
Price
US $1.00/g
Min. Order
1g
Purity
85.0-99.8%
Supply Ability
20tons
Release date
2020-10-28

472981-92-3, 4'-CHLORO-3-METHOXYCINNAMANILIDERelated Search:

5-[2-[4-[2-(Dimethylamino)ethoxy]phenyl]-5-(4-pyridinyl)-1H-imidazol-4-yl]-2,3-dihydro-1H-inden-1-one oxime SB 269970 HYDROCHLORIDE SB1317 6-[2-tert-Butyl-5-(6-methyl-pyridin-2-yl)-1H-imidazol-4-yl]-quinoxaline SB-705498 SB 203580 SB242235 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Ispinesib SB 431542 SB 202190 SB 415286 SB 242084 (hydrochloride) MMP-2/MMP-9 INHIBITOR IV Sb-742457 SB216763 SB 225002 Pracinostat

  • 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%
  • 4'-CHLORO-3-METHOXYCINNAMANILIDE(SB366791)
  • 4'-CHLORO-3-METHOXYCINNAMANILIDE
  • 3-(4-Chlorophenyl)-N-(3-methoxyphenyl)acrylamide
  • 472981-92-3
  • C16H14NO2Cl
  • Vanilloid/TRPV channel
  • API