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CAPSAZEPINE

CAS No.
138977-28-3
Chemical Name:
CAPSAZEPINE
Synonyms
Capsazepin;CAPSAZEPINE;capasazepine;Capsazepine,98%;CAPSAZEPINE SYNTHETIC ANALOG OF C;8-dihydroxy-2H-2-benzazepine-2-carbothioamide;7;8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE;N-(4-Chlorophenethyl)-7,8-dihydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide;2-[[2-(4-Chlorophenyl)ethylamino]thiocarbonyl]-2,3,4,5-tetrahydro-1H-2-benzazepine-7,8-diol;N-[2-(CHLOROPHENYL)ETHYL]-1,3,4,5-TETRAHYDRO-7,8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE
CBNumber:
CB0144302
Molecular Formula:
C19H21ClN2O2S
Molecular Weight:
376.9
MDL Number:
MFCD00153778
MOL File:
138977-28-3.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

CAPSAZEPINE Properties

Melting point 155-157°C
Boiling point 581.1±60.0 °C(Predicted)
Density 1.350±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility methanol: soluble
form solid
pka 9.73±0.20(Predicted)
color off-white
InChIKey DRCMAZOSEIMCHM-UHFFFAOYSA-N
CAS DataBase Reference 138977-28-3(CAS DataBase Reference)
FDA UNII LFW48MY844

SAFETY

Risk and Safety Statements

Hazard statements  H402
Precautionary statements  P273-P501
Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  22-24/25-36-26
RIDADR  2811
WGK Germany  3
HazardClass  6.1(a)
PackingGroup  II

CAPSAZEPINE price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C191 Capsazepine ≥98% (HPLC), solid 138977-28-3 5mg $240 2024-03-01 Buy
Sigma-Aldrich C191 Capsazepine ≥98% (HPLC), solid 138977-28-3 25mg $844 2024-03-01 Buy
Alfa Aesar J63055 Capsazepine, 99+% 138977-28-3 10mg $321 2024-03-01 Buy
Alfa Aesar J63055 Capsazepine, 99+% 138977-28-3 50mg $1347.65 2024-03-01 Buy
Cayman Chemical 10007518 Capsazepine ≥98% 138977-28-3 1mg $32 2024-03-01 Buy
Product number Packaging Price Buy
C191 5mg $240 Buy
C191 25mg $844 Buy
J63055 10mg $321 Buy
J63055 50mg $1347.65 Buy
10007518 1mg $32 Buy

CAPSAZEPINE Chemical Properties,Uses,Production

Description

Transient receptor potential vanilloid type 1 (TRPV1) is a member of the transient receptor potential (TRP) family that is activated or sensitized by a variety of endogenous stimuli as a result of tissue injury and inflammation. TRPV1 is upregulated during inflammation and plays a role in the perception of pain. Capsazepine is a competitive antagonist of transient receptor potential vanilloid type 1 (TRPV1) which blocks the capsaicin-induced uptake of Ca2+ in neonatal rat dorsal root ganglia with an IC50 of 0.42 μM and Chinese hamster ovary cells with an IC50 of 17 nM. It does not block acid- or heat-induced activation of TRPV1 and may block receptors other than TRPV1.

Chemical Properties

Light Yellow Solid

Uses

Capsazepine has been used as a transient receptor potential vanilloid-1 (TRPV1) antagonist:

  • to study its effect on capsaicin induced extracellular signal-regulated kinase (ERK) phosphorylation
  • to study the role of TRPV1 in central terminals on nociception in rats
  • for functional characterization of the TRPV1 in bull spermatozoa

Uses

A selective vanilloid receptor antagonist (Ki=3.2uM

Uses

Capsazepine is shown to inhibit the development of mechanical hyperalgesia induced by intraplanar capsaicin injection. Capsazepine is described to block Resiniferatoxin (sc-24015)- and Capsaicin-induced contractions of guinea pig treacheal smooth muscle. Studies investigating the function of the VR1 (TRPV1 receptor) have employed Capsazepine as a tool for perturbing systemic neuronal response to Capsaicin.

Definition

ChEBI: A benzazepine that is 2,3,4,5-tetrahydro-1H-2-benzazepine which is substituted by hydroxy groups at positions 7 and 8 and on the nitrogen atom by a 2-(p-chlorophenyl)ethylaminothiocarbonyl group. A synthetic analogue of caps icin, it was the first reported capsaicin receptor antagonist.

Hazard

A poison.

Biological Activity

Selective vanilloid receptor antagonist (K i = 3.2 μ M). Inhibits carrageenan inflammation-induced hyperalgesic responses in the rat. Also activates amiloride-sensitive epithelial Na + channel ENaC δ . Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ .

Biochem/physiol Actions

Capsazepine is a synthetic analog of capsaicin and a transient receptor potential vanilloid-1 (TRPV1) antagonist. It exhibits anti-proliferative and anti-cancer effects in various cancer types including oral squamous cell carcinoma, non-small cell lung cancer (NSCLC), breast cancer, and prostate cancer cell lines (HSC-3, H460, MDA-231, and PC-3 respectively). Capsazepine recovers impaired lung mechanics during endotoxemia and it may be a potential therapeutic target for acute lung injury (ALI).

storage

Room temperature

References

1. c. s. walpole, s. bevan, g. bovermann, j. j. boelsterli, r. breckenridge, j. w. davies, g. a. hughes, i. james, l. oberer, j. winter and et al., j med chem 1994, 37, 1942-1954. 2. r. j. docherty, j. c. yeats and a. s. piper, br j pharmacol 1997, 121, 1461-1467. 3. h. j. behrendt, t. germann, c. gillen, h. hatt and r. jostock, br j pharmacol 2004, 141, 737-745. 4. l. liu and s. a. simon, neurosci lett 1997, 228, 29-32. 5. b. sung, s. prasad, j. ravindran, v. r. yadav and b. b. aggarwal, free radic biol med 2012, 53, 1977-1987.

CAPSAZEPINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 146)Suppliers
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ATK CHEMICAL COMPANY LIMITED
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CONIER CHEM AND PHARMA LIMITED
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Antai Fine Chemical Technology Co.,Limited
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HANGZHOU CLAP TECHNOLOGY CO.,LTD
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InvivoChem
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TargetMol Chemicals Inc.
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GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 50001 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8475 58

View Lastest Price from CAPSAZEPINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
CAPSAZEPINE pictures 2021-08-11 CAPSAZEPINE
138977-28-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • CAPSAZEPINE pictures
  • CAPSAZEPINE
    138977-28-3
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

CAPSAZEPINE Spectrum

CAPSAZEPINE N-[2-(CHLOROPHENYL)ETHYL]-1,3,4,5-TETRAHYDRO-7,8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE N-[2-(4-CHLOROPHENYL)ETHYL]-1,3,4,5-TETRAHYDRO-7,8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE CAPSAZEPINE SYNTHETIC ANALOG OF C 2-[[2-(4-Chlorophenyl)ethylamino]thiocarbonyl]-2,3,4,5-tetrahydro-1H-2-benzazepine-7,8-diol Capsazepine,98% 7;8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE 8-dihydroxy-2H-2-benzazepine-2-carbothioamide capasazepine 2H-2-Benzazepine-2-carbothioamide, N-[2-(4-chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy- Capsazepin N-(4-Chlorophenethyl)-7,8-dihydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide 138977-28-3 38977-28-3 C19H21ClN2O2S Inhibitors Intermediates & Fine Chemicals Pharmaceuticals Vanilloid/TRPV channel Ion Channels Amines Aromatics