Solubility is tested up to 10mg/mL in anhydrous DMSO. Capsazepine should not be reconstituted in aqueous solutions such as water.
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C191
Capsazepine
≥98% (HPLC), solid, TRPV1 antagonist
Synonym(e):
N-[2-(4-Chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamide
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| Packungsgröße | SKU | Verfügbarkeit | Preis |
|---|---|---|---|
| 5 mg | Warenkorb auf Verfügbarkeit prüfen | CHF 185.00 | |
| 25 mg | Warenkorb auf Verfügbarkeit prüfen | CHF 716.00 |
Über diesen Artikel
Empirische Formel (Hill-System):
C19H21ClN2O2S
CAS-Nummer:
Molekulargewicht:
376.90
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Technischer Dienst
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Unterstützung erhaltenProduktname
Capsazepine, ≥98% (HPLC), solid
Quality Level
assay
≥98% (HPLC)
form
solid
color
off-white
solubility
DMSO: >10 mg/mL, clear
storage temp.
2-8°C
SMILES string
Oc1cc2CCCN(Cc2cc1O)C(=S)NCCc3ccc(Cl)cc3
InChI
1S/C19H21ClN2O2S/c20-16-5-3-13(4-6-16)7-8-21-19(25)22-9-1-2-14-10-17(23)18(24)11-15(14)12-22/h3-6,10-11,23-24H,1-2,7-9,12H2,(H,21,25)
InChI key
DRCMAZOSEIMCHM-UHFFFAOYSA-N
Gene Information
human ... TRPV1(7442), TRPV4(59341)
rat ... Trpv1(83810)
Application
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[1]
- to study the role of TRPV1 in central terminals on nociception in rats
- for functional characterization of the TRPV1 in bull spermatozoa[2]
Biochem/physiol Actions
Capsazepine is a synthetic analog of capsaicin and a transient receptor potential vanilloid-1 (TRPV1) antagonist.[1] 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).[3] Capsazepine recovers impaired lung mechanics during endotoxemia and it may be a potential therapeutic target for acute lung injury (ALI).[4]
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Dieser Artikel | |||
|---|---|---|---|
| form solid | form solid | form powder | form solid |
| assay ≥98% (HPLC) | assay ≥97% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. 2-8°C | storage temp. 10-30°C | storage temp. 2-8°C | storage temp. 2-8°C |
| solubility DMSO: >10 mg/mL, clear | solubility DMSO: soluble, methanol: soluble | solubility H2O: >10 mg/mL | solubility DMSO: >10 mg/mL |
| color off-white | color off-white | color white | color off-white |
Lagerklasse
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.
Ablation and regeneration of peripheral and central TRPV1 expressing nerve terminals and the consequence of nociception
Yu SQ and Premkumar LS
Open Medicine : A Peer-Reviewed, Independent, Open-Access Journal, 8(1) (2015)
Jorge De La Chapa et al.
Bioorganic & medicinal chemistry, 27(1), 208-215 (2018-12-12)
We previously demonstrated that capsazepine (CPZ), a synthetic transient receptor potential Vanilloid subtype 1 (TRPV1) antagonist, has significant anti-cancer effects in vivo. The purpose of this study was to develop more potent analogs based upon CPZ pharmacophore and structure-activity relationships
S Bevan et al.
British journal of pharmacology, 107(2), 544-552 (1992-10-01)
1. Capsazepine is a synthetic analogue of the sensory neurone excitotoxin, capsaicin. The present study shows the capsazepine acts as a competitive antagonist of capsaicin. 2. Capsazepine (10 microM) reversibly reduced or abolished the current response to capsaicin (500 nM)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C191-25MG | 04061833468883 |
| C191-5MG | 04061835370177 |
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With respect to product number catalog C191, concentrations below 10 mg/ml can be diluted with water?
1 answer-
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