C191
Capsazepine
≥98% (HPLC), solid, TRPV1 antagonist
Synonym(s):
N-[2-(4-Chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamide
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About This Item
Empirical Formula (Hill Notation):
C19H21ClN2O2S
CAS Number:
Molecular Weight:
376.90
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
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
- to study the role of TRPV1 in central terminals on nociception in rats
- for functional characterization of the TRPV1 in bull spermatozoa
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).
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Storage Class
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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Hugo Balleza-Tapia et al.
eLife, 7 (2018-11-13)
Amyloid-β peptide (Aβ) forms plaques in Alzheimer's disease (AD) and is responsible for early cognitive deficits in AD patients. Advancing cognitive decline is accompanied by progressive impairment of cognition-relevant EEG patterns such as gamma oscillations. The endocannabinoid anandamide, a TrpV1-receptor
Akihiro Fukushima et al.
Scientific reports, 7(1), 12452-12452 (2017-10-01)
The transient receptor potential vanilloid type 1 (TRPV1) is a thermosensitive cation channel that triggers heat pain in the periphery. Long-term desensitization of TRPV1, which can be induced by excess amounts of agonists, has been a method for investigating the
Alyssa M Myers et al.
British journal of pharmacology, 176(10), 1552-1567 (2018-01-18)
It has been suggested that the non-euphorogenic phytocannabinoid cannabidiol (CBD) can ameliorate adverse effects of Δ9 -tetrahydrocannabinol (THC). We determined whether CBD ameliorates cognitive deficits and withdrawal signs induced by cannabinoid CB1 /CB2 receptor agonists or produces these pharmacological effects
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C191-25MG | 04061833468883 |
| C191-5MG | 04061835370177 |