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C191

Sigma-Aldrich

Capsazepine

≥98% (HPLC), solid, TRPV1 antagonist

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C19H21ClN2O2S
Numero CAS:
138977-28-3
Peso molecolare:
376.90
Numero MDL:
MFCD00153778
Codice UNSPSC:
12352200
ID PubChem:
24277967
NACRES:
NA.77

Nome del prodotto

Capsazepine, ≥98% (HPLC), solid

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

solid

Colore

off-white

Solubilità

DMSO: >10 mg/mL, clear

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
DRCMAZOSEIMCHM-UHFFFAOYSA-N

Informazioni sul gene

human ... TRPV1(7442) , TRPV4(59341)
rat ... Trpv1(83810)

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Applicazioni

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

Azioni biochim/fisiol

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).

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
039K46156V
039K46155
039K46154
039K46153
039K46152

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Sigma-Aldrich

211275

Capsaicin

Capsaicin natural

Sigma-Aldrich

360376

Capsaicin

RN-1734 ≥98% (HPLC)

Sigma-Aldrich

R0658

RN-1734

Ruthenium Red Technical grade

Sigma-Aldrich

R2751

Ruthenium Red

Capsaicin analytical standard

Supelco

12084

Capsaicin

GW6471 ≥98% (HPLC)

Sigma-Aldrich

G5045

GW6471

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Sigma-Aldrich

I7033

6′-Iodoresiniferatoxin

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
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
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
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)
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)
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