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Merck
CN

C191

Sigma-Aldrich

辣椒平

≥98% (HPLC), solid, TRPV1 antagonist

别名:

N-[2-(4-氯苯基)乙基]-1,3,4,5-四氢-7,8-二羟基-2H-2-苯并氮杂卓-2-硫代甲酰胺

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About This Item

经验公式(希尔记法):
C19H21ClN2O2S
分子量:
376.90
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

产品名称

辣椒平, ≥98% (HPLC), solid

质量水平

方案

≥98% (HPLC)

表单

solid

颜色

off-white

溶解性

DMSO: >10 mg/mL, clear

储存温度

2-8°C

SMILES字符串

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

基因信息

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应用

辣椒平作为瞬时受体电位香草醛-1(TRPV1)拮抗剂的应用实例:
  • 研究其对辣椒素诱导的胞外信号调节激酶(ERK)磷酸化的影响作用
  • 研究TRPV1在大鼠伤害感受器中枢神经末梢的作用
  • 公牛精子中TRPV1的功能表征

生化/生理作用

辣椒平(Capsazepine)是人工合成的辣椒素类似物和瞬时受体电位香草醛-1(TRPV1)拮抗剂。在多种癌症中具有抗增殖和抗癌作用,包括口腔鳞状细胞癌、非小细胞肺癌(NSCLC)、乳腺癌和前列腺癌细胞株(HSC-3、H460、MDA-231和PC-3)。辣椒平可恢复在内毒素血症中受损的肺机能,可作为急性肺损伤(ALI)的潜在治疗药物。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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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
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
Tatsuo Iwashita et al.
Neuroscience research, 77(1-2), 110-119 (2013-08-22)
Extracellular signal-regulated kinase (ERK) is known to be phosphorylated after exposure to noxious stimuli. In this study, we investigated the response in the dura mater to nociceptive stimulation, which is thought to be responsible for the pathogenesis of headaches, including
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)

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