C191
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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关于此项目
经验公式（希尔记法）:
C19H21ClN2O2S
化学文摘社编号:
分子量:
376.90
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
辣椒平, ≥98% (HPLC), solid
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
assay
≥98% (HPLC)
form
solid
color
off-white
solubility
DMSO: >10 mg/mL, clear
storage temp.
2-8°C
Quality Level
Gene Information
human ... TRPV1(7442), TRPV4(59341)
rat ... Trpv1(83810)
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Application
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
Biochem/physiol Actions
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。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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
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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