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
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
Layla D M Cabral et al.
Basic & clinical pharmacology & toxicology, 119(5), 421-427 (2016-04-20)
Acute lung injury (ALI) caused by systemic inflammatory response remains a leading cause of morbidity and mortality in critically ill patients. Management of patients with sepsis is largely limited to supportive therapies, reflecting an incomplete understanding of the underlying pathophysiology.
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
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