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线性分子式:
C27H26N2O3 · CH3SO3H
化学文摘社编号:
分子量:
522.61
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
产品名称
( R )-(+)-WIN 55,212-2 甲磺酸盐, ≥98% (HPLC)
质量水平
方案
≥98% (HPLC)
表单
powder
药品控制
regulated under CDSA - not available from Sigma-Aldrich Canada
颜色
white to beige
溶解性
0.1 M HCl: 0.25 mg/mL
DMSO: 12 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.4 mg/mL
0.1 M NaOH: insoluble
H2O: insoluble
SMILES字符串
CS(O)(=O)=O.Cc1c(C(=O)c2cccc3ccccc23)c4cccc5OC[C@@H](CN6CCOCC6)n1c45
InChI
1S/C27H26N2O3.CH4O3S/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28;1-5(2,3)4/h2-11,20H,12-17H2,1H3;1H3,(H,2,3,4)/t20-;/m1./s1
InChI key
FSGCSTPOPBJYSX-VEIFNGETSA-N
基因信息
human ... CNR1(1268), CNR2(1269)
一般描述
WIN 55,212-2 是氨基烷基吲哚类化合物的成员。
应用
(R)-(+)-WIN 55,212-2 甲磺酸盐已被用作高亲和力大麻素激动剂,腹腔注射到大鼠体内诱导行为敏化。它还被用作合成大麻素药物和大麻素受体 1 (CNR1) 激动剂,治疗 Becn2 +/-小鼠和野生型 (WT) 同窝出生小鼠,分析大脑中 CNR1 的水平。
生化/生理作用
已知其可减少脂多糖介导的肿瘤坏死因子-α 的释放和小鼠的白细胞介素-1。
制备说明
本品在DMF中的溶解度尚未测定。但多条来源表明,本品在DMF中的溶解度约为30 mg/ml。
法律信息
经 Sterling-Winthrop,Inc. 许可销售。
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)
Dual Role of PPAR-c in Induction and Expression of Behavioral Sensitization to Cannabinoid Receptor Agonist WIN55,212-2
Enayatfard L, et al.
Neuromolecular Medicine, 15, 523-535 (2013)
Rational design and synthesis of an orally active indolopyridone as a novel conformationally constrained cannabinoid ligand possessing antiinflammatory properties
Wrobleski ST, et al.
Journal of Medicinal Chemistry, 46(11), 2110-2116 (2003)
U Herzberg et al.
Neuroscience letters, 221(2-3), 157-160 (1997-01-17)
The effects of a high affinity cannabinoid receptor agonist were evaluated in rats subjected to chronic constriction injury of the sciatic nerve (CCI) or a sham operation. Intraperitoneal (i.p.) injections of the active, but not the inactive enantiomer, alleviated the
Autophagy activation by novel inducers prevents BECN2-mediated drug tolerance to cannabinoids
Kuramoto K, et al.
Autophagy, 12(9), 1460-1471 (2016)
X Pan et al.
Molecular pharmacology, 49(4), 707-714 (1996-04-01)
Modulation of neuronal ion channels by the cloned rat brain CB1 cannabinoid receptor was investigated with the use of a heterologous neuronal expression system. Transient expression of the rat brain CB1 cannabinoid receptor was accomplished through microinjection of in vitro
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