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Merck
CN

W102

( R )-(+)-WIN 55,212-2 甲磺酸盐

≥98% (HPLC), powder, CB2 agonist

别名:

( R )-(+)-\ [2,3-二氢-5-甲基-3\ [（4-吗啉基）甲基] 吡咯并 \ [1,2,3-de]-1,4-苯并恶嗪基]-（1-萘基）甲酮 甲磺酸盐, WIN 55212-2 甲磺酸酯, WIN 552122 甲磺酸酯

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关于此项目

线性分子式:
C27H26N2O3 · CH3SO3H
化学文摘社编号:
131543-23-2
分子量:
522.61
UNSPSC Code:
12352200
PubChem Substance ID:
24278779
NACRES:
NA.77
MDL number:
MFCD00153882

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产品名称

( R )-(+)-WIN 55,212-2 甲磺酸盐, ≥98% (HPLC)

SMILES string

CS(O)(=O)=O.Cc1c(C(=O)c2cccc3ccccc23)c4cccc5OC[C@@H](CN6CCOCC6)n1c45

InChI key

FSGCSTPOPBJYSX-VEIFNGETSA-N

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

assay

≥98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to beige

solubility

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

Quality Level

100

Gene Information

human ... CNR1(1268), CNR2(1269)

相关类别

Application

(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。

Biochem/physiol Actions

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。

Features and Benefits

《受体分类和信号转导》手册的 GABAC受体页有该化合物的介绍。想要浏览手册的其他页面， 请单击此处。

General description

WIN 55,212-2 是氨基烷基吲哚类化合物的成员。

Legal Information

经 Sterling-Winthrop,Inc. 许可销售。

Preparation Note

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。

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)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000331176
0000331176
0000336687
0000336687
0000276026

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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)
Autophagy activation by novel inducers prevents BECN2-mediated drug tolerance to cannabinoids
Kuramoto K, et al.
Autophagy, 12(9), 1460-1471 (2016)
José F Oliveira da Cruz et al.
Addiction biology, 26(3), e12940-e12940 (2020-08-04)
Synthetic cannabinoids have emerged as novel psychoactive substances with damaging consequences for public health. They exhibit high affinity at the cannabinoid type-1 (CB1 ) receptor and produce similar and often more potent effects as other CB1 receptor agonists. However, we
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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