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Merck
모든 사진(2)

주요 문서

W102

Sigma-Aldrich

(R)-(+)-WIN 55,212-2 mesylate salt

≥98% (HPLC), powder, CB2 agonist

동의어(들):

(R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt, WIN 55212-2 methanesulfonate, WIN 552122 mesylate

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About This Item

Linear Formula:
C27H26N2O3 · CH3SO3H
CAS Number:
Molecular Weight:
522.61
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

(R)-(+)-WIN 55,212-2 mesylate salt, ≥98% (HPLC)

Quality Level

분석

≥98% (HPLC)

형태

powder

약물 제어

regulated under CDSA - not available from Sigma-Aldrich Canada

색상

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

SMILES string

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

유전자 정보

일반 설명

WIN 55,212-2 is a member of the aminoalkylindole class of compounds.

애플리케이션

(R)-(+)-WIN 55,212-2 mesylate salt has been used as a high affinity cannabinoid agonist for intraperitoneal injection into rats to induce behavioural sensitization. It has also been used as a synthetic cannabinoid drug and cannabinoid receptor 1 (CNR1) agonist to treat Becn2+/− mice and wild-type (WT) littermate to analyze the levels of CNR1 in the brain.

생화학적/생리학적 작용

It is known to decrease the lipopolysaccharide mediated release of tumor necrosis factor- α and interleukin-1 in mice.

특징 및 장점

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

제조 메모

The solubility of this chemical in DMF has not been determined. However, various sources state this chemical can be solubilized in about 30 mg/ml of DMF.

법적 정보

Sold with the permission of Sterling-Winthrop, Inc.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

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)
Gaëtan Philippot et al.
Toxicological sciences : an official journal of the Society of Toxicology, 166(1), 203-212 (2018-08-31)
Acetaminophen (AAP; also known as paracetamol) is the most used and only recommended analgesic and antipyretic among pregnant women and young children. However, recent findings in both humans and rodents suggest a link between developmental exposure to AAP and adverse

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