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SML0800

Rimonabant hydrochloride

Name: Rimonabant hydrochloride
Brand: SIGMA

≥98% (HPLC), powder, cannabinoid type-I receptor antagonist

Synonym(s):

5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide hydrochloride, SR-141716, SR-141716A, SR141716, SR141716A

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₁Cl₃N₄O · HCl

CAS Number:

158681-13-1

Molecular Weight:

500.25

UNSPSC Code:

12352200

PubChem Substance ID:

329825601

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

Product Name

Rimonabant hydrochloride, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC1=C(C2=CC=C(Cl)C=C2)N(C3=CC=C(Cl)C=C3Cl)N=C1C(NN4CCCCC4)=O.Cl

InChI

1S/C22H21Cl3N4O.ClH/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15;/h5-10,13H,2-4,11-12H2,1H3,(H,27,30);1H

InChI key

REOYOKXLUFHOBV-UHFFFAOYSA-N

Gene Information

human ... CNR1(1268)

Description

Application

Rimonabant hydrochloride has been used as an antagonist of cannabinoid 1 (CB1) receptor:

to study its effects on protein synthesis in C2C12 myotubes
to analyze its effects on human astroglia
in combination with methanandamide (mAEA) to study its effects on murine gastric vagal afferent mechanosensitivity

Biochem/physiol Actions

Rimonabant acts as a mycobacterial membrane protein large 3 (MMPL3) inhibitor. Rimonabant hydrochloride exhibits therapeutic activity against weight reduction and smoking cessation.

Rimonabant hydrochloride (SR-141716A) is a potent and selective CB1 cannabinoid inverse agonist/antagonist with a Ki of 1.6 nM, minimal affinity for CB2, and and some GPR55 agonist activity. Rimonabant was developed as an anti-obesity drug because of its appetite suppressant activity, but was taken off the market because of side effects of depression and anxiety.

Rimonabant hydrochloride (SR-141716A) is a potent and selecvtive CB1 cannabinoid inverse agonist/antagonist with some GPR55 agonist activity and an appetite suppressant.

Features and Benefits

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

pictograms

GHS06

signalword

Danger

hcodes

H301,H319

pcodes

P264 - P270 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c