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Rimonabant hydrochloride

SIGMA/SML0800 - ≥98% (HPLC)

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

CAS Number: 158681-13-1
Empirical Formula (Hill Notation): C22H21Cl3N4O · HCl
Molecular Weight: 500.25
Linear Formula: C22H21Cl3N4O · HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML0800-5MG 5 mg
 $98.50
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45-SML0800-25MG 25 mg
 $397.00
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This image is provided for informative purposes only and does not represent an actual product label. It should not be used as a substitute for official product labeling.

 

assay ≥98% (HPLC)
color white to beige
form powder
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
Quality Level 100 
SMILES string CC1=C(C2=CC=C(Cl)C=C2)N(C3=CC=C(Cl)C=C3Cl)N=C1C(NN4CCCCC4)=O.Cl
solubility DMSO: 20 mg/mL, clear
storage condition desiccated
storage temp. 2-8°C
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.
Biochem/physiol Actions: 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.
Biochem/physiol Actions: 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 .
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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