Description
Rimonabant hydrochloride ≥98% (HPLC)
Synonym(s):
SR-141716A, SR141716, 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide hydrochloride, SR-141716, SR141716A
Empirical Formula (Hill Notation):
C22H21Cl3N4O · HCl
CAS Number:
158681-13-1
Molecular Weight:
500.25
PubChem Substance ID:
329825601
NACRES:
NA.77
Quality Level
100
assay
≥98% (HPLC)
form
powder
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)
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
Packaging
5, 25 mg in glass bottle
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.
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
Signal Word
Danger
Hazard Statements
H301 - H319
Precautionary Statements
P301 + P310 + P330 - P305 + P351 + P338
RIDADR
UN 2811 6.1 / PGIII
WGK Germany
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable