SML0800

Rimonabant hydrochloride

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

• Synonym(e): 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide hydrochloride, SR-141716, SR-141716A, SR141716, SR141716A
• Empirische Formel (Hill-System): C₂₂H₂₁Cl₃N₄O · HCl
• CAS-Nummer: 158681-13-1
• Molekulargewicht: 500.25
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329825601
• NACRES: NA.77

Eigenschaften

• product name: Rimonabant hydrochloride, ≥98% (HPLC)
• Assay: ≥98% (HPLC)
• Form: powder
• Lagerbedingungen: desiccated
• Farbe: white to beige
• Löslichkeit: DMSO: 20 mg/mL, clear
• Lagertemp.: 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
• InChIKey: REOYOKXLUFHOBV-UHFFFAOYSA-N
• Angaben zum Gen: human ... CNR1(1268)

Beschreibung

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301,H319
• P-Sätze: P264 - P270 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313
• Gefahreneinstufungen: Acute Tox. 3 Oral - Eye Irrit. 2
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable