CAS 106650-56-0

Sibutramine

Description:

Sibutramine is a synthetic compound primarily known for its use as an appetite suppressant in the management of obesity. It functions as a serotonin-norepinephrine-dopamine reuptake inhibitor, which enhances the levels of these neurotransmitters in the brain, leading to reduced hunger sensations. The chemical formula of sibutramine is C17H26ClN, and it has a molecular weight of approximately 285.85 g/mol. The substance is typically administered in its hydrochloride salt form. Sibutramine is characterized by its lipophilic nature, allowing it to cross the blood-brain barrier effectively. However, it has been associated with various cardiovascular risks, leading to its withdrawal from the market in several countries. Its pharmacological effects include increased energy expenditure and decreased food intake, but due to safety concerns, its use is now limited and closely monitored in clinical settings. As with any medication, it is essential to consider potential side effects and contraindications before use.

Formula: C₁₇H₂₆ClN

InChI: InChI=1S/C17H26ClN/c1-13(2)12-16(19(3)4)17(10-5-11-17)14-6-8-15(18)9-7-14/h6-9,13,16H,5,10-12H2,1-4H3

InChI key: InChIKey=UNAANXDKBXWMLN-UHFFFAOYSA-N

SMILES: C(CC(C)C)(N(C)C)C1(CCC1)C2=CC=C(Cl)C=C2

Synonyms:

• 1-(4-Chlorophenyl)-N,N-dimethyl-α-(2-methylpropyl)cyclobutanemethanamine
• Butramin
• CF-Alli
• Counterfeit Alli
• Medaria
• Meridia
• Racemic sibutramine
• Reductil
• Reduxin
• Sibutramine
• Sibutrex
• Siredia
• [1-[1-(4-Chloro-phenyl)-cyclobutyl]-3-methyl-butyl]-dimethyl-amine
• 1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine hydrochloride (1:1)
• Cyclobutanemethanamine, 1-(4-chlorophenyl)-N,N-dimethyl-α-(2-methylpropyl)-
• 1-[1-(4-chlorophenyl)cyclobutyl]-n,n,3-trimethyl-butan-1-amine

(±)-Sibutramine

Controlled Product

CAS: 106650-56-0

Applications (±)-Sibutramine is a serotonin and noradrenaline reuptake inhibitor (SNR). Decreases calorie intake and increases energy expenditure.
References Hanotin, C., et al.: Int. J. Obesity, 22, 32 (1998)

Formula: C₁₇H₂₆ClN

Color and Shape: Off White Solid

Molecular weight: 279.85

Ref: TR-S422495

S-Sibutramine

Controlled Product

CAS: 106650-56-0

S-Sibutramine is a drug that was originally used in the treatment of obesity and has been found to be effective for the treatment of congestive heart failure, pulmonary hypertension, and bowel disease. It is a centrally acting agent with 5-HT2 receptor antagonist properties. It blocks the reuptake of serotonin from the cleft between the nerve terminal and the target cell by competitive inhibition, which leads to an increase in serotonin concentrations in the cleft. This mechanism is thought to be responsible for its therapeutic effects on both bowel disease and pulmonary hypertension. S-Sibutramine also has pharmacological effects on drug metabolism as it can inhibit CYP3A4 activity in vitro, leading to increased concentrations of drugs such as warfarin or phenytoin that are metabolized by this enzyme.

Formula: C₁₇H₂₆ClN

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 279.8 g/mol

Ref: 3D-GEA65056