CAS 168835-59-4

N-Desmethylsibutramine

Description:

N-Desmethylsibutramine, with the CAS number 168835-59-4, is a chemical compound that is a derivative of sibutramine, which was originally developed as an anti-obesity medication. This substance is characterized by its structural modification, specifically the absence of a methyl group on the nitrogen atom of the sibutramine molecule. N-Desmethylsibutramine exhibits stimulant properties and has been studied for its potential effects on neurotransmitter reuptake, particularly serotonin, norepinephrine, and dopamine. It is important to note that this compound may have implications for weight management and appetite suppression, similar to its parent compound. However, due to safety concerns and potential side effects, sibutramine and its derivatives have faced regulatory scrutiny in various countries. As a result, N-Desmethylsibutramine is often discussed in the context of research and regulatory frameworks surrounding weight loss drugs and their associated health risks. Its pharmacological profile and safety profile continue to be subjects of investigation in the field of medicinal chemistry.

Formula: C₁₆H₂₄ClN

InChI: InChI=1S/C16H24ClN/c1-12(2)11-15(18-3)16(9-4-10-16)13-5-7-14(17)8-6-13/h5-8,12,15,18H,4,9-11H2,1-3H3

InChI key: InChIKey=PLXKZKLXYHLWHR-UHFFFAOYSA-N

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

Synonyms:

• N-Methyl-N-[1-[1-(4-Chlorophenyl)cyclobutyl]-3-methylbutan-1-yl]amine
• N-Monodemethylsibutramine
• (±)-Desmethylsibutramine
• 1-(4-Chlorophenyl)-N-methyl-α-(2-methylpropyl)cyclobutanemethanamine
• Cyclobutanemethanamine, 1-(4-chlorophenyl)-N-methyl-α-(2-methylpropyl)-

Desmethyl Sibutramine

Controlled Product

CAS: 168835-59-4

Applications Desmethyl Sibutramine is a metabolite of Sibutramine (S422500), 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); Woolard, J., et al.: J. Pharmacol. Exp. Ther., 308, 1102 (2004); Geranton, S., et al.: Neuropharmacol., 46, 511 (2004)

Formula: C₁₆H₂₄ClN

Color and Shape: Colourless To Yellow

Molecular weight: 265.82

Ref: TR-D292171

Desmethyl sibutramine

CAS: 168835-59-4

Desmethyl sibutramine is a metabolite of the drug sibutramine. It has been shown to have effects on body weight, locomotor activity, and energy metabolism in animal models. Animal studies have shown that Desmethyl sibutramine increases dopamine release in the brain, which may contribute to its weight-loss properties. The metabolite also has anti-inflammatory properties that may be related to its inhibition of prostaglandin synthesis. These effects are similar to those of other drugs used for the treatment of autoimmune diseases, metabolic disorders, infectious diseases, coronary heart disease and diabetic neuropathy.

Formula: C₁₆H₂₄ClN

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 265.82 g/mol

Ref: 3D-TGA83559