Anodyne

Sibutramine
Sibutramine
Salts
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Sibutramine hydrochloride
Sibutramine hydrochloride
Sibutramine mesylate
Sibutramine mesylate
Sibutramine maleate
Sibutramine maleate
Molecular structure via molpic
Conformer structure via 3Dmol.js
Molecular formulaC17H26ClN[1]
Molecular mass279.8 g/mol[1]
Predicted LogP5.4[1]
Melting point191-192 °C[1]
DecompositionWhen heated to decomposition, material emits very toxic fumes of /hydrogen chloride/ and /nitrogen oxides/. Emits toxic fumes[1]
Solubility9.40e-04 g/L[1]
Chiralityracemic[2]
Identifiers
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IUPAC name1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine[1]
SMILESCC(C)CC(C1(CCC1)C2=CC=C(C=C2)Cl)N(C)C[1]
InChIInChI=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[1]
InChIKeyUNAANXDKBXWMLN-UHFFFAOYSA-N[1]
Dosing
Elimination half-life1 hour (sibutramine), 14 hours (M1) & 16 hours (M2)

Sibutramine

Sibutramine (also known as Medaria, Butramin, Sibutramina, (+/-)-Sibutramine, racemic sibutramine, Cf-alli, Sibutraminum, Smr000238156, S-Sibutramine or BTS 54 524) is a stimulant substance of the amphetamine class.

Chemistry

Sibutramine is typically found in the form of its hydrochloride, mesylate and maleate salts.

Stereochemistry

(RS)-Sibutramine is a racemic mixture of the optical stereoisomers:

Stereoisomers
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(+)-Sibutramine

(+)-Sibutramine

(-)-Sibutramine

(-)-Sibutramine

See also