西布曲明

Description

Sibutramine · CAS 106650-56-0 · C17H26ClN. UNII WV5EC51866. Melting Point: 191-192 °C; Melting Point: 191 - 192 °C; Solubility: 2.9.

Identification

CAS Registry Number	106650-56-0
PubChem CID	5210
Molecular formula	C17H26ClN
IUPAC name	1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine
UNII (FDA)	WV5EC51866

Computed Descriptors

Molecular Weight	279.8
XLogP3	5.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	5
Exact Mass	279.1753775
Monoisotopic Mass	279.1753775
Topological Polar Surface Area	3.2
Heavy Atom Count	19
Formal Charge	0

Physical & Chemical Properties

Melting Point	191-192 °C
Melting Point	191 - 192 °C
Solubility	2.9
Solubility	9.40e-04 g/L
LogP	5.2

Physical description & handling notes

• Solid
• When heated to decomposition, material emits very toxic fumes of /hydrogen chloride/ and /nitrogen oxides/. Emits toxic fumes
• 166.62 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 168 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
• White to cream crystalline powder /Sibutramine hydrochloride monohydrate/
• Crystals from water; MP: 193-195.5 °C; log Kow = 30.9 (pH 5). Solubility in water: 2.9 mg/mL at pH 5.2 /Sibutramine hydrochloride monohydrate/

Documented Uses

• Use (kg; approx.) in Germany (2009): >75
• Consumption (g per capita; approx.) in Germany (2009): 0.000916
• Preparation: J. E. Jeffery et al., DE 3212682; idem, US 4929629 (1982, 1990 both to Boots)
• Sibutramine is no longer available in the U.S. (revision date: 10/01/2010)
• /Schedule IV/ controlled substance (stimulant)
• Sibutramine is a serotonin and norepinephrine reuptake inhibitor which has been used for short- and long-term therapy of obesity, but which was withdrawn from use in the United States in 2010 because of increased risk of cardiovascular events. In large clinical trials, sibutramine therapy was not associated with serum enzyme elevations, and it has only rarely been implicated in cases of clinically apparent, acute liver injury.

Synonyms

sibutramine; 106650-56-0; Medaria; Sibutramina; Sibutraminum; Butramin; racemic sibutramine; Cf-alli; 1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine; 1-(1-(4-chlorophenyl)cyclobutyl)-N,N,3-trimethylbutan-1-amine; WV5EC51866; DTXSID1023578; HSDB 7209; Cyclobutanemethanamine, 1-(4-chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl)-; {1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}dimethylamine; (1-(1-(4-chlorophenyl)cyclobutyl)-3-methylbutyl)dimethylamine

Frequently Asked Questions

What are the CAS number and molecular formula of Sibutramine?

CAS 106650-56-0; molecular formula C17H26ClN; molecular weight — g/mol.

What other names is Sibutramine known by?

sibutramine, 106650-56-0, Medaria, Sibutramina, Sibutraminum, Butramin.

What are the key physical properties of Sibutramine?

Melting Point: 191-192 °C; Melting Point: 191 - 192 °C; Solubility: 2.9; Solubility: 9.40e-04 g/L.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.