Sibutramine hydrochlorideProduct ingredient for Sibutramine
- Name
- Sibutramine hydrochloride
- Drug Entry
- Sibutramine
Sibutramine (trade name Meridia in the USA, Reductil in Europe and other countries), usually as sibutramide hydrochloride monohydrate, is an orally administered agent for the treatment of obesity. It is a centrally acting stimulant chemically related to amphetamines thus it is classified as a Schedule IV controlled substance in the United States. In October 2010, Sibutramine was withdrawn from Canadian and U.S. markets due to concerns that the drug increases the risk of heart attack and stroke in patients with a history of heart disease.
- Accession Number
- DBSALT001451 (DBSALT001132)
- Structure
Structure for Sibutramine hydrochloride (DBSALT001451)
- Synonyms
- Sibutramine HCl / Sibutramine hydrochloride / Sibutramine hydrochloride monohydrate
- External IDs
- BTS 54524
- UNII
- OGM0YHD1WF
- CAS Number
- 125494-59-9
- Weight
- Average: 334.33
Monoisotopic: 333.16262 - Chemical Formula
- C17H29Cl2NO
- InChI Key
- KFNNPQDSPLWLCX-UHFFFAOYSA-N
- InChI
- InChI=1S/C17H26ClN.ClH.H2O/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;1H;1H2
- IUPAC Name
- {1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}dimethylamine hydrate hydrochloride
- SMILES
- O.Cl.CC(C)CC(N(C)C)C1(CCC1)C1=CC=C(Cl)C=C1
- External Links
- ChemSpider
- 58299
- ChEMBL
- CHEMBL3989830
- Wikipedia
- Sibutramine
- Predicted Properties
Property Value Source Water Solubility 0.00094 mg/mL ALOGPS logP 5.05 ALOGPS logP 5.2 Chemaxon logS -5.5 ALOGPS pKa (Strongest Basic) 9.77 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 3.24 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 83.92 m3·mol-1 Chemaxon Polarizability 32.98 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon