{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}dimethylamine hydrate hydrochloride

• ChemBase ID: 153995
• Molecular Formular: C17H29Cl2NO
• Molecular Mass: 334.32426
• Monoisotopic Mass: 333.16261991
• SMILES: CC(C)CC(C1(CCC1)c1ccc(cc1)Cl)N(C)C.O.Cl
• Canonical SMILES: CC(CC(C1(CCC1)c1ccc(cc1)Cl)N(C)C)C.O.Cl
• 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
• InChIKey: KFNNPQDSPLWLCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}dimethylamine hydrate hydrochloride
• IUPAC Traditional name: sibutramine hydrate hydrochloride
• Synonyms: Meridia; Reductil; 1-(4-Chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl)cyclobutanemethanamine hydrochloride monohydrate; Sibutramine hydrochloride monohydrate; BTS-54524, Reductil, Meridia; Sibutramine, Hydrochloride Monohydrate; 1-(4-Chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl)cyclobutanemethanamine 盐酸盐 一水合物

Database IDs

• CAS Number: 125494-59-9
• MDL Number: MFCD04039806
• PubChem SID: 162248134
• PubChem CID: 64765

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.7681136
• LogD (pH = 7.4): 2.8568501
• Log P: 5.20185
• Molar Refractivity: 83.9214 cm^3
• Polarizability: 33.18467 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: >30 mg/mL; H2O: insoluble; Methanol; Water
• Apperance: white solid; White Solid
• Melting Point: 193-195.5°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule IV
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H26ClN · HCl · H2O

DETAILS

Sigma Aldrich - S9944

Biochem/physiol Actions
Sibutramine is a serotonin and noradrenaline reuptake inhibitor (SNRI). It is an antiobesity drug, which decreases calorie intake and increases energy expanditure. Sibutramine antagonizes MPTP-induced dopamine depletion in mouse brain.

Toronto Research Chemicals - 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)