1-(4-chlorophenyl)-2-methylpropan-2-amine

• ChemBase ID: 1340
• Molecular Formular: C10H14ClN
• Molecular Mass: 183.67786
• Monoisotopic Mass: 183.08147713
• SMILES: Clc1ccc(CC(N)(C)C)cc1
• Canonical SMILES: CC(Cc1ccc(cc1)Cl)(N)C
• InChI: InChI=1S/C10H14ClN/c1-10(2,12)7-8-3-5-9(11)6-4-8/h3-6H,7,12H2,1-2H3
• InChIKey: ZCKAMNXUHHNZLN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-chlorophenyl)-2-methylpropan-2-amine
• IUPAC Traditional name: chlorphentermine
• Brand Name: Apsedon; Desopimon; Lucofen; Clomina; Dezopimon; Effox; Lucofene; Nilgana; Pre-sate; Teramine
• Synonyms: 1-(p-Chlorophenyl)-2-methyl-2-aminopropane hydrochloride; 1-(p-Chlorophenyl)-2-methyl-2-aminopropane; 1-(4-Chlorophenyl)-2-methyl-2-propanamine; 4-Chloro-alpha,alpha-dimethylbenzeneethanamine; 4-Chloro-alpha,alpha-dimethylphenethylamine; alpha,alpha-dimethyl-p-chlorophenethylamine; Beta-(p-chlorophenyl)-alpha,alpha-dimethylethylamine; Chlorophentermine; Chlorophentermine hydrochloride; Chlorpentermine; Chlorphenteramine; Chlorphentermine hydrochloride; Chlorphenterminum [inn-latin]; Chlorphenterminum hydrochloride; Clorfentermina [inn-spanish]; P-chloro-alpha,alpha-dimethylphenethylamine; P-chlorphentermine hydrochloride; Chlorphentermine; 2-(4-CHLORO-PHENYL)-1,1-DIMETHYL-ETHYLAMINE

Database IDs

• CAS Number: 461-78-9; 151-06-4
• PubChem SID: 160964800; 46505599
• PubChem CID: 10007

CALCULATED PROPERTIES

ALOGPS 2.1

• LOG S: -3.24
• Solubility (Water): 1.05e-01 g/l
• Log P: 2.81

JChem

• Molar Refractivity: 53.1482 cm^3
• Polarizability: 21.005404 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.3357499
• LogD (pH = 7.4): 0.06515853
• Log P: 2.6888719

PROPERTIES

Physical Property

• Hydrophobicity(logP): 2.60 [HANSCH,C ET AL. (1995)]

Product Information

• Purity: 98%

DETAILS

DrugBank - DB01556

• Drug Groups: illicit; experimental; withdrawn
• Description: A sympathomimetic agent that was formerly used as an anorectic. It has properties similar to those of dextroamphetamine. It has been implicated in lipid storage disorders and pulmonary hypertension. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1223)
• Indication: Used as an appetite suppressant.
• Pharmacology: Chlorphentermine is a relatively weak stimulant with little abuse potential. It is no longer used due mainly to safety concerns, as it has a serotonergic effects profile similar to other withdrawn appetite suppressants such as fenfluramine and aminorex which were found to cause pulmonary hypertension and cardiac fibrosis following prolonged use.
• Absorption: Well absorbed following oral administration.
• Half Life: 40 hours
• References: GYLYS JA, HART JJ, WARREN MR: Chlorphentermine, a new anorectic agent. J Pharmacol Exp Ther. 1962 Sep;137:365-73. [Pubmed]
• External Links: Wikipedia

REFERENCES

• GYLYS JA, HART JJ, WARREN MR: Chlorphentermine, a new anorectic agent. J Pharmacol Exp Ther. 1962 Sep;137:365-73. Pubmed