methyl(2-methyl-1-phenylpropan-2-yl)amine

• ChemBase ID: 1190
• Molecular Formular: C11H17N
• Molecular Mass: 163.25938
• Monoisotopic Mass: 163.13609955
• SMILES: N(C(Cc1ccccc1)(C)C)C
• Canonical SMILES: CNC(Cc1ccccc1)(C)C
• InChI: InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3
• InChIKey: RXQCGGRTAILOIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl(2-methyl-1-phenylpropan-2-yl)amine
• IUPAC Traditional name: mephentermine
• Brand Name: Wyfentermina; Wyamine; Vialin; Mephine
• Synonyms: Mephetedrine; Mephenterdrinum; Mephenterdrine; Mefentermin; Mefenterdrin; N-methylphentermine; Mephentermine

Database IDs

• CAS Number: 100-92-5
• PubChem SID: 46505918; 160964652
• PubChem CID: 3677

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.7128204
• LogD (pH = 7.4): -0.22165447
• Log P: 2.5174077
• Molar Refractivity: 53.118 cm^3
• Polarizability: 21.058298 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.54
• LOG S: -2.55
• Solubility (Water): 4.57e-01 g/l

DETAILS

DrugBank - DB01365

• Drug Groups: approved
• Description: A sympathomimetic agent with mainly indirect effects on adrenergic receptors. It is used to maintain blood pressure in hypotensive states, for example, following spinal anesthesia. Although the central stimulant effects of mephentermine are much less than those of amphetamine, its use may lead to amphetamine-type dependence. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1248)
• Indication: Used to maintain blood pressure in hypotensive states.
• Pharmacology: Mephentermine is a sympathomimetic agent with mainly indirect effects on adrenergic receptors. It is used to maintain blood pressure in hypotensive states, for example, following spinal anesthesia. Although the central stimulant effects of mephentermine are much less than those of amphetamine, its use may lead to amphetamine-type dependence. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1248)
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic, by N-demethylation and then p-hydroxylation.
• Half Life: 17 to 18 hours.