51799-33-8

Basic information

• Product Name: d-N-butylamphetamine
• Synonyms: d-N-butylamphetamine;N-(1-Methyl-2-phenylethyl)-1-butanamine;N-Butyl-α-methylbenzeneethanamine
• CAS NO: 51799-33-8
• Molecular Formula: C13H21 N
• Molecular Weight: 0
• Mol File: 51799-33-8.mol

Chemical Properties

• Boiling Point: 272.7°C at 760 mmHg
• Flash Point: 111.2°C
• Appearance: /
• Density: 0.894g/cm³
• Vapor Pressure: 0.00597mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: d-N-butylamphetamine(CAS DataBase Reference)
• NIST Chemistry Reference: d-N-butylamphetamine(51799-33-8)
• EPA Substance Registry System: d-N-butylamphetamine(51799-33-8)

Safety Data

• Hazardous Substances Data: 51799-33-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H21N/c1-3-4-10-14-12(2)11-13-8-6-5-7-9-13/h5-9,12,14H,3-4,10-11H2,1-2H3

Upstream product

• 300-57-2 allylbenzene 
• 109-73-9 N-butylamine 
• 59313-94-9 N-butyl-N-(1-phenylpropan-2-yl)butan-1-amine 
• 59313-92-7 N-n-butyl-N-methyl-N-2-(1-phenyl)propylamine 
• 871-71-6 N-butylformamide 
• 103-79-7 1-phenyl-acetone 
• 91460-43-4 ethyl-(1-methyl-2-phenyl-vinyl)-ether 

Downstream Products

• 52271-39-3 N-Butyl-N-(1-methyl-2-phenyl-ethyl)-hydroxylamine 

Relevant articles and documents

A base-catalyzed domino-isomerization-hydroamination reaction - A new synthetic route to amphetamines

An efficient synthesis of pharmaceutically interesting amphetamines by a base-catalyzed domino-isomerization- hydroamination reaction is presented. Starting from allylbenzene and various primary or secondary amines, the basic structural pattern of amphetamines is synthesized directly in yields of up to 91% in the presence of catalytic amounts of n-butyllithium. (C) 2000 Elsevier Science Ltd.

Quantitative structure-activity relationships in drug metabolism and disposition: Pharmacokinetics of N-substituted amphetamines in humans

Pharmacokinetic data of 15 N-alkyl-substituted amphetamines in humans have been the object of a retrospective quantitative structure-activity relationship study. The urinary excretion of amphetamines was shown to decrease with increasing lipophilicity; the correlation equations revealed that, for identical lipophilicities, tertiary amines are excreted faster than secondary amines, which are secreted faster than primary amines. The apparent n-heptane-pH 7.4 buffer partition coefficient correlates better with urinary excretion than does the true n-octanol-water partition coefficient, probably because it includes a pKa term that accounts for the fraction of the drug present in the tubules as nonionic species. The N-dealkylation rate increases with increasing lipophilicity of the substrates (enhanced enzyme affinity) but decreases with increasing bulk of the N-substituent that is split off (steric hindrance of initial C(α)-hydroxylation.