53214-57-6

Basic information

• Product Name: 2-(METHYLAMINO)-1-PHENYL-1-PROPANOL
• Synonyms: NSC 165609;α-[1-(Methylamino)ethyl]benzenemethanol;α-[1-(Methylamino)ethyl]benzyl alcohol;1-Phenyl-2-methylamino-1-propanol;Benzenemethanol, α-[1-(methylamino)ethyl]-;N,α-Dimethyl-β-hydroxyphenethylamine
• CAS NO: 53214-57-6
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.2322
• Mol File: 53214-57-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 118-118.7 °C
• Boiling Point: 255 °C at 760 mmHg
• Flash Point: 85.6 °C
• Appearance: /
• Density: 1.015 g/cm³
• PKA: 13.96±0.20(Predicted)
• CAS DataBase Reference: 2-(METHYLAMINO)-1-PHENYL-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(METHYLAMINO)-1-PHENYL-1-PROPANOL(53214-57-6)
• EPA Substance Registry System: 2-(METHYLAMINO)-1-PHENYL-1-PROPANOL(53214-57-6)

Safety Data

• Hazardous Substances Data: 53214-57-6(Hazardous Substances Data)

Usage

General Description

2-(Methylamino)-1-phenyl-1-propanol, also known as N-Methylamphetamine, is a psychoactive drug and a derivative of amphetamine. It belongs to the substituted amphetamines chemical class and is a central nervous system stimulant. This chemical compound is used recreationally for its euphoric and stimulant effects, making it a popular drug of abuse. It has also been used in the production of designer drugs due to its psychoactive properties. N-Methylamphetamine has a similar chemical structure to amphetamine and methamphetamine, leading to similar effects on the body and brain, but it is considered to be less potent. However, it still poses substantial health risks and potential for addiction when abused.

Upstream product

• 299-42-3 ephedrine 
• 124-41-4 sodium methylate 
• 90-82-4 pseudoephedrine 
• 321-97-1 (1R,2R)-pseudoephedrine 
• 5650-44-2 methcathinone 
• 95994-95-9 ephedrine methyl ether 
• 6402-25-1 (α-methylamino-ethyl)-(4-amino-phenyl)-carbinol 
• 134-71-4 rac-ephedrine hydrochloride 
• 600-21-5 N-methylalanine 
• 100-52-7 benzaldehyde 
• 67-56-1 methanol 
• 4962-45-2 (1SR,2RS)-2-bromo-1-phenyl-1-propanol 
• 74-89-5 methylamine 
• 579-07-7 1-Phenylpropane-1,2-dione 

Downstream Products

• 101288-61-3 (+/-)-3,4r-dimethyl-5t-phenyl-2ξ-[2]pyridyl-oxazolidine 
• 6317-31-3 trans-3,4-dimethyl-5-phenyloxazolidin-2-one 
• 87040-40-2 (+/-)-N-methylpseudoephedrine 
• 1668-82-2 (+/-)-3,4r-dimethyl-5t-phenyl-oxazolidine 
• 113750-46-2 (+/-)-3,4r-dimethyl-2ξ-octyl-5t-phenyl-oxazolidine 
• 2007-94-5 3,4r-dimethyl-5t-phenyl-oxazolidin-2-ylideneamine 
• 321-97-1 (1R,2R)-pseudoephedrine 
• 90-82-4 pseudoephedrine 
• 101778-30-7 (+/-)-2ξ-heptyl-3,4r-dimethyl-5t-phenyl-oxazolidine 
• 42510-95-2 N-((1RS,2RS)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-urea 
• 5650-44-2 methcathinone 
• 42511-08-0 (+/-)-hexahydro-pseudoephedrine 
• 90-81-3 ephedrine 
• 25394-33-6 ((1RS,2SR)-2-chloro-1-methyl-2-phenyl-ethyl)-methyl-amine 

Relevant articles and documents

Synthesis of 2-Arylethylamines by the Curtius Rearrangement

2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield. Copyright Taylor & Francis Group, LLC.

Photocycloaddition of N-acyl enamines to aldehydes and its application to the synthesis of diastereomerically pure 1,2-amino alcohols

The regio- and stereoselective synthesis of the protected cis-3- aminooxetanes cis-5 and cis-7 is reported. The oxetanes were obtained by the photocycloaddition of aliphatic (6c-e) and aromatic (4, 6a) aldehydes to the corresponding enamides (1a-d,h) or enecarbamates (1e-g). The enamine derivatives used in the Paterno-Buchi reaction were either commercially available or prepared from the corresponding acetaldehyde imines 2 by acylation. The oxetane formation proceeded with good-to-excellent simple diastereoselectivity for aromatic aldehydes (56-82% yield) and moderate selectivity for aliphatic aldehydes (46-55% yield). The cis-3-aminooxetanes are precursors for syn- and anti-1,2-amino alcohols. The relative configuration established in the photochemical step was retained upon nucleophilic ring opening between the oxygen atom and carbon atom C-4. By this means, syn-1,2-amino alcohols such as 8 and 10 were available in good yields. In contrast, the N-Boc-protected cis-3-aminooxetanes cis-5e and cis- 5f were transformed into anti-1,2-amino alcohols. Upon treatment with trifluoroacetic acid, they underwent an intramolecular nucleophilic substitution at the carbon atom C-2 of the oxetane and the oxazolidinones 11 and 12 were formed. Because the substitution occurs with inversion of configuration, anti-1,2-amino alcohols, e.g., ephedrine (15), are accessible.

β-KETONITROSAMINES AS SYNTHETIC EQUIVALENTS OF α-METHYLENE ALKANOLAMINO ANIONS

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