65514-97-8

Basic information

• Product Name: alpha-[[[(2-aminophenyl)methyl]methylamino]methyl]benzyl alcohol
• Synonyms: alpha-[[[(2-aminophenyl)methyl]methylamino]methyl]benzyl alcohol;2-[N-(2-Aminobenzyl)methylamino]-1-phenylethanol;α-[[[(2-Aminophenyl)methyl]methylamino]methyl]benzenemethanol
• CAS NO: 65514-97-8
• Molecular Formula: C₁₆H₂₀N₂O
• Molecular Weight: 256.3428
• EINECS: 265-803-2
• Mol File: 65514-97-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: alpha-[[[(2-aminophenyl)methyl]methylamino]methyl]benzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-[[[(2-aminophenyl)methyl]methylamino]methyl]benzyl alcohol(65514-97-8)
• EPA Substance Registry System: alpha-[[[(2-aminophenyl)methyl]methylamino]methyl]benzyl alcohol(65514-97-8)

Safety Data

• Hazardous Substances Data: 65514-97-8(Hazardous Substances Data)

Usage

General Description

Alpha-[[[(2-aminophenyl)methyl]methylamino]methyl]benzyl alcohol, also known as AAOH, is a complex chemical compound with a molecular formula of C20H24N2O. It is a benzyl alcohol derivative and is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. AAOH is a white to off-white solid with a molecular weight of 308.42 g/mol. It is a versatile compound with applications in various industries, including healthcare, pharmaceuticals, and research. AAOH is a key ingredient in the production of drugs and is known for its stability and compatibility with other chemical compounds. Its unique molecular structure and properties make it a valuable component in the synthesis of a wide range of products.

Upstream product

• 96-09-3 styrene oxide 
• 56222-08-3 (2-nitrobenzyl)methylamine 
• 552-89-6 2-nitro-benzaldehyde 
• 66486-62-2 (2-amino-benzylidene)-methyl-amine 
• 529-23-7 o-aminobenzaldehyde 
• 70-11-1 α-bromoacetophenone 
• 1904-69-4 2-amino-N-methylbenzylamine 
• 532-27-4 1-chloroacetophenone 
• 102436-67-9 2-acetophenone 
• 85660-33-9 N-(2-Nitrobenzyl)-2-(methylamino)-1-phenyl-1-ethanol 
• 119810-30-9 2-[(2-Amino-benzyl)-methyl-amino]-1-phenyl-ethanone 

Downstream Products

• 89664-20-0 (R)-(-)-2-Methyl-4-phenyl-8-amino-1,2,3,4-tetrahydroisochinolin 
• 89664-18-6 (S)-(+)-2-Methyl-4-phenyl-8-amino-1,2,3,4-tetrahydroisochinolin 
• 99633-72-4 4-phenyl-8-<(chloroacetyl)amino>-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 89845-19-2 N-[2-ethoxycarbonylamino-benzyl]-1-phenyl-2-methyl-amino-1-ethanol 
• 24526-64-5 nomifensine 
• 89543-71-5 1-Butyl-3-(2-{[(2-hydroxy-2-phenyl-ethyl)-methyl-amino]-methyl}-phenyl)-urea 

Relevant articles and documents

4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors

Novel 4-phenyl tetrahydroisoquinolines that inhibit both dopamine and norepinephrine transporters were designed and prepared. In this Letter, we describe the synthesis, in vitro activity and associated structure-activity relationships of this series. We also report the ex vivo NET occupancy of a representative compound, 41.

An Improved Synthesis of 8-Amino-2-methyl-4-phenyl-1,2,3,4-Tetrahydroisoquinoline

The regioselectivity of the reaction of 2-nitrobenzylmethylamine (1) and styrenoxide (2) leading to a mixture of the isomeric aminoalcohols 3a and 3b has been studied.The course of the reaction strongly depends on the type of the solvent used as reaction medium.The highest selectivity (3a:3b=9:1) was achieved with a combination of polar aprotic and protic solvents (DMFA and ethanol). 1H n.m.r. spectroscopy was used for identification of the isomers as well as for the determination of their ratio in the crude reaction mixtures.The isomer ratio remains unaffected during catalytic reduction (Ra-Ni) of 3a/3b to a mixture of the correspondi ng aminoalcohols 4a and 4b.Pure 3a, 4a and 4b were independently synthesized for comparison.Cyclodehydration of crude 4a/4b mixtures gives 5 in a very good yield.

8-amino-4-phenyl-1,2,3,4-tetrahydroisoquinolines, a new group of antidepressive psycholeptic drugs

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