17862-85-0

Basic information

• Product Name: 3-methoxyamphetamine
• Synonyms: 3-methoxyamphetamine;rac-(R*)-1-(3-Methoxyphenyl)propane-2-amine;rac-(R*)-α-Methyl-3-methoxyphenethylamine;Benzeneethanamine, 3-methoxy-alpha-methyl-;Meta-methoxyamphetamine;m-Methoxyamphetamine;Benzeneethanamine,3-methoxy-α-methyl-
• CAS NO: 17862-85-0
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 17862-85-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 115-118 °C
• Boiling Point: 257.8°Cat760mmHg
• Flash Point: 107.2°C
• Appearance: /
• Density: 0.99g/cm³
• Vapor Pressure: 0.0142mmHg at 25°C
• Refractive Index: 1.518
• PKA: 10.00±0.10(Predicted)
• CAS DataBase Reference: 3-methoxyamphetamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methoxyamphetamine(17862-85-0)
• EPA Substance Registry System: 3-methoxyamphetamine(17862-85-0)

Safety Data

• Hazardous Substances Data: 17862-85-0(Hazardous Substances Data)

Usage

General Description

3-Methoxyamphetamine is a synthetic compound that belongs to the amphetamine class of psychoactive substances. It is a derivative of amphetamine, where a methoxy group is added to the 3rd carbon atom. 3-Methoxyamphetamine has been studied for its potential neuroprotective and anti-inflammatory properties, as well as its effects on mood and behavior. It is also known for its stimulating and empathogenic effects, similar to other amphetamine derivatives. However, 3-methoxyamphetamine is a controlled substance in many countries due to its potential for abuse and addiction, as well as the risk of adverse effects on cardiovascular and nervous systems.

InChI:InChI=1/C10H15NO/c1-8(11)6-9-4-3-5-10(7-9)12-2/h3-5,7-8H,6,11H2,1-2H3

Upstream product

• 310873-75-7 3-(3-methoxy-phenyl)-2-methyl-propionic acid amide 
• 18738-95-9 1-(m-methoxyphenyl)-2-nitro-1-propene 
• 52956-26-0 (E)-1-methoxy-3-(prop-1-en-1-yl)benzene 
• 134062-32-1 (E)-1-methoxy-3-(2-nitroprop-1-en-1-yl)benzene 
• 3027-13-2 1-(3-methoxyphenyl)propan-2-one 
• 591-31-1 3-methoxy-benzaldehyde 
• 61227-51-8 3-(3-methoxyphenyl)-2-methylpropionic acid 
• 2398-37-0 3-methoxyphenyl bromide 
• 34322-78-6 3-(m-methoxyphenyl)propan-2-ol 
• 872548-72-6 1-(3-methoxyphenyl)-2-methanesulfonyloxypropane 
• 1081820-26-9 (Z)-1-methoxy-3-(2-nitroprop-1-en-1-yl) benzene 
• 1196-92-5 Vanillylamin 

Downstream Products

• 99540-14-4 [2-(3-methoxy-phenyl)-1-methyl-ethyl]-dimethyl-amine 
• 1075-61-2 Desoxy metaraminol 
• 50623-66-0 ethyl-[2-(3-methoxy-phenyl)-1-methyl-ethyl]-amine 
• 123312-26-5 2-(2-Bromo-5-methoxy-phenyl)-N-[2-(3-methoxy-phenyl)-1-methyl-ethyl]-acetamide 
• 143398-56-5 2-(3-Bromo-4-methoxy-phenyl)-N-[2-(3-methoxy-phenyl)-1-methyl-ethyl]-acetamide 
• 112649-81-7 N-<α-Methyl-β-(3-methoxyphenyl)ethyl>propanamide 
• 72687-67-3 N-Acetyl-3-Methoxyamphetamine 
• 152623-97-7 N-(trifluoroacetyl)-1-(3-methoxyphenyl)-2-aminopropane 
• 859163-17-0 rac-N-4-nitrobenzenesulfonyl-α-methyl-3-methoxyphenethylamine 
• 859163-29-4 rac-N-(1-benzyloxyallyl)-N-4-nitrobenzenesulfonyl-α-methyl-3-methoxyphenethylamine 
• 152623-98-8 N-(trifluoroacetyl)-1-<3-methoxy-4-(chloroacetyl)phenyl>-2-aminopropane 
• 152623-93-3 6-(2-aminopropyl)-2,3-dihydrobenzofuran 
• 112649-86-2 (Z)-1-Ethylidene-1,2,3,4-tetrahydro-6-methoxy-2-(3-methoxybenzoyl)-3-methylisoquinoline 
• 143398-63-4 1-(3-Bromo-4-methoxy-benzyl)-6-methoxy-3-methyl-1,2,3,4-tetrahydro-isoquinoline 

Relevant articles and documents

Transaminase-Mediated Amine Borrowing via Shuttle Biocatalysis

Shuttle catalysis has emerged as a useful methodology for the reversible transfer of small functional groups, such as CO and HCN, and goes far beyond transfer hydrogenation chemistry. While a biocatalytic hydrogen-borrowing methodology is well established, the biocatalytic borrowing of alternative functional groups has not yet been realized. Herein, we present a new concept of amine borrowing via biocatalytic shuttle catalysis, which has no counterpart in chemo-shuttle catalysis and allows efficient intermolecular amine shuttling to generate reactive intermediates in situ. By coupling this dynamic exchange with an irreversible downstream step to displace the reaction equilibrium in the forward direction, high conversion to target products can be achieved. We showcase the potential of this amine-borrowing methodology using a biocatalytic equivalent of both the Knorr-pyrrole synthesis and Pictet-Spengler reaction.

A 3 - (2 - amino-propyl) phenol preparation method (by machine translation)

The invention discloses a 3 - (2 - amino-propyl) phenol preparation method, in order to methoxy bromophenylacetic, epoxy propane, methyl sulfonic acid, ammonia methanol and hydrobromic acid as the raw materials, through the four-step reaction to obtain the target product 3 - (2 - amino-propyl) phenol. The invention has simple operation, environment friendly, comprehensive yield is 63% more, than the existing 35.6% yield, with a remarkable enhancement, greatly reduces the production cost of the existing drugs, is suitable for industrial scale production. (by machine translation)

CAL-B-catalyzed resolution of some pharmacologically interesting β-substituted isopropylamines

Some pharmacologically active amines such as amphetamine, the isomeric o-, m- and p-methoxyamphetamines, 4-phenylbutan-2-amine and mexiletine, as well as their corresponding acetamides, have been prepared in high yields and with very high enantiomeric excesses. The method consists of the Candida antarctica lipase B (CAL-B)-mediated enantioselective acetylation of racemic amines using ethyl acetate as solvent and acyl donor. The enzyme follows Kazlauskas' rule with all amines, (R)-amides being obtained as the major enantiomer in all cases. From the conversion values measured for both enantiomers, it can be deduced that the size of the substituents attached to the stereocenter is responsible for the enantioselectivity and rate of some of these reactions.