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

17862-85-0

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17862-85-0 Usage

Uses

Used in Pharmaceutical Research:
3-Methoxyamphetamine is used as a research compound for studying its potential neuroprotective and anti-inflammatory properties. It aids in understanding the underlying mechanisms of neurodegenerative diseases and inflammatory conditions, contributing to the development of novel therapeutic agents.
Used in Mood and Behavior Studies:
3-Methoxyamphetamine is utilized as a research tool to investigate its effects on mood and behavior. It helps researchers explore the role of amphetamine derivatives in modulating emotional states and social interactions, potentially leading to advancements in the treatment of mood disorders and related conditions.
Used in Drug Development:
3-Methoxyamphetamine is employed as a lead compound in the development of new medications with improved safety profiles and reduced potential for abuse. By studying its molecular structure and pharmacological properties, researchers can design safer and more effective drugs for various medical conditions.
Used in Forensic Toxicology:
3-Methoxyamphetamine is used as a reference substance in forensic toxicology for the identification and quantification of amphetamine derivatives in biological samples. This helps in the investigation of drug-related crimes and the assessment of drug abuse patterns.

Check Digit Verification of cas no

The CAS Registry Mumber 17862-85-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,8,6 and 2 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 17862-85:
(7*1)+(6*7)+(5*8)+(4*6)+(3*2)+(2*8)+(1*5)=140
140 % 10 = 0
So 17862-85-0 is a valid CAS Registry Number.
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

17862-85-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(3-methoxyphenyl)propan-2-amine

1.2 Other means of identification

Product number -
Other names meta-Methoxyamphetamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17862-85-0 SDS

17862-85-0Relevant articles and documents

Transaminase-Mediated Amine Borrowing via Shuttle Biocatalysis

O'Reilly, Elaine,O'Sullivan, Rachel,Ryan, James,Taday, Freya

supporting information, (2022/01/04)

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.

Fragment-Based Drug Discovery of Potent Protein Kinase C Iota Inhibitors

Kwiatkowski, Jacek,Liu, Boping,Tee, Doris Hui Ying,Chen, Guoying,Ahmad, Nur Huda Binte,Wong, Yun Xuan,Poh, Zhi Ying,Ang, Shi Hua,Tan, Eldwin Sum Wai,Ong, Esther Hq,Nurul, Dinie,Poulsen, Anders,Pendharkar, Vishal,Sangthongpitag, Kanda,Lee, May Ann,Sepramaniam, Sugunavathi,Ho, Soo Yei,Cherian, Joseph,Hill, Jeffrey,Keller, Thomas H.,Hung, Alvin W.

, p. 4386 - 4396 (2018/05/31)

Protein kinase C iota (PKC-i) is an atypical kinase implicated in the promotion of different cancer types. A biochemical screen of a fragment library has identified several hits from which an azaindole-based scaffold was chosen for optimization. Driven by a structure-activity relationship and supported by molecular modeling, a weakly bound fragment was systematically grown into a potent and selective inhibitor against PKC-i.

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

-

Paragraph 0041; 0042; 0043; 0055; 0056; 0069; 0070, (2017/08/28)

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)

Catalytic N-sulfonyliminium ion-mediated cyclizations to α-vinyl-substituted isoquinolines and β-carbolines and applications in metathesis

Kinderman, Sape S.,Wekking, Monique M. T.,Van Maarseveen, Jan H.,Schoemaker, Hans E.,Hiemstra, Henk,Rutjes, Floris P. J. T.

, p. 5519 - 5527 (2007/10/03)

Catalytic Sn(OTf)2-induced cyclization of linear, aryl-containing allylic N,O-acetals produced vinyl-substituted tetrahydroisoquinolines and tetrahydro-1H-β-carbolines. The usefulness of the vinyl moiety in the resulting products was demonstrated via the synthesis of various key building blocks for alkaloid structures. The α-vinyl moiety was utilized in a [2,3] sigmatropic rearrangement, in ring-closing metathesis and a cross-metathesis-based synthesis of vincantril, an antianoxia agent, and a synthetic member of the vincamine type natural products.

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

Gonzalez-Sabin, Javier,Gotor, Vicente,Rebolledo, Francisca

, p. 1315 - 1320 (2007/10/03)

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.

Photoinduced nucleophilic addition of ammonia and alkylamines to methoxy-substituted styrene derivatives

Yamashita,Yamashita, Toshiaki,Yasuda,Yasuda, Masahide,Isami,Isami, Toshihiro,Tanabe,Tanabe, Kimiko,Shima,Shima, Kensuke

, p. 9275 - 9286 (2007/10/02)

The photoamination of trans-1-arylpropenes (aryl = 2-methoxyphenyl), (1), 3-methoxyphenyl (2) 3,4-dimethoxyphenyl (3), and 4-methoxyphenyl (4) with NH3, i-PrNH2, and t-BuNH2 (RNH2), in the presence of p-dicyanobenzene (p-DCB) gave 2-alkylamino-1 arylpropanes (9) and/or 2-alkylamino-1-aryl-1-(4-cyanophenyl)propanes (10). The photoaminations of 1,2-dihydro-7-methoxynaphthalenes (6-8) with RNH2 in the presence of p-DCB gave mainly 2-alkylamino-1-(4-cyanophenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene s (13). The photoamination of trans-1-(3,5-dimethoxyphenyl)propene (5) with i-PrNH2 occurred at aromatic ring to give trans-1-(2-isopropylamino-3,5-dimethoxyphenyl)propene (11). The photoaminations of 1-4 and 6-8 with NH3 in the presence of m-dicyanobenzene gave the aminated products without incorporation of cyanophenyl group. Furthermore, the addition of 1,3,5-triphenylbenzene and m-terphenyl for these reactions improved the yields of the photoaminated products.

Synthesis of phenethylamine moiety by photoamination of styrene derivatives with ammonia

Yamashita, Toshiaki,Yasuda, Masabide,Isami, Toshihiro,Nakano, Shozo,Tanabe, Kimiko,Shima, Kensuke

, p. 5131 - 5134 (2007/10/02)

The photoaminations of trans-1-arylpropenes and 7-methoxy-1,2-dihydronaphthalenes with ammonia in the presence of dicyanobenzene gave 1-aryl-2-propylamines and 2-amino-6-methoxy-1,2,3,4-tetrahydronaphthalenes, respectively. The yields of the aminated compounds were improved by the addition of 1,3,5-triphenylbenzene or m-terphenyl.

Methods for the treatment of hypertension

-

, (2008/06/13)

Acetylene compounds of the formula (I): STR1 wherein Y, R1, R2, R3, and R4 are as described herein, m is 0-3, n is 0-2 and Ar is phenyl or an aromatic heterocycle are disclosed. The compounds possess antihyperte

3,10-Dimethoxyprotoberberines

Chinnasamy, Pennamuthiriar,Iwasa, Kinuko,Angerer, Silvia von,Weimar, Christian,Wiegrebe, Wolfgang

, p. 790 - 798 (2007/10/02)

Protoberberines with the unusual 3,10-dimethoxy substitution are synthesized by photocyclization of E- and Z-1-ethylidene-1,2,3,4-tetrahydro-6-methoxy-2-(3-methoxybenzoyl)isoquinolines.

Aralykyl (arylethynyl)aralkyl amines and their use as vasodilators and antihypertensives

-

, (2008/06/13)

Acetylenes of the formula (I): STR1 wherein Y, m, R1, R2 q, Alk, R3, n and R4 are as defined herein and Ar1 and Ar2 are aromatic, including the salts and ammonium derivatives of formula (I), in treating angina, hypertension and cardiac arrhythmias. Pharmaceutical compositions, methods of use and synthesis and novel intermediates are also part of the invention.

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