93982-97-9

Usage

Uses

Used in Agricultural Applications:
Phenyl methyl[3-(2-methylphenoxy)-3-phenylpropyl]-carbamate is used as an insecticide and acaricide for its effectiveness in controlling pests that can damage crops and reduce agricultural yields. It targets the nervous systems of insects and mites, leading to paralysis and death, thereby protecting plants from infestations.
Used in Household Applications:
In household settings, phenyl methyl[3-(2-methylphenoxy)-3-phenylpropyl]-carbamate is used as an insecticide to eliminate pests that can infest homes and pose health risks or cause damage to property. Its action on the nervous systems of pests ensures their rapid elimination, contributing to a cleaner and safer living environment.
However, the use of phenyl methyl[3-(2-methylphenoxy)-3-phenylpropyl]-carbamate has raised concerns regarding its potential toxicity to humans and the environment. Its impact on non-target species and the possibility of bioaccumulation in the food chain are significant considerations. Therefore, careful handling, proper application, and disposal of this chemical are essential to minimize risks and ensure its safe and effective use.

InChI:InChI=1/C24H25NO3/c1-19-11-9-10-16-22(19)28-23(20-12-5-3-6-13-20)17-18-27-24(26)25(2)21-14-7-4-8-15-21/h3-16,23H,17-18H2,1-2H3

Upstream product

• 83015-25-2 N,N-dimethyl-3-(2-methyl-phenyloxy)-3-phenyl-propanamine 
• 1885-14-9 phenyl chloroformate 
• 1007832-67-8 (R)-N-benzyl-N-methyl-3-(2-methylphenoxy)-3-phenylpropaneamine 

Relevant academic research and scientific papers

AN IMPROVED PROCESS FOR SYNTHESIZING HIGHLY PURE ATOMOXETINE

The present invention relates to a process for the preparation of highly pure atomoxetine of formula (I) and pharmaceutically acceptable salts thereof Formula (I) The present invention also aims at novel processes for the preparation and purification of intermediates involved in the process of the present invention.

PROCESS FOR PREPARING ATOMOXETINE HYDROCHLORIDE

The present invention relates to the process for preparing Atomoxetine hydrochloride which is a selective norepinephrine reuptake inhibitor. Atomoxetine HCl is chemically known as (-)-iV-Methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochloride and represented by formula (I). More particularly, the invention relates to crystalline form of N-methyl-3-phenyl-3-(o- tolyloxy) propylamine oxalate (here in after referred as "(±) Atomoxetine Oxalate"), which is an useful intermediate for the synthesis of Atomoxetine hydrochloride.

A METHOD FOR THE PREPARATION OF (R)-N-METHYL-3-(2-METHYLPHENOXY)-3-PHENYLPROPYLAMINE HYDROCHLORIDE (ATOMOXETINE)

Racemic N-benzyl-N-methyl-3-(2-methylphenoxy)-3-phenylproρylamine (VIII) is an intermediate for obtaining atomoxetine. Racemic N-benzyl-N-methyl-3-(2-methylphenoxy)-3- phenylpropylamine (VIII) further reacts in a solution of an organic solvent with an optically active acid producing a mixture of diastereoisomers, which are subsequently resolved by crystallization and converted to the respective (R) and (S) enantiomers of N-benzyl-N-methyl- 3-(2-methylphenoxy)-3-phenylpropylamine by treatment with an organic or inorganic base. The (R)-enantiomer of N-methyl-3-(2-methylphenoxy)-3-phenylpropylamine ((R)-VIII) is further subjected to debenzylation by means of an alkyl or aryl chloro formate yielding an alkyl/aryl (R)-3-(2-methylphenoxy)-3-phenylpropylmethylcarbamate ((R)-IX), which is then hydrolyzed in the basic environment yielding the base of (R)-N-methyl-3-(2-methylphenoxy)- 3-phenylpropaneamine, which is finally converted to (R)-N-methyl-3-(2-methylphenoxy)-3- phenylpropanamine hydrochloride ((R)-I) by treatment with hydrochloric acid.

A process for the preparation of aryloxypropylamines

A process for the preparation of a compound of formula (I), or a salt thereof, both as the as individual isomer and as mixtures thereof, wherein each of A and B is independently aryl or heteroaryl optionally substituted with 1 to 4 substituents; and R and R1, which can be the same or different, are hydrogen, C1-C6 alkyl or an amino-protecting group; comprising the reaction of a compound (II) wherein A and B are as defined above, with a compound (III) wherein each of R and R1 is independently C1-C6 alkyl or an amino-protecting group; and X is a leaving group; in the presence of a basic agent; and, if desired the conversion of a compound (I) to another compound (I); and/or, if desired, the separation of an isomeric mixture of a compound (I) into the individual isomers; and/or, if desired, the conversion of a compound (I) to a salt thereof.

PROCESS FOR THE PREPARATION OF ARYLOXYPROPYLAMINES

A process for preparation of a compound of formula (I), or a salt thereof, both as individual isomer and as mixtures thereof, wherein each of A and B is independently aryl or heteroaryl optionally substituted with 1 to 4 substituents; and R and R1, which can be the same or different, are hydrogen, C1-C6 alkyl or an amino-protecting group; comprising the reaction of a compound (II) wherein A and B are as defined above, with a compound (III) wherein each of R and R1 is independently C1-C6 alkyl or an amino-protecting group; and X is a leaving group; in the presence of a basic agent; and, if desired the conversion of a compound (I) to another compound (I); and/or, if desired, the separation of an isomeric mixture of a compound (I) into the individual isomers; and/or, if desired, the conversion of a compound (I) to a salt thereof.