79617-89-3

Basic information

• Product Name: cis-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride
• Synonyms: 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-N-METHYL-1-NAPHTHALENAMINEHYDROCHLORIDE;cis-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride;Sertraline Hydrochloride Racemic Mixture (25 mg) (1:1 mixture of (1S, 4S) and (1R, 4R)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydro-1-naphthylamine hydrochloride);Sertraline Hydrochloride RaceMic Mixture;(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine:hydron:chloride;Mixture of Sertraline API and Sertraline EP Impurity G (1:1)
• CAS NO: 79617-89-3
• Molecular Formula: C₁₇H₁₇Cl₂N*ClH
• Molecular Weight: 342.69
• Mol File: 79617-89-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 275-277 ºC
• Boiling Point: 443.8 °C at 760 mmHg
• Flash Point: 222.2 °C
• Appearance: /
• Vapor Pressure: 2.78E-08mmHg at 25°C
• CAS DataBase Reference: cis-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: cis-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride(79617-89-3)
• EPA Substance Registry System: cis-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride(79617-89-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52/53
• Hazardous Substances Data: 79617-89-3(Hazardous Substances Data)

Usage

Description

cis-N-Methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride, also known as Sertraline hydrochloride, is a selective serotonin reuptake inhibitor (SSRI) primarily used for treating psychiatric disorders. It is effective in managing hypotension associated with neurocardiogenic syncope and idiopathic orthostatic hypotension, which are influenced by autonomic dysfunction.

Uses

Used in Pharmaceutical Industry:
Sertraline hydrochloride is used as an antidepressant medication for treating psychiatric disorders such as major depressive disorder, obsessive-compulsive disorder, panic disorder, post-traumatic stress disorder, social anxiety disorder, and premenstrual dysphoric disorder.
Used in Cardiovascular Applications:
In the cardiovascular field, Sertraline hydrochloride is used as a treatment for hypotension occurring in disorders like neurocardiogenic syncope and idiopathic orthostatic hypotension, which are affected by autonomic dysfunction. It helps in improving blood pressure regulation and reducing symptoms associated with these conditions.

InChI:InChI=1/C17H17Cl2N.ClH/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11;/h2-6,8,10,12,17,20H,7,9H2,1H3;1H

Upstream product

• 140631-53-4 sertraline 
• 261776-41-4 (4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine 
• 123-39-7 N-Methylformamide 
• 25596-28-5 N-methyl ammonium formate 
• 79560-19-3 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one 
• 244263-56-7 trans-(1R,4S)(+)-N-[4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthyl]-N-methyl formamide 
• 79836-45-6 trans-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 

Downstream Products

• 79617-95-1 cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine 
• 254731-40-3 1S-cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine-mandelate 
• 1357380-69-8 (1S,4S)-sertraline*(S)-mandelic acid 
• 244223-89-0 (cis-1S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine (R)-mandelate 
• 880489-75-8 (1R,4R)-sertraline*(R)-mandelic acid 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF [4(S,R)-(3,4-DICHLOROPHENYL)-3,4-DIHYDRO-1(2H)-NAPHTHALEN-1-YLIDENE]METHYLAMINE

The present invention relates to a process for making substantially pure racemic sertraline or its pharmaceutically acceptable salts having a cis/trans ratio of greater than about 85: 15% and which is substantially free of its deschloro impurities. The pr

Process for converting trans-sertraline to cis-sertraline

A process for preparing sertraline hydrochloride includes reacting trans-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-napthaleneamine with a base in an aqueous basic organic solvent.

PROCESS FOR THE MANUFACTURE OF SERTRALINE

Process for the preparation of sertraline by reductive amination of racemic 4-(3, 4-dichlorophenyl)-3, 4-dihydro-1-(2H)-naphthalenone, carried out as one- reaction-vessel process without isolation of intermediates, in the form of pure separated cis and trans isomers, the way of conversion of trans isomer to cis isomer and preparation of FII polymorph of 1S-cis isomer from any other polymorph.