79617-97-3

Basic information

• Product Name: cis-(1s,4s)-n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate
• Synonyms: cis-(1s,4s)-n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate
• CAS NO: 79617-97-3
• Molecular Formula: C₈H₈O₃*C₁₇H₁₇Cl₂N
• Molecular Weight: 458.3769
• Product Categories: Pharmaceutical Intermediates
• Mol File: 79617-97-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 416.3°C at 760 mmHg
• Flash Point: 205.6°C
• Appearance: /
• Vapor Pressure: 3.85E-07mmHg at 25°C
• CAS DataBase Reference: cis-(1s,4s)-n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate(CAS DataBase Reference)
• NIST Chemistry Reference: cis-(1s,4s)-n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate(79617-97-3)
• EPA Substance Registry System: cis-(1s,4s)-n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate(79617-97-3)

Safety Data

• Hazardous Substances Data: 79617-97-3(Hazardous Substances Data)

Usage

Description

cis-(1S,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate is a complex chemical compound that belongs to the class of naphthalenamine derivatives. It is typically found in the form of its mandelate salt and has potential applications in pharmaceuticals and research, particularly in the development of medications for various conditions. The unique structure and properties of this compound make it of interest in the scientific community for further study and potential applications.

Uses

Used in Pharmaceutical Industry:
cis-(1S,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate is used as a pharmaceutical compound for its potential applications in the development of medications for various conditions. Its unique structure and properties make it a promising candidate for further study and potential use in treating specific medical conditions.
Used in Research:
cis-(1S,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate is used as a research compound for its potential applications in scientific studies. Its unique structure and properties make it an interesting subject for further investigation and exploration of its potential uses and effects in various fields of research.

InChI:InChI=1/C17H17Cl2N.C8H8O3/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11;9-7(8(10)11)6-4-2-1-3-5-6/h2-6,8,10,12,17,20H,7,9H2,1H3;1-5,7,9H,(H,10,11)/t12-,17-;7-/m01/s1

Upstream product

• 611-71-2 (R)-Mandelic Acid 
• 79617-95-1 cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine 
• 611-71-2 MANDELIC ACID 
• 79617-96-2 Sertraline 
• 140631-53-4 sertraline 
• 79617-89-3 cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine hydrochloride 
• 79560-19-3 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one 
• 95-50-1 1,2-dichloro-benzene 
• 90-15-3 α-naphthol 
• 79560-20-6 N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine 
• 261776-41-4 (4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine 

Downstream Products

• 79617-96-2 Sertraline 
• 79559-97-0 sertraline hydrochloride 
• 611-71-2 (R)-Mandelic Acid 
• 54385-47-6 (R)-Mandelsaeure, Natrium-Salz 

Relevant articles and documents

Resolution of sertraline with (R)-mandelic acid: Chiral discrimination mechanism study

The chiral discrimination mechanism in the resolution of sertraline with mandelic acid was investigated by examining the weak intermolecular interactions (such as hydrogen bond, CH/π, and van der Waals interactions) and molecular packing difference in crystal structures of the resulting diastereomeric salts. A new one-dimensional chain-like hydrogen-bonding network and unique supramolecular packing mode are disclosed. The investigation demonstrated that stable hydrogen-bonding pattern, herringbone-like arrangement of aromatic rings, and planar boundary surface in the hydrophobic region are the three most important structural characteristics expected in less soluble diastereomeric salts. The existence and magnitude of hydrogen bond, CH/π interaction, and van der Waals interaction related to three characteristic structures, determine the stability of diastereomeric salt. The hydrogen bond is not necessarily the dominant factor while the synergy and optimization of all weak intermolecular interactions attribute to the chiral recognition.

A low-waste process to sertraline by diastereomeric crystal resolution and waste isomer racemisation

A semi-continuous method for recovering waste sertraline isomers from a diastereomeric crystallisation process is described in which the mother liquors from a highly selective mandelic acid resolution for the (1S,4S) isomer are treated sequentially with S

IMPROVED MANUFACTURING PROCEDURE FOR THE PREPARATION OF POLYMORPHIC FORM II OF CIS-(1S)-N-METHYL-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPTHLENEAMINE HYDROCHLORIDE (SERTRALINE HYDROCHLORIDE)

The present invention relates to the improved, scalable and efficient manufacturing procedure for the preparation of the antidepressant Cis-(1S)-N-Methyl-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-napthaleneamine hydro chloride, Sertraline Hydrochloride polymorphic form II. The present invention further relates to the improved and modified procedures for preparing, separating and isolating the key intermediates involved in the preparationof Sertraline Hydrochloride polymorphic form II. The present invention also further relates to the use of novel reagents or a combination thereof and new methodologies to prepare some o'f the key intermediates involved in the preparation of Polymorphic Form II of Sertraline Hydrochloride.