79617-98-4

Basic information

• Product Name: (1R,4R)-Sertraline HCl
• Synonyms: (1R,4R)-Sertraline HCl;(R,R)-Sertraline;Sertindole-d4
• CAS NO: 79617-98-4
• Molecular Formula: C₁₇H₁₇Cl₂N
• Molecular Weight: 342.69052
• Mol File: 79617-98-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 243-245 °C
• Boiling Point: 416.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.25±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.47±0.40(Predicted)
• CAS DataBase Reference: (1R,4R)-Sertraline HCl(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4R)-Sertraline HCl(79617-98-4)
• EPA Substance Registry System: (1R,4R)-Sertraline HCl(79617-98-4)

Safety Data

• Hazardous Substances Data: 79617-98-4(Hazardous Substances Data)

Usage

Description

(1R,4R)-Sertraline HCl, also known as (R,R)-Sertraline, is a chiral compound that belongs to the class of selective serotonin reuptake inhibitors (SSRIs). It is one of the two enantiomers of Sertraline, with the R configuration at both the first and fourth carbon atoms. This specific stereochemistry is crucial for its therapeutic effects and selectivity.

Uses

Used in Pharmaceutical Industry:
(1R,4R)-Sertraline HCl is used as an antidepressant medication for the treatment of major depressive disorder, obsessive-compulsive disorder, panic disorder, post-traumatic stress disorder, social anxiety disorder, and premenstrual dysphoric disorder. It works by selectively inhibiting the reuptake of serotonin in the brain, thereby increasing its availability and promoting a balanced mood.
Additionally, (1R,4R)-Sertraline HCl is used as an antifungal agent due to its minor antifungal activity. This property can be beneficial in treating certain fungal infections when used in combination with other antifungal medications.

Upstream product

• 79617-95-1 cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthaleneamine 
• 261776-41-4 (4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine 
• 79560-19-3 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one 
• 6284-79-3 3,4-dichlorobenzophenone 
• 79560-18-2 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid 
• 79560-17-1 4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid 
• 149620-65-5 4-(3,4-dichlorophenyl)-4-phenylbutyric acid 
• 79560-20-6 N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine 
• 79560-16-0 3-(ethoxycarbonyl)-4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid 
• 79617-96-2 Sertraline 
• 312620-95-4 C₁₇H₁₅Cl₂N 
• 81532-35-6 N-benzylidene-9H-fluoren-9-amine 
• 100-52-7 benzaldehyde 

Downstream Products

• 261776-41-4 (4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine 
• 79617-96-2 Sertraline 
• 880872-39-9 C₉H₉NO₂*C₁₇H₁₇Cl₂N 

Relevant articles and documents

Catalytic Asymmetric Umpolung Allylation of Imines

Here we report an iridium-catalyzed asymmetric umpolung allylation of imines as a general approach to prepare 1,4-disubstituted homoallylic amines, a fundamental class of compounds that are hitherto not straightforward to obtain. This transformation proceeds by a cascade involving an intermolecular regioselective allylation of 2-azaallyl anions and a following 2-aza-Cope rearrangement, utilizes easily available reagents and catalysts, tolerates a substantial scope of substrates, and readily leads to various enantioenriched, 1,4-disubstituted homoallylic primary amines.

Spiro[4,4]-1,6-nonadiene-based phosphine-oxazoline ligands for iridium-catalyzed enantioselective hydrogenation of ketimines

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Efficient kinetic resolution in the asymmetric hydrosilylation of imines of 3-substituted indanones and 4-substituted tetralones

Kinetic resolution of the N-methyl imines of 3-substituted indanones and 4-substituted tetralones could be accomplished by hydrosilylation with a chiral titanocene catalyst. N-Methyl imines of 4-substituted tetralones were resolved to yield, after hydrolysis of the unreacted starting materials, ketones with high ee's and the amine products with high diastereomeric and enantiomeric purity. The utility of this process was demonstrated in the synthesis of sertraline.