116817-11-9

Basic information

• Product Name: (RS)-N-Methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride
• Synonyms: (rs)-duloxetine hydrochloride;(rs)-n-methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride;N,N-dimethyl--(1-naphthalenyloxy)-2-Thiophenepropanamine;(RS)-N-Methyl-gama-(1-phthalenyloxy)-2-thiophenepropamine hydrochloride;(RS)-N-Methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine
• CAS NO: 116817-11-9
• Molecular Formula: C₁₉H₂₁NOS
• Molecular Weight: 333.881
• EINECS: 1308068-626-2
• Mol File: 116817-11-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 118-122℃
• Boiling Point: 466.2 °C at 760 mmHg
• Flash Point: 235.7 °C
• Appearance: /
• Density: 1.146±0.06 g/cm3(Predicted)
• Vapor Pressure: 7.23E-09mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 9.19±0.28(Predicted)
• CAS DataBase Reference: (RS)-N-Methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-N-Methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride(116817-11-9)
• EPA Substance Registry System: (RS)-N-Methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride(116817-11-9)

Safety Data

• Hazardous Substances Data: 116817-11-9(Hazardous Substances Data)

Usage

Chemical Properties

White to white crystalline powder

InChI:InChI=1/C18H19NOS.ClH/c1-19-12-11-17(18-10-5-13-21-18)20-16-9-4-7-14-6-2-3-8-15(14)16;/h2-10,13,17,19H,11-12H2,1H3;1H/t17-;/m1./s1

Upstream product

• 916135-69-8 N,N-dimethylamino-3-(1-naphthanyloxy)-3-(2-thienyl)-1-propanamine phosphate 
• 1350249-48-7 1,3-dimethyl-1,3-bis(3-naphthalenyl-1-oxy)-3-(thiophenyl)propyl urea 
• 34772-98-0 3-dimethylamino-1-thiophen-2-ylpropenone 
• 107-99-3 2-(dimethylamino)ethyl chloride 
• 878757-08-5 (R)-(-)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propylamine 
• 13196-35-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one 
• 88-15-3 2-Acetylthiophene 
• 116817-12-0 N,N-dimethyl-3-(1-naphthalenyloxy)-3-(thien-2-yl)propanamine oxalate 
• 13636-02-7 3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol 
• 321-38-0 1-Fluoronaphthalene 

Downstream Products

• 116817-79-9 phenyl N-methyl-3-(1-naphthalenyloxy)-3-(2-thienyl)-propylcarbamate 
• 878757-08-5 (R)-(-)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propylamine 
• 132335-46-7 N-methyl-(S)-duloxetine 
• 1369583-94-7 N-[4-(3-trifluoromethylphenylpiperazinyl)propyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-96-9 N-[4-(4-(2-methoxyphenylpiperazinyl))butyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-97-0 N-[4-(4-(3-trifluoromethylphenylpiperazinyl))butyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-84-5 N-[4-(2-methoxyphenylpiperazinyl)acetyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-85-6 N-[4-(3-trifluoromethylphenylpiperazinyl)acetyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1056204-91-1 (S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine di-p-anisoyl-(L)-tartrate 
• 1056204-99-9 (S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine di-p-benzoyl-(L)-tartrate 
• 932013-45-1 (R)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine oxalate 
• 132335-47-8 (S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate 
• 116817-12-0 N,N-dimethyl-3-(1-naphthalenyloxy)-3-(thien-2-yl)propanamine oxalate 
• 116817-13-1 duloxetine 

Relevant articles and documents

METHOD FOR PRODUCING DULOXETINE HYDROCHLORIDE

PROBLEM TO BE SOLVED: To provide a new method for producing (S)-(+)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride (general name: duloxetine hydrochloride) useful as an antidepressant. SOLUTION: In a method for producing duloxetine hydrochloride, a solution obtained by dissolving a crude product containing duloxetine hydrochloride in a dissolving solvent (a first dissolution step) and acetone are mixed (a mixing step), the duloxetine hydrochloride precipitated in the obtained mixed solution is temporarily dissolved (a second dissolution step), and then the duloxetine hydrochloride is precipitated. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Synthesis and dual 5-ht1a/ssri activities of some novel arylpiperazine derivatives of duloxetine

A series of novel arylpiperazine derivatives of duloxetine were designed and synthesized from the key intermediate 5 by acylation, alkylation and reduction based on 5-HT1A/SSRI drugs design strategies. Compound 5 was obtained through the reaction sequence including condensation, reduction, O-etherification, Von Braun reaction, hydrolysis reaction. Structures of the synthesized compounds were confirmed by MS, 1H NMR and HRMS. Furthermore, these compounds were evaluated for their dual 5-HT1A/5-HTT activities. The results indicated that all the compounds exhibited certain affinity to 5-HTT and 5-HT1A receptor.

Process for the Preparation of 1-Naphthol Mixed Ethers and Intermediates of Crystalline Forms of (+) and (-)-Duloxetine

The invention relates to a process for the preparation of duloxetine (1a), comprising the reaction between 1-fluoronaphthalene and 3-N,N-dimethylamino-1-(2-thienyl)-propan-1-ol in the presence of 1,3-dimethyl-2-oxo-hexahydropyrimidine (DMPU) as the solvent; a method for the identification of duloxetine enantiomers and for the determination of its optical purity is also disclosed.