159125-41-4

Basic information

• Product Name: Saredutant
• Synonyms: Saredutant;N-[4-[4-(Acetylamino)-4-phenyl-1-piperidinyl]-2-(3,4-dichlorophenyl)butyl]-N-methylbenzamide;SR 48212A;N-[4-(4-acetamido-4-phenyl-1-piperidyl)-2-(3,4-dichlorophenyl)butyl]-N-methyl-benzamide
• CAS NO: 159125-41-4
• Molecular Formula: C31H35Cl2N3O2
• Molecular Weight: 552.5345
• Mol File: 159125-41-4.mol

Chemical Properties

• Boiling Point: 734.669 °C at 760 mmHg
• Flash Point: 398.114 °C
• Appearance: /
• Density: 1.26
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.628
• PKA: 15.88±0.20(Predicted)
• CAS DataBase Reference: Saredutant(CAS DataBase Reference)
• NIST Chemistry Reference: Saredutant(159125-41-4)
• EPA Substance Registry System: Saredutant(159125-41-4)

Safety Data

• Hazardous Substances Data: 159125-41-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C31H35Cl2N3O2/c1-23(37)34-31(27-11-7-4-8-12-27)16-19-36(20-17-31)18-15-26(25-13-14-28(32)29(33)21-25)22-35(2)30(38)24-9-5-3-6-10-24/h3-14,21,26H,15-20,22H2,1-2H3,(H,34,37)

Upstream product

• 110-17-8 (2E)-but-2-enedioic acid 
• 146396-04-5 N-(4-phenylpiperidin-4-yl)acetamide 
• 135936-16-2 α-[2-(Tetrahydropyran-2-yloxy)ethyl]-3,4-dichlorophenyl-acetonitrile 
• 142001-92-1 N-[2-(3,4-Dichlorophenyl)-4-hydroxybutyl]-N-methylbenzamide 
• 152298-54-9 N-[2-(S)-(3,4-dichlorophenyl)-4-hydroxybutyl]-N-methylamine 
• 142001-87-4 N-[2-(3,4-dichlorophenyl)-4-[(methylsulfonyl)oxy]butyl]-N-methyl benzamide 
• 160809-30-3 N-[2-(3,4-dichlorophenyl)-3-formylpropyl]-N-methylbenzamide 
• 152298-51-6 2-(2-Hydroxyethyl)-2-(3,4-dichlorobenzene)ethanamine 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 

Relevant articles and documents

4-Amino-2-(aryl)-butylbenzamides and their conformationally constrained analogues. Potent antagonists of the human neurokinin-2 (NK2) receptor

A library, evaluating a range of piperazines, piperidines and acyclic amines, as replacements for the 4-hydroxy-4-phenylpiperidine moiety in lead (1b) was prepared. These efforts identified the 4-((N)-benzimidazolone)piperidine analogue (2a) which was further optimised using classical single-compound synthesis to yield the 3-((N)-morpholino)azetidine (2j). Conformationally constrained analogues of (2j), generally offered no potency advantage in this particular series.

4-Alkylpiperidines related to SR-48968: Potent antagonists of the neurokinin-2 (NK2) receptor

A series of 4-alkylpiperidine derivatives related to the potent neurokinin-2 (NK2) receptor antagonist SR-48968 (1) is described. Simple aliphatic derivatives were found to be poorly active, but appropriate placement of an alcohol functional group afforded compounds that were of similar activity to 1. Several representatives in this series, such as the 4- (1-hydroxy-1-ethylpropyl)piperidine (14), were found to exhibit oral activity in a model of labored abdominal breathing in guinea pigs. These results expand the latitude of substituents available in this region of this series of NK2 receptor antagonists.

Process for the preparation of an optically pure aminoalcohol

A process is described for the preparation of (+)-2-(3,4-dichlorophenyl)-4-hydroxybutylamine (I) by reaction of 3,4-dichlorophenylacetonitrile (II) with an alkali metal halogenoacetate, treatment of the 3-cyano-3-(3,4-dichlorophenyl)propionic acid (III) w