105310-75-6

Basic information

• Product Name: cis-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl-N,N-diethyl-1-phenylcyclopropanecarboxamide
• Synonyms: cis-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl-N,N-diethyl-1-phenylcyclopropanecarboxamide;(1R,2S)-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-N,N-diethyl-1-phenylcyclopropanecarboxamide;2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl-N,N-diethyl-1-phenylcyclopropa;(1R,2)-2-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-N,N-diethyl-1-phenyl-cyclopropanecarboxamide;(1R,2S)-N,N-diethyl-2-[(1,3-dioxoisoindolin-2-yl)methyl]-1-phenylcyclopropanecarboxamide;(1R,2S)-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-;2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)Methyl-N,N-diethyl-1-phenylcyclopropanecarboxaMide, cis-;2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)Methyl-N,N-diethyl-1-phenylcyclopropanecarboxaMide
• CAS NO: 105310-75-6
• Molecular Formula: C₂₃H₂₄N₂O₃
• Molecular Weight: 376.454
• EINECS: 1312995-182-4
• Product Categories: Aromatics Compounds;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 105310-75-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 130-132°C
• Boiling Point: 546.101 °C at 760 mmHg
• Flash Point: 237.521 °C
• Appearance: /
• Density: 1.254
• Vapor Pressure: 1.52E-11mmHg at 25°C
• Refractive Index: 1.638
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: -0.68±0.40(Predicted)
• CAS DataBase Reference: cis-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl-N,N-diethyl-1-phenylcyclopropanecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl-N,N-diethyl-1-phenylcyclopropanecarboxamide(105310-75-6)
• EPA Substance Registry System: cis-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl-N,N-diethyl-1-phenylcyclopropanecarboxamide(105310-75-6)

Safety Data

• Hazardous Substances Data: 105310-75-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 105310-75-6 differently. You can refer to the following data:
1. Milnacipran intermediate
2. Milnacipran intermediate.

InChI:InChI=1/C22H22N2O3/c1-3-23(4-2)21(27)22(15-10-6-5-7-11-15)14-18(22)24-19(25)16-12-8-9-13-17(16)20(24)26/h5-13,18H,3-4,14H2,1-2H3/t18-,22-/m1/s1

Upstream product

• 1353644-50-4 (1SR,2RS)-2-(chloromethyl)-N,N-diethyl-1-phenylcyclopropane carboxamide 
• 1074-82-4 potassium phtalimide 
• 140-29-4 phenylacetonitrile 
• 109-89-7 diethylamine 
• 131091-01-5 (1R,2R)-2-Hydroxymethyl-1-phenyl-cyclopropanecarboxylic acid diethylamide 
• 923037-67-6 Toluene-4-sulfonic acid (1R,2R)-2-diethylcarbamoyl-2-phenyl-cyclopropylmethyl ester 
• 105310-66-5 (1S,2R)/(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylic acid chloride 
• 69160-63-0 (1S,2R)/(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylic acid 
• 105310-90-5 (Z)-1-phenyl-2-(bromomethyl)-N,N-diethylcyclopropanecarboxamide 

Downstream Products

• 86181-08-0 cis-(±)-1-phenyl-2-(aminomethyl)-N,N-diethylcyclopropanecarboxamide hydrochloride 
• 105310-95-0 (1R,2S)-2-{[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetylamino]-methyl}-1-phenyl-cyclopropanecarboxylic acid diethylamide 
• 105310-25-6 (Z)-1-phenyl-2-<(glycylamino)methyl>-N,N-diethylcyclopropanecarboxamide 
• 105310-24-5 Z-1-phenyl-2-<(acetylamino)methyl>-N,N-diethylcyclopropanecarboxamide 
• 105310-27-8 trans-2-aminomethyl-1-phenyl-N,N-diethylcyclopropanecarboxamide 
• 105310-09-6 milnacipran 

Relevant articles and documents

Drug intermediate as well as preparation and application thereof

The invention designs a drug intermediate III, and the structural formula of the drug intermediate III is shown in the specification.

PROCESS FOR THE PREPARATION OF (±M1R(S), 2SRR)L-2-(AMINOMETHYL)-N,N-DIETHYL-L-PHENYLCYCLOPROPANE CARBOXAMIDE HYDROCHLORIDE

The present invention relates to an improved process for the preparation of (±)-[1R(S),2S(R)]-2-(aminomethyl)-N,N-diethyl-l-phenylcyclopropane carboxamide hydrochloride compound of formula- la.

1-Aryl-2-(aminomethyl)cyclopropanecarboxylic Acid Derivatives. A New Series of Potential Antidepressants

A series of 1-aryl-2-(aminomethyl)cyclopropanecarboxylic acid derivatives were synthesized and evaluated as potential antidepressants.Compounds with the Z configuration were synthesized from 1-aryl-2-oxo-3-oxabicyclohexane and those with E configuration from (E)-1-phenyl-2-(hydroxymethyl)cyclopropanecarboxylic acid.The compounds were evaluated in animal tests designed to reveal potential antidepressant activity and the existence of undesirable side effects.Several derivatives were more active than imipramine and desipramine.On the basis of its activity in pharmacological animal tests of antidepressant activity and its potential lack of side effects, 1-phenyl-1--2-(aminomethyl)cyclopropane hydrochloride, midalcipran (INN), was selected for further development.This compound is currently in phase III clinical evaluation.