150812-23-0

Basic information

• Product Name: {4-[(4-fluorobenzil)aMMino]-2-nitrofenil}carbaMMato di etile
• Synonyms: {4-[(4-fluorobenzil)aMMino]-2-nitrofenil}carbaMMato di etile;[4-(4-Fluoro-benzylaM ino)-2-nitro-phenyl]-carbaMic acid ethyl ester;2-Ethoxycarbonylamino-5-(4-fluorobenzylamino)nitrobenzene;ethyl (4-((4-fluorobenzyl)amino)-2-nitrophenyl)carbamate
• CAS NO: 150812-23-0
• Molecular Formula: C₁₆H₁₆FN₃O₄
• Molecular Weight: 333.3143432
• EINECS: -0
• Mol File: 150812-23-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: {4-[(4-fluorobenzil)aMMino]-2-nitrofenil}carbaMMato di etile(CAS DataBase Reference)
• NIST Chemistry Reference: {4-[(4-fluorobenzil)aMMino]-2-nitrofenil}carbaMMato di etile(150812-23-0)
• EPA Substance Registry System: {4-[(4-fluorobenzil)aMMino]-2-nitrofenil}carbaMMato di etile(150812-23-0)

Safety Data

• Hazardous Substances Data: 150812-23-0(Hazardous Substances Data)

Usage

General Description

The chemical "{4-[(4-fluorobenzyl)amino]-2-nitrophenyl}ethyl carbamate" is a compound with the molecular formula C15H14FN3O4. It is a carbamate derivative with both a nitrophenyl and a fluorobenzyl group. {4-[(4-fluorobenzil)ammino]-2-nitrofenil}carbammato di etile has potential applications in the pharmaceutical industry due to its structural resemblance to certain biologically active compounds. It may also have uses in the field of organic synthesis and as a potential building block for the development of new chemical products. Additionally, it could have potential applications in crop protection and pest control due to its structural resemblance to pesticides. Overall, this chemical has potential in various areas of research and development and may have important future applications in industry and technology.

InChI:InChI=1S/C16H16FN3O4/c1-2-24-16(21)19-14-8-7-13(9-15(14)20(22)23)18-10-11-3-5-12(17)6-4-11/h3-9,18H,2,10H2,1H3,(H,19,21)

Upstream product

• 2621-73-0 ethyl 4-nitrophenylcarbamate 
• 73895-87-1 5-amino-2-ethoxycarbonylaminonitrobenzene 
• 721943-05-1 1-ethoxycarbonylamino-4-phthalimidobenzene 
• 150812-24-1 2-ethoxycarbonylamino-5-phthalimidonitrobenzene 
• 57399-97-0 N-(4-aminophenyl)carbamic acid ethyl ester 
• 459-57-4 4-fluorobenzaldehyde 
• 1314406-56-8 2-ethoxycarbonylamino-5-(4-fluorobenzylideneamino)nitrobenzene 
• 150812-22-9 2-amino-5-(4-fluorobenzylideneamino)nitrobenzene 
• 5307-14-2 2-nitro-1,4-phenylenediamine 
• 150812-21-8 1-N-[(4-fluorophenyl)methyl]-3-nitrobenzene-1,4-diamine 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 150812-12-7 Retigabine 
• 150812-13-8 retigabine dihydrochloride 

Relevant articles and documents

Of retigabine and wherein the intermediate preparation method (by machine translation)

The invention relates to the medicine synthesis field and in particular relates to a preparation method of retigabine and an intermediate thereof. The method specifically comprises the following steps of: (1) preparing a compound with a structure of formula (RET25) by the compound with the structure of formula (RET20) and 4-fluorobenzaldehyde under the action of p-toluene sulfonic acid; (2) preparing the compound with the structure of formula (RET30) by the compound with the structure of formula (RET25) through sodium borohydride reduction; and (3) preparing the retigabine by the compound with the structure of the formula (RET30) through raney nickel hydrogenation reduction. The total impurity content of the retigabine obtained by the preparation method disclosed by the invention is less than 0.16% in terms of area percentage unit of HPLC (High Performance Liquid Chromatography).

PROCESS FOR THE PREPARATION OF RETIGABINE OF THE FORMULA I AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF

The invention relates to process for the preparation of 2-amino-4-(4- fluorobenzylamino)-l-ethoxycarbonylaminobenzene generically known as Retigabine of the formula (I) and its pharmaceutically acceptable salts e.g. Formula IA, particularly to the modification over the prior art processes-I and II disclosed therein in US5384330. The modifications are depicted in the scheme I and scheme II respectively. Disclosed herein are also the novel processes for the preparation of intermediates of formulae M, N and O of the process-I and of formulae R, S, T of process-II, those are used for preparation of Retigabine of the formula I and its pharmaceutically acceptable salts thereof.