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

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

Uses

Used in Pharmaceutical Industry:
4-[(4-fluorobenzil)ammino]-2-nitrofenilcarbammato di etile is used as a potential building block for the development of new pharmaceutical compounds due to its structural resemblance to certain biologically active compounds. Its unique chemical properties may contribute to the discovery of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 4-[(4-fluorobenzil)ammino]-2-nitrofenilcarbammato di etile serves as a valuable intermediate or precursor for the synthesis of more complex organic molecules. Its versatile structure allows for further functionalization and modification, enabling the creation of new chemical entities with potential applications in various industries.
Used in Crop Protection and Pest Control:
4-[(4-fluorobenzil)ammino]-2-nitrofenilcarbammato di etile has potential applications in crop protection and pest control due to its structural resemblance to pesticides. It may be utilized as an active ingredient in the development of new agrochemicals, offering innovative solutions for pest management and crop protection.
Overall, 4-[(4-fluorobenzil)ammino]-2-nitrofenilcarbammato di etile is a versatile chemical with potential in various areas of research and development. Its unique structure and properties make it a promising candidate for 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

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

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 AN ANTICONVULSANT COMPOUND

The invention provides a novel method for the preparation of intermediates useful in a process designed to obtain known 1,2,4-triaminobenzene compounds, and in particular a specific compound thereof having known anticonvulsant activity. Unlike known methods, the novel method does not require advance protection of the amino groups present on the substrate.

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.

PROCESS FOR THE PREPARATION OF RETIGABINE

This invention relates to a novel chemical process for the synthesis of 2-ethyoxycarbonylamino-5-(4-fluorobenzylamino)-nitrobenzene and its use in the preparation of 2-amino-4-(4-fluorobenzylamino)-1-ethoxycarbonylaminobenzene (retigabine/ezogabine) and its polymorphic forms thereof.