64486-18-6

Basic information

• Product Name: (Z)-[2-(Chloroacetamido)thiazole-4-yl]methoxyiminoacetic acid
• Synonyms: (Z)-[2-(Chloroacetamido)thiazole-4-yl]methoxyiminoacetic acid;(Z)-2-(chloroacetamido)-alpha-(methoxyimino)thiazol-4-acetic acid;(Z)-2-(Chloroacetamido)-4-thiazole acetic acid;2-(2-chloroacetamidothiazol-4-yl)-(Z)-2-methoxyiminoacetic acid;(Z)-2-(2-CHLOROACETAMIDO)-ALPHA-(METHOXY)-IMINO)-4-THIZOLEACETIC ACID;(Z)-2-[2-(Chloroacetamido)-thiazol-4-yl]-2-(methoxyimino)-acetic acid;(Z)-(2-(CHLOROACETAMIDO)THIAZOLE-4-YL)METHOXY IMINOACETIC ACID 96%;(2-chloroacetamido)(methoxyimino)-4-thiazoleacetic acid
• CAS NO: 64486-18-6
• Molecular Formula: C₈H₈ClN₃O₄S
• Molecular Weight: 277.69
• EINECS: 264-916-4
• Mol File: 64486-18-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 164-166 °C
• Appearance: /
• Density: 1 +-.0.1 g/cm3(Predicted)
• PKA: 2?+-.0.41(Predicted)
• CAS DataBase Reference: (Z)-[2-(Chloroacetamido)thiazole-4-yl]methoxyiminoacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-[2-(Chloroacetamido)thiazole-4-yl]methoxyiminoacetic acid(64486-18-6)
• EPA Substance Registry System: (Z)-[2-(Chloroacetamido)thiazole-4-yl]methoxyiminoacetic acid(64486-18-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 26-27-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 64486-18-6(Hazardous Substances Data)

Usage

Chemical Properties

SLIGHTLY BEIGE TO YELLOWISH CRYSTALLINE POWDER

Upstream product

• 65872-41-5 cefotaxime 
• 79-04-9 chloroacetyl chloride 
• 65243-09-6 2-(2-aminothiazol-4-yl)-2-syn-methoxyiminoacetic acid methyl ester 
• 65243-10-9 methyl 2-(2-chloroacetamidothiazol-4-yl)-2-(syn)-methoxyiminoacetate 
• 64486-17-5 ethyl 2-(2-chloroacetamidothiazol-4-yl)-2-(syn)-methoxyiminoacetate 

Downstream Products

• 65872-41-5 cefotaxime 
• 64486-19-7 7β-[2-(2-chloroacetamidothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid 
• 94417-87-5 2-Chloroacetamido-4-<(Z)-1-methoxyimino-1-diphenylmethoxycarbonyl>methylthiazole N-Oxide 
• 72292-38-7 (6R*,7S*)-7-<2-(2-amino-4-thiazolyl)-2-syn-methoxyiminoacetamido>-8-oxo-1-azabicyclo<4.2.0>oct-2-en-2-carboxylic acid 
• 79656-34-1 2-Choroacetamido-4-<(Z)-1-methoxyimino-1-diphenylmethoxycarbonyl>methylthiazole 

Relevant articles and documents

Process for the production of cefotaxime sodium

A process for the production of 7-[2-(2-amino-4-thiazolyl)-2-syn-methoxyimino-acetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid (Cefotaxime) in aqueous isopropyl alcohol is provided. The synthesis provides the product in greater than 99 % HPLC purity.

Process for producing chloroacetylaminothiazoleacetic acid derivatives

The present invention relates to a simple process for producing 2-aminothiazoleacetic acid derivatives useful as intermediates for producing cephalosporin-type antibiotics. The process for producing chloroacetylaminothiazoleacetic acid derivatives represented by the following formula (II) ???wherein R1 is a protection group for the hydroxyl group,comprises reacting aminothiazoleacetic acid derivatives represented by the following formula (I) ???wherein R1 is a protection group for the hydroxyl group,with a chloroacetylating agent.

7-[2-(2-Aminothiazol-4-yl)-2-(syn)-methoxyiminoacetamido] cephalosporins

A 7-[2-(2-aminothiazol-4-yl)-2-(syn)-methoxyiminoacetamido] cephalosporin derivative of the formula; STR1 wherein R3 is hydrogen or a residue of a nucleophilic compound; R2 NH is an amino group which may optionally be protected, pharmaceutically acceptable salt or ester thereof, is found to have excellent anti-bacterial activity against a broad spectrum of bacteria inclusive of gram-negative bacteria such as Escherichia coli, Serratia marcescens, Proteus rettgeri, Enterobacter cloacae and Citrobacter freundii. Thus, this compound may be used for an antibacterial agent in therapeutical purposes.