80544-17-8

Basic information

• Product Name: (Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid
• Synonyms: NICA;(Z)-2-Amino-ALPHA-[(2-methoxy-2-oxoethoxy)-imino]-4-thiazoleacetic acid;MICAAcid;(Z)-2-(2-AMINOTHIAZOL-4-YL)-2-METHOXYCARBONYLMETHOXYIMINOACETIC ACID;(Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid;(Z)-2-(2-METHOXY-2-OXOETHOXYIMINO)-2-(2-METHYLTHIAZOL-4-YL)ACETIC ACID;(Z)-(2-Aminothiazol-4-yl)-;(Z)-2-(2-AMinothiazol-4-yl)-2-((2-Methoxy-2-oxoethoxy)iMino)acetic acid
• CAS NO: 80544-17-8
• Molecular Formula: C₈H₉N₃O₅S
• Molecular Weight: 259.24
• Mol File: 80544-17-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 481.066 °C at 760 mmHg
• Flash Point: 244.74 °C
• Appearance: /
• Density: 1.645 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.655
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 2.40±0.10(Predicted)
• CAS DataBase Reference: (Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid(80544-17-8)
• EPA Substance Registry System: (Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid(80544-17-8)

Safety Data

• Hazardous Substances Data: 80544-17-8(Hazardous Substances Data)

Usage

General Description

The chemical compound "(Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid" is a synthetic organic compound with potential pharmaceutical applications. It is a derivative of 2-aminothiazol-4-ylacetic acid, containing a methoxyimino and methoxycarbonyl group. (Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid may have antibacterial or antiviral properties due to its structural resemblance to other known antibacterial and antiviral compounds. It also has potential as a building block in the synthesis of new drug candidates or as a research tool in the study of chemical interactions in biological systems. Further research and testing are needed to fully understand the potential uses and effects of this compound.

InChI:InChI=1/C8H9N3O5S/c1-15-5(12)2-16-11-6(7(13)14)4-3-17-8(9)10-4/h3H,2H2,1H3,(H2,9,10)(H,13,14)/b11-6-

Upstream product

• 17356-08-0 thiourea 
• 84080-70-6 4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid 

Downstream Products

• 246035-38-1 2-mercapto-1,3-benzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-(methoxycarbonyl)-methoxyimino acetate 
• 88621-01-6 7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid 
• 79350-37-1 cefixime 

Relevant articles and documents

AN IMPROVED PROCESS FOR THE PREPARATION OF CEFIXIME

There is provided an improved process for preparing cefixime. Thus, for example, 7-amino-3-vinyl-3-cephem-4-carboxylic acid is reacted with 2-mercapto-1,3-benzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-(methoxycarbonyl)-methoxyimino acetate in tetrahydrofuran and water at 4°C in the presence of triethylamine. The reaction mass is extracted with ethyl acetate. 7-[2-(2-Amino-4-thiazolyl)-2-(methoxycarbonylmethoxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid triethylamine salt present in the aqueous layer is hydrolyzed with sodium hydroxide in less than 30 minutes and aqueous hydrochloric acid is added immediately to adjust the pH to 4.8 to 5.2. Then, aqueous hydrochloric acid is added at 35°C to adjust the pH 2.5 and cooled to crystallize cefixime trihydrate in high purity.