152186-43-1

Basic information

• Product Name: cefotaxime
• Synonyms: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, [6R-[6α,7α(Z)]]-
• CAS NO: 152186-43-1
• Molecular Formula: C16H17 N5 O7 S2
• Molecular Weight: 455.47
• EINECS: 264-299-1
• Mol File: 152186-43-1.mol
• Article Data: 44

Chemical Properties

• Appearance: /
• Density: 1.8g/cm³
• Refractive Index: 1.778
• CAS DataBase Reference: cefotaxime(CAS DataBase Reference)
• NIST Chemistry Reference: cefotaxime(152186-43-1)
• EPA Substance Registry System: cefotaxime(152186-43-1)

Safety Data

• Hazardous Substances Data: 152186-43-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m0/s1

Upstream product

• 957-68-6 7-Aminocephalosporanic acid 
• 65243-53-0 pyvaloyloxymethyl 7β-<2-(2-aminothiazol-4-yl)-(Z)-methoxyiminoacetamido>-3-acetoxymethyl-3-cephem-4-carboxylate 
• 121464-41-3 (6R,7R)-3-Acetoxymethyl-7-(acetyl-{2-(2-amino-thiazol-4-yl)-2-[(E)-methoxyimino]-acetyl}-amino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 65052-67-7 (E)-methoxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid ethyl ester 
• 65052-66-6 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetic acid-S-ethyl ester 
• 65872-39-1 (Z)-γ-bromo-β-oxo-α-methoxyiminobutyric acid ethyl ester 
• 64485-88-7 ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate 
• 65052-64-4 syn-2-methoxyimino-2-(2-tritylamino-thiazol-4-yl)-acetic acid 
• 17356-08-0 thiourea 
• 64485-89-8 ethyl (Z)-2-(methoxyimino)-2-[2-(triphenylmethyl)-aminothiazol-4-yl]acetate 
• 80756-85-0 (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate 
• 207725-19-7 (2-Amino-thiazol-4-yl)-[(Z)-methoxyimino]-acetic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester 
• 64485-90-1 2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 60846-23-3 cefotaxime sodium salt 
• 1374584-89-0 benzhydryl (6R,7R, Z)-3-(acetoxymethyl)-7-(2-(methoxyimino)-2-(2-(2-(tritylamino)acetamido)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 121020-94-8 desacetyl cefotaxime 
• 121020-94-8 desacetylcefotaxime 

Relevant articles and documents

A rapid procedure to prepare cefotaxime

A rapid procedure is reported for the synthesis of cefotaxime, by acylation of the 7-amino cephalosporanic acid with the 2- mercaptobenzothiazolyl thioester of (Z)-2-[2-aminothiazol-4-yl]-2- methoxyimino acetic acid (MAEM) that is a commercial reagent. The reaction was carried out at room temperature for 1 h, obtaining 95% yield. 2- Mercaptobenzothiazole was recovered as a side-product with a high purity and yield. The proposed method differentiates from those reported previously for a shorter time and very mild reaction condition, as well as for a ready for use reagent. (C) 2000 Elsevier Science S.A.

Preparation method for improving product quality of cefotaxime sodium

The invention provides a preparation method for improving the product quality of cefotaxime sodium. The preparation method is characterized in that after pure water and organic alcohol are added into a reaction solvent, 7-aminocephalosporanic acid is dissolved under a neutral/slightly alkaline condition; then an impurity layer is separated; then a condensation reaction is performed with 2-(2-amino-4-thiazolyl)-2-methoxyiminoacetic to generate cefotaxime; a cefotaxime water solution obtained through extraction is directly added into an alcoholic solution of sodium acetate or sodium iso-octoate for a salt forming reaction without crystallization; decarbonization and sterile filtration are performed; then crystallization is performed by utilizing the solvent to obtain the target product cefotaxime sodium. The cefotaxime sodium prepared by the method provided by the invention is high in purity and good in yield.

1/4 water cefotaxime sodium compound

The invention discloses a 1/4 water cefotaxime sodium compound and a preparation method thereof. The cefotaxime sodium per mole contains 1/4 mole of water. The 1/4 water cefotaxime sodium compound obtained has good particle size distribution, good fluidity, low impurity content, thermodynamic stability and wide application prospects.