82547-81-7

Basic information

• Product Name: Cefteram pivoxil
• Synonyms: pivaloyloxymethyl (z)-7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(5-methyl-2h-tetrazol-2-ylmethyl)-3-cephem-4-carboxylate;CefteramPivoxilCefteramPivoxil;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, [6R-[6α,7β(Z)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(5-methyl-2H-tetrazol-2-yl)methyl]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)-;Antibiotic T 2588;Ro 19-5248;T 2588;Tomiron
• CAS NO: 82547-81-7
• Molecular Formula: C22H27N9O7S2
• Molecular Weight: 593.64
• EINECS: 1312995-182-4
• Product Categories: Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 82547-81-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 125-128°C
• Appearance: /
• Density: 1.3216 (rough estimate)
• Refractive Index: 1.7400 (estimate)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• PKA: 8.08±0.60(Predicted)
• CAS DataBase Reference: Cefteram pivoxil(CAS DataBase Reference)
• NIST Chemistry Reference: Cefteram pivoxil(82547-81-7)
• EPA Substance Registry System: Cefteram pivoxil(82547-81-7)

Safety Data

• Hazardous Substances Data: 82547-81-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-White to Pale Yellow Solid

Uses

Third generation, orally active cephalosporin antibiotic. Antibacterial.

InChI:InChI=1/C22H27N9O7S2/c1-10-26-29-30(27-10)6-11-7-39-18-14(25-16(32)13(28-36-5)12-8-40-21(23)24-12)17(33)31(18)15(11)19(34)37-9-38-20(35)22(2,3)4/h8,14,18H,6-7,9H2,1-5H3,(H2,23,24)(H,25,32)/b28-13-/t14-,18-/m1/s1

Upstream product

• 53064-79-2 iodomethyl pivaloate 
• 82547-58-8 cefteram 
• 957-68-6 7-Aminocephalosporanic acid 
• 82549-51-7 7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid 

Downstream Products

• 126788-04-3 (2R,6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-(5-methyl-tetrazol-2-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid 
• 126643-12-7 (2R,6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-(5-methyl-tetrazol-2-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester 
• 82547-58-8 cefteram 

Relevant articles and documents

Preparation method of cefteram pivoxil

The invention relates to a preparation method of cefteram pivoxil. The preparation method comprises following steps: taking 7-ACA and 5-methyltetrazole as starting raw materials, carrying out reactions in the presence of H2SO4 to generate 7-MTCA, protecting the amino groups of aminothiazol acetate, reacting aminothiazol acetate with 7-MTCA under the catalytic effect of AlMe3 to generate an intermediate (I); carrying out esterification reactions between the intermediate (I) and iodomethyl pivalate under the action of a phase transfer catalyst and an acid adsorbent, and removing the amino protection to obtain the target product (cefteram pivoxil). The reaction conditions are mild, the product purity and yield are high, and the technology is stable, is easy for amplification, and is suitablefor industrial production.