82547-58-8

Basic information

• Product Name: Cefteram pivoxil
• Synonyms: CEFTERAM;2,2-Dimethylpropanoyloxymethyl (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetylamino]-3-(5-methyl-2H-tetrazol-2-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;Cefteram pivoxil;(+)-(6R，7R)-7-[(Z)-2-(2-Amincr4-thiazolyl)-2-(methoxyimino)acetami-do]-3-[(5-methyl-2H-tetrazol-2-y1)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;Ceftetrame;Ro-19-5247;T-2525;Tomimn
• CAS NO: 82547-58-8
• Molecular Formula: C16H17N9O5S2
• Molecular Weight: 479.49
• Product Categories: Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 82547-58-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: >175°C (dec.)
• Appearance: white to yellow-white crystalline powder
• Density: 1.95 g/cm³
• Refractive Index: 1.901
• Storage Temp.: -20?C Freezer
• Solubility: DMF (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 2.62±0.50(Predicted)
• CAS DataBase Reference: Cefteram pivoxil(CAS DataBase Reference)
• NIST Chemistry Reference: Cefteram pivoxil(82547-58-8)
• EPA Substance Registry System: Cefteram pivoxil(82547-58-8)

Safety Data

• Hazardous Substances Data: 82547-58-8(Hazardous Substances Data)

Usage

Description

Cefteram pivoxil is an orally-active cephalosponn antibiotic with a broad spectrum of activity. It is reportedly effective against Cirrobacrer, indole-positive Proreus and Enrerobacrer species resistant to cefaclor, cephalexin and amoxicillin. Cefteram pivoxil is indicated primarily for urinary tract infections.

Chemical Properties

Pale Yellow Solid

Uses

Orally active cephalosporin antibiotic, antibacterial.

Brand name

Tomiron

Antimicrobial activity

A semisynthetic cephalosporin formulated for oral administration as the prodrug ester, cefteram pivoxil. Activity is similar to that of cefixime, but with slightly better activity against staphylococci and some Gram-negative rods. Available in Japan.

InChI:InChI=1/C16H17N9O5S2/c1-6-20-23-24(21-6)3-7-4-31-14-10(13(27)25(14)11(7)15(28)29)19-12(26)9(22-30-2)8-5-32-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b22-9-/t10-,14-/m1/s1

Upstream product

• 957-68-6 7-Aminocephalosporanic acid 
• 84994-24-1 2-methoxyimino-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazole ester 
• 82549-51-7 7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid 
• 82547-81-7 cefteram pivoxil 

Downstream Products

• 82547-81-7 cefteram pivoxil 

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.

Studies on orally active cephalosporin esters. II. Chemical stability of pivaloyloxymethyl esters in phosphate buffer solution

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