98753-19-6

Basic information

• Product Name: Cefpirome sulfate
• Synonyms: 1-[[(6r,7r)-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-6,7-dihydro-5h-cyclopenta[b]pyridinium sulfate;CEFPIROME SULFATE;(6r-rboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-;5h-1-pyrindinium,1-((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-ca;7-beta(z)))-(6-alphsulfate(1:1);hr810sulfate;Cefquinome sulphate;CefpiromeSulfateC22H22N6O5S2H2So4
• CAS NO: 98753-19-6
• Molecular Formula: C₂₂H₂₂N₆O₅S₂*H₂O₄S
• Molecular Weight: 612.66
• EINECS: 1592732-453-0
• Product Categories: Antibacterial;Miscellaneous;cephalosporins antibiotics;Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceutical intermediate;Pharmaceutical raw material;api
• Mol File: 98753-19-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 198-2020C (dec)
• Appearance: white crystalline powder
• Storage Temp.: Store at 0-5°C
• Solubility: Soluble in DMSO
• Merck: 14,1940
• CAS DataBase Reference: Cefpirome sulfate(CAS DataBase Reference)
• NIST Chemistry Reference: Cefpirome sulfate(98753-19-6)
• EPA Substance Registry System: Cefpirome sulfate(98753-19-6)

Safety Data

• RTECS: UW8970000
• Hazardous Substances Data: 98753-19-6(Hazardous Substances Data)

Usage

Description

Cefpirome sulfate is a new injectable cephalosporin indicated for the treatment of severe urinary and respiratory tract infections, including septicemia and nosocomial infections. Cefpirome sulfate is reported to be the first true fourth-generation cephalosporin due to its similar activities to third-generation antibiotics against Gram-positive bacteria and to first-generation antibiotics against Gram-negative bacteria. Its efficacy against P.aeruginosa is comparable to ceftazidime. The broad spectrum of activity includes Klebsiella, methicillin-sensitive staphylococci, penicillin-resistant pneumococci, E.coli which generates extended-spectrum beta-lactamases and multi-resistant organisms such as Citrobacter, Enterobacter and Serratia.

Chemical Properties

White Crystalline Powder

Uses

Different sources of media describe the Uses of 98753-19-6 differently. You can refer to the following data:
1. A fourth generation cephalosporin antibiotic
2. Fourth generation cephalosporin antibiotic

InChI:InChI=1/C22H22N6O5S2.H2O4S/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27;1-5(2,3)4/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32);(H2,1,2,3,4)/b26-15-;/t16-,20-;/m1./s1

Upstream product

• 94088-75-2 2-(2-amino-1,3-thiazol-4-yl)-1-(1,3-benzothiazol-2-ylsulfanyl)-2-(methoxyimino)ethan-1-one 
• 101156-40-5 (6R,7R)-4-methoxybenzyl-3-(iodomethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 87314-56-5 7-amino<3-(2,3-cyclopentenopyridinium)methyl>ceph-3-em-4-carboxylate 
• 104146-10-3 (6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 84957-29-9 cefpirome 
• 95055-53-1 C₂₄H₂₃N₃O₄S 
• 1273319-61-1 p-methoxybenzyl 7-phenylacetamido-3-(2,3-cyclopenteno-1-pyridinio)-3-cephem-4-carboxylate iodide 
• 533-37-9 2,3-cyclopentenopyridine 
• 80756-85-0 (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate 
• 957-68-6 7-Aminocephalosporanic acid 

Relevant articles and documents

Synthesis method of cefpirome sulfate

The invention discloses a synthesis method of cefpirome sulfate, and relates to the technical field of biological medicine synthesis. 7-ACA with protected amino and carboxyl is obtained through the action of 7-ACA with hexamethyldisilazane and trimethyliodosilane, then 7-ACA with protected amino and carboxyl reacts with trimethyliodosilane and 2,3-cyclopentenopyridine, a 7-ACP intermediate is synthesized through a one-pot method, the 7-ACP intermediate product reacts with AE active ester, the cefpirome sulfate is obtained through acylation and salt forming reaction, then dissolution, crystallization and crystal growing are conducted, and finally the cefpirome sulfate crystal is obtained. By means of the arrangement, the cefpirome sulfate crystal can be prepared through the scheme, and the cefpirome sulfate crystal is good in crystallization performance, high in purity and free of mixed color; and the microwave method is adopted in the process of synthesizing the 7-ACP intermediate product by the one-pot method and the acylation reaction process, the organic synthesis reaction rate can be greatly accelerated by using microwaves, the yield and the purity of the product are improved, many tedious steps are saved, and the reaction time is greatly shortened.

Method using microwave method to synthesize cefpirome sulfate

The invention discloses a method using a microwave method to synthesize cefpirome sulfate. The method is characterized by including the steps of firstly, weighing 7-aminocephalosporanic acid and AE-active ester, mixing, evenly grinding, and adding 2, 3-cyclopentenopyridine and concentrated sulfuric acid; secondly, performing 300W microwave reaction for 1-2 minutes, performing 450W microwave reaction for 1-2 minutes, and performing 750W microwave reaction for 2-3 minutes; thirdly, adding reaction residues into deionized water after the reactions, well mixing through stirring, filtering to obtain filtrate, and removing solvent to obtain white solid, namely the cefpirome sulfate. The method has the advantages that the microwave method is used, synthesizing is performed through a one-pot method, the method is simple in synthesizing step, and the high-purity cefpirome sulfate can be obtain at high yield without reaction solvents and expensive catalysts.

CRYSTALLINE SULFATE SALT OF CEPHALOSPORIN ANTIBIOTIC

The present invention relates to novel crystalline form of cephalosporin sulfate of the following formula and provides a process for preparing the same.