-
Name
7-(5-amino-5-carboxyvaleramido)cephalosporanic acid
- EINECS
- CAS No. 61-24-5
- Density 1.55±0.1 g/cm3(Predicted)
- Solubility
- Melting Point
- Formula C16H21 N3 O8 S
- Boiling Point 814.7°C at 760 mmHg
- Molecular Weight 415.424
- Flash Point 446.5°C
- Transport Information
- Appearance
- Safety
- Risk Codes
-
Molecular Structure
- Hazard Symbols
- Synonyms 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[(5-amino-5-carboxy-1-oxopentyl)amino]-8-oxo-,[6R-[6a,7b(R*)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-(5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-8-oxo-, acetate (ester)(8CI); Cephalosporin C (6CI)
- PSA 201.63000
- LogP -0.10060
Cephalosporin C Chemical Properties
The MF of Cephalosporin C(61-24-5): C16H21N3O8S
The MW of Cephalosporin C(61-24-5): 415.41824
The Structure:
EINECS: 200-501-6
Synonyms: 7-(5-amino-5-carboxyvaleramido)cephalosporanic acid;CAPHALOSPORIN C;(7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl)amino]cepham-3-ene-4-carboxylic acid;7-(D-5-Amino-5-carboxyvaleramido)-3-(hydrox-ymethyl)-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-Carboxylic acid acetate;5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-7-(5R)-5-amino-5-carboxy-1-oxopentylamino-8-oxo-, (6R,7R)-; (7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl]amino]cepham-3-ene-4-carboxylic acid;Aminoadipyl cephalosporin
The MW of Cephalosporin C(61-24-5): 415.41824
The Structure:
EINECS: 200-501-6
Synonyms: 7-(5-amino-5-carboxyvaleramido)cephalosporanic acid;CAPHALOSPORIN C;(7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl)amino]cepham-3-ene-4-carboxylic acid;7-(D-5-Amino-5-carboxyvaleramido)-3-(hydrox-ymethyl)-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-Carboxylic acid acetate;5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-7-(5R)-5-amino-5-carboxy-1-oxopentylamino-8-oxo-, (6R,7R)-; (7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl]amino]cepham-3-ene-4-carboxylic acid;Aminoadipyl cephalosporin
Cephalosporin C History
In1948, cephalosporin compounds were first isolated from cultures of Cephalosporium acremonium from a sewer in Sardinia by Italian scientist Giuseppe Brotzu. He noticed that these cultures produced substances that were effective against Salmonella typhi, the cause of typhoid fever, which had beta-lactamase. Researchers at the Sir William Dunn School of Pathology at the University of Oxford isolated cephalosporin C(61-24-5). The cephalosporin nucleus, 7-aminocephalosporanic acid (7-ACA), was derived from cephalosporin C(61-24-5) and proved to be analogous to the penicillin nucleus 6-aminopenicillanic acid, but it was not sufficiently potent for clinical use. Modification of the 7-ACA side-chains resulted in the development of useful antibiotic agents, and the first agent cephalothin (cefalotin) was launched by Eli Lilly in 1964.
Cephalosporin C Production
Cephalosporin C(61-24-5), which itself is not antibacterial, is obtained from a species of fungus. Chemical modification of this structure to 7-aminocephalosporanic acid by removal of the R-C=O group allows the preparation of the active cephalosporins such as cephalexin and cephaloglycin.
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