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61-24-5

61-24-5 Structure

61-24-5 Structure
IdentificationBack Directory
[Name]

7-(5-amino-5-carboxyvaleramido)cephalosporanic acid
[CAS]

61-24-5
[Synonyms]

C00916
CAPHALOSPORIN C
Cefodizime impurity 16
Cephalosporin C (7-ACA)
Cephalosporin Impurity C
Aminoadipyl cephalosporin
HOKIDJSKDBPKTQ-GLXFQSAKSA-N
Cephalosporins-intermediate II
Cefazedone sodium salt Impurity 2
7-(5-amino-5-carboxyvaleramido)cephalosporanic acid
7-(5-amino-5-carboxyvaleramido)cephalosporanic acid USP/EP/BP
(7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl)amino]cepham-3-ene-4-carboxylic acid
(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
(6R,7R)-3-(acetoxymethyl)-7-((R)-5-amino-5-carboxypentanamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
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)-
[EINECS(EC#)]

200-501-6
[Molecular Formula]

C16H21N3O8S
[MDL Number]

MFCD01682044
[MOL File]

61-24-5.mol
[Molecular Weight]

415.418
Chemical PropertiesBack Directory
[Boiling point ]

814.7±65.0 °C(Predicted)
[density ]

1.55±0.1 g/cm3(Predicted)
[pka]

2.49±0.24(Predicted)
[Optical Rotation]

+10320 (H2O)
[InChIKey]

HOKIDJSKDBPKTQ-GLXFQSAKSA-N
[SMILES]

N12[C@@]([H])([C@H](NC(=O)CCC[C@@H](N)C(O)=O)C1=O)SCC(COC(C)=O)=C2C(O)=O
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Warning
[Hazard statements ]

H361
[Precautionary statements ]

P201-P202-P281-P308+P313-P405-P501
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

7-Aminocephalosporanic acid-->Cefotaxime-->Cephalothin sodium-->Cefazolin-->7-Amino-3-[(5-methyl-1,3,4-thiadiazol-2-ylthio)methyl]-3-cephem-4-carboxylic Acid-->(6R-trans)-3-(acetoxymethyl)-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-->deacetoxycephalosporin C
Hazard InformationBack Directory
[Chemical Properties]

Its sodium salt dihydrate is a monoclinic crystal. It is soluble in water but insoluble in ethanol and ether. It is stable when the aqueous solution has a pH of 2.5-8.
[Uses]

7-(5-Amino-5-carboxyvaleramido)cephalosporanic acid exhibits activity against Staphylococcus aureus, Salmonella typhi, and Escherichia coli. However, due to its low antibacterial activity, it is not widely used clinically. But through modification, highly efficient derivatives can be obtained, and it is currently mainly used as an intermediate in the preparation of 7-aminocephalosporinic acid (7-ACA).
[Definition]

ChEBI: A cephalosporin antibiotic carrying a 3-acetoxymethyl substituent and a 6-oxo-N6-L-lysino group at position 7.
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