Cefpiramide

Cefpiramide

Systematic (IUPAC) name
(6R)-7-{[(2R)-2-(4-hydroxyphenyl)-2-[(6-methyl- 4-oxo-1H-pyridine-3-carbonyl)amino]acetyl]amino}- 3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo- 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	Intravenous, intramuscular
Pharmacokinetic data
Protein binding	93% to 99.3%
Half-life	4.44 hours
Excretion	Renal and fecal
Identifiers
CAS number	70797-11-4 Y
ATC code	J01DD11
PubChem	CID 636405
DrugBank	DB00430
ChemSpider	552192 Y
UNII	P936YA152N Y
KEGG	D03428 Y
ChEBI	CHEBI:59213 Y
ChEMBL	CHEMBL1201204 N
Chemical data
Formula	C25H24N8O7S2
Mol. mass	612.64 g/mol
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccc(O)cc3)NC(=O)C\4=C\N\C(=C/C/4=O)C)CSc5nnnn5C)C(=O)O
InChI InChI=1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1 Y Key:PWAUCHMQEXVFJR-PMAPCBKXSA-N Y
N (what is this?)  (verify)

Cefpiramide is a third-generation cephalosporin antibiotic.

External links

• Wang H, Yu Y, Xie X, Wang C, Zhang Y, Yuan Y, Zhang X, Liu J, Wang P, Chen M (2000). "In-vitro antibacterial activities of cefpiramide and other broad-spectrum antibiotics against 440 clinical isolates in China". J Infect Chemother 6 (2): 81–85. doi:10.1007/PL00012156. PMID 11810540. 
• Iakovlev V, Vishnevskiĭ V, Khlebnikov E, Khadin I, Plavlova M, Elagina L, Izotova G (1995). "[Cefpiramide (Tamicin) in the treatment of purulent complications of abdominal surgery]". Antibiot Khimioter 40 (9): 30–4. PMID 8651827. 
• Sampi K, Hattori M (1992). "[Comparative study of cefpiramide + amikacin versus piperacillin + amikacin in granulocytopenic patients: a randomized, prospective study]". Gan to Kagaku Ryoho 19 (9): 1315–20. PMID 1503486.