Cefpiramide

Cefpiramide
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Intravenous, intramuscular
ATC code	J01DD11 (WHO) ;
Pharmacokinetic data
Protein binding	93% to 99.3%
Elimination half-life	4.44 hours
Excretion	Renal and fecal
Identifiers
	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;
CAS Number	70797-11-4 ;
PubChem CID	636405;
DrugBank	DB00430 ;
ChemSpider	552192 ;
UNII	P936YA152N;
KEGG	D03428 ;
ChEBI	CHEBI:59213 ;
ChEMBL	ChEMBL1201204 ;
CompTox Dashboard (EPA)	DTXSID6046630 ;
Chemical and physical data
Formula	C25H24N8O7S2
Molar mass	612.64 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	213 to 215 °C (415 to 419 °F) (dec.)
	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 ; Key:PWAUCHMQEXVFJR-PMAPCBKXSA-N ;
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Cefpiramide is a third-generation cephalosporin antibiotic.^{[citation needed]}

References[edit]

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. S2CID 30532462.
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.

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Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Intravenous, intramuscular
ATC code	J01DD11 (WHO)
Pharmacokinetic data
Protein binding	93% to 99.3%
Elimination half-life	4.44 hours
Excretion	Renal and fecal
Identifiers
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
CAS Number	70797-11-4^Y
PubChem CID	636405
DrugBank	DB00430^Y
ChemSpider	552192^Y
UNII	P936YA152N
KEGG	D03428^Y
ChEBI	CHEBI:59213^Y
ChEMBL	ChEMBL1201204^N
CompTox Dashboard (EPA)	DTXSID6046630
Chemical and physical data
Formula	C₂₅H₂₄N₈O₇S₂
Molar mass	612.64 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	213 to 215 °C (415 to 419 °F) (dec.)
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
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