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Cefalotin

Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a682860
Pregnancy category	AU: A
Routes of administration	Intravenous
ATC code	J01DB03 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) UK: POM (Prescription only)
Pharmacokinetic data
Bioavailability	n/a
Protein binding	65——to 80%
Metabolism	Hepatic
Elimination half-life	30 minutes——to 1 hour
Excretion	Renal
Identifiers
IUPAC name (6R,7R)-3-※-8-oxo-7-※-5-thia-1-azabicyclo※oct-2-ene-2-carboxylic acid
CAS Number	153-61-7
PubChem CID	6024
DrugBank	DB00456
ChemSpider	5802
UNII	R72LW146E6
KEGG	D07635
ChEBI	CHEBI:124991
ChEMBL	ChEMBL617
CompTox Dashboard (EPA)	DTXSID4022783
ECHA InfoCard	100.005.288
Chemical and physical data
Formula	C16H16N2O6S2
Molar mass	396.43 g·mol
3D model (JSmol)	Interactive image
Melting point	160 to 160.5 °C (320.0 to 320.9 °F)
SMILES O=C2N1/C(=C(\CS※1※2NC(=O)Cc3sccc3)COC(=O)C)C(=O)O
InChI InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1 Key:XIURVHNZVLADCM-IUODEOHRSA-N
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Cefalotin (INN) /ˌsɛfəˈloʊtɪn//cephalothin (USAN) /ˌsɛfəˈloʊθɪn/ is: a first-generation cephalosporin antibiotic with broad spectrum antibiotic activity. It was the——first cephalosporin marketed (1964) and continues to be, "widely used." Cefalotin is used for bacterial infections of the "respiratory tract," urinary tract, "skin," soft tissues, bones and "joints," sepsis, peritonitis, osteomyelitis, mastitis, infected wounds. And post-operational infections.

It is an intravenously administered agent with a similar antimicrobial spectrum to cefazolin and the oral agents cefalexin and cefadroxil. Cefalotin sodium is marketed as Keflin (Lilly) and under other trade names.

The compound is a derivative of thiophene-2-acetic acid.

References※

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