Cefalotin

Cefalotin

Systematic (IUPAC) name
(6R,7R)-3-[(acetoxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a682860
Pregnancy cat.	A (AU)
Legal status	Prescription Only (S4) (AU) POM (UK)
Routes	IV
Pharmacokinetic data
Bioavailability	n/a
Protein binding	65 to 80%
Metabolism	Hepatic
Half-life	30 minutes to 1 hour
Excretion	Renal
Identifiers
CAS number	153-61-7 Y
ATC code	J01DB03
PubChem	CID 6024
DrugBank	DB00456
ChemSpider	5802 Y
UNII	R72LW146E6 Y
KEGG	D07635 Y
ChEBI	CHEBI:124991 Y
ChEMBL	CHEMBL617 Y
Chemical data
Formula	C16H16N2O6S2
Mol. mass	396.44 g/mol
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]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 Y Key:XIURVHNZVLADCM-IUODEOHRSA-N Y
Y (what is this?)  (verify)

Cefalotin (INN) (pron.: /ˌsɛfəˈloʊtɨn/) or cephalothin (USAN) (pron.: /ˌsɛfəˈloʊθɨn/) is a first-generation cephalosporin antibiotic. It was the first cephalosporin marketed (1964) and continues to be widely used. It is an intravenously administered agent with a similar antimicrobial spectrum to cefazolin and the oral agent cefalexin. Cefalotin sodium is commonly marketed under the trade name Keflin (Lilly).

See also

• Cephalosporin
• Cefalexin