Loracarbef

Loracarbef

Systematic (IUPAC) name
(6R,7S)-7-[[(2S)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names	Lorabid
AHFS/Drugs.com	monograph
MedlinePlus	a601206
Pharmacokinetic data
Protein binding	25%
Identifiers
CAS Number	76470-66-1
ATC code	J01DC08 (WHO)
PubChem	CID 5284584
DrugBank	DB00447
ChemSpider	4447634
UNII	W72I5ZT78Z
KEGG	D08143
ChEMBL	CHEMBL1013
Chemical data
Formula	C16H16ClN3O4
Molar mass	349.769 g/mol
SMILES Cl\C3=C(/C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](c1ccccc1)N)[C@H]2CC3.O
InChI InChI=1S/C16H16ClN3O4.H2O/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8;/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24);1H2/t10-,11-,12+;/m1./s1 Key:GPYKKBAAPVOCIW-HSASPSRMSA-N= =
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Loracarbef is an antibiotic.^[1] It is a carbacephem, but it is sometimes grouped together with the second-generation cephalosporin antibiotics. Loracarbef is a synthetic "carba" analog of cefaclor, and is more stable chemically.

History

Loracarbef received FDA approval in 1991 and it was marketed under the trade name Lorabid. Its use was discontinued in 2006.

Side effects

Diarrhea is the most common adverse effect with loracarbef. Side effects are more frequently seen with children under the age of twelve.

References

1. Biedenbach DJ, Jones RN (February 1994). "Predictive accuracy of disk diffusion test for Proteus vulgaris and Providencia species against five newer orally administered cephalosporins, cefdinir, cefetamet, cefprozil, cefuroxime, and loracarbef". J. Clin. Microbiol. 32 (2): 559–62. PMC 263078. PMID 8150976.

External links

• RxList.com - Loracarbef