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Loracarbef

Clinical data
Trade names	Lorabid
AHFS/Drugs.com	Monograph
MedlinePlus	a601206
ATC code	J01DC08 (WHO)
Pharmacokinetic data
Protein binding	25%
Identifiers
IUPAC name (6R,7S)-7-amino]-3-chloro-8-oxo-1-azabicyclooct-2-ene-2-carboxylic acid
CAS Number	76470-66-1
PubChem CID	5284584
DrugBank	DB00447
ChemSpider	4447634
UNII	W72I5ZT78Z
KEGG	D08143
ChEMBL	ChEMBL1013
CompTox Dashboard (EPA)	DTXSID7023223
Chemical and physical data
Formula	C16H16ClN3O4
Molar mass	349.77 g·mol
3D model (JSmol)	Interactive image
SMILES Cl\C3=C(/C(=O)O)N2C(=O)(NC(=O)(c1ccccc1)N)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. 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.

History

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

Usage & indications

Loracarbef was used to treat infections of the lungs, maxillary sinuses, throat, skin, and urinary tract.

Spectrum of activity

Loracarbef had broad spectrum effectiveness against both gram-negative and gram-positive bacteria, including those precipitating infections of the respiratory tract, sinuses, tonsils, skin, urinary tract, and kidneys. It was of specific use in those infections caused by E. coli,S. pyogenes,S. aureus, S. saprophyticus, S. pneumoniae, H. influenzae and M. catarrhalis.

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". Journal of Clinical Microbiology. 32 (2): 559–62. doi:10.1128/JCM.32.2.559-562.1994. PMC 263078. PMID 8150976.
2. "Lorabid (Loracarbef): Uses, Dosage, Side Effects, Interactions, Warning". RxList. Retrieved 2020-06-15.
3. "Loracarbef". www.drugbank.ca. Retrieved 2020-06-15.

External links

• RxList.com - Loracarbef

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