loracarbef

Also known as Lorabid, LY-163892, Anhydrous loracarbef, Loracarbef, anhydrous, Loracarbefum, loracarbef anhydrous, Loracarbef anhydrous

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.

Chemical data

Formula: C16H16ClN3O4
Molecular weight: 349.77 g/mol
IUPAC name: (6R,7S)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES: C1CC(=C(N2[C@H]1[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)Cl
InChIKey: JAPHQRWPEGVNBT-UTUOFQBUSA-N
XLogP: -1.7
Polar surface area: 113 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1991
Admin. routes: oral

via ChEMBL · EBI

Wikidata facts

Subclass of: cephalosporin antibiotic
Mass: 349.082934
Has use: medication

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chemical formula: C₁₆H₁₆ClN₃O₄
medical condition treated: skin infection
Commons category: Loracarbef
canonical SMILES: C1CC(=C(N2C1C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)Cl
isomeric SMILES: C1CC(=C(N2[C@H]1[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)Cl
defined daily dose: 0.6
subject has role: bactericide

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Encyclopedic overview

6 sections

Contents

History
Usage & indications
Spectrum of activity
Side effects
References
External links

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

Excerpted from Wikipedia’s “loracarbef” article, available under the CC BY-SA 4.0 licence.

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