Chemical Property of Loracarbef
Chemical Property:
- Vapor Pressure:1.95E-18mmHg at 25°C
- Melting Point:>196°C (dec.)
- Boiling Point:662.2°C at 760 mmHg
- Flash Point:354.3°C
- PSA：112.73000
- Density:1.52g/cm3
- LogP:1.73990
- Storage Temp.:-20°C Freezer, Under inert atmosphere
- Solubility.:Aqueous Acid (slightly)
- XLogP3:-1.7
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:5
- Rotatable Bond Count:4
- Exact Mass:349.0829337
- Heavy Atom Count:24
- Complexity:600
- Purity/Quality:
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98%Min *data from raw suppliers
Loracarbef *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- 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
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Description
Loracarbef is a synthetic C-5 “carba” analogue of cefaclor. The smaller methylene moiety (as compared to
sulfur) would be expected to make loracarbef more reactive/potent, and this seems to be the case. It is more
stable chemically, however, and this adds to its virtues.
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Uses
An antibiotic, a synthetic carbacephem analogue of cefaclor, and is more stable chemically.
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Therapeutic Function
Antibiotic
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Clinical Use
Loracarbef (Lorabid) is the first of a series of carbacephemsprepared by total synthesis to be introduced. Carbacephemsare isosteres of the cephalosporin (or △ 3-cephem) antibioticsin which the 1-sulfur atom has been replaced by a methylene(CH2) group. Loracarbef is isosteric with cefaclor and hassimilar pharmacokinetic and microbiological properties.Thus, the antibacterial spectrum of activity resembles thatof cefaclor, but it has somewhat greater potency againstH. influenzae and M. catarrhalis, including β-lactamase–producing strains. Unlike cefaclor, which undergoes degradationin human serum, loracarbef is chemically stable inplasma. It is absorbed well orally. Oral absorption is delayedby food. The half-life in plasma is about 1 hour.
