LF163892 MONOHYDRATE

Описание

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.

Использование

An antibiotic, a synthetic carbacephem analogue of cefaclor, and is more stable chemically.

Определение

ChEBI: A synthetic "carba" analogue of cefaclor, with carbon replacing sulfur at position 1. Used to treat a wide range of infections caused by both gram-positive and gram-negative bacteria.

Антимикробная активность

An oral carbacephem, with carbon replacing sulfur in the fused ring structure. Its structure and properties are otherwise closely related to those of cefaclor, but it has improved chemical stability. Activity and stability to β-lactamases correspond closely to those of cefaclor.
It is almost completely absorbed by the oral route, but food delays absorption. A 500 mg oral dose achieves a serum concentration of around 16 mg/L after 1.3 h. Adequate concentrations are achieved for the treatment of upper respiratory tract infection. Sputum concentrations have been found to be around 2% of the corresponding plasma level. The plasma half-life is about 1 h and protein binding is 25%. Most of the dose is excreted unchanged in the urine, 60% within 12 h. The elimination half-life is increased in patients with impaired renal function. Probenecid delays excretion.
Diarrhea is the most prominent side effect, occurring in about 4% of patients. Other gastrointestinal upsets are also reported. It has been used for the oral treatment of upper respiratory tract infection, skin and soft-tissue infections, and uncomplicated urinary tract infection caused by sensitive organisms, but is not widely available.

Клиническое использование

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 Carbacephemsare isosteres of the cephalosporin (or △ 3-cephem) antibioticsin which the 1-sulfur atom has been replaced by a methylene(CH2) group.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.

Побочные эффекты

Diarrhea is the most common adverse effect with loracarbef and, along with certain other adverse effects, is seen more frequently with children, so this lessens enthusiasm for the drug in patients younger than 12 years.