4800-94-6 Usage
Description
Carbenicillin disodium is a broad-spectrum carboxypenicillin antibiotic, effective against both Gram-negative and certain Gram-positive bacteria. It is characterized by its white powder form and is known for its activity against various bacterial strains, including S. pyogenes, S. epidermidis, P. mirabilis, P. vulgaris, E. coli, and P. aeruginosa. Carbenicillin disodium also shows protective effects against systemic infections in mouse and rat models.
Uses
1. Used in Pharmaceutical Industry:
Carbenicillin disodium is used as an antibiotic for controlling bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane. This action makes it effective against a range of bacterial infections.
2. Used in Medical Research:
Carbenicillin disodium is utilized in the study of the role of penicillin-sensitive transpeptidases in cell wall biosynthesis, contributing to the understanding of bacterial resistance mechanisms and the development of new antibiotics.
3. Used in Treatment of Urinary Tract Infections:
Carbenicillin disodium is used as a therapeutic agent for treating upper and lower urinary tract infections, as well as prostatitis, due to its effectiveness in reducing viable colony counts in the kidney when administered at appropriate doses.
4. Used in Treatment of Systemic Infections:
Carbenicillin disodium is employed as a protective agent against systemic infections caused by S. pyogenes, P. vulgaris, E. coli, and S. aureus in mouse models, with demonstrated protective dose values for each bacterial strain.
Therapeutic Function
Antibacterial
Clinical Use
Carbenicillin disodium, disodium α-carboxybenzylpenicillin(Geopen, Pyopen), is a semisynthetic penicillin releasedin the United States in 1970, which was introduced inEngland and first reported by Ancred et al. in 1967.Examination of its structure shows that it differs from ampicillinin having an ionizable carboxyl group rather than anamino group substituted on the α-carbon atom of the benzylside chain. Carbenicillin has a broad range of antimicrobialactivity, broader than any other known penicillin, a propertyattributed to the unique carboxyl group. It has been proposedthat the carboxyl group improves penetration of themolecule through cell wall barriers of Gram-negativebacilli, compared with other penicillins.Carbenicillin is not stable in acids and is inactivated bypenicillinase. It is a malonic acid derivative and, as such, decarboxylatesreadily to penicillin G, which is acid labile.Solutions of the disodium salt should be freshly prepared but,when refrigerated, may be kept for 2 weeks. It must be administeredby injection and is usually given intravenously.Carbenicillin has been effective in the treatment of systemicand urinary tract infections caused by P. aeruginosa,indole-producing Proteus spp., and Providencia spp., all ofwhich are resistant to ampicillin. The low toxicity of carbenicillin,with the exception of allergic sensitivity, permits theuse of large dosages in serious infections. Most cliniciansprefer to use a combination of carbenicillin and gentamicinfor serious pseudomonal and mixed coliform infections. Thetwo antibiotics are chemically incompatible, however, andshould never be combined in an intravenous solution.
Check Digit Verification of cas no
The CAS Registry Mumber 4800-94-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,8,0 and 0 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4800-94:
(6*4)+(5*8)+(4*0)+(3*0)+(2*9)+(1*4)=86
86 % 10 = 6
So 4800-94-6 is a valid CAS Registry Number.
InChI:InChI=1/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/q;2*+1/p-2
4800-94-6Relevant articles and documents
Intermediates for preparing α-carboxy-α-(3-thienyl)penicillin and cephalosporin derivatives
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, (2008/06/13)
A new process is disclosed for the preparation of alpha-carboxy-alpha-phenyl(or 3-thienyl)penicillin and cephalosporin derivatives. The process comprises reacting a 1.3-dioxane-4.6-dione derivative with the desired penicillanic or cephalosporanic acid derivative.
