Chemical Property of Capreomycin
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Chemical Property:
- Vapor Pressure:0mmHg at 25°C
- Boiling Point:1376.7°C at 760 mmHg
- PKA:pKa in 66% aq DMF: 6.2, 8.2, 10.1, 13.3(at 25℃)
- Flash Point:786.4°C
- Hydrogen Bond Donor Count:27
- Hydrogen Bond Acceptor Count:23
- Rotatable Bond Count:19
- Exact Mass:1320.69839421
- Heavy Atom Count:93
- Complexity:2470
- Purity/Quality:
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98%,99%, *data from raw suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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Useful:
- Drug Classes:Antituberculosis Agents
- Canonical SMILES:CC1C(=O)NC(C(=O)NC(=CNC(=O)N)C(=O)NC(C(=O)NCC(C(=O)N1)N)C2CCN=C(N2)N)CNC(=O)CC(CCCN)N.C1CN=C(NC1C2C(=O)NCC(C(=O)NC(C(=O)NC(C(=O)NC(=CNC(=O)N)C(=O)N2)CNC(=O)CC(CCCN)N)CO)N)N
- Isomeric SMILES:C[C@H]1C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N1)N)[C@H]2CCN=C(N2)N)CNC(=O)C[C@H](CCCN)N.C1CN=C(N[C@H]1[C@H]2C(=O)NC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N2)CNC(=O)C[C@H](CCCN)N)CO)N)N
- Recent ClinicalTrials:Pharmacokinetic Study of Antiretroviral Drugs and Related Drugs During and After Pregnancy
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Description
Capreomycin is a kind of antibiotics for the treatment of tuberculosis. It should be noted that it is for second line treatment, being used for targeting active drug resistant tuberculosis. It is mainly used for the treatment of mycobacterium tuberculosis. It is a cyclic peptide antibiotic similar to viomycin, being produced by Streptomyces capreolus. It belongs to the aminoglycoside family of antibiotics. The exact mechanism of action of capreomycin is largely unknown. It is indicated that it blocks the protein synthesis of mycobacterium tuberculosis through binding to the 70S ribosome, and also inducing abnormal protein synthesis in bacteria. Capreomycin is a semisynthetic antibiotic (34.1.21) that is isolated from
the cultural fluid of Streptomyces capreolus, and it is a complex of a minimum of four
microbiologically active ingredients that have only partially been characterized.
Capreomycin has a pronounced suppressive effect against Mycobacterium tuberculosis
and Mycobacterium bovis. Most strains of Mycobacterium kansasii are also sensitive to
kanamycin, while other, nontuberculous strains are not sensitive to it. It is often used upon
necessity of using parenternal therapy through deep intramuscular injections.
Capreomycin is less toxic than kanamycin and has somewhat more of a bacteriostatic
effect. Synonyms of this drug are capromycin, capastat, ogostal, and others.
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Uses
Capreomycin is a complex of cyclic pentopeptides isolated from Streptomyces capreolus, first reported in 1962. The complex has two major components, IA and IB, with an exocyclic lysine residue and two minor delysinyl components, IIA and IIB. Capreomycin is a potent antibiotic with activity against mycobateria, Gram positive and Gram negative organisms. Capreomycin acts by binding to the 23S ribosomal subunit, disrupting protein synthesis.
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Indications
Capreomycin (Capastat) is a polypeptide antibiotic derived
from Streptomyces capreolus. It is bacteriostatic
against most strains of M. tuberculosis, including the
MDR strain. In addition, it is active against M. kansasii,
M. avium, and in high concentrations, some grampositive
and gram-negative bacteria. Like other antitubercular
drugs, resistance to capreomycin occurs rapidly
if the drug is used alone.There is no cross-resistance between
streptomycin and capreomycin, but some isolates
resistant to capreomycin are resistant to viomycin.
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Therapeutic Function
Antibacterial, Antitubercular
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Clinical Use
Antibacterial agent in combination with other drugs:
Tuberculosis that is resistant to first-line drugs
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Drug interactions
Potentially hazardous interactions with other drugs Increased risk of nephrotoxicity and ototoxicity with
aminoglycosides and vancomycin.
