Back سيكلوسيرين Arabic سیکلوسرین AZB Cikloserin BS Cykloserin Czech Cycloserin Welsh Cycloserin German Cicloserina Spanish سیکلوسرین Persian Sykloseriini Finnish Cyclosérine French
 | |
 | |
| Clinical data | |
|---|---|
| Trade names | Seromycin |
| Other names | D-cycloserine, 4-amino-3-isoxazolidinone |
| AHFS/Drugs.com | Monograph |
| License data | |
| ATC code | |
| Legal status | |
| Legal status |
|
| Pharmacokinetic data | |
| Bioavailability | ~70% to 90% |
| Metabolism | Liver |
| Elimination half-life | 10 hrs (normal kidney function) |
| Excretion | Kidney |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| DrugBank | |
| ChemSpider | |
| UNII | |
| KEGG | |
| ChEBI | |
| ChEMBL | |
| NIAID ChemDB | |
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.000.626 |
| Chemical and physical data | |
| Formula | C3H6N2O2 |
| Molar mass | 102.093 g·mol−1 |
| 3D model (JSmol) | |
| Melting point | 155 to 156 °C (311 to 313 °F) (dec.) |
| |
| |
| (verify) | |
Cycloserine, sold under the brand name Seromycin, is a GABA transaminase inhibitor and an antibiotic, used to treat tuberculosis.[1][2] Specifically it is used, along with other antituberculosis medications, for active drug resistant tuberculosis.[2] It is given by mouth.[2]
Common side effects include allergic reactions, seizures, sleepiness, unsteadiness, and numbness.[2] It is not recommended in people who have kidney failure, epilepsy, depression, or are alcoholics.[2] It is unclear if use during pregnancy is safe for the baby.[2] Cycloserine is similar in structure to the amino acid D-alanine and works by interfering with the formation of the bacteria's cell wall.[2]
Cycloserine was discovered in 1954 from a type of Streptomyces.[3] It is on the World Health Organization's List of Essential Medicines.[4]
- ^ Polc P, Pieri L, Bonetti EP, Scherschlicht R, Moehler H, Kettler R, et al. (April 1986). "L-cycloserine: behavioural and biochemical effects after single and repeated administration to mice, rats and cats". Neuropharmacology. 25 (4). Elsevier BV: 411–418. doi:10.1016/0028-3908(86)90236-4. PMID 3012401. S2CID 462885.
- ^ a b c d e f g "Cycloserine". The American Society of Health-System Pharmacists. Archived from the original on 20 December 2016. Retrieved 8 December 2016.
- ^ Gottlieb D, Shaw PD (2012). Mechanism of Action. Springer Science & Business Media. p. 41. ISBN 9783642460517. Archived from the original on 2016-12-20.
- ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.