Protionamide

Protionamide
Names
Trade namesTrevintix
Other namesProthionamide
IUPAC name
  • 2-propylpyridine-4-carbothioamide
Clinical data
Main usesTuberculosis, leprosy[1]
Side effectsHeadache, metallic taste, dry mouth, nausea[1]
WHO AWaReUnlinkedWikibase error: ⧼unlinkedwikibase-error-statements-entity-not-set⧽
Chemical and physical data
FormulaC9H12N2S
Molar mass180.27 g·mol−1
3D model (JSmol)
SMILES
  • CCCc1cc(ccn1)C(=S)N
InChI
  • InChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12) ☒N
  • Key:VRDIULHPQTYCLN-UHFFFAOYSA-N ☒N

Protionamide, also spelling prothionamide, is an antibiotic used to treat tuberculosis and leprosy.[1] Specifically it is used in multi-drug resistant tuberculosis when other treatment, such as clofazimine, are not suitable.[1][2] It is used together with other antituberculosis medication.[1] It is taken by mouth for up to two years.[1]

Common side effects include headache, metallic taste, dry mouth, and nausea.[1] Other side effects may include liver problems.[1] Alcohol should be avoided when it is used.[1] Safety in pregnancy and breastfeeding is unclear.[1] It is chemically similar to ethionamide.[2]

Protionamide was discovered in 1956.[3] It is not available in the United Kingdom or United States.[4][2] It is on the World Health Organization's List of Essential Medicines as an alternative to ethionamide.[5] It was relatively expensive in 2009.[2]

References

  1. 1 2 3 4 5 6 7 8 9 10 "Protionamide 250 mg Tablets" (PDF). WHO. Archived (PDF) from the original on 16 September 2023. Retrieved 13 September 2023.
  2. 1 2 3 4 Bennett, John E.; Dolin, Raphael; Blaser, Martin J.; Mandell, Gerald L. (19 October 2009). Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases E-Book. Elsevier Health Sciences. p. 546. ISBN 978-1-4377-2060-0. Archived from the original on 16 September 2023. Retrieved 13 September 2023.
  3. Dougherty, Thomas J.; Pucci, Michael J. (21 December 2011). Antibiotic Discovery and Development. Springer Science & Business Media. p. 720. ISBN 978-1-4614-1399-8. Archived from the original on 16 September 2023. Retrieved 13 September 2023.
  4. "Prothionamide". TB DRUG MONOGRAPHS. Archived from the original on 30 November 2021. Retrieved 13 September 2023.
  5. World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
Identifiers:
This article is issued from Offline. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.