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Secnidazole

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Chemical compound

Pharmaceutical compound
Secnidazole
Clinical data
Trade namesSolosec
Other namesPM 185184, RP 14539
AHFS/Drugs.comInternational Drug Names
License data
Routes of
administration		Oral
ATC code
Legal status
Legal status
Identifiers
IUPAC name
  • 1-(2-Methyl-5-nitro-1H-imidazol-1-yl)propan-2-ol
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.020.123 Edit this at Wikidata
Chemical and physical data
FormulaC7H11N3O3
Molar mass185.183 g·mol
3D model (JSmol)
SMILES
  • (=O)c1cnc(n1CC(O)C)C
InChI
  • InChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
  • Key:KPQZUUQMTUIKBP-UHFFFAOYSA-N
  (what is this?)  (verify)

Secnidazole (trade names Flagentyl, Sindose, Secnil, Solosec) is a nitroimidazole anti-infective. Structurally it actually methyl-metronidazole. Effectiveness in the treatment of dientamoebiasis has been reported. It has also been tested against Atopobium vaginae.

In the United States, secnidazole is FDA approved for the treatment of bacterial vaginosis and trichomoniasis in adult women.

References

  1. Girginkardeşler N, Coşkun S, Cüneyt Balcioğlu I, Ertan P, Ok UZ (February 2003). "Dientamoeba fragilis, a neglected cause of diarrhea, successfully treated with secnidazole". Clinical Microbiology and Infection. 9 (2): 110–3. doi:10.1046/j.1469-0691.2003.00504.x. PMID 12588330.
  2. De Backer E, Dubreuil L, Brauman M, Acar J, Vaneechoutte M (May 2010). "In vitro activity of secnidazole against Atopobium vaginae, an anaerobic pathogen involved in bacterial vaginosis". Clinical Microbiology and Infection. 16 (5): 470–2. doi:10.1111/j.1469-0691.2009.02852.x. PMID 19548924.
  3. Muzny CA, Van Gerwen OT (April 2022). "Secnidazole for Trichomoniasis in Women and Men". Sex Med Rev. 10 (2): 255–262. doi:10.1016/j.sxmr.2021.12.004. PMC 11019772. PMID 35153156. S2CID 246755406.

Further reading

  • Gillis JC, Wiseman LR (April 1996). "Secnidazole. A review of its antimicrobial activity, pharmacokinetic properties and therapeutic use in the management of protozoal infections and bacterial vaginosis". Drugs. 51 (4): 621–38. doi:10.2165/00003495-199651040-00007. PMID 8706597. S2CID 195692679.
Antiparasitics – antiprotozoal agents – agents against amoebozoa/amebicide (P01)
Entamoeba
Tissue amebicides
Nitroimidazole derivatives
Other
Luminal amebicides
Hydroxyquinoline derivatives
Dichloroacetamide derivatives
Aminoglycoside
Other/ungrouped
Acanthamoeba
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