Secnidazole

Secnidazole

Clinical data
Trade names	Solosec
Other names	PM-185184; RP-14539; SYM-1219
AHFS/Drugs.com	International Drug Names
License data	US  DailyMed:  Secnidazole
Routes of administration	Oral [1]
ATC code	P01AB07 ( WHO )
Legal status
Legal status	US: ℞-only
Identifiers
IUPAC name 1-(2-Methyl-5-nitro-1H-imidazol-1-yl)propan-2-ol
CAS Number	3366-95-8  N
PubChem CID	71815
ChemSpider	64839  Y
UNII	R3459K699K
KEGG	D07353  Y
ChEBI	CHEBI:140628
ChEMBL	ChEMBL498847  Y
CompTox Dashboard (EPA)	DTXSID3045934
ECHA InfoCard	100.020.123
Chemical and physical data
Formula	C7H11N3O3
Molar mass	185.183 g·mol−1
3D model (JSmol)	Interactive image
SMILES [O-] [N+](=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 Y Key:KPQZUUQMTUIKBP-UHFFFAOYSA-N Y
NY  (what is this?)    (verify)

Secnidazole (trade names Flagentyl, Sindose, Secnil, Solosec) is a nitroimidazole anti-infective used to treat bacterial vaginosis and trichomoniasis. ^{[2] [1]} It is taken orally. ^[1]

Structurally it actually methyl-metronidazole. Effectiveness in the treatment of dientamoebiasis has been reported. ^[3] It has also been tested against Atopobium vaginae . ^[4]

In the United States, secnidazole is FDA-approved for the treatment of bacterial vaginosis and trichomoniasis in adult women. ^{[2] [5]} It was approved in the United States in 2017. ^[1]

References

1. https://www.accessdata.fda.gov/drugsatfda_docs/label/2022/209363Orig1s014s016lbl.pdf
2. "Evofem Biosciences". AdisInsight. 24 February 2025. Retrieved 26 February 2025.
3. 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.
4. 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.
5. 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.