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Revision as of 13:49, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 456846666 of page Secnidazole for the Chem/Drugbox validation project (updated: '').  Latest revision as of 05:56, 22 November 2024 edit 103.140.83.151 (talk)No edit summaryTags: Mobile edit Mobile web edit 
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{{Short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
{{cs1 config|name-list-style=vanc}}
{{Drugbox {{Drugbox
| Verifiedfields = changed | Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 409173714 | verifiedrevid = 464388214
| IUPAC_name = 1-(2-methyl-5-nitro-1''H''-imidazol-1-yl)propan-2-ol | IUPAC_name = 1-(2-Methyl-5-nitro-1''H''-imidazol-1-yl)propan-2-ol
| image = Secnidazole.svg | image = Secnidazole.svg
| width = 160


<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename = Solosec
| Drugs.com = {{drugs.com|international|secnidazole}} | Drugs.com = {{drugs.com|international|secnidazole}}
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| DailyMedID = Secnidazole
| pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category = | pregnancy_category =
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> | legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> | legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C --> | legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> | legal_US = Rx-only
| legal_status = | legal_status =
| routes_of_administration = Oral | routes_of_administration = Oral


<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = | bioavailability =
| protein_bound = | protein_bound =
| metabolism = | metabolism =
| elimination_half-life = | elimination_half-life =
| excretion = | excretion =


<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}} | CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = | CAS_number = 3366-95-8
| ATC_prefix = P01 | ATC_prefix = P01
| ATC_suffix = AB07 | ATC_suffix = AB07
| ATC_supplemental = | ATC_supplemental =
| PubChem = 71815 | PubChem = 71815
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = | DrugBank =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 64839 | ChemSpiderID = 64839
| UNII_Ref = {{fdacite|changed|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = R3459K699K | UNII = R3459K699K
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
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| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 498847 | ChEMBL = 498847
| ChEBI = 140628


<!--Chemical data--> <!--Chemical data-->
| chemical_formula = | chemical_formula =
| C=7 | H=11 | N=3 | O=3 | C=7 | H=11 | N=3 | O=3
⚫ | smiles = (=O)c1cnc(n1CC(O)C)C
| molecular_weight = 185.180 g/mol
⚫ | smiles = (=O)c1cnc(n1CC(O)C)C
| InChI = 1/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
| InChIKey = KPQZUUQMTUIKBP-UHFFFAOYAM
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3 | StdInChI = 1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
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| synonyms = PM 185184, RP 14539 | synonyms = PM 185184, RP 14539
}} }}

'''Secnidazole''' (trade names '''Flagentyl''', '''Sindose''', '''Secnil''', '''Solosec''') is a ] ]. Structurally it actually methyl-metronidazole. Effectiveness in the treatment of ] has been reported.<ref>{{cite journal | vauthors = Girginkardeşler N, Coşkun S, Cüneyt Balcioğlu I, Ertan P, Ok UZ | title = Dientamoeba fragilis, a neglected cause of diarrhea, successfully treated with secnidazole | journal = Clinical Microbiology and Infection | volume = 9 | issue = 2 | pages = 110–3 | date = February 2003 | pmid = 12588330 | doi = 10.1046/j.1469-0691.2003.00504.x | doi-access = free }}</ref> It has also been tested against '']''.<ref>{{cite journal | vauthors = De Backer E, Dubreuil L, Brauman M, Acar J, Vaneechoutte M | title = In vitro activity of secnidazole against Atopobium vaginae, an anaerobic pathogen involved in bacterial vaginosis | journal = Clinical Microbiology and Infection | volume = 16 | issue = 5 | pages = 470–2 | date = May 2010 | pmid = 19548924 | doi = 10.1111/j.1469-0691.2009.02852.x | doi-access = free }}</ref>

In the United States, secnidazole is FDA approved for the treatment of ] and ] in adult women.<ref name="pmid35153156">{{cite journal | vauthors = Muzny CA, Van Gerwen OT | title = Secnidazole for Trichomoniasis in Women and Men | journal = Sex Med Rev | volume = 10 | issue = 2 | pages = 255–262 | date = April 2022 | pmid = 35153156 | doi = 10.1016/j.sxmr.2021.12.004 | s2cid = 246755406 | doi-access = free | pmc = 11019772 }}</ref>

== References ==
{{reflist}}

== Further reading ==
{{refbegin}}
* {{cite journal | vauthors = Gillis JC, Wiseman LR | title = Secnidazole. A review of its antimicrobial activity, pharmacokinetic properties and therapeutic use in the management of protozoal infections and bacterial vaginosis | journal = Drugs | volume = 51 | issue = 4 | pages = 621–38 | date = April 1996 | pmid = 8706597 | doi = 10.2165/00003495-199651040-00007 | s2cid = 195692679 }}
{{refend}}

{{Agents against amoebozoa}}

]
]

{{antiinfective-drug-stub}}