oxiconazole

Trade name: oxistat

Small moleculeapproved

Approved

Dec 30, 1988

Oxiconazole nitrate is 2',4'-dichloro-2-imidazol-1-ylacetophenone (Z)-[0-(2,4-dichlorobenzyl)oxime], mononitrate is an imidazole derivative characterized by a broad fungistatic spectrum. In vitro oxiconazole is highly effective against many dermatophytes, including Trichophyton rubrum, Trichophyton mentagrophytes, Trichophyton tonsurans, and Epidermophyton floccosum. In addition, fungicidal activity of various degree was found in selected species (Aspergillus fumigatus, Cryptococcus neoformans, Candida albicans and Trichophyton mentagrophytes). Synthesis of DNA was inhibited by subinhibitory concentrations of oxiconazole in parallel to cell multiplication, whereas synthesis of RNA, protein and carbohydrate was decreased to a lesser extent. OXISTAT® (Oxiconazole nitrate) Cream and Lotion are indicated for the topical treatment of the following dermal infections: tinea pedis, tinea cruris, and tinea corporis due to Trichophyton rubrum, Trichophyton mentagrophytes, or Epidermophyton floccosum. OXISTAT® Cream is indicated for the topical treatment of tinea (pityriasis) versicolor due to Malassezia furfur. Oxiconazole cream exerts no detectable systemic effect since only a negligible amount is absorbed from the skin. Once-daily use of oxiconazole cream could be valuable in patients with a history of noncompliance with multiple-daily regimens of other topical antifungal agents. — NCATS

Clinical trial activity

2 trials · 2 clinical orgs · 4 marketing orgs

Phase 1
2
Phase 2
0
Phase 3
0
Phase 4
0

Earliest trial started Nov 1, 2011 (NCT01519752)

Timeline

1980s

  1. Dec 30, 1988

    Earliest FDA Approval

  2. Dec 30, 1988

    Fougera — NDA Secondary Org

1990s

  1. Sep 30, 1992

    Ani Pharmaceuticals — Marketing Organization

  2. Sep 30, 1992

    Ani Pharmaceuticals — NDA Secondary Org

  3. Dec 30, 1998

    Fougera — First NDA Organization

  4. Dec 30, 1998

    Fougera — NDA Organization

2010s

  1. Jan 1, 2011

    Taro Pharmaceuticals — Earliest Phase 1 Sponsor(trial)

  2. Mar 7, 2016

    Taro Pharmaceuticals — Marketing Organization

  3. Mar 7, 2016

    Sun Pharmaceuticals — Marketing Organization

Indications

Mechanism of action

Approval history

  • approvedDec 30, 1988

Chemistry & pharmacology

Loading structure…

SMILES

Clc1ccc(CO/N=C(\Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
Mol. weight
429.13 g/mol
Lipinski Ro5
1 violation(s)
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Topical
Availability
Prescription Only

Oral

No

Parenteral

No

Topical

Yes

Sources

Also known as

  • ethanone, 1-(2,4-dichlorophenyl)-2-(1h-imidazol-1-yl)-, o-((2,4-dichlorophenyl)methyl)oxime, (z)-, mononitrate
  • fonx
  • gyno-myfungar
  • myfungar
  • oceral
  • oceral
  • oceral
  • oxiconazol
  • oxiconazol
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole
  • oxiconazole mononitrate, (z)-isomer
  • oxiconazole nitrate
  • oxiconazole nitrate
  • oxiconazole nitrate
  • oxiconazole nitrate
  • oxiconazole nitrate
  • oxiconazolum
  • oxiconazolum
  • oxistat
  • oxistat
  • oxistat
  • oxistat
  • oxizole
  • oxizole
  • oxizole
  • oxyconazole
  • oxyconazole
  • oxyconazole
  • oxyconazole
  • oxyconazole
  • oxyconazole
  • ro 13-8996
  • ro-138996
  • ro-138996
  • ro-13-8996
  • salongo
  • sgd 301-76
  • sgd 301-76
  • sgd 301-76
  • sgd-301-76
  • sgd-301-76
  • st-813
  • st-813
  • (z)-1-(2,4-dichlorophenyl)-2-(1h-imidazol-1-yl)-o-(2,4-dichlorobenzyl) ethanone oxime nitrate

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT03823040Phase 1Jul 16, 2018Minia University
NCT01519752Phase 1Nov 1, 2011Taro Pharmaceuticals
Showing 2 of 2 trials
Page 1 / 1

Organizations

Research & Development (2)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Minia UniversityAcademic/Hospital1112018
Taro PharmaceuticalsFor profit1112011
2 organizations
Page 1 / 1

Marketing (7)

OrganizationOrg typeRelationshipDate
Ani PharmaceuticalsFor profitMKTGSep 30, 1992
Ani PharmaceuticalsFor profitNDA2Sep 30, 1992
FougeraFor profitNDADec 30, 1998
FougeraFor profitNDA2Dec 30, 1988
Sun PharmaceuticalsFor profitMKTGMar 7, 2016
Taro PharmaceuticalsFor profitSYNMar 7, 2016
Taro PharmaceuticalsFor profitMKTGMar 7, 2016