econazole

Trade name: spectazole

Small moleculeapproved

Approved

Dec 23, 1982

Econazole (commonly used as the nitrate salt) is an antifungal medication of the imidazole class. It is a broad spectrum antimycotic with some action against Gram positive bacteria. It is used topically in dermatomycoses also orally and parenterally. Sold under the brand name Ecoza among others, it is indicated for the treatment of interdigital tinea pedis caused by Trichophyton rubrum, Trichophyton mentagrophytes, and Epidermophyton floccosum in patients 12 years of age and older. Econazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Econazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis. — NCATS

Clinical trial activity

8 trials · 8 clinical orgs · 13 marketing orgs

Phase 1
2
Phase 2
6
Phase 3
3
Phase 4
0

Earliest trial started Sep 1, 2006 (NCT00385502)

Timeline

1980s

  1. Dec 23, 1982

    Alvogen — Earliest FDA Approval

  2. Dec 23, 1982

    Alvogen — NDA Secondary Org

  3. Dec 23, 1982

    Alvogen — NDA Organization

2000s

  1. Nov 26, 2002

    CASI Pharmaceuticals, Inc. — Marketing Organization

  2. Nov 26, 2002

    Taro Pharmaceuticals — Marketing Organization

  3. Nov 26, 2002

    Chartwell Pharmaceuticals — Marketing Organization

  4. Jun 23, 2004

    Perrigo — Marketing Organization

  5. Jun 23, 2004

    Padagis Us — Marketing Organization

  6. Dec 17, 2004

    Pharmaceutical Associates — Marketing Organization

  7. Dec 17, 2004

    Teligent Pharmaceuticals — Marketing Organization

  8. Dec 17, 2004

    Encube Ethicals Pvt. Ltd. — Marketing Organization

  9. Jan 1, 2006

    Earliest Phase 2 Sponsor(trial)

2010s

  1. Jan 1, 2011

    Earliest Phase 3 Sponsor(trial)

  2. Oct 24, 2013

    Glenmark Pharmaceuticals — NDA Secondary Org

  3. Oct 24, 2013

    Resilia Pharms — Marketing Organization

  4. Oct 24, 2013

    Resilia Pharms — NDA Secondary Org

  5. Jan 1, 2015

    Earliest Phase 1 Sponsor(trial)

  6. Apr 18, 2018

    Mylan — Marketing Organization

  7. Apr 18, 2018

    Aurobindo Pharma — Marketing Organization

Indications

Mechanism of action

Approval history

  • approvedDec 23, 1982

Chemistry & pharmacology

Loading structure…

SMILES

Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1
Mol. weight
381.69 g/mol
Lipinski Ro5
1 violation(s)
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No
Delivery
Topical
Availability
Prescription Only

Oral

No

Parenteral

No

Topical

Yes

Sources

Also known as

  • 1-(2,4-dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)imidazole
  • 1-(2,4-dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)imidazole
  • econazole
  • econazole
  • econazole
  • econazole
  • econazole
  • econazole
  • econazole
  • econazole
  • econazole
  • econazole
  • (+-)-econazole
  • (+-)-econazole
  • econazole nitrate
  • econazole nitrate
  • econazole nitrate
  • econazole nitrate
  • econazole nitrate
  • econazole nitrate
  • ecostatin
  • ecostatin
  • ecostatin
  • ecostatin-1
  • ecostatin twin pack
  • gyno-pevaryl
  • gyno-pevaryl
  • gyno-pevaryl 150
  • gyno-pevaryl 150
  • gyno-pevaryl 1 cp pack
  • gyno-pevaryl once
  • micofugal
  • pevaryl
  • pevaryl
  • r-14827
  • r-14827
  • spectazole
  • spectazole
  • spectazole
  • sq-13050
  • sq-13050

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT03129321Phase 3Mar 15, 2016DPT Laboratories, Mylan
NCT02720783Phase 1Mar 4, 2016Angelini, Cross Research S.A.
NCT02713893Phase 1Sep 1, 2015Angelini, Cross Research S.A.
NCT01696799Phase 2Sep 1, 2011AmDerma
NCT01358240Phase 3Jun 1, 2011AmDerma, Therapeutics, Inc.
NCT01353976Phase 3May 1, 2011AmDerma, Therapeutics, Inc.
NCT00768599Phase 2Mar 1, 2008AmDerma
NCT00385502Phase 2Sep 1, 2006BioStrategics Consulting Ltd, MacroChem Corporation
Showing 8 of 8 trials
Page 1 / 1

Organizations

Research & Development (8)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
AmDermaFor profit4422008
AngeliniFor profit2212015
Cross Research S.A.For profit2012015
Therapeutics, Inc.For profit2012011
BioStrategics Consulting LtdFor profit1012006
DPT LaboratoriesFor profit1012016
MacroChem CorporationFor profit1112006
MylanFor profit1112016
8 organizations
Page 1 / 1

Marketing (19)

OrganizationOrg typeRelationshipDate
AlvogenFor profitNDA2Dec 23, 1982
AlvogenFor profitNDADec 23, 1982
AlvogenFor profitSYNDec 23, 1982
Aurobindo PharmaFor profitMKTGApr 18, 2018
CASI Pharmaceuticals, Inc.For profitMKTGNov 26, 2002
Chartwell PharmaceuticalsFor profitMKTGNov 26, 2002
Encube Ethicals Pvt. Ltd.For profitMKTGDec 17, 2004
Glenmark PharmaceuticalsFor profitNDA2Oct 24, 2013
MylanFor profitMKTGApr 18, 2018
MylanFor profitSYNApr 18, 2018
Padagis UsFor profitMKTGJun 23, 2004
PerrigoFor profitMKTGJun 23, 2004
PerrigoFor profitSYNJun 23, 2004
Pharmaceutical AssociatesFor profitMKTGDec 17, 2004
Resilia PharmsFor profitMKTGOct 24, 2013
Resilia PharmsFor profitNDA2Oct 24, 2013
Taro PharmaceuticalsFor profitMKTGNov 26, 2002
Teligent PharmaceuticalsFor profitMKTGDec 17, 2004
Teligent PharmaceuticalsFor profitSYNDec 17, 2004