econazole Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
systemic antifungal agents, miconazole derivatives 983 27220-47-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • econazole
  • econazole nitrate
  • ecostatin
  • micofugal
An imidazole derivative that is commonly used as a topical antifungal agent.
  • Molecular weight: 381.68
  • Formula: C18H15Cl3N2O
  • CLOGP: 5.10
  • LIPINSKI: 1
  • HAC: 3
  • HDO: 0
  • TPSA: 27.05
  • ALOGS: -5.41
  • ROTB: 6

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.10 g V

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Dec. 23, 1982 FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Acute motor-sensory axonal neuropathy 94.94 24.90 16 1940 358 46683748
Rash maculo-papular 82.07 24.90 34 1922 27840 46656266
Acute generalised exanthematous pustulosis 59.03 24.90 20 1936 9385 46674721
Purpura senile 49.35 24.90 10 1946 625 46683481
Tarsal tunnel syndrome 49.04 24.90 10 1946 645 46683461
International normalised ratio increased 48.54 24.90 28 1928 46855 46637251
Hypothalamic pituitary adrenal axis suppression 48.41 24.90 8 1948 158 46683948
Resorption bone increased 43.63 24.90 10 1946 1117 46682989
Eosinophilia 41.95 24.90 19 1937 19198 46664908
Vestibular disorder 41.72 24.90 10 1946 1356 46682750
Granulomatous liver disease 41.10 24.90 9 1947 817 46683289
Drug interaction 40.50 24.90 46 1910 203048 46481058
Oedema mouth 40.15 24.90 11 1945 2530 46681576
Lip oedema 37.10 24.90 11 1945 3353 46680753
Dermatitis exfoliative generalised 33.87 24.90 10 1946 3003 46681103
Drug reaction with eosinophilia and systemic symptoms 31.49 24.90 18 1938 29530 46654576
Vulvovaginal candidiasis 30.79 24.90 9 1947 2612 46681494
Vertigo positional 30.76 24.90 9 1947 2621 46681485
Folate deficiency 29.78 24.90 8 1948 1710 46682396
Rash scarlatiniform 28.34 24.90 5 1951 147 46683959
Osmotic demyelination syndrome 26.89 24.90 6 1950 594 46683512
Thrombophlebitis superficial 25.07 24.90 9 1947 4994 46679112

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Procedural haemorrhage 50.09 27.96 12 869 2326 29949271
Pulmonary haemorrhage 33.61 27.96 12 869 9380 29942217

Pharmacologic Action:

SourceCodeDescription
ATC D01AC03 DERMATOLOGICALS
ANTIFUNGALS FOR DERMATOLOGICAL USE
ANTIFUNGALS FOR TOPICAL USE
Imidazole and triazole derivatives
ATC G01AF05 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Imidazole derivatives
ATC G01AF55 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Imidazole derivatives
FDA CS M0002083 Azoles
MeSH PA D058888 14-alpha Demethylase Inhibitors
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000935 Antifungal Agents
MeSH PA D065607 Cytochrome P-450 Enzyme Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D006727 Hormone Antagonists
MeSH PA D065606 Metabolic Side Effects of Drugs and Substances
MeSH PA D065088 Steroid Synthesis Inhibitors
FDA EPC N0000175487 Azole Antifungal

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Tinea pedis indication 6020002 DOID:12403
Candidiasis of skin indication 49883006
Pityriasis versicolor indication 56454009 DOID:9060
Tinea corporis indication 84849002
Tinea cruris indication 399029005
Paronychia off-label use 71906005 DOID:13117

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.49 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cannabinoid receptor 1 GPCR Ki 4.54 DRUG MATRIX
Mu-type opioid receptor GPCR Ki 5.64 DRUG MATRIX
D(1A) dopamine receptor GPCR Ki 5.34 DRUG MATRIX
D(2) dopamine receptor GPCR Ki 5.37 DRUG MATRIX
Adenosine receptor A2a GPCR Ki 5.09 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 5.79 DRUG MATRIX
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 5.05 DRUG MATRIX
Cytochrome P450 3A4 Enzyme IC50 7.30 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 6.65 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 5.62 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 5.03 DRUG MATRIX
5-hydroxytryptamine receptor 2A GPCR Ki 5.94 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 5.36 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 5.20 DRUG MATRIX
5-hydroxytryptamine receptor 6 GPCR Ki 5.30 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 5.57 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 5.79 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.81 DRUG MATRIX
Muscarinic acetylcholine receptor M1 GPCR Ki 6.20 DRUG MATRIX
Muscarinic acetylcholine receptor M2 GPCR Ki 5.94 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR Ki 6.42 DRUG MATRIX
Muscarinic acetylcholine receptor M4 GPCR Ki 6.53 DRUG MATRIX
Beta-3 adrenergic receptor GPCR Ki 5.34 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 6.18 DRUG MATRIX
Cytochrome P450 2D6 Enzyme IC50 6.40 DRUG MATRIX
Adenosine receptor A1 GPCR Ki 5.01 DRUG MATRIX
Adenosine receptor A3 GPCR Ki 5.74 DRUG MATRIX
D(4) dopamine receptor GPCR Ki 5.49 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 5.36 DRUG MATRIX
Kappa-type opioid receptor GPCR Ki 5.46 DRUG MATRIX
Delta-type opioid receptor GPCR Ki 6.29 DRUG MATRIX
Acetylcholinesterase Enzyme IC50 4.86 DRUG MATRIX
Cytochrome P450 2C9 Enzyme IC50 6.70 DRUG MATRIX
Cytochrome P450 1A2 Enzyme IC50 6.52 DRUG MATRIX
Epidermal growth factor receptor Kinase IC50 4.49 DRUG MATRIX
Substance-P receptor GPCR Ki 5.19 DRUG MATRIX
Cytochrome P450 2C19 Enzyme IC50 7.40 DRUG MATRIX
Tyrosine-protein kinase Fyn Kinase IC50 4.92 DRUG MATRIX
Receptor tyrosine-protein kinase erbB-2 Kinase IC50 4.86 DRUG MATRIX
Thromboxane-A synthase Enzyme IC50 7.54 DRUG MATRIX
Matrix metalloproteinase-9 Enzyme IC50 5.16 DRUG MATRIX
Substance-K receptor GPCR Ki 5.70 DRUG MATRIX
Melanocortin receptor 5 GPCR Ki 4.43 DRUG MATRIX
Melanocortin receptor 3 GPCR Ki 4.50 DRUG MATRIX
Neuropeptide Y receptor type 2 GPCR Ki 4.96 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme IC50 7.30 CHEMBL
Malate dehydrogenase cytoplasmic Enzyme IC50 4.60 CHEMBL
Steroid 17-alpha-hydroxylase/17,20 lyase Enzyme Ki 6.49 CHEMBL
Indoleamine 2,3-dioxygenase 1 Enzyme IC50 5.09 CHEMBL
Beta-1 adrenergic receptor GPCR Ki 5.13 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme INHIBITOR CHEMBL CHEMBL
Androgen receptor Transcription factor Ki 5.17 DRUG MATRIX
5-hydroxytryptamine receptor 1B GPCR Ki 5.00 DRUG MATRIX
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 5.50 DRUG MATRIX
Progesterone receptor Transcription factor Ki 5.88 DRUG MATRIX
Beta-lactamase Enzyme IC50 4.60 CHEMBL
Lanosterol 14-alpha demethylase Enzyme Kd 6.70 CHEMBL
Indoleamine 2,3-dioxygenase 1 Enzyme IC50 4.95 CHEMBL
Indoleamine 2,3-dioxygenase 2 Enzyme IC50 5.12 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 4.79 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 4.67 CHEMBL

External reference:

IDSource
4019740 VUID
N0000147832 NUI
D00881 KEGG_DRUG
24169-02-6 SECONDARY_CAS_RN
4018560 VANDF
4019740 VANDF
C0013547 UMLSCUI
CHEBI:4754 CHEBI
ECN PDB_CHEM_ID
CHEMBL808 ChEMBL_ID
CHEMBL1201049 ChEMBL_ID
DB01127 DRUGBANK_ID
D004464 MESH_DESCRIPTOR_UI
3198 PUBCHEM_CID
2446 IUPHAR_LIGAND_ID
3189 INN_ID
6Z1Y2V4A7M UNII
142434 RXNORM
45569 MMSL
4650 MMSL
002923 NDDF
002924 NDDF
18952006 SNOMEDCT_US
373471002 SNOMEDCT_US
73827006 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 21695-892 CREAM 10 mg TOPICAL ANDA 17 sections
ECOZA HUMAN PRESCRIPTION DRUG LABEL 1 23710-100 AEROSOL, FOAM 10 mg TOPICAL NDA 30 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 33261-956 CREAM 10 mg TOPICAL ANDA 17 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 45802-466 CREAM 10 mg TOPICAL ANDA 18 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 51672-1303 CREAM 10 mg TOPICAL ANDA 20 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 52565-022 CREAM 10 mg TOPICAL ANDA 18 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 54868-5042 CREAM 10 mg TOPICAL ANDA 17 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 68788-7406 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 70512-029 CREAM 10 mg TOPICAL ANDA 12 sections
PM EXTERNULLL HUMAN OTC DRUG LABEL 4 72689-0038 SOLUTION 10 mg TOPICAL unapproved drug other 7 sections
ECONULLZOLE NITRATE 1% / NIACINULLMIDE 4% HUMAN PRESCRIPTION DRUG LABEL 2 72934-2073 CREAM 1 g TOPICAL unapproved drug other 4 sections
071023 ECONULLZOLE NITRATE 1% / NIACINULLMIDE 4% HUMAN PRESCRIPTION DRUG LABEL 2 72934-2218 CREAM 1 g TOPICAL unapproved drug other 4 sections