econazole 🐶 Veterinary Use | 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 101.50 26.50 16 2008 273 56289770
Rash maculo-papular 82.40 26.50 33 1991 28874 56261169
Acute generalised exanthematous pustulosis 73.43 26.50 23 2001 9846 56280197
Eosinophilia 50.60 26.50 21 2003 20056 56269987
Hypothalamic pituitary adrenal axis suppression 50.07 26.50 8 2016 149 56289894
International normalised ratio increased 48.49 26.50 26 1998 44015 56246028
Purpura senile 46.47 26.50 9 2015 520 56289523
Tarsal tunnel syndrome 46.31 26.50 9 2015 530 56289513
Granulomatous liver disease 43.41 26.50 9 2015 735 56289308
Oedema mouth 42.86 26.50 11 2013 2299 56287744
Drug interaction 41.48 26.50 44 1980 209711 56080332
Resorption bone increased 38.76 26.50 9 2015 1241 56288802
Lip oedema 38.40 26.50 11 2013 3467 56286576
Vestibular disorder 38.24 26.50 9 2015 1316 56288727
Dermatitis exfoliative generalised 34.13 26.50 10 2014 3410 56286633
Folate deficiency 33.80 26.50 9 2015 2168 56287875
Drug reaction with eosinophilia and systemic symptoms 33.64 26.50 18 2006 30286 56259757
Vulvovaginal candidiasis 30.99 26.50 9 2015 2977 56287066
Rash scarlatiniform 30.46 26.50 5 2019 111 56289932
Osmotic demyelination syndrome 27.71 26.50 6 2018 603 56289440
Vertigo positional 27.62 26.50 8 2016 2621 56287422

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 50.53 28.57 12 892 2312 31694128
Pulmonary haemorrhage 33.70 28.57 12 892 9603 31686837
Toxic skin eruption 29.34 28.57 11 893 10169 31686271

FDA Adverse Event Reporting System (Geriatric)

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
Rash maculo-papular 100.49 24.18 45 2571 50500 70875328
Acute motor-sensory axonal neuropathy 95.18 24.18 16 2600 402 70925426
Acute generalised exanthematous pustulosis 89.75 24.18 30 2586 15367 70910461
International normalised ratio increased 54.43 24.18 35 2581 80691 70845137
Tarsal tunnel syndrome 46.66 24.18 9 2607 496 70925332
Purpura senile 46.55 24.18 9 2607 502 70925326
Hypothalamic pituitary adrenal axis suppression 44.66 24.18 8 2608 293 70925535
Eosinophilia 44.33 24.18 24 2592 40295 70885533
Drug reaction with eosinophilia and systemic symptoms 41.18 24.18 26 2590 57987 70867841
Toxic skin eruption 40.16 24.18 18 2598 20144 70905684
Procedural haemorrhage 39.65 24.18 12 2604 4455 70921373
Resorption bone increased 37.61 24.18 9 2607 1376 70924452
Oedema mouth 35.44 24.18 10 2606 2908 70922920
Granulomatous liver disease 33.42 24.18 8 2608 1224 70924604
Drug interaction 33.01 24.18 54 2562 381387 70544441
Vestibular disorder 33.00 24.18 9 2607 2311 70923517
Vulvovaginal candidiasis 32.83 24.18 9 2607 2357 70923471
Rash papular 32.30 24.18 15 2601 18195 70907633
Folate deficiency 30.63 24.18 9 2607 3021 70922807
Lip oedema 29.05 24.18 10 2606 5573 70920255
Dermatitis exfoliative generalised 27.70 24.18 10 2606 6404 70919424
Rash scarlatiniform 26.76 24.18 5 2611 232 70925596
Pulmonary haemorrhage 26.56 24.18 12 2604 13661 70912167
Vertigo positional 26.28 24.18 8 2608 3025 70922803
Rash pruritic 25.44 24.18 20 2596 62971 70862857

FDA Adverse Event Reporting System (Pediatric)

None

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
FDA EPC N0000175487 Azole Antifungal
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

Drug Use | Suggest Off label Use Form| |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




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

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
Steroid 17-alpha-hydroxylase/17,20 lyase Enzyme Ki 6.49 CHEMBL
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
Lanosterol 14-alpha demethylase Enzyme IC50 7.30 CHEMBL
Matrix metalloproteinase-9 Enzyme IC50 5.16 DRUG MATRIX
Indoleamine 2,3-dioxygenase 1 Enzyme IC50 5.09 CHEMBL
Substance-K receptor GPCR Ki 5.70 DRUG MATRIX
Transient receptor potential cation channel subfamily M member 2 Ion channel IC50 5.52 CHEMBL
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
Malate dehydrogenase cytoplasmic Enzyme IC50 4.60 CHEMBL
Calcium release-activated calcium channel protein 1 Ion channel IC50 4.77 CHEMBL
Beta-1 adrenergic receptor GPCR Ki 5.13 DRUG MATRIX
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase Enzyme IC50 6.51 CHEMBL
Lanosterol 14-alpha demethylase Enzyme INHIBITOR CHEMBL CHEMBL
Beta-lactamase Enzyme IC50 4.60 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
Alpha-1A adrenergic receptor GPCR IC50 4.67 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 4.79 CHEMBL
Acetylcholinesterase Enzyme IC50 4.65 CHEMBL
Cholinesterase Enzyme IC50 4.76 CHEMBL
Lanosterol 14-alpha demethylase Enzyme Kd 6.70 CHEMBL
Indoleamine 2,3-dioxygenase 2 Enzyme IC50 5.12 CHEMBL
Mycocyclosin synthase Enzyme Kd 7.14 CHEMBL
Indoleamine 2,3-dioxygenase 1 Enzyme IC50 4.95 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
DB01127 DRUGBANK_ID
CHEMBL1201049 ChEMBL_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 17 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 63629-8645 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 63629-8645 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 63629-8646 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 63629-8646 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 63629-8647 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 63629-8647 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 63739-085 CREAM 10 mg TOPICAL ANDA 13 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 68788-7406 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 68788-7406 CREAM 10 mg TOPICAL ANDA 19 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 68788-8170 CREAM 10 mg TOPICAL ANDA 17 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 68788-8174 CREAM 10 mg TOPICAL ANDA 20 sections
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 70512-029 CREAM 10 mg TOPICAL ANDA 12 sections
PM EXTERNAL HUMAN OTC DRUG LABEL 4 72689-0038 SOLUTION 10 mg TOPICAL unapproved drug other 7 sections
ECONAZOLE NITRATE 1% / NIACINAMIDE 4% HUMAN PRESCRIPTION DRUG LABEL 2 72934-2073 CREAM 1 g TOPICAL unapproved drug other 4 sections
071023 ECONAZOLE NITRATE 1% / NIACINAMIDE 4% HUMAN PRESCRIPTION DRUG LABEL 2 72934-2218 CREAM 1 g TOPICAL unapproved drug other 4 sections