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 100.76 25.10 16 1897 272 50602939
Rash maculo-papular 83.43 25.10 33 1880 26608 50576603
Acute generalised exanthematous pustulosis 70.34 25.10 22 1891 8916 50594295
Hypothalamic pituitary adrenal axis suppression 49.88 25.10 8 1905 145 50603066
International normalised ratio increased 47.78 25.10 26 1887 43126 50560085
Purpura senile 46.03 25.10 9 1904 520 50602691
Tarsal tunnel syndrome 45.86 25.10 9 1904 530 50602681
Granulomatous liver disease 42.98 25.10 9 1904 734 50602477
Oedema mouth 42.41 25.10 11 1902 2279 50600932
Drug interaction 41.48 25.10 44 1869 199577 50403634
Eosinophilia 41.10 25.10 18 1895 18634 50584577
Resorption bone increased 40.21 25.10 9 1904 1002 50602209
Lip oedema 38.79 25.10 11 1902 3182 50600029
Vestibular disorder 38.18 25.10 9 1904 1260 50601951
Dermatitis exfoliative generalised 34.53 25.10 10 1903 3116 50600095
Folate deficiency 34.32 25.10 9 1904 1946 50601265
Drug reaction with eosinophilia and systemic symptoms 33.88 25.10 18 1895 28406 50574805
Rash scarlatiniform 30.21 25.10 5 1908 111 50603100
Vertigo positional 27.58 25.10 8 1905 2503 50600708
Osmotic demyelination syndrome 27.50 25.10 6 1907 594 50602617

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 50.57 29.95 12 844 2271 29571400
Pulmonary haemorrhage 33.96 29.95 12 844 9258 29564413

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 102.38 23.74 45 2404 46981 64449302
Acute motor-sensory axonal neuropathy 94.95 23.74 16 2433 396 64495887
Acute generalised exanthematous pustulosis 83.57 23.74 28 2421 14030 64482253
International normalised ratio increased 54.13 23.74 35 2414 79132 64417151
Tarsal tunnel syndrome 46.40 23.74 9 2440 496 64495787
Purpura senile 46.29 23.74 9 2440 502 64495781
Hypothalamic pituitary adrenal axis suppression 44.62 23.74 8 2441 286 64495997
Drug reaction with eosinophilia and systemic symptoms 42.11 23.74 26 2423 54191 64442092
Toxic skin eruption 40.43 23.74 18 2431 19266 64477017
Procedural haemorrhage 39.89 23.74 12 2437 4240 64492043
Resorption bone increased 38.88 23.74 9 2440 1159 64495124
Eosinophilia 36.72 23.74 21 2428 38055 64458228
Oedema mouth 35.31 23.74 10 2439 2863 64493420
Drug interaction 33.96 23.74 54 2395 362029 64134254
Granulomatous liver disease 33.26 23.74 8 2441 1214 64495069
Vestibular disorder 32.85 23.74 9 2440 2284 64493999
Folate deficiency 31.19 23.74 9 2440 2754 64493529
Lip oedema 29.49 23.74 10 2439 5179 64491104
Dermatitis exfoliative generalised 28.20 23.74 10 2439 5906 64490377
Pulmonary haemorrhage 26.72 23.74 12 2437 13097 64483186
Rash scarlatiniform 26.64 23.74 5 2444 231 64496052
Rash pruritic 26.58 23.74 20 2429 57384 64438899
Vertigo positional 26.38 23.74 8 2441 2903 64493380

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 (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
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