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:

PropertyValueReference
S (Water solubility) 0.00 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Bocci G, Oprea TI, Benet LZ

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 generalised exanthematous pustulosis 122.82 24.95 35 2211 11064 63475712
Acute motor-sensory axonal neuropathy 101.76 24.95 16 2230 273 63486503
Rash maculo-papular 83.16 24.95 34 2212 31862 63454914
International normalised ratio increased 61.91 24.95 31 2215 46394 63440382
Eosinophilia 51.68 24.95 22 2224 22734 63464042
Hypothalamic pituitary adrenal axis suppression 49.11 24.95 8 2238 172 63486604
Purpura senile 46.06 24.95 9 2237 554 63486222
Tarsal tunnel syndrome 45.89 24.95 9 2237 565 63486211
Drug interaction 45.84 24.95 48 2198 229083 63257693
Granulomatous liver disease 43.16 24.95 9 2237 769 63486007
Oedema mouth 42.56 24.95 11 2235 2402 63484374
Resorption bone increased 38.73 24.95 9 2237 1265 63485511
Vestibular disorder 37.69 24.95 9 2237 1422 63485354
Lip oedema 37.26 24.95 11 2235 3913 63482863
Dermatitis exfoliative generalised 33.23 24.95 10 2236 3797 63482979
Folate deficiency 32.80 24.95 9 2237 2466 63484310
Drug reaction with eosinophilia and systemic symptoms 32.05 24.95 18 2228 33818 63452958
Rash pustular 30.58 24.95 11 2235 7271 63479505
Rash scarlatiniform 30.20 24.95 5 2241 119 63486657
Osmotic demyelination syndrome 27.30 24.95 6 2240 657 63486119
Vertigo positional 27.11 24.95 8 2238 2841 63483935

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 49.72 26.77 12 997 2445 34953477
Pulmonary haemorrhage 32.74 26.77 12 997 10292 34945630
Rash maculo-papular 29.50 26.77 15 994 28436 34927486
Toxic skin eruption 28.00 26.77 11 998 11374 34944548

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
Acute generalised exanthematous pustulosis 135.30 22.79 42 2871 17212 79724263
Rash maculo-papular 105.81 22.79 48 2865 56030 79685445
Acute motor-sensory axonal neuropathy 94.92 22.79 16 2897 413 79741062
International normalised ratio increased 65.70 22.79 40 2873 84681 79656794
Eosinophilia 55.80 22.79 29 2884 45316 79696159
Purpura senile 46.31 22.79 9 2904 521 79740954
Tarsal tunnel syndrome 46.21 22.79 9 2904 527 79740948
Hypothalamic pituitary adrenal axis suppression 43.89 22.79 8 2905 327 79741148
Procedural haemorrhage 39.14 22.79 12 2901 4694 79736781
Drug reaction with eosinophilia and systemic symptoms 38.97 22.79 26 2887 64218 79677257
Toxic skin eruption 38.59 22.79 18 2895 22275 79719200
Resorption bone increased 37.13 22.79 9 2904 1466 79740009
Drug interaction 36.65 22.79 59 2854 415124 79326351
Rash papular 35.79 22.79 17 2896 21899 79719576
Oedema mouth 35.10 22.79 10 2903 3041 79738434
Granulomatous liver disease 32.87 22.79 8 2905 1325 79740150
Vestibular disorder 32.58 22.79 9 2904 2446 79739029
Folate deficiency 29.79 22.79 9 2904 3351 79738124
Rash pustular 28.86 22.79 12 2901 11299 79730176
Lip oedema 27.94 22.79 10 2903 6306 79735169
Dermatitis exfoliative generalised 26.61 22.79 10 2903 7231 79734244
Rash scarlatiniform 26.60 22.79 5 2908 242 79741233
Pulmonary haemorrhage 25.83 22.79 12 2901 14705 79726770
Vertigo positional 25.62 22.79 8 2905 3322 79738153
Rash pruritic 23.35 22.79 20 2893 71609 79669866

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 63629-8645 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 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 68788-8170 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 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
Econazole Nitrate HUMAN PRESCRIPTION DRUG LABEL 1 72162-1410 CREAM 10 mg TOPICAL ANDA 17 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