`
`Page 1 of 30
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`NIH
`
`U.S. National Library of Medicine
`
`National Center for Biotechnology Information
`
` Compound Summary for CID 3198
`
`Econazole
`
`Search Compounds
`
`
`
` Cite this Record
`
`
`
`
`
`
`
`
`
`
`
`
`
`STRUCTURE
`
`VENDORS
`
`DRUG INFO
`
`PHARMACOLOGY
`
`LITERATURE
`
`PATENTS
`
`BIOACTIVITIES
`
`PubChem CID:
`
`3198
`
`Chemical Names:
`
`Econazole; Ecostatin; 27220-47-9; Pevaryl; Gyno-pevaryl; Econazolum
`
`More...
`
`Molecular Formula:
`
`Molecular Weight:
`
`C H Cl N O
`18
`15
`3
`2
`381.681 g/mol
`
`InChI Key:
`
`LEZWWPYKPKIXLL-UHFFFAOYSA-N
`
`Safety Summary:
`
`Laboratory Chemical Safety Summary (LCSS)
`
`Drug Information:
`
`Drug Indication
`
`FDA Orange Book
`
`Econazole is an imidazole derivative that is commonly used as a topical antifungal agent.
`
` from MeSH
`
`Econazole is only found in individuals that have used or taken this drug. It is a broad spectrum antimycotic with
`some action against Gram positive bacteria. It is used topically in dermatomycoses also orally and parenterally.
`[PubChem]Econazole interacts with 14-alpha 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.
` Metabolite Description from Human Metabolome Database
`
`PUBCHEM
`
`
`
`COMPOUND
`
`
`
`ECONAZOLE
`
`Create Date: 2005-03-25
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5/26/2017
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`MYLAN - Ex. 1026, p. 1
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`econazole | C18H15Cl3N2O - PubChem
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`Page 2 of 30
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` Contents
`1 2D Structure
`
`2 3D Conformer
`
`3 Names and Identifiers
`
`4 Chemical and Physical Properties
`
`5 Related Records
`
`6 Chemical Vendors
`
`7 Drug and Medication Information
`
`8 Pharmacology and Biochemistry
`
`9 Safety and Hazards
`
`10 Toxicity
`
`11 Literature
`
`12 Patents
`
`13 Biomolecular Interactions and Pathways
`
`14 Biological Test Results
`
`15 Classification
`
`16 Information Sources
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`Page 3 of 30
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`1 2D Structure
`
` Search
`
` Download
`
` Get Image
`
` Magnify
`
` from PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5/26/2017
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`MYLAN - Ex. 1026, p. 3
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`Page 4 of 30
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`2 3D Conformer
`
` Search
`
` Download
`
` Get Image
`
`CLICK TO LOAD...
`
` Magnify
`
` Show Hydrogens
`
` Show Atoms
`
` Animate
`
` from PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5/26/2017
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`Page 5 of 30
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`3 Names and Identifiers
`
`3.1 Computed Descriptors
`
`3.1.1 IUPAC Name
`
`1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole
`
` from PubChem
`
`3.1.2 InChI
`
`InChI=1S/C18H15Cl3N2O/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)
`21/h1-9,12,18H,10-11H2
`
`3.1.3 InChI Key
`
`LEZWWPYKPKIXLL-UHFFFAOYSA-N
`
`3.1.4 Canonical SMILES
`
`C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl
`
`3.2 Molecular Formula
`
`C H Cl N O
`18
`15
`3
`2
`
`3.3 Other Identifiers
`
`3.3.1 CAS
`
` from PubChem
`
` from PubChem
`
` from PubChem
`
` from PubChem
`
`27220-47-9
` from ChemIDplus, DrugBank, European Chemicals Agency - ECHA, Human Metabolome Database
`
`68797-30-8
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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` from European Chemicals Agency - ECHA
`
` from European Chemicals Agency - ECHA
`
` from European Chemicals Agency - ECHA
`
`econazole
`
`chemical compound
`
` from Wikipedia
`
`11. Nitrate, Econazole
`12. Pevaryl
`
`3.3.2 EC Number
`
`272-294-0
`
`248-341-6
`
`3.3.3 Wikipedia
`
`Title
`
`Description
`
`3.4 Synonyms
`
`3.4.1 MeSH Synonyms
`
`1. Econazole
`2. Econazole Nitrate
`3. Ekonazole
`4. Gyno Pervaryl 150
`5. Gyno Pevaril
`6. Gyno Pevaryl
`7. Gyno-Pervaryl 150
`8. Gyno-Pevaril
`9. Gyno-Pevaryl
`10. GynoPevaril
`
` from MeSH
`
`
`
`31. 1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole
`32. BSPBio_000268
`
`
`3.4.2 Depositor-Supplied Synonyms
`
`1. econazole
`2. Ecostatin
`
`
`(+-)-Econazole
`11.
`12. Ecostatin cream
`
`21. Prestwick3_000304
`22. Spectrum2_001439
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`3. 27220-47-9
`4. Pevaryl
`5. Gyno-pevaryl
`6. Econazolum
`7. Palavale
`8. Econazol
`9. Spectazole
`10.
`Ifenec
`
`
`13. Spectazole cream
`14. Gyno-Pevaryl 150
`15. Spectrum_001223
`16. Ecostatin Vaginal Ovules
`17. Econazole (USAN/INN)
`18. Prestwick0_000304
`19. Prestwick1_000304
`20. Prestwick2_000304
`
`23. Spectrum3_001467
`24. Spectrum4_000446
`25. Spectrum5_001033
`26. NSC187789
`27. CHEMBL808
`28. NSC 187789
`29. AC1L1FE8
`30. AC1Q3JJ8
`
`33. BSPBio_002993
`34. KBioGR_000832
`35. KBioSS_001703
`36. SQ 13050
`37. DivK1c_000113
`38. SPBio_001578
`39. SPBio_002487
`40. BPBio1_000296
`
`
` from PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`4 Chemical and Physical Properties
`
`4.1 Computed Properties
`
`Property Name
`
`Molecular Weight
`
`Hydrogen Bond Donor Count
`
`Hydrogen Bond Acceptor Count
`
`Rotatable Bond Count
`
`Complexity
`
`CACTVS Substructure Key Fingerprint
`
`Topological Polar Surface Area
`
`Monoisotopic Mass
`
`Exact Mass
`
`XLogP3
`
`Compound Is Canonicalized
`
`Formal Charge
`
`Heavy Atom Count
`
`Defined Atom Stereocenter Count
`
`Undefined Atom Stereocenter Count
`
`Defined Bond Stereocenter Count
`
`Undefined Bond Stereocenter Count
`
`Isotope Atom Count
`
`Covalently-Bonded Unit Count
`
`4.2 Experimental Properties
`
`4.2.1 Physical Description
`
`Property Value
`
`381.681 g/mol
`
`0
`
`2
`
`6
`
`379
`
`AAADccB7IAAGAAAAAAAAAAAAAAAAAWAAAAAw
`YAAAAAAAAAAB0AAAHgIAAAAADBbhmiY9kJcMFA
`CgAjBnZAACgC0xF6AJyAAYOoiKbiKBuxmXMAAswA
`OYqCeQwKAOBAAAAACBAAAIAAAAAQIAAAAAAAA
`A
`
`27 A^2
`
`380.025 g/mol
`
`380.025 g/mol
`
`5.3
`
`true
`
`0
`
`24
`
`0
`
`1
`
`0
`
`0
`
`0
`
`1
`
` from PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`Solid
`
`4.2.2 Melting Point
`
` from Human Metabolome Database
`
`162
`Godefroi, E.F. and Heeres, J.; U.S. Patent 3,717,655; February 20,1973; assigned to Jansen Pharmaceutica NV, Belgium.
` from DrugBank
`
` from Human Metabolome Database
`
` from DrugBank, Human Metabolome Database
`
`4.2.3 Solubility
`
`1.48e-03 g/L
`
`4.2.4 LogP
`
`5.5
`
`4.3 Spectral Properties
`
`4.3.1 GC-MS
`
`
`
`
`
`1 of 2
`
`
`
`
`
`NIST Number
`
`Library
`
`Total Peaks
`
`m/z Top Peak
`
`m/z 2nd Highest
`
`m/z 3rd Highest
`
`Thumbnail
`
`193280
`
`Main library
`
`124
`
`125
`
`127
`
`81
`
`CLICK TO LOAD...
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` from NIST
`
` from Human Metabolome Database
`
`
`
`
`
`1 of 2
`
`
`
`
`
`4.3.2 MS-MS
`
`1. MS-MS Spectrum 84288
`2. MS-MS Spectrum 84289
`3. MS-MS Spectrum 84290
`4. MS-MS Spectrum 146100
`5. MS-MS Spectrum 146101
`6. MS-MS Spectrum 146102
`7. MS-MS Spectrum 216835
`
`NIST Number
`
`Instrument Type
`
`Collision Energy
`
`Spectrum Type
`
`Precursor Type
`
`Precursor m/z
`
`Total Peaks
`
`m/z Top Peak
`
`m/z 2nd Highest
`
`m/z 3rd Highest
`
`Thumbnail
`
`1144596
`
`IT/ion trap
`
`0
`
`MS2
`
`[M+H]+
`
`381.0323
`
`9
`
`124.9
`
`192.9
`
`125.9
`
`CLICK TO LOAD...
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` from NIST
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`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5 Related Records
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`CLICK TO LOAD...
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`5.1 Related Compounds with Annotation
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`CLICK TO LOAD...
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`5.2 Related Compounds
`
`Same Connectivity
`
`3 records
`
`Same Parent, Connectivity
`
`21 records
`
`Same Parent, Exact
`
`Mixtures, Components, and
`Neutralized Forms
`
`Similar Compounds
`
`Similar Conformers
`
`16 records
`
`44 records
`
`1142 records
`
`344 records
`
` from NCBI
`
` from PubChem
`
` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5.3 Substances
`
`5.3.1 Related Substances
`
`All
`
`Same
`
`Mixture
`
`340 records
`
`129 records
`
`211 records
`
`5.3.2 Substances by Category
`
`CLICK TO LOAD...
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`5.4 Entrez Crosslinks
`
`PubMed
`
`Taxonomy
`
`Gene
`
`281 records
`
`130 records
`
`10 records
`
` from PubChem
`
` from PubChem
`
` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`6 Chemical Vendors
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`CLICK TO LOAD...
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` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`7 Drug and Medication Information
`
`7.1 Drug Indication
`
`For topical application in the treatment of tinea pedis, tinea cruris, and tinea corporis caused by Trichophyton
`rubrum, Trichophyton mentagrophytes, Trichophyton tonsurans, Microsporum canis, Microsporum audouini,
`Microsporum gypseum, and Epidermophyton floccosum, in the treatment of cutaneous candidiasis, and in the
`treatment of tinea versicolor.
`
` from DrugBank
`
`7.2 FDA Orange Book
`
`7.2.1 Prescription Drug Products
`
`Drug Ingredient
`
`Proprietary Name
`
`Applicant
`
`ECONAZOLE NITRATE
`
`ECOZA
`
`EXELTIS SUISSE (Application Number: N205175. Patent: 5993830)
`
` from FDA Orange Book
`
`7.2.2 Discontinued Drug Products
`
`Drug Ingredient
`
`Proprietary Name
`
`Applicant
`
`ECONAZOLE NITRATE
`
`SPECTAZOLE
`
`ALVOGEN MALTA (Application Number: N018751)
`
` from FDA Orange Book
`
`7.3 Drugs at PubMed Health
`
`Drugs at PubMed Health: 1 of 2
`
`Drug Name
`
`Description
`
`Drug Classes
`
`Econazole (Topical route) (Ecoza)
`
`Treats skin fungus infections. This is an antifungal medicine.
`
`Antifungal
`
` from PubMed Health
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`Drugs at PubMed Health: 2 of 2
`
`Drug Name
`
`Notes
`
`Spectazole
`
`See Econazole (Topical route)
`
` from PubMed Health
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`8 Pharmacology and Biochemistry
`
`8.1 Pharmacology
`
`Econazole is an antifungal medication related to fluconazole (Diflucan), ketoconazole (Nizoral), itraconazole
`(Sporanox), and clotrimazole (Lotrimin, Mycelex). Econazole prevents fungal organisms from producing vital
`substances required for growth and function. This medication is effective only for infections caused by fungal
`organisms. It will not work for bacterial or viral infections.
`
` from DrugBank
`
`8.2 MeSH Pharmacological Classification
`
`14-alpha Demethylase Inhibitors
`Compounds that specifically inhibit STEROL 14-DEMETHYLASE. A variety of azole-derived ANTIFUNGAL
`AGENTS act through this mechanism. See a list of PubChem compounds matching this category.
` from MeSH
`
`Antifungal Agents
`Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES,
`INDUSTRIAL because they defend against fungi present in human or animal tissues. See a list of PubChem
`compounds matching this category.
`
` from MeSH
`
`8.3 ATC Code
`
`D01AC03 - Econazole < D01AC - Imidazole and triazole derivatives < D01A - Antifungals for topical use < D01
`- Antifungals for dermatological use < D - Dermatologicals
`
` from WHO ATC
`
`G01AF05 - Econazole < G01AF - Imidazole derivatives < G01A - Antiinfectives and antiseptics, excl.
`combinations with corticosteroids < G01 - Gynecological antiinfectives and antiseptics < G - Genito urinary
`system and sex hormones More information...
`
` from WHO ATC
`
`8.4 Absorption, Distribution and Excretion
`
`After topical application to the skin of normal subjects, systemic absorption of econazole nitrate is extremely
`low. Although most of the applied drug remains on the skin surface, drug concentrations were found in the
`stratum corneum which, by far, exceeded the minimum inhibitory concentration for dermatophytes.
` from DrugBank
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`8.5 Metabolism/Metabolites
`
`Hepatic.
`
`8.6 Mechanism of Action
`
` from DrugBank
`
`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.
` from DrugBank
`
`8.7 Human Metabolite Information
`
`8.7.1 Metabolite Description
`
`Econazole is only found in individuals that have used or taken this drug. It is a broad spectrum antimycotic
`with some action against Gram positive bacteria. It is used topically in dermatomycoses also orally and
`parenterally. [PubChem]Econazole interacts with 14-alpha 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.
`
` from Human Metabolome Database
`
`8.7.2 Biofluid Locations
`
`1. Blood
`2. Urine
`
`8.7.3 Cellular Locations
`
`Membrane
`
` from Human Metabolome Database
`
` from Human Metabolome Database
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`9 Safety and Hazards
`
`9.1 Hazards Identification
`
`9.1.1 GHS Classification
`
`Signal: Warning
`GHS Hazard Statements
`Aggregated GHS information from 4 notifications provided by 53 companies to the ECHA C&L Inventory.
`
`H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral - Category 4]
`
`Information may vary between notifications depending on impurities, additives, and other factors. The
`percentage value in parenthesis indicates the notified classification ratio from all companies. Only Hazard
`Codes with percentage values above 10% are shown.
`
`Precautionary Statement Codes
`P264, P270, P301+P312, P330, and P501
`(The corresponding statement to each P-code can be found here.)
`
` from European Chemicals Agency - ECHA
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`10 Toxicity
`
`10.1 Toxicological Information
`
`10.1.1 Toxicity Summary
`
`Overdosage of econazole in humans has not been reported to date. In mice, rats guinea pigs and dogs, the
`oral LD 50 values were found to be 462, 668, 272, and > 160 mg/kg, respectively.
`
` from DrugBank
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`11 Literature
`
`11.1 Depositor Provided PubMed Citations
`
`CLICK TO LOAD...
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`11.2 NLM Curated PubMed Citations
`
`CLICK TO LOAD...
`
` from PubChem
`
` from PubChem
`
`11.3 Synthesis References
`
`Godefroi, E.F. and Heeres, J.; U.S. Patent 3,717,655; February 20,1973; assigned to Jansen Pharmaceutica NV,
`Belgium.
`
` from DrugBank
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
`
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`12 Patents
`
`12.1 Depositor-Supplied Patent Identifiers
`
`CLICK TO LOAD...
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` from PubChem
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`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`13 Biomolecular Interactions and Pathways
`
`13.1 DrugBank Interactions
`
`Target
`
`Action
`
`General
`Function
`
`Specific
`Function
`
`Lanosterol 14-alpha demethylase
`
`antagonist
`
`Sterol 14-demethylase activity
`
`Catalyzes C14-demethylation of lanosterol which is critical for ergosterol biosynthesis. It
`transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
`
`Gene Name
`
`ERG11
`
`GenBank
`Gene
`
`GenBank
`Protein
`
`Reference
`
`Reference
`
`X13296
`
`578119
`
`Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug
`targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
`
`Warrilow AG, Martel CM, Parker JE, Melo N, Lamb DC, Nes WD, Kelly DE, Kelly SL: Azole
`Binding Properties of Candida albicans Sterol 14-{alpha} Demethylase (CaCYP51). Antimicrob
`Agents Chemother. 2010 Jul 12. Pubmed
`
`Reference
`
`Strushkevich N, Usanov SA, Park HW: Structural basis of human CYP51 inhibition by
`antifungal azoles. J Mol Biol. 2010 Apr 9;397(4):1067-78. Epub 2010 Feb 10. Pubmed
`
`Reference
`
`Reference
`
`Jackson CJ, Lamb DC, Kelly DE, Kelly SL: Bactericidal and inhibitory effects of azole antifungal
`compounds on Mycobacterium smegmatis. FEMS Microbiol Lett. 2000 Nov 15;192(2):159-62.
`Pubmed
`
`Pietila MP, Vohra PK, Sanyal B, Wengenack NL, Raghavakaimal S, Thomas CF Jr: Cloning and
`characterization of CYP51 from Mycobacterium avium. Am J Respir Cell Mol Biol. 2006
`Aug;35(2):236-42. Epub 2006 Mar 16. Pubmed
`
`Reference
`
`Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE:
`The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed
`
` from DrugBank
`
`Enzyme
`
`Cytochrome P450 19A1
`
`Action
`
`inhibitor
`
`General
`Function
`
`Oxygen binding
`
`Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
`
`5/26/2017
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`MYLAN - Ex. 1026, p. 23
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`
`
`econazole | C18H15Cl3N2O - PubChem
`
`Page 24 of 30
`
`Specific
`Function
`
`Gene
`Name
`
`GenBank
`Gene
`
`GenBank
`Protein
`
`Reference
`
`CYP19A1
`
`M22246
`
`179002
`
`Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R,
`Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450
`enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38
`(Database issue):D237-43. Epub 2009 Nov 24. Pubmed
`
` from DrugBank
`
`Enzyme
`
`Cytochrome P450 2E1
`
`Action
`
`inhibitor
`
`General
`Function
`
`Specific
`Function
`
`Gene
`Name
`
`GenBank
`Gene
`
`GenBank
`Protein
`
`Reference
`
`Steroid hydroxylase activity
`
`Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a
`number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their
`hepatotoxic or carcinogenic forms.
`
`CYP2E1
`
`J02625
`
`181360
`
`Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R,
`Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450
`enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38
`(Database issue):D237-43. Epub 2009 Nov 24. Pubmed
`
` from DrugBank
`
`View all (4) DrugBank Interactions entries
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
`
`5/26/2017
`
`MYLAN - Ex. 1026, p. 24
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`
`
`econazole | C18H15Cl3N2O - PubChem
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`Page 25 of 30
`
`14 Biological Test Results
`
`14.1 BioAssay Results
`
`CLICK TO LOAD...
`
` from PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
`
`5/26/2017
`
`MYLAN - Ex. 1026, p. 25
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`
`
`econazole | C18H15Cl3N2O - PubChem
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`Page 26 of 30
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`15 Classification
`
`15.1 Ontologies
`
`15.1.1 MeSH Tree
`
`CLICK TO LOAD...
`
`15.1.2 ChEBI Ontology
`
`CLICK TO LOAD...
`
`15.1.3 KEGG: USP
`
`CLICK TO LOAD...
`
` from MeSH
`
` from ChEBI
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5/26/2017
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`MYLAN - Ex. 1026, p. 26
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`
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`Page 27 of 30
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`15.1.4 KEGG: ATC
`
`CLICK TO LOAD...
`
`15.1.5 KEGG: Antiinfectives
`
`CLICK TO LOAD...
`
`15.1.6 KEGG: Risk Category of Japanese OTC Drugs
`
`CLICK TO LOAD...
`
` from KEGG
`
` from KEGG
`
` from KEGG
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5/26/2017
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`MYLAN - Ex. 1026, p. 27
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`
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`econazole | C18H15Cl3N2O - PubChem
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`Page 28 of 30
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`15.1.7 WHO ATC Classification System
`
`CLICK TO LOAD...
`
`15.1.8 WIPO IPC
`
`CLICK TO LOAD...
`
` from KEGG
`
` from WHO ATC
`
` from WIPO
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
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`5/26/2017
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`MYLAN - Ex. 1026, p. 28
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`
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`econazole | C18H15Cl3N2O - PubChem
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`
`16 Information Sources
`
`1. ChemIDplus /source/ChemIDplus
`Econazole [USAN:INN:BAN]
`https://chem.nlm.nih.gov/chemidplus/sid/0027220479 https://chem.nlm.nih.gov/chemidplus/sid/0027220479
`
`2. DrugBank /source/DrugBank
`Econazole
`http://www.drugbank.ca/drugs/DB01127 http://www.drugbank.ca/drugs/DB01127
`http://www.drugbank.ca/drugs/DB01127#targets http://www.drugbank.ca/drugs/DB01127#targets
`http://www.drugbank.ca/drugs/DB01127#enzymes http://www.drugbank.ca/drugs/DB01127#enzymes
`
`3. European Chemicals Agency - ECHA /source/European Chemicals Agency - ECHA
`econazole
`https://echa.europa.eu/ https://echa.europa.eu/
`econazole
`https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/120784
`https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/120784
`
`4. Human Metabolome Database /source/Human Metabolome Database
`Econazole
`http://www.hmdb.ca/metabolites/HMDB15259 http://www.hmdb.ca/metabolites/HMDB15259
`
`5. FDA Orange Book /source/FDA Orange Book
`ECONAZOLE NITRATE
`http://www.fda.gov/Drugs/InformationOnDrugs/ucm129662.htm
`http://www.fda.gov/Drugs/InformationOnDrugs/ucm129662.htm
`
`6. NIST /source/NIST
`Econazole
`http://www.nist.gov/srd/nist1a.cfm http://www.nist.gov/srd/nist1a.cfm
`
`7. PubMed Health /source/PubMed Health
`Spectazole
`http://www.ncbi.nlm.nih.gov/pubmedhealth/PMHT0010072/
`http://www.ncbi.nlm.nih.gov/pubmedhealth/PMHT0010072/
`
`8. WHO ATC /source/WHO ATC
`http://www.whocc.no/atc/ http://www.whocc.no/atc/
`ATC Code
`http://www.whocc.no/atc_ddd_index/ http://www.whocc.no/atc_ddd_index/
`
`9. Wikipedia /source/Wikipedia
`econazole
`https://en.wikipedia.org/wiki/Econazole https://en.wikipedia.org/wiki/Econazole
`
`10. PubChem
`Data deposited in or computed by PubChem
`https://pubchem.ncbi.nlm.nih.gov https://pubchem.ncbi.nlm.nih.gov
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
`
`5/26/2017
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`MYLAN - Ex. 1026, p. 29
`
`
`
`econazole | C18H15Cl3N2O - PubChem
`
`Page 30 of 30
`
`11. MeSH /source/MeSH
`Econazole
`https://www.ncbi.nlm.nih.gov/mesh/68004464 https://www.ncbi.nlm.nih.gov/mesh/68004464
`MeSH Tree
`http://www.nlm.nih.gov/mesh/meshhome.html http://www.nlm.nih.gov/mesh/meshhome.html
`14-alpha Demethylase Inhibitors
`https://www.ncbi.nlm.nih.gov/mesh/68058888 https://www.ncbi.nlm.nih.gov/mesh/68058888
`Antifungal Agents
`https://www.ncbi.nlm.nih.gov/mesh/68000935 https://www.ncbi.nlm.nih.gov/mesh/68000935
`
`12. ChEBI /source/ChEBI
`ChEBI Ontology
`http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology
`http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology
`
`13. KEGG /source/KEGG
`USP
`http://www.genome.jp/dbget-bin/www_bget?brite:br08302 http://www.genome.jp/dbget-bin/www_bget?brite:br08302
`ATC
`http://www.genome.jp/dbget-bin/www_bget?brite:br08303 http://www.genome.jp/dbget-bin/www_bget?brite:br08303
`Antiinfectives
`http://www.genome.jp/dbget-bin/www_bget?brite:br08307 http://www.genome.jp/dbget-bin/www_bget?brite:br08307
`Risk category of Japanese OTC drugs
`http://www.genome.jp/dbget-bin/www_bget?brite:br08312 http://www.genome.jp/dbget-bin/www_bget?brite:br08312
`
`14. WIPO /source/WIPO
`International Patent Classification
`http://www.wipo.int/classifications/ipc/ http://www.wipo.int/classifications/ipc/
`
`15. NCBI
`LinkOut is a service that allows one to link directly from NCBI databases to a wide range of information and services
`beyond NCBI systems.
`https://www.ncbi.nlm.nih.gov/projects/linkout https://www.ncbi.nlm.nih.gov/projects/linkout
`
`https://pubchem.ncbi.nlm.nih.gov/compound/3198
`
`5/26/2017
`
`MYLAN - Ex. 1026, p. 30
`
`