eberconazole profile

Eberconazole is a synthetic antifungal agent that belongs to the imidazole class. It has a broad spectrum of activity against dermatophytes, yeasts, and molds. Eberconazole is primarily used topically for the treatment of fungal infections of the skin, such as tinea corporis, tinea cruris, tinea pedis, and candidiasis. The mechanism of action of eberconazole involves the inhibition of fungal cytochrome P450 enzymes, which are essential for the synthesis of ergosterol, a vital component of the fungal cell membrane. By inhibiting ergosterol synthesis, eberconazole disrupts the fungal cell membrane and leads to cell death. Eberconazole is generally well-tolerated, although some patients may experience mild side effects, such as itching, redness, or burning at the application site. The compound is effective for the treatment of superficial fungal infections, and its broad spectrum of activity makes it suitable for a variety of fungal skin infections. Eberconazole is studied to investigate its potential for the treatment of other fungal infections, such as onychomycosis (nail fungal infections). Its effectiveness, safety, and potential for broader applications continue to be investigated in research.'

eberconazole : A racemate comprising equimolar amounts of (R)- and (S)-eberconazole. Used (as its nitrate salt) for topical treatment of superficial mycoses. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

1-(2,4-dichloro-10,11-dihydrodibenzo[a,d][7]annulen-5-yl)imidazole : A member of the class of dibenzannulenes that is 10,11-dihydrodibenzo[a,d][7]annulene carrying two chloro substituents at positions 2 and 4 as well as an imidazol-1-yl substituent at position 5. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	72051
CHEMBL ID	558722
CHEBI ID	83584
SCHEMBL ID	353703
MeSH ID	M0304715

Synonym
ebernet
was-2160
1-(1,3-dichloro-6,11-dihydro-5h-dibenzo[[?],[?]][7]annulen-11-yl)imidazole
128326-82-9
(1,3-dichloro-5,6,11-trihydrodibenzo[b,f][7]annulen-11-yl)imidazole
eberconazole
D07882
eberconazole (inn)
chebi:83584 ,
CHEMBL558722
(+-)-1-(2,4-dichloro-10,11-dihydro-5h-dibenzo(a,d)cyclohepten-5-yl)imidazole
v7o1u41c9b ,
eberconazol
eberconazole [inn]
eberconazolum
eberconazol [inn-spanish]
unii-v7o1u41c9b
eberconazolum [inn-latin]
eberconazole [who-dd]
(+/-)-1-(2,4-dichloro-10,11-dihydro-5h-dibenzo(a,d)cyclohepten-5-yl)imidazole
SCHEMBL353703
1-(2,4-dichloro-10,11-dihydro-5h-dibenzo[a,d][7]annulen-5-yl)-1h-imidazole
1-(2,4-dichloro-10,11-dihydrodibenzo[a,d][7]annulen-5-yl)imidazole
DTXSID90926104
Q27156976
DB13656
1-(4,6-dichloro-2-tricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaenyl)imidazole
HY-106542
CS-0026019

Excerpt	Reference	Relevance
"Eberconazole is a topical imidazole derivative, which has shown high potency against dermatophytes and yeasts (several species of Candida, Malassezia) in vitro and in experimental models. "	( Eberconazole cream: topical and general tolerability, sensitisation potential, and systemic availability. Antonijoan, R; Barbanoj, MJ; García-Gea, C; Gich, I; Jané, F; Puntes, M, 2005)	3.21
"Eberconazole is a topical, broad-spectrum imidazole derivative, effective in dermatophytoses, candidiasis, and pityriasis treatment. "	( Eberconazole 1% cream is an effective and safe alternative for dermatophytosis treatment: multicenter, randomized, double-blind, comparative trial with miconazole 2% cream. Badell, A; del Rio, R; Gratacós, MR; López, S; Repiso Montero, T; Rodríguez, C, 2006)	3.22
"Eberconazole 1% cream is an effective treatment for fungal infections produced by dermatophytes, with a good safety and tolerability profile, and can be considered a good alternative for the treatment of dermatophytoses."	( Eberconazole 1% cream is an effective and safe alternative for dermatophytosis treatment: multicenter, randomized, double-blind, comparative trial with miconazole 2% cream. Badell, A; del Rio, R; Gratacós, MR; López, S; Repiso Montero, T; Rodríguez, C, 2006)	3.22

Excerpt	Reference	Relevance
"Eberconazole (EBZ) has the strongest antifungal action against Candida spp., the major source of fungal infections."	( Development and Evaluation of Topical Ethosomal Gel for Fungal Infections. Gupta, P; Hafeez, A; Kushwaha, P, 2023)	1.63

Excerpt	Reference	Relevance
" Physicians evaluated the drug as 'Good' in 72% and 'Excellent' in 28% of subjects; adverse events were reported in 27."	( The Efficacy and Safety of Eberconazole Nitrate 1% and Mometasone Furoate 0.1% w/w Cream in Subjects with Inflamed Cutaneous Mycoses. Carol, F; Gnaneshwar, R; Jerajani, HR; Krishnankutty, B; Kumar, AS; Kuruvila, M; Latha, MS; Martis, J, 2015)	0.71
" It offers an effective and safe therapeutic option for the management of ICM."	( The Efficacy and Safety of Eberconazole Nitrate 1% and Mometasone Furoate 0.1% w/w Cream in Subjects with Inflamed Cutaneous Mycoses. Carol, F; Gnaneshwar, R; Jerajani, HR; Krishnankutty, B; Kumar, AS; Kuruvila, M; Latha, MS; Martis, J, 2015)	0.71
" The incidence of adverse events was similar in both groups, and none had related AEs and withdrawals due to an AE."	( Efficacy and safety of eberconazole 1% otic solution compared to clotrimazole 1% solution in patients with otomycosis. Aguado Mulgado, GE; Cepero Vega, PP; de la Paz Cota, BR; Fiscal Chauteco, E; Lamadrid Bautista, E; Matus Navarrete, JJ; Narváez Huerta, JJ, )	0.44
"Eberconazole 1% otic solution is an efficacious and safe option to treat otomycosis-affected patients in the general practice."	( Efficacy and safety of eberconazole 1% otic solution compared to clotrimazole 1% solution in patients with otomycosis. Aguado Mulgado, GE; Cepero Vega, PP; de la Paz Cota, BR; Fiscal Chauteco, E; Lamadrid Bautista, E; Matus Navarrete, JJ; Narváez Huerta, JJ, )	1.88

Class	Description
imidazoles	A five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton.
organochlorine compound	An organochlorine compound is a compound containing at least one carbon-chlorine bond.
dibenzannulene
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Assay ID	Title	Year	Journal	Article
AID432799	Antifungal activity against Sporothrix brasiliensis after 72 hrs by microdilution method	2008	Antimicrobial agents and chemotherapy, Feb, Volume: 52, Issue:2	In vitro antifungal susceptibilities of five species of sporothrix.
AID432803	Antifungal activity against Sporothrix albicans after 72 hrs by microdilution method	2008	Antimicrobial agents and chemotherapy, Feb, Volume: 52, Issue:2	In vitro antifungal susceptibilities of five species of sporothrix.
AID432800	Antifungal activity against Sporothrix schenckii after 72 hrs by microdilution method	2008	Antimicrobial agents and chemotherapy, Feb, Volume: 52, Issue:2	In vitro antifungal susceptibilities of five species of sporothrix.
AID432801	Antifungal activity against Sporothrix globosa after 72 hrs by microdilution method	2008	Antimicrobial agents and chemotherapy, Feb, Volume: 52, Issue:2	In vitro antifungal susceptibilities of five species of sporothrix.
AID432802	Antifungal activity against Sporothrix mexicana after 72 hrs by microdilution method	2008	Antimicrobial agents and chemotherapy, Feb, Volume: 52, Issue:2	In vitro antifungal susceptibilities of five species of sporothrix.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	2 (14.29)	18.2507
2000's	7 (50.00)	29.6817
2010's	3 (21.43)	24.3611
2020's	2 (14.29)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	5 (31.25%)	5.53%
Reviews	2 (12.50%)	6.00%
Case Studies	1 (6.25%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (50.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
bay h 4502 bifonazole : A racemate comprising equimolar amounts of R- and S-bifonazole. It is a broad spectrum antifungal drug used for the treatment of fungal skin and nail infections.. 1-[biphenyl-4-yl(phenyl)methyl]imidazole : A member of the class of imidazoles carrying an alpha-(biphenyl-4-yl)benzyl substituent at position 1.	4.33	1	0	biphenyls; imidazoles
clotrimazole [no description available]	6.13	3	1	conazole antifungal drug; imidazole antifungal drug; imidazoles; monochlorobenzenes	antiinfective agent; environmental contaminant; xenobiotic
fluconazole Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.	4.52	2	0	conazole antifungal drug; difluorobenzene; tertiary alcohol; triazole antifungal drug	environmental contaminant; P450 inhibitor; xenobiotic
flucytosine Flucytosine: A fluorinated cytosine analog that is used as an antifungal agent.. flucytosine : An organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections.	2.04	1	0	aminopyrimidine; nucleoside analogue; organofluorine compound; pyrimidine antifungal drug; pyrimidone	prodrug
itraconazole [no description available]	2.04	1	0	piperazines
ketoconazole 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.	7.42	2	0	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine
miconazole Miconazole: An imidazole antifungal agent that is used topically and by intravenous infusion.. 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole : A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group.. miconazole : A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.	10.9	2	1	dichlorobenzene; ether; imidazoles
voriconazole Voriconazole: A triazole antifungal agent that specifically inhibits STEROL 14-ALPHA-DEMETHYLASE and CYTOCHROME P-450 CYP3A.. voriconazole : A triazole-based antifungal agent used for the treatment of esophageal candidiasis, invasive pulmonary aspergillosis, and serious fungal infections caused by Scedosporium apiospermum and Fusarium spp. It is an inhibitor of cytochrome P450 2C9 (CYP2C9) and CYP3A4.	2.04	1	0	conazole antifungal drug; difluorobenzene; pyrimidines; tertiary alcohol; triazole antifungal drug	P450 inhibitor
onychine onychine: from Cleistopholis patens; structure given in first source; RN from Chem Abst. Index Guide 1986	7.02	1	0
albaconazole albaconazole: UR-9825 is the (1R,2R)-isomer; structure in first source	2.04	1	0
griseofulvin Griseofulvin: An antifungal agent used in the treatment of TINEA infections.. griseofulvin : An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment.	2.05	1	0	1-benzofurans; antibiotic antifungal drug; benzofuran antifungal drug; organochlorine compound; oxaspiro compound	antibacterial agent; Penicillium metabolite
mometasone furoate Mometasone Furoate: A pregnadienediol derivative ANTI-ALLERGIC AGENT and ANTI-INFLAMMATORY AGENT that is used in the management of ASTHMA and ALLERGIC RHINITIS. It is also used as a topical treatment for skin disorders.	8.5	1	1	11beta-hydroxy steroid; 2-furoate ester; 20-oxo steroid; 3-oxo-Delta(1),Delta(4)-steroid; organochlorine compound; steroid ester	anti-allergic agent; anti-inflammatory drug
tacrolimus Tacrolimus: A macrolide isolated from the culture broth of a strain of Streptomyces tsukubaensis that has strong immunosuppressive activity in vivo and prevents the activation of T-lymphocytes in response to antigenic or mitogenic stimulation in vitro.. tacrolimus (anhydrous) : A macrolide lactam containing a 23-membered lactone ring, originally isolated from the fermentation broth of a Japanese soil sample that contained the bacteria Streptomyces tsukubaensis.	2.05	1	0	macrolide lactam	bacterial metabolite; immunosuppressive agent
ravuconazole ER 30346: structure in first source. ravuconazole : A member of the class of triazoles that is 1-butyl-1H-1,2,4-triazole in which the butyl group is substituted at positions 2, 2, and 3 by hydroxy, 2,4-difluorophenyl, and 4-(p-cyanophenyl)-1,3-thiazol-2-yl groups, respectively (the R,R stereoisomer). It exhibits antifungal activity by inhibition of 14alpha demethylase, an enzyme involved in sterol synthesis, resulting in lysis of the fungal cell wall and fungal cell death. (NCIO4)	2.04	1	0	1,3-thiazoles; fluorobenzenes; nitrile; tertiary alcohol; triazoles	antifungal drug; antileishmanial agent; EC 1.14.14.154 (sterol 14alpha-demethylase) inhibitor; ergosterol biosynthesis inhibitor
posaconazole [no description available]	2.04	1	0	aromatic ether; conazole antifungal drug; N-arylpiperazine; organofluorine compound; oxolanes; triazole antifungal drug; triazoles	trypanocidal drug
micafungin Micafungin: A cyclic lipo-hexapeptide echinocandin antifungal agent that is used for the treatment and prevention of CANDIDIASIS.. micafungin : A cyclic hexapeptide echinocandin antibiotic which exerts its effect by inhibiting the synthesis of 1,3-beta-D-glucan, an integral component of the fungal cell wall. It is used as the sodium salt for the treatment of invasive candidiasis, and of aspergillosis in patients who are intolerant of other therapy.	2.04	1	0	antibiotic antifungal drug; echinocandin	antiinfective agent
terbinafine [no description available]	2.04	1	0	acetylenic compound; allylamine antifungal drug; enyne; naphthalenes; tertiary amine	EC 1.14.13.132 (squalene monooxygenase) inhibitor; P450 inhibitor; sterol biosynthesis inhibitor
amphotericin b Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.	2.04	1	0	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite
cellulose DEAE-Cellulose: Cellulose derivative used in chromatography, as ion-exchange material, and for various industrial applications.	7.1	1	0	glycoside
ethyl cellulose [no description available]	7.1	1	0	glycoside

Condition	Relationship Strength	Studies	Trials
Sporothrix brasiliensis Infection [description not available]	2.04	1	0
Sporotrichosis The commonest and least serious of the deep mycoses, characterized by nodular lesions of the cutaneous and subcutaneous tissues. It is caused by inhalation of contaminated dust or by infection of a wound with SPOROTHRIX.	2.04	1	0
Fungal Diseases [description not available]	2.47	2	0
Mycoses Diseases caused by FUNGI.	2.47	2	0
Otomycosis Fungus infection of the external ear, usually by ASPERGILLUS species	4.15	1	0
Dermatomycoses Superficial infections of the skin or its appendages by any of various fungi.	5.25	4	3
Disease Exacerbation [description not available]	2.05	1	0
Dermatophytoses [description not available]	2.05	1	0
Tinea Fungal infection of keratinized tissues such as hair, skin and nails. The main causative fungi include MICROSPORUM; TRICHOPHYTON; and EPIDERMOPHYTON.	2.05	1	0
Allergy, Drug [description not available]	3.41	1	1
Drug Hypersensitivity Immunologically mediated adverse reactions to medicinal substances used legally or illegally.	3.41	1	1
Candida Infection [description not available]	3.39	1	1
Candidiasis Infection with a fungus of the genus CANDIDA. It is usually a superficial infection of the moist areas of the body and is generally caused by CANDIDA ALBICANS. (Dorland, 27th ed)	3.39	1	1

eberconazole

Description

Cross-References

Synonyms (29)

Research Excerpts

Overview

Effects

Toxicity

Drug Classes (3)

Bioassays (5)

Research

Studies (14)

Market Indicators

Research Demand Index: 76.68

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