croconazole

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

croconazole: RN & structure given from first source for parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	2880
CHEMBL ID	27289
CHEBI ID	3920
SCHEMBL ID	34369
MeSH ID	M0114646

Synonyms (38)

Synonym
c18h15cln2o
croconazole (inn)
D07752
croconazole
77175-51-0
cloconazole
1[1-2[(3-chlorophenyl)methoxy]-phenyl]vinyl]-1h-imidazole
1-[1-[2-[(3-chlorophenyl)methoxy]phenyl]vinyl]imidazole
CHEMBL27289
chebi:3920 ,
1-[1-[2-[(3-chlorophenyl)methoxy]phenyl]ethenyl]imidazole
croconazolum [latin]
unii-446254h55g
446254h55g ,
croconazol [french,spanish]
1h-imidazole, 1-(1-(2-((3-chlorophenyl)methoxy)phenyl)ethenyl)-
croconazole [inn]
croconazolum
croconazol
1-(1-(o-((m-chlorobenzyl)oxy)phenyl)vinyl)imidazole
AKOS016013970
FT-0603175
croconazole [mi]
1-(1-(2-((3-chlorophenyl)methoxy)phenyl)ethenyl)-1h-imidazole
croconazole [who-dd]
SCHEMBL34369
DTXSID6058475
viniconazole
1-(1-(2-((3-chlorobenzyl)oxy)phenyl)vinyl)-1h-imidazole
WHPAGCJNPTUGGD-UHFFFAOYSA-N
3-chlorobenzyl 2-[1-(1h-imidazol-1-yl)vinyl]phenyl ether #
1-[1-[o-[(m-chlorobenzyl)oxy]phenyl]vinyl]imidazole
1-(1-(2-(3-chlorobenzyloxy)phenyl)vinyl)-1h-imidazole
Q5187423
1h-imidazole, 1-[1-[2-[(3-chlorophenyl)methoxy]phenyl]ethenyl]-
1-(1h-imidazole-1-yl)-1-[2-(3-chlorobenzyloxy)phenyl]ethene
A917322
1h-imidazole, 1-[1-[2-[(3-chlorophenyl)methoxy]phenyl]-

Research Excerpts

Overview

Croconazole hydrochloride is a new antifungal agent of the imidazole type.

Excerpt	Reference	Relevance
"Croconazole hydrochloride is a new antifungal agent of the imidazole type. "	( Croconazole in the treatment of tinea pedis. Beierdörffer, H; Kehr, K; Michel, G, )	3.02

Dosage Studied

At 10 mg/kg dosing of croconazole the elimination rate of the unchanged drug from plasma was faster in male than in female rats.

Excerpt	Relevance	Reference
" At 10 mg/kg dosing of croconazole the elimination rate of the unchanged drug from plasma was faster in male than in female rats."	( Croconazole metabolism in rats. Kawahara, S; Mizojiri, K; Nakano, M; Takeuchi, M, 1990)	2.03

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (4)

Class	Description
imidazole antifungal drug	Any imidazole antifungal agent that has been used for the treatment of fungal infections in humans or animals.
conazole antifungal drug	Any conazole antifungal agent that has been used for the treatment of fungal infections in animals or humans.
monochlorobenzenes	Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine.
aromatic ether	Any ether in which the oxygen is attached to at least one aryl substituent.
[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]

Bioassays (12)

Assay ID	Title	Year	Journal	Article
AID39831	Minimum inhibitory concentration (MIC) against Aspergillus fumigatus	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID214274	Minimum inhibitory concentration against Trichophyton mentagrophytes IFO 5809	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID211165	Minimum inhibitory concentration against Trichophyton asteroides	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID214427	Minimum inhibitory concentration against Trichophyton rubrum IFO 5467	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID48588	Minimum inhibitory concentration against Candida albicans IFO 1388	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID211162	Antifungal activity against Trichophyton asteroides was determined in vitro	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones.
AID44958	Antifungal activity against Candida albicans was determined in vitro	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones.
AID214275	Minimum inhibitory concentration against Trichophyton mentagrophytes IFO 5810	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID48587	Minimum inhibitory concentration against Candida albicans IFO 1060	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID39670	Antifungal activity against Aspergillus fumigatus was determined in vitro	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones.
AID48576	Minimum inhibitory concentration (MIC) against Candida albicans	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
AID214428	Minimum inhibitory concentration against Trichophyton rubrum IFO 5807	1987	Journal of medicinal chemistry, Aug, Volume: 30, Issue:8	Synthesis and antifungal activity of new 1-vinylimidazoles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	5 (25.00)	18.7374
1990's	9 (45.00)	18.2507
2000's	1 (5.00)	29.6817
2010's	4 (20.00)	24.3611
2020's	1 (5.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.86

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	20.86 (24.57)
Research Supply Index	3.18 (2.92)
Research Growth Index	4.74 (4.65)
Search Engine Demand Index	18.60 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (20.86)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	3 (13.04%)	4.05%
Observational	0 (0.00%)	0.25%
Other	20 (86.96%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
guaiacol Guaiacol: An agent thought to have disinfectant properties and used as an expectorant. (From Martindale, The Extra Pharmacopoeia, 30th ed, p747). methylcatechol : Any member of the class of catechols carrying one or more methyl substituents.. guaiacol : A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.	1.98	1	guaiacols	disinfectant; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; expectorant; plant metabolite
imidazole imidazole: RN given refers to parent cpd. 1H-imidazole : An imidazole tautomer which has the migrating hydrogen at position 1.	1.97	1	imidazole
clotrimazole [no description available]	2.89	4	conazole antifungal drug; imidazole antifungal drug; imidazoles; monochlorobenzenes	antiinfective agent; environmental contaminant; xenobiotic
econazole Econazole: An imidazole derivative that is commonly used as a topical antifungal agent.. econazole : A racemate composed of equimolar amounts of (R)- and (S)-econazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections.. 1-{2-(4-chlorobenzyloxy)-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 4-chlorobenzyl group.	2.38	2	dichlorobenzene; ether; imidazoles; monochlorobenzenes
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.	1.98	1	aminopyrimidine; nucleoside analogue; organofluorine compound; pyrimidine antifungal drug; pyrimidone	prodrug
isoconazole 1-{2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}imidazole : A member of the class of imidazoles that carries a 2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl group at position 1.. isoconazole : A racemate comprising equimolar amounts of (R)- and (S)-isoconazole. A broad-spectrum antibacterial drug used (as its nitrate salt) for treatment of dermatomycoses.	1.98	1	dichlorobenzene; ether; imidazoles
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.	1.98	1	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.	2.9	4	dichlorobenzene; ether; imidazoles
sulconazole sulconazole: RN given refers to cpd with unspecified isomeric designation; structure given in first source. sulconazole : A racemate comprising equimolar amounts of (R)- and (S)-sulconazole. An antifungal agent with activity against Candida species, it is used (generally as the nitrate salt) for the topical treatment of fungal skin infections.. 1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole : A member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group.	1.98	1	dichlorobenzene; imidazoles; monochlorobenzenes; organic sulfide
tioconazole tioconazole : A racemate comprising equimolar amounts of (R)- and (S)-tioconazole.. 1-{2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole : A member of the class of imidazoles that comprises 2-(2,4-dichlorophenyl)ethylimidazole carrying an additional (2-chloro-3-thienyl)methoxy substituent at position 2.	2.05	1	dichlorobenzene; ether; imidazoles; thiophenes
isoprene isoprene: used in manufacture of ''synthetic'' rubber, butyl rubber; copolymer in production of elastomers; structure. isoprene : A hemiterpene with the formula CH2=C(CH3)CH=CH2; the monomer of natural rubber and a common structure motif to the isoprenoids, a large class of other naturally occurring compounds.	2.01	1	alkadiene; hemiterpene; volatile organic compound	plant metabolite
xanthenes Xanthenes: Compounds with three aromatic rings in linear arrangement with an OXYGEN in the center ring.	2.07	1	xanthene
propylparaben Parabens: Methyl, propyl, butyl, and ethyl esters of p-hydroxybenzoic acid. They have been approved by the FDA as antimicrobial agents for foods and pharmaceuticals. (From Hawley's Condensed Chemical Dictionary, 11th ed, p872)	1.99	1	benzoate ester; paraben; phenols	antifungal agent; antimicrobial agent
pentane Pentanes: Five-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives.. pentane : A straight chain alkane consisting of 5 carbon atoms.	2.01	1	alkane; volatile organic compound	non-polar solvent; refrigerant
resazurin resazurin: used as indicator in detection of hyposulfite (sulfoxylate); in food research (reductase test); structure	2.07	1	phenoxazine
deoxycytidine [no description available]	3.17	1	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
butoconazole butoconazole: RN given refers to parent cpd; structure. butoconazole : A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to the nitrogen is substituted by a 4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl group. An antifungal agent, it is used as its nitrate salt in gynaecology for treatment of vulvovaginal infections caused by Candida species, particularly Candida albicans.	1.98	1	aryl sulfide; conazole antifungal drug; dichlorobenzene; imidazole antifungal drug; imidazoles; monochlorobenzenes
fenticonazole fenticonazole: structure given in first source; RN given refers to parent cpd. fenticonazole : A racemate comprising equimolar amounts of (R)- and (S)-fenticonazole. Used (as its nitrate salt) for the treatment of vaginal candidiasis.. 1-[2-(2,4-dichlorophenyl)-2-{[4-(phenylsulfanyl)benzyl]oxy}ethyl]imidazole : A member of the class of imidazoles that carries a 2-(2,4-dichlorophenyl)-2-{[4-(phenylsulfanyl)benzyl]oxy}ethyl group at position 1.	1.98	1	aryl sulfide; dichlorobenzene; ether; imidazoles
itraconazole Itraconazole: A triazole antifungal agent that inhibits cytochrome P-450-dependent enzymes required for ERGOSTEROL synthesis.. itraconazole : An N-arylpiperazine that is cis-ketoconazole in which the imidazol-1-yl group is replaced by a 1,2,4-triazol-1-yl group and in which the actyl group attached to the piperazine moiety is replaced by a p-[(+-)1-sec-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]phenyl group. A potent P-glycoprotein and CYP3A4 inhibitor, it is used as an antifungal drug for the treatment of various fungal infections, including aspergillosis, blastomycosis, candidiasis, chromoblastomycosis, coccidioidomycosis, cryptococcosis, histoplasmosis, and sporotrichosis.	7	1	aromatic ether; conazole antifungal drug; cyclic ketal; dichlorobenzene; dioxolane; N-arylpiperazine; triazole antifungal drug; triazoles	EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor; Hedgehog signaling pathway inhibitor; P450 inhibitor
gemcitabine gemcitabine : A 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.	3.17	1	organofluorine compound; pyrimidine 2'-deoxyribonucleoside	antimetabolite; antineoplastic agent; antiviral drug; DNA synthesis inhibitor; EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor; environmental contaminant; immunosuppressive agent; photosensitizing agent; prodrug; radiosensitizing agent; xenobiotic
triazoles Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.	2.05	1	1,2,3-triazole
dihydroguaiaretic acid dihydroguaiaretic acid: lignan extracted form Larrea divaricata; inhibitory to beef heart mitochondrial succinoxidase & NADH-oxidase; RN given refers to cpd without isomeric designation	1.98	1
carboplatin [no description available]	3.17	1
lignans Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)	1.98	1
arachidonic acid icosa-5,8,11,14-tetraenoic acid : Any icosatetraenoic acid with the double bonds at positions 5, 8, 11 and 14.. arachidonate : A long-chain fatty acid anion resulting from the removal of a proton from the carboxy group of arachidonic acid.	6.98	1	icosa-5,8,11,14-tetraenoic acid; long-chain fatty acid; omega-6 fatty acid	Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite; mouse metabolite
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.	1.98	1	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite

Condition	Relationship Strength	Studies
Candida Infection [description not available]	2.38	2
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)	2.38	2
Anasarca [description not available]	1.98	1
Edema Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.	1.98	1
Dermatomycoses Superficial infections of the skin or its appendages by any of various fungi.	1.98	1
Dermatophytoses [description not available]	2.39	2
Pityriasis A name originally applied to a group of skin diseases characterized by the formation of fine, branny scales, but now used only with a modifier. (Dorland, 27th ed)	1.98	1
Tinea Fungal infection of keratinized tissues such as hair, skin and nails. The main causative fungi include MICROSPORUM; TRICHOPHYTON; and EPIDERMOPHYTON.	2.39	2
Allergic Contact Dermatitis [description not available]	7.4	2
Dermatitis, Allergic Contact A contact dermatitis due to allergic sensitization to various substances. These substances subsequently produce inflammatory reactions in the skin of those who have acquired hypersensitivity to them as a result of prior exposure.	2.4	2
Contact Dermatitis [description not available]	7.38	2
Dermatitis, Contact A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms.	2.38	2
Adverse Drug Event [description not available]	3.17	1
Bladder Cancer [description not available]	3.17	1
Urinary Bladder Neoplasms Tumors or cancer of the URINARY BLADDER.	3.17	1
Drug-Related Side Effects and Adverse Reactions Disorders that result from the intended use of PHARMACEUTICAL PREPARATIONS. Included in this heading are a broad variety of chemically-induced adverse conditions due to toxicity, DRUG INTERACTIONS, and metabolic effects of pharmaceuticals.	3.17	1
Parasitemia The presence of parasites (especially malarial parasites) in the blood. (Dorland, 27th ed)	2.1	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.1	1
American Trypanosomiasis [description not available]	2.1	1
Chagas Disease Infection with the protozoan parasite TRYPANOSOMA CRUZI, a form of TRYPANOSOMIASIS endemic in Central and South America. It is named after the Brazilian physician Carlos Chagas, who discovered the parasite. Infection by the parasite (positive serologic result only) is distinguished from the clinical manifestations that develop years later, such as destruction of PARASYMPATHETIC GANGLIA; CHAGAS CARDIOMYOPATHY; and dysfunction of the ESOPHAGUS or COLON.	2.1	1

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