Ketoconazole

General

Type : Pro-Drug || Drug || Not A\/B H target || Piperazine || Imidazole || Dioxolane

Chemical_Nomenclature : 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone

Canonical SMILES : CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

InChI : InChI=1S\/C26H28Cl2N4O4\/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28\/h2-9,14,18,23H,10-13,15-

InChIKey : XMAYWYJOQHXEEK-OZXSUGGESA-N

Other name(s) : (+)-Ketoconazole,     Xolegel,     142128-59-4,     CHEBI:48336,     CHEMBL75,     SCHEMBL8407


MW : 531.4

Formula : C26H28Cl2N4O4

CAS_number : 65277-42-1

PubChem :

UniChem :

Iuphar :

Target

References (7)

Title : Arylacetamide deacetylase knockout mice are sensitive to ketoconazole-induced hepatotoxicity and adrenal insufficiency - Nagaoka_2022_Biochem.Pharmacol_195_114842
Author(s) : Nagaoka M , Fukami T , Kisui F , Yamada T , Sakai Y , Tashiro K , Ogiso T , Konishi K , Honda S , Hirosawa K , Nakano M , Nakajima M
Ref : Biochemical Pharmacology , 195 :114842 , 2022
Abstract : Nagaoka_2022_Biochem.Pharmacol_195_114842
ESTHER : Nagaoka_2022_Biochem.Pharmacol_195_114842
PubMedSearch : Nagaoka_2022_Biochem.Pharmacol_195_114842
PubMedID: 34798123
Gene_locus related to this paper: mouse-aryla

Title : Comparison of the Inhibitory Effects of Clotrimazoleand Ketoconazole against Human Carboxylesterase 2 - Zhao_2021_Curr.Drug.Metab__
Author(s) : Zhao T , Wang D , Shan Z , Chen J , Dou T , Ge G , Wang C , Meng Q , Sun H , Liu K , Wu J
Ref : Curr Drug Metab , : , 2021
Abstract : Zhao_2021_Curr.Drug.Metab__
ESTHER : Zhao_2021_Curr.Drug.Metab__
PubMedSearch : Zhao_2021_Curr.Drug.Metab__
PubMedID: 33568030

Title : Interaction of erythromycin and ketoconazole on the neurological, biochemical and behavioral responses in crucian carp - Liu_2017_Environ.Toxicol.Pharmacol_55_14
Author(s) : Liu J , Cai Y , Lu G , Dan X , Wu D , Yan Z
Ref : Environ Toxicol Pharmacol , 55 :14 , 2017
Abstract : Liu_2017_Environ.Toxicol.Pharmacol_55_14
ESTHER : Liu_2017_Environ.Toxicol.Pharmacol_55_14
PubMedSearch : Liu_2017_Environ.Toxicol.Pharmacol_55_14
PubMedID: 28802958

Title : Bioconcentration and metabolism of ketoconazole and effects on multi-biomarkers in crucian carp (Carassius auratus) - Liu_2016_Chemosphere_150_145
Author(s) : Liu J , Lu G , Yang H , Yan Z , Wang Y , Wang P
Ref : Chemosphere , 150 :145 , 2016
Abstract : Liu_2016_Chemosphere_150_145
ESTHER : Liu_2016_Chemosphere_150_145
PubMedSearch : Liu_2016_Chemosphere_150_145
PubMedID: 26901470

Title : Human arylacetamide deacetylase hydrolyzes ketoconazole to trigger hepatocellular toxicity - Fukami_2016_Biochem.Pharmacol_116_153
Author(s) : Fukami T , Iida A , Konishi K , Nakajima M
Ref : Biochemical Pharmacology , 116 :153 , 2016
Abstract : Fukami_2016_Biochem.Pharmacol_116_153
ESTHER : Fukami_2016_Biochem.Pharmacol_116_153
PubMedSearch : Fukami_2016_Biochem.Pharmacol_116_153
PubMedID: 27422753

Title : Comparison of substrate specificity among human arylacetamide deacetylase and carboxylesterases - Fukami_2015_Eur.J.Pharm.Sci_78_47
Author(s) : Fukami T , Kariya M , Kurokawa T , Iida A , Nakajima M
Ref : Eur J Pharm Sci , 78 :47 , 2015
Abstract : Fukami_2015_Eur.J.Pharm.Sci_78_47
ESTHER : Fukami_2015_Eur.J.Pharm.Sci_78_47
PubMedSearch : Fukami_2015_Eur.J.Pharm.Sci_78_47
PubMedID: 26164127
Gene_locus related to this paper: human-AADAC , human-CES1 , human-CES2

Title : Concurrent administration of donepezil HCl and ketoconazole: assessment of pharmacokinetic changes following single and multiple doses - Tiseo_1998_Br.J.Clin.Pharmacol_46 Suppl 1_30
Author(s) : Tiseo PJ , Perdomo CA , Friedhoff LT
Ref : British Journal of Clinical Pharmacology , 46 Suppl 1 :30 , 1998
Abstract : Tiseo_1998_Br.J.Clin.Pharmacol_46 Suppl 1_30
ESTHER : Tiseo_1998_Br.J.Clin.Pharmacol_46 Suppl 1_30
PubMedSearch : Tiseo_1998_Br.J.Clin.Pharmacol_46 Suppl 1_30
PubMedID: 9839763