1.0 2016-10-03 18:34:49 UTC 2020-04-22 15:49:14 UTC BMDB0012242 BMDB12242 Ketoconazole (2S,4R)-1-Acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine 1-ACETYL-4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine Nizoral Xolegel ABBR KTC (+-)-cis-1-Acetyl-4-(P-((2-(2,4-dichlorophenyl)-2-(imidazol-1- ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine cis-1-Acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H- imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-ketoconazol Fungarest Fungoral Ketoderm Ketoisdin Orifungal m Panfungol Piperazine Janssen brand OF ketoconazole Ketoconazole janssen brand Ketoconazole C26H28Cl2N4O4 531.431 530.148760818 1-[4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one nizoral 65277-42-1 CC(=O)N1CCN(CC1)C1=CC=C(OC[C@@H]2CO[C@](CN3C=CN=C3)(O2)C2=CC=C(Cl)C=C2Cl)C=C1 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,10-13,15-17H2,1H3/t23-,26-/m1/s1 XMAYWYJOQHXEEK-ZEQKJWHPSA-N belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. Organic compounds Organoheterocyclic compounds Diazinanes Piperazines Phenylpiperazines 1,3-dioxolanes Acetamides Alkyl aryl ethers Amino acids and derivatives Aminophenyl ethers Aniline and substituted anilines Aryl chlorides Azacyclic compounds Carbonyl compounds Dialkylarylamines Dichlorobenzenes Heteroaromatic compounds Hydrocarbon derivatives Ketals N-arylpiperazines N-substituted imidazoles Organic oxides Organochlorides Organopnictogen compounds Oxacyclic compounds Phenoxy compounds Tertiary carboxylic acid amides 1,3-dichlorobenzene Acetal Acetamide Alkyl aryl ether Amine Amino acid or derivatives Aminophenyl ether Aniline or substituted anilines Aromatic heteromonocyclic compound Aryl chloride Aryl halide Azacycle Azole Benzenoid Carbonyl group Carboxamide group Carboxylic acid derivative Chlorobenzene Dialkylarylamine Ether Halobenzene Heteroaromatic compound Hydrocarbon derivative Imidazole Ketal Meta-dioxolane Monocyclic benzene moiety N-arylpiperazine N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organochloride Organohalogen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phenol ether Phenoxy compound Phenylpiperazine Tertiary aliphatic/aromatic amine Tertiary amine Tertiary carboxylic acid amide Aromatic heteromonocyclic compounds cis-1-acetyl-4-(4-\{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy\}phenyl)piperazine Solid melting_point 146 °C PhysProp water_solubility 0.0866 mg/L logp 4.35 SANGSTER (1993) logp 4.30 ALOGPS logs -4.76 ALOGPS logp 4.19 ChemAxon pka_strongest_basic 6.75 ChemAxon iupac 1-[4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one ChemAxon average_mass 531.431 ChemAxon mono_mass 530.148760818 ChemAxon smiles CC(=O)N1CCN(CC1)C1=CC=C(OC[C@@H]2CO[C@](CN3C=CN=C3)(O2)C2=CC=C(Cl)C=C2Cl)C=C1 ChemAxon formula C26H28Cl2N4O4 ChemAxon 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,10-13,15-17H2,1H3/t23-,26-/m1/s1 ChemAxon inchikey XMAYWYJOQHXEEK-ZEQKJWHPSA-N ChemAxon polar_surface_area 69.06 ChemAxon refractivity 138.07 ChemAxon polarizability 54.67 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 6 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 5 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 19970 Specdb::MsMs 263775 Specdb::MsMs 263776 Specdb::MsMs 263777 Specdb::MsMs 283704 Specdb::MsMs 283705 Specdb::MsMs 283706 Specdb::MsMs 452384 Specdb::MsMs 2254371 Specdb::MsMs 2270970 Specdb::MsMs 2270971 Specdb::MsMs 2270972 Specdb::MsMs 3068539 Specdb::MsMs 3068540 Specdb::MsMs 3068541 FDB028884 43284 47576 DB05667 47518 KLN CPD-4503 Ketoconazole