61397-58-8

Basic information

• Product Name: KETOCONAZOLE INTERMEDIATE
• Synonyms: KETOCONAZOLE INTERMEDIATE;cis-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolane-4-methanol;[(R)-2-(2,4-DICHLORO-PHENYL)-2-IMIDAZOL-1-YLMETHYL-[1,3]DIOXOLAN-4-YL]-METHANOL;CIS-2-(2,4-DICHLOROPHENYL)-2- (1H-IMIDAZOL-1-YLMETHYL)-1,3;rel-2α*-(1H-Imidazole-1-ylmethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4α*-methanol;(2R,4S)-rel-2-(2,4-dichlorophenyl)-2-(1H-iMidazol-1-ylMethyl)-1,3-dioxolane-4-Methanol;1,3-Dioxolane-4-Methanol, 2-(2,4-dichlorophenyl)-2-(1H-iMidazol-1-ylMethyl)-, cis-;Ketoconazole Impurity 8 (rac-Ketoconazole Hydroxymethyl Impurity)
• CAS NO: 61397-58-8
• Molecular Formula: C₁₄H₁₄Cl₂N₂O₃
• Molecular Weight: 329.17856
• EINECS: 262-766-4
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 61397-58-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 99-101 °C
• Boiling Point: 529.1°C at 760 mmHg
• Flash Point: 273.8°C
• Appearance: /
• Density: 1.48g/cm³
• Vapor Pressure: 5.06E-12mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 14.20±0.10(Predicted)
• CAS DataBase Reference: KETOCONAZOLE INTERMEDIATE(CAS DataBase Reference)
• NIST Chemistry Reference: KETOCONAZOLE INTERMEDIATE(61397-58-8)
• EPA Substance Registry System: KETOCONAZOLE INTERMEDIATE(61397-58-8)

Safety Data

• Hazardous Substances Data: 61397-58-8(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

cis-2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolane-4-methanol is a Ketoconazole (K186000) fragment that may have modulatory activity on the large conductance calcium-activated potassium channel (BKCa).

InChI:InChI=1/C14H14Cl2N2O3/c15-10-1-2-12(13(16)5-10)14(8-18-4-3-17-9-18)20-7-11(6-19)21-14/h1-5,9,11,19H,6-8H2/t11-,14-/m1/s1

Upstream product

• 83086-42-4 Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-imidazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester; compound with nitric acid 
• 70894-66-5 Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-imidazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester 
• 68751-57-5 2-(2,4-dichlorophenyl)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane 
• 172032-21-2 (2-(2,4-dichlorophenyl)-2-methyl-1,3-dioxolan-4-yl)methanol 
• 61397-56-6 (+/-)-cis-[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-yl]methyl benzoate 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 83086-42-4 Benzoic acid (2R,4S)-2-(2,4-dichloro-phenyl)-2-imidazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester; compound with nitric acid 

Downstream Products

• 61397-61-3 cis-[2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)methyl-(1,3-dioxolan-4-yl)]methyl methanesulfonate 
• 61397-61-3 trans-<2-(2,4-Dichlorophenyl)-2-<1H-imidazol-1-yl>methyl-(1,3-dioxolan-4-yl)>methyl methanesulfonate 
• 85650-50-6 cis-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-ylmethyl toluene-p-sulphonate 
• 59363-98-3 1-[(2R,4S)-2-(2,4-Dichloro-phenyl)-4-phenoxymethyl-[1,3]dioxolan-2-ylmethyl]-1H-imidazole 

Relevant articles and documents

Synthesis, antifungal activity and structure-activity relationships of 2-(alkyl or aryl)-2-(alkyl or polyazol-1-ylmethyl)-4-(polyazol-1-ylmethyl)- 1,3-dioxolanes

A series of 2-(alkyl or aryl)-2-(alkyl or polyazol-1-ylmethyl)-4-(polyazol-1-ylmethyl)-1,3-dioxolanes Ia-u was synthesized and tested in vitro against pathogenic fungi in man, animals and plants: Candida albicans, Aspergillus flavus and Fusarium solani. Compounds Iq-t with two polyazol groups have an in vitro activity against these fungi with MIC (minimum inhibitory concentration) value of 5 μg mL-1.