trans-Ketoconazole

Base Information

Chemical Name:trans-Ketoconazole
CAS No.:83374-59-8
Molecular Formula:C₂₆H₂₈Cl₂N₄O₄
Molecular Weight:531.439
Hs Code.:29349990
UNII:3INP7D7XI3,2EWW9YYR6A
ChEMBL ID:CHEMBL328863
Metabolomics Workbench ID:56950
Nikkaji Number:J220.792C
Wikidata:Q27121165

Synonyms:trans-Ketoconazole;83374-59-8;(2R,4R)-ketoconazole;Ketoconazole, trans-;rac-trans-Ketoconazole;Ketoconazole, trans-(+/-)-;3INP7D7XI3;RS-36745;CHEMBL328863;142128-58-3;CHEBI:48344;R-44319;1-[4-[4-[[(2R,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone;1-Acetyl-4-(4-(((2RS,4RS)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine;1-acetyl-4-(4-{[(2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine;Piperazine, 1-acetyl-4-(4-(((2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-, rel-;Piperazine, 1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-, trans-;Piperazine, 1-acetyl-4-[4-[[(2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, rel-;UNII-3INP7D7XI3;(2R,4R)-trans-Ketoconazole;Ketoconazole impurity C [EP];2EWW9YYR6A;Ketoconazole, (2R,4R)-;HMS3869I03;BDBM50004441;CCG-36052;PD086247;KETOCONAZOLE IMPURITY C [EP IMPURITY];EN300-251596;Q27121165;(2R,4R)-1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine;Piperazine, 1-acetyl-4-[4-[[(2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-;Piperazine, 1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, (2R-trans)-;rac-1-[4-(4-{[(2R,4R)-2-(2,4-dichlorophenyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one

Suppliers and Price of trans-Ketoconazole

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
rac-trans-Ketoconazole
2.5mg
$ 531.00

TRC
rac-trans-Ketoconazole
2.5mg
$ 210.00

American Custom Chemicals Corporation
RAC-TRANS-KETOCONAZOLE 95.00%
25MG
$ 2425.50

American Custom Chemicals Corporation
RAC-TRANS-KETOCONAZOLE 95.00%
2.5MG
$ 770.00

Total 10 raw suppliers

Chemical Property of trans-Ketoconazole

Chemical Property:

PSA：69.06000
LogP:4.20870
XLogP3:4.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:530.1487608
Heavy Atom Count:36
Complexity:735

Purity/Quality:

97% ^*data from raw suppliers

rac-trans-Ketoconazole ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl
Isomeric SMILES:CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@@H]3CO[C@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl
Uses Ketoconazole (K186000) analog rac-trans-Ketoconazole (Ketoconazole EP Impurity C) is a Ketoconazole (K186000) analog. The trans isomer of Ketoconazole.

Technology Process of trans-Ketoconazole

There total 14 articles about trans-Ketoconazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: ketokonazole

: 65277-42-1
ketoconazole

: 65277-42-1,72093-26-6,79156-75-5,83374-59-8,142128-57-2,142128-58-3,142128-59-4,142128-60-7
ketoconazole

Guidance literature:: With Beckman P/ACE MDQ Capillary Electrophoresis System equipped fused-silica capillaries (Polymicro Technologies, Phoenix, Arizona) of 50-μm ID cut with sulfobutyl ether β-cyclodextrin as chiral selector; In aq. buffer; at 25 ℃; pH=2.5; Concentration; pH-value; Reagent/catalyst; Resolution of racemate;
DOI:10.1002/chir.22777

Reference yield:

: 65277-42-1
ketoconazole

: 65277-42-1
ketoconazole

: 65277-42-1,72093-26-6,79156-75-5,83374-59-8,142128-57-2,142128-58-3,142128-59-4,142128-60-7
ketoconazole

Guidance literature:: With cellulose (3,5-dimethylphenylcarbamate) coated reduced graphene oxide(at)silica gel; In hexane; at 25 ℃; enantioselective reaction; Resolution of racemate;
DOI:10.1002/chir.22976

Reference yield:

: 79156-75-5
1-(4-{4-[2-(2,4-dichloro-phenyl)-2-imidazol-1-ylmethyl-[1,3]dioxolan-4-ylmethoxy]-phenyl}-piperazin-1-yl)-ethanone

: 65277-42-1
ketoconazole

: 142128-58-3
(2R,4R)-Ketoconazole

: 65277-42-1,72093-26-6,79156-75-5,83374-59-8,142128-57-2,142128-58-3,142128-59-4,142128-60-7
ketoconazole

: 142128-60-7
(2S,4S)-Ketoconazole

Guidance literature:: With methanol; sodium dodecyl-sulfate; 2,3,6-trimethyl-beta-cyclodextrin; sodium hydroxide; In aq. phosphate buffer; at 25 ℃; pH=2.5; pH-value; Reagent/catalyst; Temperature; Resolution of racemate;
DOI:10.1002/chir.22416