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142128-59-4 ((+)-Ketoconazole)

1

Identification

(+)-Ketoconazole (+)-Ketoconazole
Name (+)-Ketoconazole
Formula C26H28Cl2N4O4
MW 531.4309
CAS No. 142128-59-4
EINECS 265-667-4
Smiles ClC(C=C1)=CC(Cl)=C1[[email protected]@]2(CN3C=CN=C3)OC[[email protected]](COC4=CC=C(N5CCN(C(C)=O)CC5)C=C4)O2
Synonyms
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-/m0/s1
2

Introduction

Background Information

Ketoconazole inhibits cyclosporine oxidase and testosterone 6 beta-hydroxylase with IC50 of 0.19 mM and 0.22 mM, respectively. It is used primarily to treat fungal infections. ......by BOC Sciences
Ketoconazole inhibits cyclosporine oxidase and testosterone 6 beta-hydroxylase with IC50 of 0.19 mM and 0.22 mM, respectively. ......by Selleck Chemicals LLC
Broad spectrum antifungal agent used for long periods at high doses, especially in immunosuppressed patients. ......by Target Molecule Corp.
Antifungal agent; potent inhibitor of cytochrome P450c17. ......by Tocris Bioscience Inc.
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Protocol(Only for Reference)

Cell Experiment

Cell lines HT29-S-B6 colon cell
Conditions 25 μM; 72 hours
Method HT29-S-B6 cells (5×105) are plated in 35-mm Petri dishes. The next day, the medium is changed and effectors are added in a small volume (10-20 μL). The incubation medium is renewed every day during the experiments. The same triplicate dishes are used for cell counts, [3H]thymidine incorporation, and flow cytometry. [3H]Thymidine (0.5 μCi) is allowed to incorporate for 24 hours; at the end of incubation, cells are rinsed with 1 mL of medium, detached with 1 mL of trypsin-EDTA, and diluted (1:3) with the culture medium. An aliquot (0.5-1 mL) is used for cell count with a Coulter Counter.
Source Selleck Chemicals LLC

Animal Experiment

Animal Models male Wistar rats
Dosage 25 mg/kg
Formulation Saline
Administration Intraperitoneal injection
Source Selleck Chemicals LLC
4

Physical and Chemical Properties

Appearance:White to off-white(Solid) EBNumber:EB000013174

Storage condition

Desiccate at +4°C by Tocris Bioscience Inc.

Solubility

DMSO 3 mg/mL; Water <1 mg/mL by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 3 mg/mL (5.64 mM); Ethanol7 mg/mL (13.17 mM); Water<1 mg/mL (<1 mM); In vivo 30% Propylene glycol, 5% Tween 80, 65% D5W30 mg/mL by Selleck Chemicals LLC
Soluble to 50 mM in ethanol and to 75 mM in DMSO by Tocris Bioscience Inc.
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Mechanism and Indication

Signaling Pathways Metabolic Enzyme/Protease Anti-infection
Target Fungal Cytochrome P450
Research Area Infection
Indications
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Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
(+)-Ketoconazole - Launched
7

Safety Data of (+)-Ketoconazole

Hazard Symbols : T
Risk Statements : R25
Safety Statements : S36;S45
Transport Information : UN 2811
RTECS : TK7912300
WGKGermany : 3
8

Spectral Information

9

Suppliers List

Company Price and Availability Country/Region
BOC Sciences 10g/USD199(In stock)
Beijing Brilliance Biochemical Co., Ltd. China
CHEMSCENE, LLC 1g/USD119();5g/USD406() USA
Ezhou Hengtong Weiye Chemical Co., Ltd. China
Hangzhou Cowin Pharma Co., Ltd. China
Hubie Xinyuanshun Pharm&Chem Co., Ltd. China
MedChemexpress Co., Ltd. 1g/USD119();5g/USD406() USA
Rensin Chemicals Limited China
Selleck Chemicals LLC 100mg/USD50(In stock);10mM/1mLIn DMSO/USD70(In stock);500mg/USD170(In stock) USA
Shanghai Haoyuan Chemexpress Co., Ltd. 1g/USD119();5g/USD406() China
Shanghai Jinhuan Chemical Co., Ltd. China
Target Molecule Corp. 5mg/USD20();25mg/USD78();100mg/USD167() USA
Tocris Bioscience Inc. USA
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Related Products

Other Forms of 142128-59-4

Name CAS No Formula MW
(+)-Ketoconazole 142128-59-4 C26H28Cl2N4O4 531.43

Recommended Compounds in Fungal Cytochrome P450

Name CAS No Formula MW
Micafungin 235114-32-6 C56H71N9O23S 1270.27
Pneumocandin B0 135575-42-7 C50H80N8O17 1065.21
UM729 1448723-60-1 C20H25N5O2 367.44
Sertaconazole (nitrate) 99592-39-9 C20H16Cl3N3O4S 500.78
Miconazole (nitrate) 22832-87-7 C18H15Cl4N3O4 479.14
Naftifine (hydrochloride) 65473-14-5 C21H22ClN 323.86
Hygromycin B 31282-04-9 C20H37N3O13 527.52
Miconazole 22916-47-8 C18H14Cl4N2O 416.13
Econazole (nitrate) 24169-02-6 C18H16Cl3N3O4 444.7
Ciclopirox 29342-05-0 C12H17NO2 207.27
Methasulfocarb 66952-49-6 C9H11NO4S2 261.32
Flumorph 211867-47-9 C21H22FNO4 371.4
Itraconazole 84625-61-6 C35H38Cl2N8O4 705.63
Tolnaftate 2398-96-1 C19H17NOS 307.41
Fenticonazole (Nitrate) 73151-29-8 C24H21Cl2N3O4S 518.41
Liranaftate 88678-31-3 C18H20N2O2S 328.43
Tioconazole 65899-73-2 C16H13Cl3N2OS 387.71
Bifonazole 60628-96-8 C22H18N2 310.39
Butoconazole (nitrate) 64872-77-1 C19H18Cl3N3O3S 474.79
Amphotericin B 1397-89-3 C47H73NO17 924.08

Recommended Compounds in Same Indication

Name CAS No Formula MW
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Route of Synthesis

12

References

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More Information

(+)-Ketoconazole

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