Introduction：Basic information about CAS 64211-45-6|Oxiconazole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Oxiconazole |
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| CAS Number | 64211-45-6 | Molecular Weight | 429.127 |
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| Density | 1.4±0.1 g/cm3 | Boiling Point | 576.8±60.0 °C at 760 mmHg |
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| Molecular Formula | C18H13Cl4N3O | Melting Point | / |
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| MSDS | / | Flash Point | 302.6±32.9 °C |
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Names
| Name | oxiconazole |
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| Synonym | More Synonyms |
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Oxiconazole BiologicalActivity
| Description | Oxiconazole (Ro 13-8996) is a broad spectrum anti-fungal agent which can inhibit the growth of Candida, Aspergillus and Trichophyton. Oxiconazole is also a highly efficacious activator of CYP3A4 transactivation, which could be antagonized by Rifampicin (HY-B0272) in a competitive manner. Oxiconazole exhibits inhibitory effect against colorectal cancer (CRC) via peroxiredoxin-2 (PRDX2)-mediated autophagy arrest[1][2][3]. |
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| Related Catalog | Research Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Signaling Pathways >>Anti-infection >>Fungal |
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| Target | CYP3A4 |
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| In Vitro | Oxiconazole (24 h; 0-40 μM) inhibits CRC cell growth[3]. Oxiconazole has antifungal activity against Candida, Aspergillus and Trichophyton[1]. Antifungal Activities of Oxiconazole[1]. Candida albicans Candida glabrata Candida parapsilosis Aspergillus fumigatus Aspergillus flavus Trichophyton mentagrophytes Trichophyton rubrum Oxiconazole 0.03 μg/mL 0.01 μg/mL 0.008 μg/mL 2 μg/mL 2 μg/mL 2 μg/mL 2 μg/mL Cell Proliferation Assay[3] Cell Line: HCT116, SW480, RKO, DLD-1, SW620, LoVo and NCM460 Concentration: 0-40 μM Incubation Time: 24 h Result: Exhibited inhibitory activity against HCT116, SW480, RKO, DLD-1, SW620, LoVo and NCM460 with IC50s of 25.86 μM, 27.34 μM, 21.01 μM, 25.56 μM, 21.75 μM, 24.87 μM and 126.4 μM. |
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| In Vivo | Oxiconazole (50 mg/kg/day; IP; for 12 days) significantly restrains CRC cell growth[3]. Animal Model: BALB/c nude mice (injected subcutaneously with HCT116 cells (1×107/mouse)[3] Dosage: 50 mg/kg/day Administration: IP; for 12 days Result: Significantly restrained CRC cell growth and showed no obvious side effects. |
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| References | [1]. Rossello A, et al. Synthesis, antifungal activity, and molecular modeling studies of new inverted oxime ethers of oxiconazole. J Med Chem. 2002 Oct 24;45(22):4903-12. [2]. Svecova L, et al. Azole antimycotics differentially affect rifampicin-induced pregnane X receptor-mediated CYP3A4 gene expression. Drug Metab Dispos. 2008 Feb;36(2):339-48. [3]. Shi J, et al. Repurposing Oxiconazole against Colorectal Cancer via PRDX2-mediated Autophagy Arrest. Int J Biol Sci. 2022 May 21;18(9):3747-3761. |
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Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
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| Boiling Point | 576.8±60.0 °C at 760 mmHg |
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| Molecular Formula | C18H13Cl4N3O |
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| Molecular Weight | 429.127 |
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| Flash Point | 302.6±32.9 °C |
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| Exact Mass | 426.981262 |
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| PSA | 39.41000 |
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| LogP | 5.83 |
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| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
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| Index of Refraction | 1.635 |
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| InChIKey | QRJJEGAJXVEBNE-HKOYGPOVSA-N |
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| SMILES | Clc1ccc(CON=C(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1 |
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Safety Information
Customs
| HS Code | 2933290090 |
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| Summary | 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| oxyconazole |
| Oxiconazolum [INN-Latin] |
| (Z)-1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-ylethanimine |
| Ethanone, 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-, O-[(2,4-dichlorophenyl)methyl]oxime, (1Z)- |
| Oxiconazole [INN:BAN] |
| Oxiconazolum |
| Oxiconazol |
| (1Z)-N-[(2,4-Dichlorobenzyl)oxy]-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanimine |
| MFCD00865580 |
| Oxiconazole |
| Oxiconazol [INN-Spanish] |
| Oxiconazole (INN) |
| 2',4'-Dichlor-O-(2,4-dichlorbenzyl)-2-(1-imidazolyl)-(Z)-acetophenonoxim |
| UNII-C668Q9I33J |
| 1-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)ethanone O-(2,4-dichlorobenzyl) oxime |
