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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Information
Miconazole Nitrate Miconazole (NSC 169434) Nitrate is an imidazole antifungal agent by inhibiting ergosterol biosynthesis and inducing ROS, used to treat vaginal yeast infections.
In vitro
Miconazole induces changes in the actin cytoskeleton, indicative of increased filament stability, prior to ROS induction. Miconazole disrupts steroidogenesis in Leydig and adrenal cells by inhibiting 17alpha-hydroxylase/17,20-lyase (P450c17) enzyme activity, thus reducing the conversion of progesterone to androstenedione. Miconazole reversibly inhibits (Bu)(2)cAMP-stimulated progesterone production in a dose- and time-dependent manner in MA-10 cells without affecting total protein synthesis or P450(scc) and 3beta-hydroxysteroid dehydrogenase (3beta-HSD) enzyme expression or activity. Miconazole is known to interfere with the synthesis of fungal and bacterial lipid membranes as it restrains the synthesis of Ergosterol which results in accumulation of toxic methylated sterol intermediates in membranes and subsequently in fungal cell growth arrests. Miconazole induces actin cytoskeleton stabilization in Saccharomyces cerevisiae prior to induction of reactive oxygen species, pointing to an ancillary mode of action. Miconazole treatment releases Ca(2+) from the thapsigargin (TG)-sensitive ER pool of WEHI7.2 cells. Miconazole induces apoptosis, based on morphological and biochemical criteria, and on inhibition by the Bcl-2 oncogene. Miconazole–induced intracellular Ca(2+) changes is inhibited by overexpression of Bcl-2. Miconazole induces apoptosis in the glucocorticoid sensitive and resistant human T-cell leukemia lines, CEM-C7 and CEM-C1 respectively, in normal thymocytes and in normal lymphocytes, in addition to inducing cell death in WEHI7.2 cells.
In vivo
Cell Data
cell lines:MCF-7, MCNeuA
Concentrations:
Incubation Time:
Powder Purity:≥99%
| Isomeri SMILES | C1=CC(=C(C=C1Cl)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl.[N+](=O)(O)[O-] |
|---|---|
| WGK Germania | 3 |
| RTECS | NI4771000 |
| PubChem CID | 68553 |
| Peso molecolare | 479.14 |
| Reaxy-Rn | 4225531 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →| Solubilità | Solubility (25°C) In vitro DMSO: 100 mg/mL (155.35 mM); Ethanol: 15 mg/mL (23.3 mM); Water: Insoluble; |
|---|---|
| Punto di fusione (°C) | 184 °C(dec.) |
| 1. Yu Xu, Ang Li, Song Xue, Sihui Ding, Qi Zhang. (2023) Chiral separation by capillary electrokinetic chromatography with hydrophobic deep eutectic solvents as pseudo-stationary phases. TALANTA, [PMID:37121143] [10.1016/j.talanta.2023.124556] |
| 2. Ang Li, Song Xue, Yu Xu, Sihui Ding, Di Wen, Qi Zhang. (2022) A feasibility study on the use of hydrophobic eutectic solvents as pseudo-stationary phases in capillary electrophoresis for chiral separations. ANALYTICA CHIMICA ACTA, [PMID:36628761] [10.1016/j.aca.2022.340693] |
| 3. Changwei Zhang, Hua Yuan, Hong Shen, Chuan Li, Jianzhong Ye, Huaxing Zhang, Chengzhang Wang. (2024) Physicochemical properties and antibacterial activity evaluation of new indigo extract from Baphicacanthus cusia (Nees) Bremek prepared by chemical conversion method. Arabian Journal of Chemistry, [PMID:] [10.1016/j.arabjc.2024.105801] |
| 4. Chang-Wei Zhang, Ming-Fei Li, Ran Tao, Mi-Jun Peng, Zhi-Hong Wang, Zhi-Wen Qi, Xing-Ying Xue, Cheng-Zhang Wang. (2020) Physiochemical property and antibacterial activity of formulation containing polyprenol extracted from Ginkgo biloba leaves. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2020.112213] |