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Miconazole nitrate

Catalog No. T0344L   CAS 22832-87-7
Synonyms: NSC 169434 Nitrate, R18134 nitrate

Miconazole nitrate (R18134 nitrate), an imidazole antifungal agent, selectively affects the integrity of fungal cell membranes, high in ergosterol content and different in composition from mammalian cells membranes.

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Miconazole nitrate Chemical Structure
Miconazole nitrate, CAS 22832-87-7
Pack Size Availability Price/USD Quantity
1 g In stock $ 50.00
1 mL * 10 mM (in DMSO) In stock $ 50.00
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Purity: 99.38%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Miconazole nitrate (R18134 nitrate), an imidazole antifungal agent, selectively affects the integrity of fungal cell membranes, high in ergosterol content and different in composition from mammalian cells membranes.
In vitro Miconazole induces changes in the actin cytoskeleton, indicative of increased filament stability, prior to ROS induction. [1] 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. [2] 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. [3] Miconazole induces actin cytoskeleton stabilization in Saccharomyces cerevisiae prior to induction of reactive oxygen species, pointing to an ancillary mode of action. [4] 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. [5]
Synonyms NSC 169434 Nitrate, R18134 nitrate
Molecular Weight 479.15
Formula C18H15Cl4N3O4
CAS No. 22832-87-7

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 47.9 mg/mL (100 mM)

Ethanol: 4.8 mg/mL (10 mM)

TargetMolReferences and Literature

1. Thevissen K, et al. J Biol Chem,2007, 282(30), 21592-21597. 2. Walsh LP, et al. J Steroid Biochem Mol Biol,2000, 75(4-5), 229-236. 3. Pietschmann S, et al. Vet Res Commun,2009, 33(6), 489-505. 4. François IE, et al. J Biol Chem. 2009 Nov 20;284(47):32680-5. 5. Sobecks R, et al. Cell Death Differ. 1996 Jul;3(3):331-7.

Related compound libraries

This product is contained In the following compound libraries:
Microbial Natural Product Library Immunology/Inflammation Compound Library NO PAINS Compound Library Approved Drug Library Bioactive Compounds Library Max Drug Repurposing Compound Library Bioactive Compound Library FDA-Approved & Pharmacopeia Drug Library Alkaloid Natural Product Library Anti-Fungal Compound Library

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Keywords

Miconazole nitrate 22832-87-7 Microbiology/Virology Antifungal Antibacterial Antibiotic Fungal Miconazole Nitrate R 18134 inhibit Inhibitor Miconazole R18134 Nitrate R18134 NSC 169434 Nitrate R-18134 NSC169434 Nitrate R-18134 Nitrate R18134 nitrate NSC-169434 Nitrate R 18134 Nitrate Bacterial inhibitor

 

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