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Chemical Structure| 22916-47-8 Chemical Structure| 22916-47-8
Chemical Structure| 22916-47-8

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CAS No.: 22916-47-8

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Miconazole is a synthetic imidazole-derived antifungal used in the treatment of candidal skin infections, selectively affecting the integrity of fungal cell membranes, high in ergosterol content and different in composition from mammalian cells membranes.

Synonyms: R18134

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Product Details of Miconazole

CAS No. :22916-47-8
Formula : C18H14Cl4N2O
M.W : 416.13
SMILES Code : ClC1=CC=C(COC(C2=CC=C(Cl)C=C2Cl)CN3C=CN=C3)C(Cl)=C1
Synonyms :
R18134
MDL No. :MFCD00216019
InChI Key :BYBLEWFAAKGYCD-UHFFFAOYSA-N
Pubchem ID :4189

Safety of Miconazole

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description Reference
Human OPCs derived from hESCs and hiPSCs 1 μM 21 days To test drug effects on human OPC differentiation, results showed miconazole effectively promoted human oligodendrocyte generation PMC4528969
Mouse EpiSC-derived oligodendrocyte progenitor cells (OPCs) 5 μM 72 hours To screen for drugs promoting oligodendrocyte differentiation, results showed miconazole significantly enhanced generation of MBP+ oligodendrocytes PMC4528969
Rat gracilis muscle arterioles 2×10^?6 mol/L Miconazole inhibited CYP/epoxygenase-mediated flow-induced dilation PMC4536912
RBL-2H3 cells 3 μM Inhibited antigen-induced degranulation and MAPK phosphorylation PMC25137
Transgenic mouse red cells 100 nM MIC inhibited Ca2+-activated Rb+ influx by 40.6±1.2% PMC294212
NIH 3T3 cells 3 μM HA14-1 strongly induced death in NIH 3T3 cells but had little apoptotic effect on Apaf-1-deficient cells. PMC25137
HL-60 cells 3 μM Evaluate the effect of TCP combined with ATRA on the differentiation of HL-60 cells, results showed that the combination treatment significantly increased CD11b expression. PMC25137
Microglial BV2 cells 1.25, 2.5, 5, 10 μM 24 hours Miconazole concentration-dependently reduced LPS-induced NO generation, COX-2 expression, and pro-inflammatory cytokines (TNF-α, IL-1β, IL-6) production PMC7429861
Human embryonic kidney (HEK) cells 10 μM 30 minutes To investigate the effect of Miconazole on AQP5 abundance under hypotonic conditions, results showed that Miconazole completely blocked the hypotonic reduction of AQP5. PMC1450241
Mouse lung epithelial (MLE-12) cells 10 μM 30 minutes To investigate the effect of Miconazole on AQP5 abundance under hypotonic conditions, results showed that Miconazole completely blocked the hypotonic reduction of AQP5. PMC1450241
J774 cells 1-10 μM 24 hours To study cholesterol efflux from macrophages to HDL, results showed that ANA treatment increased cholesterol efflux from macrophages to HDL. PMC1910171
Astrocytes 1.25, 2.5, 5, 10 μM 24 hours SR9011 shows no significant toxicity to astrocytes PMC7429861

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description Reference
C57BL/6 mice Lysolecithin (LPC)-induced focal demyelination model Intraperitoneal injection 10 or 40 mg/kg Daily administration for 5-8 days To evaluate remyelination-promoting effects, results showed >70% axons remyelinated in treated lesions (vs 6% in controls) PMC4528969
Transgenic mice HbbS/Hbbthal SAD1 mice Oral 100 mg/kg per d Twice a day for 7 days MIC inhibited the Gardos channel, increased cell K+ content, and decreased MCHC and cell density PMC294212
C57BL6/N mice LPS-induced memory impairment model Intraperitoneal injection 40 mg/kg Once daily for 7 days Miconazole significantly attenuated LPS-induced cognitive impairment, suppressed iNOS and COX-2 expression, reduced activation of microglial and astrocyte cells, and decreased inflammatory cytokine levels in the brain PMC7429861
Mice Mouse trachea model under hypotonic conditions Intratracheal administration 10 μM Pretreatment for 10 minutes, followed by 1 hour To investigate the effect of Miconazole on AQP5 abundance under hypotonic conditions, results showed that Miconazole completely blocked the hypotonic reduction of AQP5. PMC1450241
Mice Nr2f1-deficient mouse model Intra-peritoneal injection 10 μg/g Daily from postnatal day (P) 2 to P8 Miconazole treatment in early postnatal pups rescues the ON demyelination defect by restoring oligodendrocyte levels but has minimal effect on astrogliosis. PMC6685104
Mice ENOS-deficient mouse hearts Intracoronary infusion 0.5 μM Continuous infusion for 10 minutes To investigate the effect of Miconazole on BK-induced vasodilation, results showed that Miconazole significantly reduced BK-induced vasodilation in eNOS-deficient mice. PMC1573164
Rats Hot plate and tail flick tests Intracerebroventricular injection 10 nmol Single administration Miconazole significantly inhibited the antinociceptive effects of improgan PMC3065546

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.40mL

0.48mL

0.24mL

12.02mL

2.40mL

1.20mL

24.03mL

4.81mL

2.40mL

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