Advanced Search



(±)-Miconazole nitrate salt

SIGMA/M3512 - imidazole antibiotic

Synonym: 1-(2,4-Dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl)imidazole

CAS Number: 22832-87-7
Empirical Formula (Hill Notation): C18H14Cl4N2O · HNO3
Molecular Weight: 479.14
EC Number: 245-256-6
MDL Number: MFCD00058161
Linear Formula: C18H14Cl4N2O · HNO3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-M3512-1G 1 g
 $63.00
1/EA		 Add To Favorites
45-M3512-5G 5 g
 $324.00
1/EA		 Add To Favorites
45-M3512-25G 25 g
 $799.00
1/EA		 Add To Favorites

 

antibiotic activity spectrum fungi
  mycobacteria
color white to off-white
InChI 1S/C18H14Cl4N2O.HNO3/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22;2-1(3)4/h1-8,11,18H,9-10H2;(H,2,3,4)
InChI key MCCACAIVAXEFAL-UHFFFAOYSA-N
mode of action enzyme | inhibits
optical activity [α]/D ±0.10° (Specific Rotation (BP))
Quality Level 200 
SMILES string ClC1=CC(Cl)=CC=C1C(OCC2=CC=C(Cl)C=C2Cl)CN3C=CN=C3.[O-][N+](O)=O
Application: Miconazole is an imidazole antifungal agent that is used topically and by intravenous infusion. It is used to inhibit cytochrome P450 and to study automated luminescence-based cytochrome P450 profiling.
Biochem/physiol Actions: Antifungal azole. Mode of action: Inhibits cytochrome P450-dependent 14α-demethylase, which is critical to ergosterol biosynthesis. The accumulated 14α-methylated sterols change the membrane structure of sensitive fungi, resulting in an altered cell membrane permeability. Also inhibits peroxidases, which results in accumulation of peroxide within the cell.
Biochem/physiol Actions: Miconazole interacts with 14-α demethylase, a cytochrome P-450 enzyme necessary for ergosterol biosynthesis. The inhibition of ergosterol results in increased cellular permeability causing leakage of cellular contents. Miconazole may also inhibit endogenous respiration, interact with phospholipids in the cell membrane, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and interfere with triglyceride and phospholipid biosynthesis.
General description: Chemical structure: imidazole
Preparation Note: Sparingly soluble in methanol, slightly soluble in ethanol. Very slightly soluble in water.
UNSPSC 51102829

The following items have been added to your cart:

Choose a favorite list for this item:
Catalog Number Description Price
$

Returns/Order support

Please fill out the form below if you want to request order support from Krackeler Scientific.


Quick Order

* Required


New Year Price Updates

We are currently working diligently to update our website pricing information for the New Year. If you place an order, you will be acknowledged with any corrected pricing. If you'd like the most current information sooner, please don't hesitate to drop us an email or give us a call and we'd be happy to assist. Thank you for your patience while we are updating.

800-334-7725
office@krackeler.com


Play Video

To Request a Quote

  1. Search or Browse for items and add to them to your Shopping Cart.
  2. Click the "Request Quote" button at the bottom of the Shopping Cart page.
  3. Fill out required fields.
  4. Optionally you can convert to standard checkout mode by choosing a payment type.
  5. Click "Request Quote" at the bottom of the page.

You will be contacted with a quote.

To Order From a Quote

  1. Register and login to the website.
  2. Receive a quote from your sales representative or customer service.
  3. Have your copy of the quote in hand.
  4. Visit our quote module to search for your quote.
Back to Top