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Miconazole nitrate

Miconazole nitrate structure

CAS No:
22832-87-7
Formula:
C18H14Cl4N2O.HNO3
Chemical Name:
Miconazole nitrate
Synonyms:
1H-Imidazole,1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-,nitrate (1:1);Imidazole,1-[2,4-dichloro-β-[(2,4-dichlorobenzyl)oxy]phenethyl]-,mononitrate;1H-Imidazole,1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-,mononitrate;[2,4-Dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazole nitrate;Miconazole nitrate;R 14889;Daktarin talc;Daktarin;Monistat;(±)-Miconazole nitrate;Monistat-Derm;Micatin;Epi-Monistat;Vodol;Zeasorb AF;Lotrimin AF Powder Aerosol;Gyno-Daktarin;Andergin;Albistat;Gyno-Monistat;Ecobi;Prilagin;Lotrimin AF Powder;Daktar;Brentan;Conoderm;Conofite;Aflorix;Miconal;Lotrimin AF Spray Liquid;Micotef;Fungiderm;Deralbine;Loptrimin AF Jock-Itch Powder Aerosol;Antifungal Cream;Fungisdin;Dermonistat;Florid;Monistat Cream and Suppositories;Hi-Pick;NSC 169434;Zimycan;Priconazole;Miconaz;Dactrine;75319-48-1
Categories:
Cosmetic Ingredient > Antimicrobials

Description

Miconazole Nitrate is an imidazole antifungal agent.Target: AntifungalMiconazole is an imidazole antifungal agent, developed by Janssen Pharmaceutica, commonly applied topically to the skin or to mucous membranes to cure fungal infections. It works by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes. It can also be used against certain species of Leishmania protozoa which are a type of unicellular parasite that also contain ergosterol in their cell me

An imidazole antifungal agent that is used topically and by intravenous infusion.

Miconazole nitrate Basic Attributes

Molecular Weight：

479.14

Exact Mass：

476.981659

EC Number：

245-256-6

NSC Number：

757119|169434

ATC Code：

QS02CA03

HScode：

2933290090

Characteristics

PSA：

93.1

XLogP3：

6.63030

Appearance：

white to off-white

Density：

1.451g/cm3

Melting Point：

170.5 °C

Boiling Point：

555.1ºC at 760 mmHg

Flash Point：

289.5ºC

Water Solubility：

Slightly soluble in water. soluble in propylene glycol or pyridine.pyridine: soluble 50mg/mL

Storage Conditions：

Store at RT

Collision Cross Section：

189.4 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

3249

wgk germany：

hazard class code：

22-43-40

safety instructions：

36/37

RTECS Number：

NI4771000

Marks：

Precautionary statement(s)：

P280

Hazard Statements：

H302-H317

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P333+P313, P337+P313, P363, P391, and P501|Aggregated GHS information provided by 158 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Treatment of acute otitis externa, and acute exacerbation of recurrent otitis externa associated with bacteria susceptible to gentamicin and fungi susceptible to miconazole, in particular Malassezia pachydermatis.

MeSH：

Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP3A. (See all compounds classified as Cytochrome P-450 CYP3A Inhibitors.)|Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)|Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 CYP2C9. (See all compounds classified as Cytochrome P-450 CYP2C9 Inhibitors.)|Compounds that specifically inhibit STEROL 14-DEMETHYLASE. A variety of azole-derived ANTIFUNGAL AGENTS act through this mechanism. (See all compounds classified as 14-alpha Demethylase Inhibitors.)

MeSH Entry Terms：

Brentan

Miconazole nitrate Use and Manufacturing

Uses

Miconazole is a widely used antifungal imidazole that acts by inhibiting the 14α-demethylation of lanosterol, which consequently leads to the inhibition of ergosterol synthesis in fungal cell membranes. Additionally, miconazole has been shown to induce reactive oxygen species in fungal biofilms, demonstrating a MIC value of ≥256 μM against Candida spp.

Use Classification：

Veterinary drugs -> Easotic -> EMA Drug Category|Otologicals, Corticosteroids and antiinfectives in combination -> Veterinary pharmacotherapeutic group|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Computed Properties

Molecular Weight:479.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:478.978717
Monoisotopic Mass:476.981667
Topological Polar Surface Area:93.1
Heavy Atom Count:29
Complexity:441
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Material

Toluene

Aluminum isopropoxide

Isopropanol

Acetone

Sodium nitrite

Drug Function and Efficacy

Imidazole antifungal drugs have antibacterial and bactericidal effects. They can inhibit the biosynthesis of fungal ergosterol and other sterols, damage fungal cell membranes and change their permeability, inhibit the biosynthesis of fungal triglycerides and phospholipids, inhibit oxidation and peroxidase activity, cause excessive accumulation of peroxides in cells, and lead to degeneration or necrosis of fungal subcellular structures; for Candida albicans, they can inhibit the transformation of its spores into invasive hyphae.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Miconazole clobetasol cream
Ingredients	This product is a compound preparation, its components are miconazole nitrate, clobetasol propionate, etc.
Indication	Not yet clear.
Specifications	Miconazole nitrate (2.0%) and clobetasol propionate (0.05%)
Manufacturer	Beijing Jingfeng Pharmaceutical (Hebei) Co., Ltd.

Miconazole nitrate suppository
Ingredients	Each tablet of this product contains 0.2 grams of miconazole nitrate as the main ingredient and stearic acid as the auxiliary ingredient.
Indication	1. Avoid contact with certain latex products, such as vaginal contraceptive diaphragms or condoms. 2. If used with other drugs, drug interactions may occur. Please consult your doctor or pharmacist for details.
Specifications	200mg
Manufacturer	Hunan Fangsheng Pharmaceutical Co., Ltd.

Miconazole nitrate vaginal soft capsules
Ingredients	Each capsule of this product contains 0.4g of miconazole nitrate as the main ingredient, and the auxiliary materials are liquid paraffin and vaseline. The capsule shell contains gelatin, glycerin, purified water and titanium dioxide.
Indication	1. Avoid contact with certain latex products, such as vaginal contraceptive diaphragms or condoms. 2. If used simultaneously with coumarin derivatives, oral hypoglycemic drugs or phenytoin, the effects and adverse reactions of these drugs may be increased. 3. Oral anticoagulants (such as warfarin) should be used with caution when using this product. 4. If used simultaneously with other drugs, drug interactions may occur. Please consult a physician or pharmacist for details.
Specifications	0.4 g

See More Related Drugs

Registered Holders

FDC LTD

United States
Active
Janssen Pharmaceutica NV

Japan
Active
OLON S.P.A.

Italy
Active

See More Registered Holders

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