CAS 22916-47-8|Monistat 7 Combination Pack|Miconazole Nitrate|Miconazole-7|Miconazole 3|Monistat-3 Combination Pack|Monistat 5|1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imid...

General Information

Structure

Molecular Formula

C₁₈H₁₄Cl₄N₂O

Molecular Mass

416.12856

Exact Mass

413.9860238

Charge

InChI

InChI=1S/C18H14Cl4N2O/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/h1-8,11,18H,9-10H2

InChIKey

BYBLEWFAAKGYCD-UHFFFAOYSA-N

Canonic Smiles

Clc1ccc(c(c1)Cl)COC(c1ccc(cc1Cl)Cl)Cn1cncc1

Isomeric Smiles

Clc1c(C(OCc2c(Cl)cc(Cl)cc2)Cn2ccnc2)ccc(Cl)c1

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

5.4261637

LogD (pH = 7.4)

5.89066

Log P

5.9563684

Molar Refractivity

103.0676

Polarizability

40.009266

Polar Surface Area

27.05

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

5.86

LOG S

-5.74

Solubility (Water)

7.63e-04 g/l

Data Source

Names and Identifiers

Brand Name

Monistat 7 Combination PackMiconazole NitrateMiconazole-7Miconazole 3Monistat-3 Combination PackMonistat 5Monistat IVMonistat-DermMonistat 7Novo-Miconazole Vaginal OvulesMonistat 3Miconazole Nitrate Combination PackMonistat 3 Vaginal OvulesMiconazole 7 Combination PackMonistat 7 Vaginal SuppositoriesM-zole 7 Dual PackZimycanMonistatM-zole 3 Combination PackMonistat 3 Dual-PakMicozoleMinostateMonistat 3 Combination PackMicatinMonistat Dual- PAKMonistat 7 Dual-PakMonistat 5 TamponMiconazole 3 Combination PackDaktarinFemizol-MMiconazole 7VusionMonazole 7Monistat 1 Combination PackDesenex, Monistat, Zeasorb-AF

IUPAC name

1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole

Synonyms

MCZMiconazolemiconazoleDaktarin IV; MJR 1762; Monistat IV; NSC 170981-[2,4-Dichloro-β-([2,4-dichloro-benzyl]oxy)phenethyl]imidazole1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-1h-imidazole

IUPAC Traditional name

miconazole

Names and Identifiers

Registration numbers

CAS Number

22916-47-8

MDL Number

MFCD00216019

ATC CODE

S02AA13A01AB09D01AC02J02AB01A07AC01G01AF04

CHEBI ID

6923

Wikipedia Title

Miconazole

KEGG ID

D00416

Unique Ingredient Identifier

Chemspider ID

DrugBank ID

PubChem SID

Medline Plus

IUPHAR ligand ID

PubChem CID

CHEMBL

EC Number

245-324-5

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

6.1

Solubility

1g/100mL (20°C)

Melting Point

135°C

Safety Information

Storage Condition

-20°C

Room Temperature (15-30°C)

RTECS

NI4770000

MSDS Link

Download link

Product Information

Salt Data

Free Base

Certificate of Analysis

Download link

Purity

98%

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB01110

Drug Groups

approved; investigational

Description

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

Indication

For topical application in the treatment of tinea pedis (athlete’s foot), tinea cruris, and tinea corporis caused by Trichophyton rubrum, Trichophyton mentagrophytes, and Epidermophyton floccosum, in the treatment of cutaneous candidiasis (moniliasis), and in the treatment of tinea versicolor.

Pharmacology

Miconazole is an anti-fungal medication related to fluconazole (Diflucan), ketoconazole (Nizoral), itraconazole (Sporanox), and clotrimazole (Lotrimin, Mycelex). It is used either on the skin or in the vagina for fungal infections. Miconazole was approved by the FDA in 1974. Miconazole prevents fungal organisms from producing vital substances required for growth and function. This medication is effective only for infections caused by fungal organisms. It will not work for bacterial or viral infections.

Toxicity

Oral, mouse: LD₅₀ = 3800 mg/kg; Oral, rat: LD₅₀ = 3 gm/kg. Ingestion of the amounts of the components contained in a tube of cream are unlikely to produce overdosage and toxic effects.

Affected Organisms

Fungi, yeast and protozoans

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

Selleck Chemicals

S2536

Research Area: Infection
Biological Activity:
Miconazole (Monistat) is an imidazole antifungal agent. Miconazole (Monistat) is common made into miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan). Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) is commonly applied topically to the skin or to mucus membranes to cure fungal infections. Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) works by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes. Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) can also be used against certain species of Leishmania protozoa which are a type of unicellular parasite that also contain ergosterol in their cell membranes. In addition to its antifungal and antiparasitic actions, Miconazole nitrate (riconazole; Prilagin; R 14889; Vodol; Zeasorb AF; Zimycan) also has some limited antibacterial properties. [1][2]

Free Base

Molecule Details

References

PubChem Literature

From Data Sources

• Chang HT et al. Life Sci. 2005 Mar 18; 76(18):2091

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Brand Name

IUPAC name

1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole

Synonyms

IUPAC Traditional name

miconazole

Registration numbers

CAS Number

22916-47-8

MDL Number

MFCD00216019

ATC CODE

S02AA13A01AB09D01AC02J02AB01A07AC01G01AF04

CHEBI ID

6923

Wikipedia Title

Miconazole

KEGG ID

D00416

Unique Ingredient Identifier

Chemspider ID

DrugBank ID

PubChem SID

Medline Plus

IUPHAR ligand ID

PubChem CID

CHEMBL

EC Number

245-324-5

Properties

Physical Property

Hydrophobicity(logP)

6.1

Solubility

1g/100mL (20°C)

Melting Point

135°C

Safety Information

Storage Condition

-20°C

Room Temperature (15-30°C)

RTECS

NI4770000

MSDS Link

Download link

Product Information

Salt Data

Free Base

Certificate of Analysis

Download link

Purity

98%

Molecule Details

DrugBank

DB01110

Drug Groups

approved; investigational

Description

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

Indication

Pharmacology

Toxicity

Oral, mouse: LD₅₀ = 3800 mg/kg; Oral, rat: LD₅₀ = 3 gm/kg. Ingestion of the amounts of the components contained in a tube of cream are unlikely to produce overdosage and toxic effects.

Affected Organisms

Fungi, yeast and protozoans

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

Selleck Chemicals

S2536

MP Biomedicals

02193915

Free Base