U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H14Cl4N2O
Molecular Weight 416.129
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MICONAZOLE, (R)-

SMILES

ClC1=CC(Cl)=C(CO[C@@H](CN2C=CN=C2)C3=C(Cl)C=C(Cl)C=C3)C=C1

InChI

InChIKey=BYBLEWFAAKGYCD-SFHVURJKSA-N
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/t18-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Efficacy of 7-day treatment with metronidazole+miconazole (Neo-Penotran) - a triple-active pessary for the treatment of single and mixed vaginal infections.
2001 Jul
In vitro comparison of the antimycotic activity of a miconazole-HP-beta-cyclodextrin solution with a miconazole surfactant solution.
2001 Jul
Comparison of dermatopharmacokinetic vs. clinicial efficacy methods for bioequivalence assessment of miconazole nitrate vaginal cream, 2% in humans.
2002 Mar
Preparation and in vitro/in vivo evaluation of the buccal bioadhesive properties of slow-release tablets containing miconazole nitrate.
2003 Mar
Mucoadhesive buccal patches of miconazole nitrate: in vitro/in vivo performance and effect of ageing.
2003 Oct 2
[Screening Examination and Management of Dermatophytosis by Trichophyton tonsurans in the Judo Club of a University].
2004
Vaginal distribution of miconazole nitrate suspension from administration of a single vaginal insert.
2004 Feb
The contraceptive vaginal ring, NuvaRing, and antimycotic co-medication.
2004 Feb
Structure and generation mechanism of a novel degradation product formed by oxidatively induced coupling of miconazole nitrate with butylated hydroxytoluene in a topical ointment studied by HPLC-ESI-MS and organic synthesis.
2004 Feb
Comparative efficacy of topical therapy with a slow-release mucoadhesive buccal tablet containing miconazole nitrate versus systemic therapy with ketoconazole in HIV-positive patients with oropharyngeal candidiasis.
2004 Feb 1
Surrogate nits impregnated with white piedra--a case report.
2004 Jul
Difference in percutaneous absorption and intracutaneous distribution in guinea pigs among topical antifungal drugs (tioconazole solution, tioconazole cream, miconazole nitrate solution and bifonazole solution).
2004 Sep
[Evaluation of the efficacy of miconazole nitrate shampoo for prevention against T. tonsurans infection].
2005
Safety and efficacy of bedtime versus daytime administration of the miconazole nitrate 1200 mg vaginal ovule insert to treat vulvovaginal candidiasis.
2005 Jan
Effect of a single overnight topical application of miconazole nitrate paste on acne papules.
2006 Mar
[How I treat....A stoutness-associated intertrigo].
2007 Feb
The effect of ambulation on vaginal distribution of miconazole nitrate (1200 mg).
2007 Jun
Absorption and efficacy of miconazole nitrate 0.25% ointment in infants with diaper dermatitis.
2007 May
Spermicidal activity of the safe natural antimicrobial peptide subtilosin.
2008
Stability indicating methods for the determination of some anti-fungal agents using densitometric and RP-HPLC methods.
2008 Feb
Positively charged microemulsions for topical application.
2008 Jan 4
Reconstructed interfollicular feline epidermis as a model for the screening of antifungal drugs against Microsporum canis.
2008 Jun
Efficacy of Brazilian propolis gel for the management of denture stomatitis: a pilot study.
2008 Nov
Preliminary isolation and in vitro antiyeast activity of active fraction from crude extract of Gracilaria changii.
2008 Oct
Efficacy and tolerance of metronidazole and miconazole nitrate in treatment of vaginitis.
2008 Sep
Development and validation of a simple stability-indicating high performance liquid chromatographic method for the determination of miconazole nitrate in bulk and cream formulations.
2009 Aug 15
L(9) orthogonal design assisted formulation and evaluation of chitosan-based buccoadhesive films of miconazole nitrate.
2009 Jul
Simultaneous determination of metronidazole and miconazole nitrate in gel by HPTLC.
2009 Jul
Development of Buccal Adhesive Tablet with Prolonged Antifungal activity: Optimization and ex vivo Deposition Studies.
2009 May
Design and development of solid lipid nanoparticles for topical delivery of an anti-fungal agent.
2010 Aug
Development and validation of a quantitative, high-throughput, fluorescent-based bioassay to detect schistosoma viability.
2010 Jul 27
Drawing the line between commensal and pathogenic Gardnerella vaginalis through genome analysis and virulence studies.
2010 Jun 11
Formulation and evaluation of mucoadhesive buccal films of enalapril maleate.
2010 Sep
Synthesis of some 3-substituted amino-4,5-tetramethylene thieno[2,3-d][ 1,2,3]-triazin-4(3H)-ones as potential antimicrobial agents.
2010 Sep
Structure-activity studies and therapeutic potential of host defense peptides of human thrombin.
2011 Jun
Patents
Name Type Language
MICONAZOLE, (R)-
Common Name English
MICONAZOLE, (-)-
Common Name English
1H-IMIDAZOLE, 1-((2R)-2-(2,4-DICHLOROPHENYL)-2-((2,4-DICHLOROPHENYL)METHOXY)ETHYL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
1150344
Created by admin on Sat Dec 16 11:16:02 GMT 2023 , Edited by admin on Sat Dec 16 11:16:02 GMT 2023
PRIMARY
CAS
47447-53-0
Created by admin on Sat Dec 16 11:16:02 GMT 2023 , Edited by admin on Sat Dec 16 11:16:02 GMT 2023
PRIMARY
FDA UNII
C90U92KSVX
Created by admin on Sat Dec 16 11:16:02 GMT 2023 , Edited by admin on Sat Dec 16 11:16:02 GMT 2023
PRIMARY