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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=C(CO[C@@H](CN2C=CN=C2)C3=CC=C(Cl)C=C3Cl)C(Cl)=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

Molecular Formula C18H14Cl4N2O
Molecular Weight 416.129
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Structure-activity studies and therapeutic potential of host defense peptides of human thrombin.
2011-06
Formulation and evaluation of mucoadhesive buccal films of enalapril maleate.
2010-09
Synergistic effect of hydroxypropyl-beta-cyclodextrin encapsulated soluble ferrocene and the gold nanocomposite modified glassy carbon electrode for the estimation of NO in biological systems.
2010-09
Synthesis of some 3-substituted amino-4,5-tetramethylene thieno[2,3-d][ 1,2,3]-triazin-4(3H)-ones as potential antimicrobial agents.
2010-09
Design and development of solid lipid nanoparticles for topical delivery of an anti-fungal agent.
2010-08
Development and validation of a quantitative, high-throughput, fluorescent-based bioassay to detect schistosoma viability.
2010-07-27
Prevention and treatment of intertrigo in large skin folds of adults: a systematic review.
2010-07-13
Drawing the line between commensal and pathogenic Gardnerella vaginalis through genome analysis and virulence studies.
2010-06-11
Antioxidant, Antimicrobial Activity and Toxicity Test of Pilea microphylla.
2010
Sertaconazole 2% cream vs. miconazole 2% cream for cutaneous mycoses: a double-blind clinical trial.
2009-12
Development and validation of a simple stability-indicating high performance liquid chromatographic method for the determination of miconazole nitrate in bulk and cream formulations.
2009-08-15
L(9) orthogonal design assisted formulation and evaluation of chitosan-based buccoadhesive films of miconazole nitrate.
2009-07
Simultaneous determination of metronidazole and miconazole nitrate in gel by HPTLC.
2009-07
Development of Buccal Adhesive Tablet with Prolonged Antifungal activity: Optimization and ex vivo Deposition Studies.
2009-05
Evidence-based veterinary dermatology: a systematic review of interventions for Malassezia dermatitis in dogs.
2009-02
Preparation and evaluation of miconazole nitrate-loaded solid lipid nanoparticles for topical delivery.
2009
Efficacy of Brazilian propolis gel for the management of denture stomatitis: a pilot study.
2008-11
Preliminary isolation and in vitro antiyeast activity of active fraction from crude extract of Gracilaria changii.
2008-10
[Clinical effect and safety of miconazole nitrate 1200 mg in treating vulvovaginal candidiasis].
2008-10
Efficacy and tolerance of metronidazole and miconazole nitrate in treatment of vaginitis.
2008-09
Reconstructed interfollicular feline epidermis as a model for the screening of antifungal drugs against Microsporum canis.
2008-06
Stability indicating methods for the determination of some anti-fungal agents using densitometric and RP-HPLC methods.
2008-02
Positively charged microemulsions for topical application.
2008-01-04
Spermicidal activity of the safe natural antimicrobial peptide subtilosin.
2008
Assessment of the treatment protocol described in the guidelines for Trichophyton tonsurans infection.
2008
The effect of ambulation on vaginal distribution of miconazole nitrate (1200 mg).
2007-06
Absorption and efficacy of miconazole nitrate 0.25% ointment in infants with diaper dermatitis.
2007-05
[How I treat....A stoutness-associated intertrigo].
2007-02
Species distribution and susceptibility to azoles of vaginal yeasts isolated prostitutes.
2007
Safety study of an antimicrobial peptide lactocin 160, produced by the vaginal Lactobacillus rhamnosus.
2007
Trichophyton violaceum: a rare isolate in 18-day-old neonate.
2006-10
Anti-inflammatory and anti-itch activity of sertaconazole nitrate.
2006-09
Intrasperm Ca2+ modulation and human ejaculated sperm viability: influence of miconazole, clotrimazole and loperamide.
2006-08
Effect of a single overnight topical application of miconazole nitrate paste on acne papules.
2006-03
Topical miconazole nitrate ointment in the treatment of diaper dermatitis complicated by candidiasis.
2006-02
PET imaging of brain 5-HT1A receptors in rat in vivo with 18F-FCWAY and improvement by successful inhibition of radioligand defluorination with miconazole.
2006-02
Dynamics of skin barrier repair following topical applications of miconazole nitrate.
2006
Safety and efficacy of bedtime versus daytime administration of the miconazole nitrate 1200 mg vaginal ovule insert to treat vulvovaginal candidiasis.
2005-01
Miconazole nitrate: comprehensive profile.
2005
[Evaluation of the efficacy of miconazole nitrate shampoo for prevention against T. tonsurans infection].
2005
Difference in percutaneous absorption and intracutaneous distribution in guinea pigs among topical antifungal drugs (tioconazole solution, tioconazole cream, miconazole nitrate solution and bifonazole solution).
2004-09
Surrogate nits impregnated with white piedra--a case report.
2004-07
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.
2004-02-01
Vaginal distribution of miconazole nitrate suspension from administration of a single vaginal insert.
2004-02
The contraceptive vaginal ring, NuvaRing, and antimycotic co-medication.
2004-02
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.
2004-02
[Screening Examination and Management of Dermatophytosis by Trichophyton tonsurans in the Judo Club of a University].
2004
Mucoadhesive buccal patches of miconazole nitrate: in vitro/in vivo performance and effect of ageing.
2003-10-02
Preparation and in vitro/in vivo evaluation of the buccal bioadhesive properties of slow-release tablets containing miconazole nitrate.
2003-03
Comparison of dermatopharmacokinetic vs. clinicial efficacy methods for bioequivalence assessment of miconazole nitrate vaginal cream, 2% in humans.
2002-03
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:43:39 GMT 2025
Edited
by admin
on Mon Mar 31 23:43:39 GMT 2025
Record UNII
C90U92KSVX
Record Status Validated (UNII)
Record Version
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Name Type Language
MICONAZOLE, (-)-
Preferred Name English
MICONAZOLE, (R)-
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 Mon Mar 31 23:43:39 GMT 2025 , Edited by admin on Mon Mar 31 23:43:39 GMT 2025
PRIMARY
CAS
47447-53-0
Created by admin on Mon Mar 31 23:43:39 GMT 2025 , Edited by admin on Mon Mar 31 23:43:39 GMT 2025
PRIMARY
FDA UNII
C90U92KSVX
Created by admin on Mon Mar 31 23:43:39 GMT 2025 , Edited by admin on Mon Mar 31 23:43:39 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER