200,000+ products from a single source!

sales@angenechem.com

Home > Imidazoles > 60628-96-8

60628-96-8

60628-96-8 | 1H-Imidazole, 1-([1,1'-biphenyl]-4-ylphenylmethyl)-

CAS No: 60628-96-8 Catalog No: AG00IAQ8 MDL No:MFCD00865567

Product Description

Catalog Number:
AG00IAQ8
Chemical Name:
1H-Imidazole, 1-([1,1'-biphenyl]-4-ylphenylmethyl)-
CAS Number:
60628-96-8
Molecular Formula:
C22H18N2
Molecular Weight:
310.3917
MDL Number:
MFCD00865567
IUPAC Name:
1-[phenyl-(4-phenylphenyl)methyl]imidazole
InChI:
InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H
InChI Key:
OCAPBUJLXMYKEJ-UHFFFAOYSA-N
SMILES:
c1ccc(cc1)c1ccc(cc1)C(n1ccnc1)c1ccccc1
EC Number:
262-336-6
NSC Number:
758954

Properties

Complexity:
362  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
310.147g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
310.4g/mol
Monoisotopic Mass:
310.147g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
17.8A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  

Literature

Title Journal
AroER tri-screen is a biologically relevant assay for endocrine disrupting chemicals modulating the activity of aromatase and/or the estrogen receptor. Toxicological sciences : an official journal of the Society of Toxicology 20140501
Antibacterial, antifungal and antileishmanial activities of indolone-N-oxide derivatives. The Journal of antibiotics 20121001
Hypothyroidism-related onycholysis with Aureobasidium pullulans colonization successfully treated with antifungal therapy. Clinical and experimental dermatology 20120601
Investigation by site-directed mutagenesis of the role of cytochrome P450 2B4 non-active-site residues in protein-ligand interactions based on crystal structures of the ligand-bound enzyme. The FEBS journal 20120501
Antimicrobial and antioxidant activities of essential oils of Satureja thymbra growing wild in Libya. Molecules (Basel, Switzerland) 20120426
Formulation of thermoresponsive and buccal adhesive in situ gel for treatment of oral thrush containing poorly water soluble drug bifonazole. Journal of pharmacy & bioallied sciences 20120301
Synthesis of novel sulfonamide-1,2,4-triazoles, 1,3,4-thiadiazoles and 1,3,4-oxadiazoles, as potential antibacterial and antifungal agents. Biological evaluation and conformational analysis studies. Bioorganic & medicinal chemistry 20120215
Chemosensitization as a means to augment commercial antifungal agents. Frontiers in microbiology 20120101
Animal model of dermatophytosis. Journal of biomedicine & biotechnology 20120101
Novel (E)-1-(4-methyl-2-(alkylamino)thiazol-5-yl)-3-arylprop-2-en-1-ones as potent antimicrobial agents. Bioorganic & medicinal chemistry 20111215
(Biphenyl-4-yl)[2-(4-methyl-benzo-yl)phen-yl]methanone. Acta crystallographica. Section E, Structure reports online 20111201
Interdigital ulcer: an unusual presentation of Candida infection. Mycoses 20111101
Structure and dynamics of the membrane-bound cytochrome P450 2C9. PLoS computational biology 20110801
Antimicrobial properties of Quercus ilex L. proanthocyanidin dimers and simple phenolics: evaluation of their synergistic activity with conventional antimicrobials and prediction of their pharmacokinetic profile. Journal of agricultural and food chemistry 20110622
Synthesis, antibacterial and antifungal activities of bifonazole derivatives. Archiv der Pharmazie 20110601
Microwave assisted synthesis and structure-activity relationship of 4-hydroxy-N'-[1-phenylethylidene]-2H/2-methyl-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides as anti-microbial agents. European journal of medicinal chemistry 20110601
Topical antifungal agents for seborrheic dermatitis: systematic review and meta-analysis. Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20110601
Thiazole-based chalcones as potent antimicrobial agents. Synthesis and biological evaluation. Bioorganic & medicinal chemistry 20110515
Novel natural inhibitors of CYP1A2 identified by in silico and in vitro screening. International journal of molecular sciences 20110101
Effect of 2-hydroxypropyl-β-cyclodextrin on solubility of sparingly soluble drug derivatives of anthranilic acid. International journal of molecular sciences 20110101
A Rapid, Stability Indicating RP-UPLC Method for Simultaneous Determination of Ambroxol Hydrochloride, Cetirizine Hydrochloride and Antimicrobial Preservatives in Liquid Pharmaceutical Formulation. Scientia pharmaceutica 20110101
Study on cytochrome p-450 dependent retinoic Acid metabolism and its inhibitors as potential agents for cancer therapy. Scientia pharmaceutica 20110101
Development of a simple liquid chromatography-tandem mass spectrometry method for multiresidue determination of antifungal drugs in chicken tissues. Journal of AOAC International 20110101
Microwave-assisted Heterocyclic Dicarboxylic Acids as Potential Antifungal and Antibacterial Drugs. Indian journal of pharmaceutical sciences 20110101
Comparative evaluation of effectivity and safety of topical amorolfine and clotrimazole in the treatment of tinea corporis. Indian journal of dermatology 20110101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
1-[(Biphenyl-4-yl)(phen-yl)meth-yl]-1H-imidazole (bifonazole). Acta crystallographica. Section E, Structure reports online 20101001
Small scale screening to determine the ability of different polymers to inhibit drug crystallization upon rapid solvent evaporation. Molecular pharmaceutics 20100802
(Biphenyl-4-yl)(phen-yl)methanone. Acta crystallographica. Section E, Structure reports online 20100401
Otomycosis: Diagnosis and treatment. Clinics in dermatology 20100304
Association of high-dose bifonazole administration during early pregnancy and severe limb reduction defects in the newborn. Birth defects research. Part A, Clinical and molecular teratology 20100301
Sulfonamide-1,2,4-thiadiazole derivatives as antifungal and antibacterial agents: synthesis, biological evaluation, lipophilicity, and conformational studies. Chemical & pharmaceutical bulletin 20100201
Efficacy of intrasinusal administration of bifonazole cream alone or in combination with enilconazole irrigation in canine sino-nasal aspergillosis: 17 cases. The Canadian veterinary journal = La revue veterinaire canadienne 20100201
Novel 4-thiazolidinone derivatives as potential antifungal and antibacterial drugs. Bioorganic & medicinal chemistry 20100101
Prevention and treatment of intertrigo in large skin folds of adults: a systematic review. BMC nursing 20100101
A New Validated HPLC Method for the Simultaneous Determination of 2-phenoxyethanol, Methylparaben, Ethylparaben and Propylparaben in a Pharmaceutical Gel. Indian journal of pharmaceutical sciences 20100101
Seborrhoeic dermatitis. BMJ clinical evidence 20100101
Susceptibility testing of amorolfine, bifonazole and ciclopiroxolamine against Trichophyton rubrum in an in vitro model of dermatophyte nail infection. Medical mycology 20091101
In vitro susceptibility of nondermatophyte molds isolated from onycomycosis to antifungal drugs. Journal of chemotherapy (Florence, Italy) 20090801
Crystal structures of cytochrome P450 2B4 in complex with the inhibitor 1-biphenyl-4-methyl-1H-imidazole: ligand-induced structural response through alpha-helical repositioning. Biochemistry 20090609
Calcium fingerprints induced by calmodulin interactors in eukaryotic cells. Biochimica et biophysica acta 20090601
[Usefulness of bifonazole for treatment of tinea pedis in the 20th year after approval]. The Japanese journal of antibiotics 20090401
Fungal nail infections: diagnosis and management. Prescrire international 20090201
Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities. Molecules (Basel, Switzerland) 20090107
In vitro antifungal activities of luliconazole, a new topical imidazole. Medical mycology 20090101
Determination of azole antifungal medicines using zero-order and derivative UV spectrophotometry. Acta poloniae pharmaceutica 20090101
[Cutaneous infection caused by Alternaria alternata in an immunocompetent host]. Mikrobiyoloji bulteni 20090101
Identification of antifungal compounds active against Candida albicans using an improved high-throughput Caenorhabditis elegans assay. PloS one 20090101
[Guidelines for diagnosis and treatment of mucocutaneous candidiasis]. Nihon Ishinkin Gakkai zasshi = Japanese journal of medical mycology 20090101
Antifungal activity of the essential oil of Thymus vulgaris L. and thymol on experimentally induced dermatomycoses. Drug development and industrial pharmacy 20081201
Synthesis, biological evaluation, and molecular modeling studies of methylene imidazole substituted biaryls as inhibitors of human 17alpha-hydroxylase-17,20-lyase (CYP17)--part II: Core rigidification and influence of substituents at the methylene bridge. Bioorganic & medicinal chemistry 20080815
Identification and analysis of conserved sequence motifs in cytochrome P450 family 2. Functional and structural role of a motif 187RFDYKD192 in CYP2B enzymes. The Journal of biological chemistry 20080801
In vitro antifungal activity of sertaconazole nitrate against recent isolates of onychomycosis causative agents. Journal of chemotherapy (Florence, Italy) 20080801
1-[(3-Aryloxy-3-aryl)propyl]-1H-imidazoles, new imidazoles with potent activity against Candida albicans and dermatophytes. Synthesis, structure-activity relationship, and molecular modeling studies. Journal of medicinal chemistry 20080710
Thermodynamic fidelity of the mammalian cytochrome P450 2B4 active site in binding substrates and inhibitors. Journal of molecular biology 20080314
Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: synthesis, biological evaluation, lipophilicity, and conformational studies. Bioorganic & medicinal chemistry 20080201
In vivo methods for the assessment of topical drug bioavailability. Pharmaceutical research 20080101
Topical fenticonazole in dermatology and gynaecology: current role in therapy. Drugs 20080101
Tinea nigra by Hortaea werneckii, a report of 22 cases from Mexico. Studies in mycology 20080101
[Muscle effects due to the association of simvastatin and bifonazole cream]. Therapie 20080101
Generalized tinea corporis due to Trichophyton rubrum in ichthyosis vulgaris. Journal of the European Academy of Dermatology and Venereology : JEADV 20070901
Enantioselective separation of azole compounds by EKC. Reversal of migration order of enantiomers with CD concentration. Electrophoresis 20070801
Three-dimensional quantitative structure-activity relationship analysis of human CYP51 inhibitors. Drug metabolism and disposition: the biological fate of chemicals 20070301
Decreased susceptibility to antifungals in respiratory-deficient Kluyveromyces lactis mutants. Folia microbiologica 20070101
Seborrhoeic dermatitis. BMJ clinical evidence 20070101
[Bilateral proximal cellulitis and onychomycosis in both big toes due to Fusarium solani]. Revista iberoamericana de micologia 20061201
Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. Toxicology 20061110
Investigation of the role of cytochrome P450 2B4 active site residues in substrate metabolism based on crystal structures of the ligand-bound enzyme. Archives of biochemistry and biophysics 20061101
Enantiomeric resolution of bifonazole by supercritical fluid chromatography. Journal of separation science 20060701
In vitro antifungal activity of luliconazole against clinical isolates from patients with dermatomycoses. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20060601
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
A comparative clinical study between 2 weeks of luliconazole 1% cream treatment and 4 weeks of bifonazole 1% cream treatment for tinea pedis. Mycoses 20060501
MgSlt2, a cellular integrity MAP kinase gene of the fungal wheat pathogen Mycosphaerella graminicola, is dispensable for penetration but essential for invasive growth. Molecular plant-microbe interactions : MPMI 20060401
Linear sesquiterpene lactones from Anthemis auriculata and their antibacterial activity. Journal of natural products 20060401
Structure of microsomal cytochrome P450 2B4 complexed with the antifungal drug bifonazole: insight into P450 conformational plasticity and membrane interaction. The Journal of biological chemistry 20060303
Inhibition of human CYP19 by azoles used as antifungal agents and aromatase inhibitors, using a new LC-MS/MS method for the analysis of estradiol product formation. Toxicology 20060215
What defines the quality of patient care in tinea pedis? Journal of the European Academy of Dermatology and Venereology : JEADV 20060201
Athlete's foot. Clinical evidence 20051201
Antifungal agents. 11. N-substituted derivatives of 1-[(aryl)(4-aryl-1H-pyrrol-3-yl)methyl]-1H-imidazole: synthesis, anti-Candida activity, and QSAR studies. Journal of medicinal chemistry 20050811
Evaluation of the anti-Trichophyton activity of a prodigiosin analogue produced by gamma-proteobacterium, using stratum corneum epidermis of the Yucatan micropig. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20050601
Pharmacotherapy of onychomycosis. Expert opinion on pharmacotherapy 20050401
Determination of itraconazole in human plasma by high-performance liquid chromatography with solid-phase extraction. Annals of clinical biochemistry 20050301
Molecular design of two sterol 14alpha-demethylase homology models and their interactions with the azole antifungals ketoconazole and bifonazole. Journal of computer-aided molecular design 20050301
Effect of fluconazole on phagocytic response of polymorphonuclear leukocytes in a rat model of acute sepsis. Mediators of inflammation 20050224
High-performance thin-layer chromatography determination of some antimycotic imidazole derivatives and preservatives in medicinal creams and a gel. Journal of AOAC International 20050101
Simultaneous determination of bifonazole and tinctures of calendula flower in pharmaceutical creams by reversed-phase liquid chromatography. Journal of AOAC International 20050101
Seborrhoeic dermatitis. Clinical evidence 20041201
Synthesis, antimicrobial activity and molecular modeling studies of halogenated 4-[1H-imidazol-1-yl(phenyl)methyl]-1,5-diphenyl-1H-pyrazoles. Bioorganic & medicinal chemistry 20041015
Difference in percutaneous absorption and intracutaneous distribution in guinea pigs among topical antifungal drugs (tioconazole solution, tioconazole cream, miconazole nitrate solution and bifonazole solution). Biological & pharmaceutical bulletin 20040901
In vitro antifungal activity of luliconazole (NND-502), a novel imidazole antifungal agent. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20040801
Comparative assessment of the inhibition of recombinant human CYP19 (aromatase) by azoles used in agriculture and as drugs for humans. Endocrine research 20040801
Agar sublimation test for the in vitro determination of the antifungal activity of morpholine derivatives. Mycoses 20040601
Inhibition of cytochrome P450 enzymes participating in p-nitrophenol hydroxylation by drugs known as CYP2E1 inhibitors. Chemico-biological interactions 20040415
In vitro susceptibility testing of dermatophytes: comparison of disk diffusion and reference broth dilution methods. Diagnostic microbiology and infectious disease 20040401
KNQ1, a Kluyveromyces lactis gene encoding a drug efflux permease. Current genetics 20040201
[Onychomycosis]. Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20040201
Common fungal infections of the feet in patients with diabetes mellitus. Drugs & aging 20040101
Role of antifungal agents in the treatment of seborrheic dermatitis. American journal of clinical dermatology 20040101
Determination of bifonazole in creams containing methyl- and propyl p-hydroxybenzoate by derivative spectrophotometric method. Journal of pharmaceutical and biomedical analysis 20030915
Synthesis and antimicrobial properties of 3-aryl-1-(1,1'-biphenyl-4-yl)-2-(1H-imidazol-1-yl)propanes as 'carba-analogues' of the N-arylmethyl-N-[(1,1'-biphenyl)-4-ylmethyl])-1H-imidazol-1-amines, a new class of antifungal agents. Farmaco (Societa chimica italiana : 1989) 20030801
Antifungal activity of Mahonia aquifolium extract and its major protoberberine alkaloids. Phytotherapy research : PTR 20030801
Antimicrobial and antioxidant activities of three Mentha species essential oils. Planta medica 20030501
Efficacy of flutrimazole 1% powder in the treatment of tinea pedis. Mycoses 20030401
In vitro activity of novel imidazole antifungal agent NND-502 against Malassezia species. International journal of antimicrobial agents 20030301
Direct formation of nanospheres from amphiphilic beta-cyclodextrin inclusion complexes. Pharmaceutical research 20030101
Actin gene-targeted RT-PCR could be a useful method for evaluating in vitro fungicidal activity against dermatophytes. The Journal of international medical research 20030101
Skin infection due to Geomyces pannorum var. pannorum. Mycoses 20030101
[Therapeutic effects of bifonazole gel on tinea versicolor in infants: analysis of 22 cases]. Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA 20021201
Experimental tinea unguium model to assess topical antifungal agents using the infected human nail with dermatophyte in vitro. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20021201
Chemical avulsion with urea nail lacquer. The Journal of dermatological treatment 20021201
Assessing pregnancy risks of azole antifungals using a high throughput aromatase inhibition assay. Endocrine research 20020801
Antifungal agents. 10. New derivatives of 1-[(aryl)[4-aryl-1H-pyrrol-3-yl]methyl]-1H-imidazole, synthesis, anti-candida activity, and quantitative structure-analysis relationship studies. Journal of medicinal chemistry 20020620
Susceptibility testing of Malassezia pachydermatis using the urea broth microdilution method. Mycoses 20020401
Fungicidal activities of commonly used disinfectants and antifungal pharmaceutical spray preparations against clinical strains of Aspergillus and Candida species. Medical mycology 20020401
Topical treatment of tinea capitis in a neonate. Cutis 20020201
[A case of primary pyoderma-like aspergillosis occurring in a patient with a cervical spinal cord injury]. Nihon Ishinkin Gakkai zasshi = Japanese journal of medical mycology 20020101
Six novel antimycotics. American journal of clinical dermatology 20020101
Development of a new medium useful for the recovery of dermatophytes from clinical specimens by minimizing the carryover effect of antifungal agents. Microbiology and immunology 20020101
[Fungicidal activity of liranaftate against Trichophyton rubrum]. Nihon Ishinkin Gakkai zasshi = Japanese journal of medical mycology 20020101
A novel method using micropig stratum corneum in vitro for the evaluation of anti-Trichophyton mentagrophytes activity. Microbiology and immunology 20020101
Antimicrobial activity of berberine--a constituent of Mahonia aquifolium. Folia microbiologica 20020101
Stereoselective synthesis of 7 alpha- and 7 beta-aminocholestanol as potent fungicidal drugs. Bioorganic & medicinal chemistry letters 20011203
Bifonazole modulates death of cultured cerebellar granular cells induced by glutamate and oxygen-glucose deprivation. Bulletin of experimental biology and medicine 20011101
Mechanism of bifonazole-induced [Ca2+]i increases in MDCK renal tubular cells. The Chinese journal of physiology 20010930
Synthesis and biological evaluation of azole derivatives, analogues of bifonazole, with a phenylisoxazolyl or phenylpyrimidinyl moiety. Farmaco (Societa chimica italiana : 1989) 20010901
[In vitro susceptibility of dematiaceous fungi to ten antifungal drugs using an agar diffusion test]. Revista iberoamericana de micologia 20010901
Comparative efficacies of commonly used disinfectants and antifungal pharmaceutical spray preparations against dermatophytic fungi. Medical mycology 20010801
ElogD(oct): a tool for lipophilicity determination in drug discovery. 2. Basic and neutral compounds. Journal of medicinal chemistry 20010719
Azole-antifungal binding to a novel cytochrome P450 from Mycobacterium tuberculosis: implications for treatment of tuberculosis. Biochemical pharmacology 20010615
[Determination of bifonazole in cream by high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20010501
The influence of newly synthesised fenporpimorph derivatives on some pathogen yeasts. Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101
Usefulness of histological examination for the diagnosis of onychomycosis. Dermatology (Basel, Switzerland) 20010101
Bifonazole (Mycospor cream) in the treatment of moccasin-type tinea pedis. Comparison between combination therapy of bifonazole cream + 10% urea ointment (Urepearl) and occlusive dressing therapy with the same agents. Mycoses 20000101
Synthesis and biological evaluation of [alpha-(1,5-disubstituted 1H-pyrazol-4-yl)benzyl]azoles, analogues of bifonazole. Farmaco (Societa chimica italiana : 1989) 19990630
Comparative study of antifungal activity of sertaconazole, terbinafine, and bifonazole against clinical isolates of Candida spp., Cryptococcus neoformans and dermatophytes. Chemotherapy 19970101
Antifungal agents. 9. 3-Aryl-4-[alpha-(1H-imidazol-1-yl)arylmethyl]pyrroles: a new class of potent anti-Candida agents. Journal of medicinal chemistry 19951013
In-vitro antifungal activity of sertaconazole, econazole, and bifonazole against Candida spp. The Journal of antimicrobial chemotherapy 19951001
Antifungal agents. VI. In vitro antifungal activities of halobenzoyl esters of cis- and trans-[2-(1,1'-biphenyl-4-yl)-2-(1H-imidazol-1-ylmethyl)-1,3- dioxolan-4-yl]carbinols. Farmaco (Societa chimica italiana : 1989) 19930801
Antibacterial and antifungal agents. XV. Synthesis and antifungal activity of structural analogues of bifonazole and ketoconazole. Archiv der Pharmazie 19921101
In vitro comparative study of the fungistatic and fungicidal activity of sertaconazole and other antifungals against Candida albicans. Arzneimittel-Forschung 19920501
In vitro studies of activities of some antifungal agents against Candida albicans ATCC 10231 by the turbidimetric method. Antimicrobial agents and chemotherapy 19920401
Bifonazole and clotrimazole. Their mode of action and the possible reason for the fungicidal behaviour of bifonazole. Arzneimittel-Forschung 19840101

© 2019 Angene International Limited. All rights Reserved.