CL6

1-[(2-CHLOROPHENYL)(DIPHENYL)METHYL]-1H-IMIDAZOLE

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is present as a standalone ligand in 9 entries

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Chemical Component Summary
Name	1-[(2-CHLOROPHENYL)(DIPHENYL)METHYL]-1H-IMIDAZOLE
Synonyms	CLOTRIMAZOLE
Identifiers	1-[(2-chlorophenyl)-diphenyl-methyl]imidazole
Formula	C₂₂ H₁₇ Cl N₂
Molecular Weight	344.837
Type	NON-POLYMER
Isomeric SMILES	c1ccc(cc1)C(c2ccccc2)(c3ccccc3Cl)n4ccnc4
InChI	InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
InChIKey	VNFPBHJOKIVQEB-UHFFFAOYSA-N

Chemical Details
Formal Charge	0
Atom Count	42
Chiral Atom Count	0
Bond Count	45
Aromatic Bond Count	23

Drug Info: DrugBank

DrugBank ID	DB00257
Name	Clotrimazole
Groups	approved vet_approved
Description	This drug is a broad spectrum antimycotic or antifungal agent. Clotrimazole's antimycotic properties were discovered in the late 1960s [A174094]. Clotrimazole falls under the _imidazole_ category of _azole_ antifungals, possessing broad-spectrum antimycotic activity [A174094]. It is available in various preparations, including creams, pessaries, and troche formulations (slowly dissolving tablets). As well as its antifungal activity, clotrimazole has become a drug of interest in treating several other diseases such as sickle cell disease, malaria and some cancers [A174094]. The minimal side effect profile of this drug and its uncomplicated metabolic profile have led it to gain widespread acceptance for the treatment of mycotic outbreaks such as vaginal yeast infections as well as athlete's foot [A174097].
Synonyms	1-(o-Chloro-α,α-diphenylbenzyl)imidazole 1-(o-Chlorotrityl)imidazole Clotrimazolum 1-(α-(2-Chlorophenyl)benzhydryl)imidazole Clotrimazol 1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole Clotrimazole
Brand Names	Clotrimazole Athletes Foot Terrasil Foot and Nail Anti-Fungal Maximum Strength Forticept Antifungal Foot Cream CVS Pharmacy Clotrimazole 3 Canesten External Antifungal Cream Ringworm Fortinia OF Canesten Combi-pak 1 Day Therapy Forticept Antifungal Cooling FungaZoil Advanced Terrasil Tinea Treatment Maximum Strength CVS Clotrimazole Maximum Strength Smooth Gator Fungus Eliminator Clotrimazole Extra Strength External Antifungal Cream Signature Care Antifungal Occulus Skin Hydrating Topical Foam CLO-1 Clotrimazole and Betamethasone Dipropionate Equaline Clotrimazole Antifungal meijer Clotrimazole 3 Quality Choice Athletes Foot Terrasil JockItch Treatment Maximum Strength Silka Ringworm Canesten Vaginal Inserts 100mg Soothing Antifungal Cream Healthy Accents Antifungal Canesten Comfortab 1 First Aid Research Antifungal Cream 1oz CAREONE Clotrimazole Oheal Ringworm Cream meijer Athletes Foot Family Wellness Clotrimazole 1 Anti Fungal Cream Rexall Athletes Foot Terrasil Jock Itch Treatment Maximum Strength Kroger ATHLETES FOOT Antifungal Cream Alevazol Canesoral Combi CAREALL Clotrimazole Fungicure Liquid Gel Terrasil Anti-Fungal Treatment MAX Terrasil Foot and Nail Anti-Fungal Myclo-gyne Inserts TheraPlus Plus Votriza-AL Canesten External Cream Occulus SKIN HYDRATING TOPICAL FOAM CLO-1 ANTIFUNGAL FOAM Signature Care Jock Itch TM-Clotrimazole Hua Tuo Xian Gao Antifungal Clotrimazole External Cream Canesten Combi 1 Day Internal + External Creams Equate Jock Itch Kroger Jock Itch Signature Care Athletes Foot Anti Fungal Myclo Solution Athlete s Foot Afac Terbinafine HCl Chlortimazole and Tolnaftate Mycozyl AC Extra Strength Clotrimazole Extra Fort -fluconazole Combi Good Neighbor Pharmacy Clotrimazole Lotrisone Canesten Extra Strength External Antifungal Cream Walgreens Clotrimazole Antifungal PMS-clotrimazole-betamethasone Thera plus Antifungal Clotrimazole Fungicure Intensive Au Kah Chuen Antifungal Lakesia Lotrimin Antifungal Western Family Athletes Foot Up and Up Athletes Foot Clotrimaderm Vaginal 3 Atopalm Clotrimazole Antifungal Myclo-derm Cream 1% Fastrin Anti - Fungal Skin Care Athletes Foot Antifungal Antifungal Footlogix Terrasil Rapid-Clear Anti-Fungal Gyne-Lotrimin 3 Walgreens Jock Itch Rugby Clotrimazole Antifungal Cream Topcare Athletes Foot Betamethasone Clotrimazole Canesten Crm 1% Vag JiDeSheng Kleer-Plex Fungistat Fungus Cure Protective and Moisturizing Skin Clotrimazole 1% Akin Anti-fungal Canesten 1 Day Internal Cream Canesten Combi 1 Day Fungicure Pumpspray Anti-Fungal Cream Clotrimazole Vaginal 3 Canesten V Clotrimaderm-fluconazole Combi-pack Clotrimazole 1% Topical Antifungal Cream Canesten 1% Topical Cream Dynarex Antifungal Neo-zol Cream 1% Anti-Fungal Protective Nail and skin Lucky SuperSoft Athletes Foot Canesten Liq 1% SoundBody Clotrimazole Antifungal SIMPLY VITAL Antifungal Cream Terrasil Ringworm Treatment MAX Athlete Foot Cream with Clotrimazole Up and Up Jock Itch Relief Canesten 3 Day Internal Cream Fungistat Max Clotrimazol Quality Choice Clotrimazole Budpak Antifungal Clotrimazole Gyne-Lotrimin 7 Oheal Manuka Honey Eczema Cream Taro-clotrimazole/betamethasone Dipropionate Leader Athletes Foot Clotrimazole Clotrimazole Antifungal Equaline Antifungal Cream Hua Tuo Xian Gao Shield and Protect Anti-Fungal Live Better Antifungal Mycelex Family Wellness Antifungal Ciclomazole Clotrimazole Topical PerfectHeal Antifungal Clotrimazole Clotrimazole External Antifungal Cream Canesten Crm 1% Top Terrasil Anti-fungal Treatment Canesten 3 Vaginal Tablet Combi-pak DermacinRx Therazole Pak CVSHealth Antifungal Canesten Comfortab 3 Desenex MakeSense Family Care Clotrimazole Anti-Fungal Cream 1% Pedesil Maximum Strength Terrasil Antifungal Cream Maximum Strength Canesten Combi 3 Day Clotrimaderm Vaginal 6 Good Neighbor Pharmacy Clotrimazole 3 Canesten 2% Vaginal Cream Blossom Pharmaceuticals Antifungal Gehwol med Foot Walgreens Clotrimazole 3 Our Family Athletes Foot PRO-EX Anti Fungal Kerasal foot and toe Sunmark Clotrimazole Terrasil Athletes Foot AntiFungal Treatment Max Gerlasan Hand Major Clotrimazole Myclo-derm Solution 1% TerrasilMed ANTIFUNGAL Leader Clotrimazole Anti-Fungal Aspiera Anti-Fungal Femmesil Neo-zol Vaginal Cream 2% Rexall Jock Itch Clotrimazole-fluconazole Combi Shopko Athletes Foot Neo-zol Vaginal Cream 1% Botanimedix TineaRX Antifungal Drying Emulsion Dr Sheffield Athletes Foot Clotrimaderm External Cream Family Care Antifungal Kleer-Plex Fungistat Athlete Foot Cure Canesten 6 Day Internal Cream Clotrimazol Dual Jock Itch Cream with Clotrimazole sunmark Clotrimazole 3 Fungicure Manicure Pedicure Anti Fungal Dermatin Antifungal HEB Antifungal ShopRite antifungal TopCare Clotrimazole 3 Clotrimazole 1% Athletes Foot Lotrimin CVS Antifungal Ringworm Myclo-gyne Cream 1% Foot Care Clotrimazole Fungicure Manicure Pedicure Liquid Gel Terrasil Tinea Treatment MAX Gehwol Nail Protection Pen Clotrimazole Jock Itch Athletes Foot Lotriderm Meijer Athletes Foot Cream AF Smart Sense Athletes Foot Antifungal Clotrimaderm Topical Solution 1% USP Pedesil Clotrimaderm Topical Forticept Antifungal Foot Gel ClotrimazOil Antifungal Fungicure Manicure Pedicure Jock Itch Antifungal Clotrimazole Vaginal 6 Terrasil Anti-Fungal Treatment Zapotol Clotrimazole Antifungal Foot CVS Pharmacy ITCH RELIEF ANTIFUNGAL Myclo Crm 50mg Jock-eze WinCo Foods Antifungal Myclo Tab 100mg Meijer Clotrimazole Antifungal Exchange Select Atheletes foot Antifungal Skin Repair Clotrimazole Topical Solution 1% Cura Hongo Antifungal Olp Clotrimazole Goodsense Athletes Foot Jock Itch Clotrimazole Antifungal Scheinpharm Clotrimazole 1% Micotrin AC Gehwol Fusskraft Nail and Skin Protection UpandUp Clotrimazole Canesten 1 Vaginal Tablet Combi-pak Publix athletic foot S-Cream CLOTRIMAZOLE Cream 1% 1MED Clotrimazole 1% Antifungal Cream Clotrimazole Topical Solution USP, 1% Terrasil Jock-Itch Treatment MAX First Aid Research Antifungal .5oz Canesten Combi 1 Day Comfortab + Extra Strength External Cream Canesten 100mg Vaginal Inserts Aptrimazole 1.0% Antifungal Cream Rugby Antifungal Clotrimazole Walgreens Clotrimazole Clotrimazole Cream 1% Rite Aid antifungal ringworm Best Choice Clotrimazole Footlogix Intensive Care Diabetic Formula Canesten 1% Topical Solution Jock Itch Astonea Clotrimazole 1% Athletes Foot Canesoral Combi 1 Day Family Care Clotrimazole Antifungal Canesten 200 Mg Vaginal Inserts WinCo Antifungal Good Sense Athletes Foot antifungal Myclo Crm 10mg TopCare Antifungal Clotrimazole/Betameth Fortinia
Indication	Topical preparations Clotrimazole topical cream is indicated for the topical treatment of the following dermal infections [F3088], [F3121]: Tinea pedis, tinea cruris, and tinea corporis due to _Trichophyton rubrum_, _Trichophyton mentagrophytes_, _Epidermophyton floccosum_ Candidiasis due to _Candida albicans_ Tinea versicolor due to _Malassezia furfur_ Diaper rash infected by _Candida albicans_ In some preparations, clotrimazole may be combined with betamethasone dipropionate, a corticosteroid [F3121]. Oral preparations The oral troche preparation is indicated for the local treatment of oropharyngeal candidiasis [FDA label]. It is also indicated as a prophylactic drug to reduce the incidence of oropharyngeal candidiasis in patients immunocompromised by conditions such as chemotherapy, radiotherapy, or steroid therapy utilized in the treatment of leukemia, solid tumors, or renal transplantation [FDA label]. Troche preparations are not indicated for the treatment of any systemic mycoses [FDA label].
Categories	Anti-Infective Agents Anti-Infective Agents, Local Antifungal Agents Antifungal Agents (Vaginal) Antifungals for Dermatological Use Antifungals for Topical Use Antiinfectives and Antiseptics for Local Oral Treatment Azole Antifungals BSEP/ABCB11 Inhibitors BSEP/ABCB11 Substrates Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (strong) Cytochrome P-450 CYP2B6 Inducers Cytochrome P-450 CYP2B6 Inducers (strength unknown) Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (strong) Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (moderate) Cytochrome P-450 CYP2C8 Inhibitors (strong) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2C9 Inhibitors (strong) Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (moderate) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (moderate) Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Inducers (strong) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A7 Inducers Cytochrome P-450 CYP3A7 Inducers (strong) Cytochrome P-450 CYP3A7 Inducers (weak) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dermatologicals Enzyme Inhibitors Gynecological Antiinfectives and Antiseptics Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Imidazole and Triazole Derivatives Imidazole Derivatives Imidazoles OATP1B1/SLCO1B1 Inhibitors OATP1B1/SLCO1B1 Substrates OATP1B3 inducers P-glycoprotein inducers P-glycoprotein inhibitors P-glycoprotein substrates Steroid Synthesis Inhibitors Stomatological Preparations
ATC-Code	D01AC01 A01AB18 G01AF02 G01AF20
CAS number	23593-75-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytochrome P450 51	MAIVETVIDGINYFLSLSVTQQISILLGVPFVYNLVWQYLYSLRKDRAPL...	unknown	antagonist,inhibitor
Intermediate conductance calcium-activated potassium channel protein 4	MGGDLVLGLGALRRRKRLLEQEKSLAGWALVLAGTGIGLMVLHAEMLWFG...	unknown	inhibitor
Ergosterol	-	unknown	inhibitor
Nuclear receptor subfamily 1 group I member 2	MEVRPKESWNHADFVHCEDTESVPGKPSVNADEEVGGPQICRVCGDKATG...	unknown	activator
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	partial agonist
Cytochrome P450 2C8	MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inhibitor,inducer
Cytochrome P450 2B6	MELSVLLFLALLTGLLLLLVQRHPNTHDRLPPGPRPLPLLGNLLQMDRRG...	unknown	inhibitor,inducer
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 2A6	MLASGMLLVALLVCLTVMVLMSVWQQRKSKGKLPPGPTPLPFIGNYLQLN...	unknown	inhibitor
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Cytochrome P450 3A7	MDLIPNLAVETWLLLAVSLILLYLYGTRTHGLFKKLGIPGPTPLPFLGNA...	unknown	inducer
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor,inducer
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	substrate,inhibitor
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown	substrate,inhibitor
Solute carrier organic anion transporter family member 1B3	MDQHQHLNKTAESASSEKKKTRRCNGFKMFLAALSFSYIAKALGGIIMKI...	unknown	inducer
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682