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	Clotrimazolum 1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole Clotrimazole Clotrimazol 1-(o-Chlorotrityl)imidazole 1-(α-(2-Chlorophenyl)benzhydryl)imidazole 1-(o-Chloro-α,α-diphenylbenzyl)imidazole
Brand Names	Western Family Athletes Foot UpandUp Clotrimazole PMS-clotrimazole-betamethasone CAREONE Clotrimazole Canesten Crm 1% Vag Jock-eze Myclo-gyne Inserts Myclo Crm 10mg Terrasil Anti-fungal Treatment Family Wellness Antifungal Forticept Antifungal Cooling Athletes Foot Aspiera Anti-Fungal Cura Hongo Antifungal Live Better Antifungal Canesten 1% Topical Cream Canesten Comfortab 3 Terrasil Jock-Itch Treatment MAX Sunmark Clotrimazole Alevazol Silka Ringworm Femmesil Myclo-gyne Cream 1% TheraPlus Plus Rugby Clotrimazole Antifungal Cream Clotrimazol Canesten Combi 1 Day Comfortab + Extra Strength External Cream Exchange Select Atheletes foot Terrasil Foot and Nail Anti-Fungal Maximum Strength Publix athletic foot CVS Pharmacy Clotrimazole 3 TerrasilMed ANTIFUNGAL Canesten 200 Mg Vaginal Inserts Walgreens Jock Itch Lakesia Myclo-derm Solution 1% Soothing Antifungal Cream Pedesil Canesten 1 Day Internal Cream Anti Fungal Canesten External Antifungal Cream Clotrimazole Vaginal 3 Fortinia Terrasil Antifungal Cream Maximum Strength Canesten 3 Day Internal Cream Gehwol Nail Protection Pen Signature Care Jock Itch Canesten Combi 1 Day Canesoral Combi 1 Day FungaZoil Advanced Canesten 2% Vaginal Cream Athlete Foot Cream with Clotrimazole Footlogix Terrasil Ringworm Treatment MAX Clotrimazole 1% Athletes Foot Dermatin Antifungal Good Neighbor Pharmacy Clotrimazole Meijer Clotrimazole Antifungal Anti-Fungal Cream TopCare Antifungal Rexall Jock Itch Occulus SKIN HYDRATING TOPICAL FOAM CLO-1 ANTIFUNGAL FOAM Clotrimazole Topical Solution USP, 1% ShopRite antifungal sunmark Clotrimazole 3 Leader Clotrimazole Anti-Fungal Antifungal S-Cream CLOTRIMAZOLE Cream 1% Olp Clotrimazole SoundBody Clotrimazole Antifungal Terrasil JockItch Treatment Maximum Strength Clotrimazole-fluconazole Combi Clotrimaderm Vaginal 3 Desenex Athletes Foot Antifungal Antifungal Topcare Athletes Foot WinCo Foods Antifungal Gyne-Lotrimin 3 Forticept Antifungal Foot Gel Good Neighbor Pharmacy Clotrimazole 3 Signature Care Athletes Foot Clotrimazole External Antifungal Cream Equaline Clotrimazole Antifungal Ringworm Anti-Fungal Clotrimazole Topical Equaline Antifungal Cream Clotrimazole Cream 1% TopCare Clotrimazole 3 Clotrimazole Good Sense Athletes Foot antifungal Kroger Jock Itch Meijer Athletes Foot Cream AF Canesten 6 Day Internal Cream Canesten Combi 1 Day Internal + External Creams Clotrimaderm Topical Atopalm Clotrimazole Antifungal Canesten 1 Vaginal Tablet Combi-pak Dr Sheffield Athletes Foot Au Kah Chuen Antifungal meijer Athletes Foot Gehwol med Foot Canesten Comfortab 1 Fungicure Manicure Pedicure Betamethasone Clotrimazole Fungicure Liquid Gel Lotriderm Clotrimazole Vaginal 6 TM-Clotrimazole Clotrimazole Antifungal Jock Itch Extra Strength Clotrimazole Extra Fort -fluconazole Combi Lotrimin Antifungal Blossom Pharmaceuticals Antifungal Astonea Clotrimazole 1% Athletes Foot Botanimedix TineaRX Antifungal Drying Emulsion Clotrimazole and Betamethasone Dipropionate Leader Athletes Foot Clotrimazole Myclo Solution Healthy Accents Antifungal Jock Itch Clotrimazole Antifungal Clotrimazole/Betameth Our Family Athletes Foot Pedesil Maximum Strength Walgreens Clotrimazole Antifungal Foot Smart Sense Athletes Foot Antifungal Clotrimazole 1% Votriza-AL Canesten Crm 1% Top Lotrimin Myclo-derm Cream 1% Smooth Gator Fungus Eliminator Up and Up Athletes Foot Canesten Extra Strength External Antifungal Cream ClotrimazOil Antifungal Gyne-Lotrimin 7 Kroger ATHLETES FOOT Fungicure Manicure Pedicure Anti Fungal Clotrimaderm-fluconazole Combi-pack PRO-EX Anti Fungal Oheal Manuka Honey Eczema Cream Clotrimaderm Topical Solution 1% USP Budpak Antifungal Clotrimazole Kerasal foot and toe Protective Nail and skin Kleer-Plex Fungistat Fungus Cure Foot Care Clotrimazole Thera plus Antifungal Clotrimazole Best Choice Clotrimazole Fastrin Anti - Fungal Skin Care Walgreens Clotrimazole 3 Rite Aid antifungal ringworm Occulus Skin Hydrating Topical Foam CLO-1 Ciclomazole Lucky SuperSoft Athletes Foot Shopko Athletes Foot Lotrisone HEB Antifungal Canesten 3 Vaginal Tablet Combi-pak Terrasil Tinea Treatment Maximum Strength Mycozyl AC Canesten Combi-pak 1 Day Therapy Clotrimazole Athletes Foot Fungicure Intensive Neo-zol Cream 1% Rexall Athletes Foot Quality Choice Clotrimazole meijer Clotrimazole 3 DermacinRx Therazole Pak Shield and Protect Anti-Fungal Canesten Vaginal Inserts 100mg Clotrimazole Jock Itch Goodsense Athletes Foot Terrasil Anti-Fungal Treatment Antifungal Cream Neo-zol Vaginal Cream 2% Jock Itch Antifungal Myclo Tab 100mg Canesten Combi 3 Day CVS Clotrimazole Maximum Strength SIMPLY VITAL Antifungal Cream Clotrimazole External Cream Terrasil Jock Itch Treatment Maximum Strength Family Care Clotrimazole Anti-Fungal Cream 1% CVSHealth Antifungal Zapotol Clotrimazole Kleer-Plex Fungistat Athlete Foot Cure Protective and Moisturizing Skin Terrasil Rapid-Clear Anti-Fungal Canesten Liq 1% Neo-zol Vaginal Cream 1% Athlete s Foot Afac Signature Care Antifungal Taro-clotrimazole/betamethasone Dipropionate Terbinafine HCl Chlortimazole and Tolnaftate Family Care Antifungal Quality Choice Athletes Foot Skin Repair Aptrimazole 1.0% Antifungal Cream Canesoral Combi Clotrimazole Extra Strength External Antifungal Cream Terrasil Athletes Foot AntiFungal Treatment Max Fungistat Max CAREALL Clotrimazole Oheal Ringworm Cream Gehwol Fusskraft Nail and Skin Protection Mycelex 1MED Clotrimazole 1% Antifungal Cream Clotrimazole 1% Topical Antifungal Cream Myclo Crm 50mg CVS Pharmacy ITCH RELIEF ANTIFUNGAL Clotrimaderm External Cream First Aid Research Antifungal .5oz First Aid Research Antifungal Cream 1oz Rugby Antifungal Clotrimazole Fortinia OF Canesten 1% Topical Solution Jock Itch Cream with Clotrimazole Family Care Clotrimazole Antifungal Fungicure Manicure Pedicure Liquid Gel Fungicure Pumpspray Major Clotrimazole PerfectHeal Antifungal Footlogix Intensive Care Diabetic Formula Gerlasan Hand WinCo Antifungal Up and Up Jock Itch Relief Walgreens Clotrimazole Antifungal Forticept Antifungal Foot Cream Dynarex Antifungal Equate Jock Itch Akin Anti-fungal Clotrimazole Topical Solution 1% Family Wellness Clotrimazole 1 Anti Fungal Cream Canesten External Cream Hua Tuo Xian Gao Antifungal Scheinpharm Clotrimazole 1% Terrasil Foot and Nail Anti-Fungal MakeSense Canesten V Terrasil Anti-Fungal Treatment MAX Hua Tuo Xian Gao JiDeSheng Micotrin AC Canesten 100mg Vaginal Inserts Clotrimaderm Vaginal 6 Terrasil Tinea Treatment MAX Clotrimazol Dual CVS Antifungal Ringworm
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