CL6

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

Created:	2006-10-26
Last modified:	2021-03-01

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9 entries where CL6 is found as a standalone ligand

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

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Chemical Component Summary
Name	1-[(2-CHLOROPHENYL)(DIPHENYL)METHYL]-1H-IMIDAZOLE
Synonyms	CLOTRIMAZOLE
Systematic Name (OpenEye OEToolkits)	1-[(2-chlorophenyl)-diphenyl-methyl]imidazole
Formula	C₂₂ H₁₇ Cl N₂
Molecular Weight	344.837
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4
SMILES	CACTVS	3.341	Clc1ccccc1C(n2ccnc2)(c3ccccc3)c4ccccc4
SMILES	OpenEye OEToolkits	1.5.0	c1ccc(cc1)C(c2ccccc2)(c3ccccc3Cl)n4ccnc4
Canonical SMILES	CACTVS	3.341	Clc1ccccc1C(n2ccnc2)(c3ccccc3)c4ccccc4
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1ccc(cc1)C(c2ccccc2)(c3ccccc3Cl)n4ccnc4
InChI	InChI	1.03	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	InChI	1.03	VNFPBHJOKIVQEB-UHFFFAOYSA-N

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-(o-Chlorotrityl)imidazole 1-(α-(2-Chlorophenyl)benzhydryl)imidazole Clotrimazol 1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole 1-(o-Chloro-α,α-diphenylbenzyl)imidazole Clotrimazole
Brand Names	Femmesil Oheal Ringworm Cream UpandUp Clotrimazole TM-Clotrimazole Gehwol med Foot Aptrimazole 1.0% Antifungal Cream Forticept Antifungal Foot Cream Up and Up Athletes Foot Terrasil Jock Itch Treatment Maximum Strength Canesten Vaginal Inserts 100mg Atopalm Clotrimazole Antifungal Family Wellness Antifungal Walgreens Jock Itch Canesten Combi 3 Day Myclo-derm Solution 1% Forticept Antifungal Cooling Soothing Antifungal Cream Family Care Clotrimazole Antifungal Gehwol Nail Protection Pen Fungicure Intensive Oheal Manuka Honey Eczema Cream Canesten 1% Topical Cream Hua Tuo Xian Gao Clotrimazole Extra Strength External Antifungal Cream Clotrimazole and Betamethasone Dipropionate Anti-Fungal Cream Quality Choice Clotrimazole meijer Athletes Foot Athlete s Foot Afac Canesten V First Aid Research Antifungal Cream 1oz Akin Anti-fungal Terrasil Rapid-Clear Anti-Fungal Myclo Crm 10mg Western Family Athletes Foot Extra Strength Clotrimazole Extra Fort -fluconazole Combi Micotrin AC Occulus Skin Hydrating Topical Foam CLO-1 Kroger ATHLETES FOOT Athletes Foot Antifungal Antifungal Terrasil Foot and Nail Anti-Fungal TerrasilMed ANTIFUNGAL sunmark Clotrimazole 3 Terrasil Anti-Fungal Treatment MAX Fastrin Anti - Fungal Skin Care Anti-Fungal Myclo-derm Cream 1% Rugby Clotrimazole Antifungal Cream Antifungal Foot Good Sense Athletes Foot antifungal Canesten 6 Day Internal Cream Canesten 100mg Vaginal Inserts ShopRite antifungal Live Better Antifungal Protective Nail and skin Ciclomazole Clotrimazole 1% CVS Pharmacy ITCH RELIEF ANTIFUNGAL Terrasil Tinea Treatment Maximum Strength Topcare Athletes Foot HEB Antifungal Canesten 3 Vaginal Tablet Combi-pak DermacinRx Therazole Pak Clotrimazole Dr Sheffield Athletes Foot Signature Care Antifungal Terrasil Foot and Nail Anti-Fungal Maximum Strength Alevazol SoundBody Clotrimazole Antifungal Footlogix FungaZoil Advanced Canesoral Combi Neo-zol Vaginal Cream 2% Canesten 1 Vaginal Tablet Combi-pak Clotrimazole Vaginal 3 Fungicure Manicure Pedicure Liquid Gel Leader Athletes Foot Clotrimazole Occulus SKIN HYDRATING TOPICAL FOAM CLO-1 ANTIFUNGAL FOAM Pedesil Maximum Strength Au Kah Chuen Antifungal Clotrimaderm Topical Solution 1% USP MakeSense Canesten Crm 1% Top Family Care Antifungal Clotrimazole Topical Solution USP, 1% Lotrimin Terrasil JockItch Treatment Maximum Strength Exchange Select Atheletes foot Canesten Liq 1% Mycelex Desenex Scheinpharm Clotrimazole 1% Fungicure Liquid Gel Terbinafine HCl Chlortimazole and Tolnaftate Pedesil Clotrimazole Cream 1% Dermatin Antifungal Canesten 200 Mg Vaginal Inserts Taro-clotrimazole/betamethasone Dipropionate Terrasil Athletes Foot AntiFungal Treatment Max Canesten 3 Day Internal Cream Good Neighbor Pharmacy Clotrimazole 3 Clotrimaderm Vaginal 6 Lakesia Mycozyl AC Kleer-Plex Fungistat Athlete Foot Cure Gerlasan Hand Skin Repair Clotrimazole 1% Athletes Foot Thera plus Antifungal Clotrimazole TopCare Antifungal Smooth Gator Fungus Eliminator Myclo Crm 50mg Betamethasone Clotrimazole Botanimedix TineaRX Antifungal Drying Emulsion Kroger Jock Itch Budpak Antifungal Clotrimazole Clotrimazole Vaginal 6 Terrasil Jock-Itch Treatment MAX Gyne-Lotrimin 7 Lotriderm Blossom Pharmaceuticals Antifungal Lucky SuperSoft Athletes Foot Rugby Antifungal Clotrimazole Myclo Solution Canesten External Antifungal Cream Clotrimaderm-fluconazole Combi-pack Equate Jock Itch Forticept Antifungal Foot Gel Olp Clotrimazole Anti Fungal Clotrimazole Antifungal Clotrimazole External Cream Shield and Protect Anti-Fungal Canesten Crm 1% Vag Family Wellness Clotrimazole 1 Anti Fungal Cream Walgreens Clotrimazole Antifungal Foot Care Clotrimazole Fungicure Manicure Pedicure Anti Fungal Hua Tuo Xian Gao Antifungal Clotrimaderm External Cream Kleer-Plex Fungistat Fungus Cure Kerasal foot and toe PMS-clotrimazole-betamethasone Meijer Clotrimazole Antifungal Jock Itch Clotrimazole Antifungal Myclo Tab 100mg Athletes Foot Canesten Combi-pak 1 Day Therapy Athlete Foot Cream with Clotrimazole Canesten Soft Capsule 1 Clotrimazol Dynarex Antifungal Sunmark Clotrimazole Ringworm Rexall Jock Itch Myclo-gyne Cream 1% Equaline Clotrimazole Antifungal Protective and Moisturizing Skin Canesten 1% Topical Solution Zapotol Clotrimazole Astonea Clotrimazole 1% Athletes Foot Terrasil Ringworm Treatment MAX Publix athletic foot Votriza-AL Clotrimaderm Topical meijer Clotrimazole 3 Footlogix Intensive Care Diabetic Formula WinCo Foods Antifungal Canesten Comfortab 1 First Aid Research Antifungal .5oz Neo-zol Vaginal Cream 1% Jock Itch Cream with Clotrimazole Walgreens Clotrimazole Fortinia OF Jock-eze Clotrimazole Jock Itch TheraPlus Plus Fungicure Manicure Pedicure Terrasil Anti-Fungal Treatment Quality Choice Athletes Foot Equaline Antifungal Cream Clotrimaderm Vaginal 3 Walgreens Clotrimazole 3 1MED Clotrimazole 1% Antifungal Cream Antifungal Cream Good Neighbor Pharmacy Clotrimazole Canesten 2% Vaginal Cream Clotrimazole 1% Topical Antifungal Cream Lotrisone Rexall Athletes Foot Meijer Athletes Foot Cream AF Canesten 1 Day Internal Cream Clotrimazole External Antifungal Cream Antifungal Fungistat Max Gyne-Lotrimin 3 Healthy Accents Antifungal Gehwol Fusskraft Nail and Skin Protection PRO-EX Anti Fungal Clotrimazole Athletes Foot S-Cream CLOTRIMAZOLE Cream 1% Lotrimin Antifungal Shopko Athletes Foot Canesoral Combi 1 Day CVS Pharmacy Clotrimazole 3 CAREONE Clotrimazole Our Family Athletes Foot Clotrimazol Dual Canesten Combi 1 Day Canesten Combi 1 Day Soft Capsule + Extra Strength External Cream Clotrimazole-fluconazole Combi Signature Care Jock Itch Family Care Clotrimazole Anti-Fungal Cream 1% Leader Clotrimazole Anti-Fungal SIMPLY VITAL Antifungal Cream Myclo-gyne Inserts Rite Aid antifungal ringworm Clotrimazole Topical Solution 1% Best Choice Clotrimazole Major Clotrimazole Signature Care Athletes Foot Fortinia Terrasil Tinea Treatment MAX Goodsense Athletes Foot Canesten Extra Strength External Antifungal Cream Clotrimazole/Betameth Canesten Comfortab 3 PerfectHeal Antifungal Up and Up Jock Itch Relief Canesten Combi 1 Day Comfortab + Extra Strength External Cream Smart Sense Athletes Foot Antifungal WinCo Antifungal Neo-zol Cream 1% Silka Ringworm Cura Hongo Antifungal Aspiera Anti-Fungal Canesten External Cream JiDeSheng ClotrimazOil Antifungal Jock Itch Antifungal Canesten Combi 1 Day Internal + External Creams Clotrimazole Topical CVS Clotrimazole Maximum Strength TopCare Clotrimazole 3 CAREALL Clotrimazole CVSHealth Antifungal Fungicure Pumpspray Terrasil Antifungal Cream Maximum Strength Jock Itch Terrasil Anti-fungal Treatment 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
C-X-C chemokine receptor type 2	MEDFNMESDSFEDFWKGEDLSNYSYSSTLPPFLLDAAPCEPESLEINKYF...	unknown	modulator
Lanosterol 14-alpha demethylase	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
ATP-dependent translocase ABCB1	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