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