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