Clotrimazole supplier | CasNO.23593-75-1

Name
Clotrimazole
EINECS 245-764-8
CAS No. 23593-75-1
Article Data19
CAS DataBase
Density 1.13 g/cm³
Solubility <10mg/L(25 oC)
Melting Point 147-149 °C
Formula C₂₂H₁₇ClN₂
Boiling Point 482.3 °C at 760 mmHg
Molecular Weight 344.843
Flash Point 245.5 °C
Transport Information
Appearance Crystalline
Safety 26-36
Risk Codes 22-36/38
Molecular Structure
Hazard Symbols Xi
Synonyms Diphenyl(2-chlorophenyl)(1-imidazolyl)methane;Bay-B 5097;BAYb 5097;Mycelex (TN);(2-Chlorophenyl)diphenyl-1-imidazolylmethane;Lotrimin (TN);Clotrimazol [INN-Spanish];Gyne-Lotrimin;1-[(2-chlorophenyl)(diphenyl)methyl]-1H-imidazole;Mycelex Troches;1H-Imidazole, 1-[ (2-chlorophenyl)diphenylmethyl]-;Imidazole, 1- (o-chloro-.alpha.,.alpha.-diphenylbenzyl)-;Bis-fenil-(2-clorofenil)-1-imidazolil-metano [Italian];Lotrimin AF Cream;1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole;Lotrimax;Prestwick_120;FB 5097;Monobaycuten;1-(o-Chloro-.alpha., .alpha.-diphenylbenzyl)imidazole;Trimysten;Bis-phenyl-(2-chlorophenyl)-1-imidazoyl)methane;BAY b5097;Mykosporin;Mycelex G;
PSA 17.82000
LogP 5.37670

Synthetic route

: 288-32-4
1H-imidazole

: 102-10-3
diphenyl phosphite

: 66774-02-5
o-chlorotriphenylmethanol

: 108-10-1
4-methyl-2-pentanone

: 23593-75-1
clotrimazole

Conditions

Conditions	Yield
With sodium hydroxide	100%
With sodium hydroxide	77%

...Expand

: 288-32-4
1H-imidazole

: 42074-68-0
2-chlorotrityl chloride

: 23593-75-1
clotrimazole

Conditions

Conditions	Yield
With sodium carbonate at 25℃; for 48h; Reagent/catalyst; Solvent; Concentration; Green chemistry;	92%
With sodium carbonate at 20℃; for 48h; Sealed tube;	92%
With triethylamine In acetonitrile Heating;
With triethylamine In toluene at 20 - 50℃; for 3h; Temperature; Solvent; Inert atmosphere;

: 288-32-4
1H-imidazole

: 102-10-3
diphenyl phosphite

: 66774-02-5
o-chlorotriphenylmethanol

: 23593-75-1
clotrimazole

Conditions

Conditions	Yield
In toluene	74.5%
In acetonitrile; benzene	73%

...Expand

: 66774-02-5
o-chlorotriphenylmethanol

: 23593-75-1
clotrimazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / Heating 2: triethylamine / acetonitrile / Heating View Scheme

: 23593-75-1
clotrimazole

: 150994-84-6
4-((1,3-bis(dodecanoyloxy)propan-2-yl)oxy)-4-oxobutanoic acid

: 4-((1,3-bis(dodecanoyloxy)propan-2-yl)oxy)-4-oxobutanoate 1-((2-chlorophenyl)diphenylmethyl)-1H-imidazol-3-ium

Conditions

Conditions	Yield
In acetonitrile at 50℃; for 6h;	100%

: 23593-75-1
clotrimazole

: 66774-02-5
o-chlorotriphenylmethanol

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating;	93%
With hydrogenchloride; water for 3h; Heating / reflux;	85%
With hydrogenchloride In water; isopropyl alcohol for 17h; Heating;	36%

: 17084-13-8
potassium hexafluorophosphate

: cis-{Ru(Bipy)(Dppe)Cl2}

: 23593-75-1
clotrimazole

: [RuCl(1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole)(1,2-bis(diphenylphosphino)ethane)(2,2′-bypiridine)]*hexafluorophosphate

Conditions

Conditions	Yield
Stage #1: potassium hexafluorophosphate; cis-{Ru(Bipy)(Dppe)Cl2} In dichloromethane for 1h; Inert atmosphere; Stage #2: clotrimazole In dichloromethane for 6h; Reflux; Inert atmosphere;	92%

...Expand

: 23593-75-1
clotrimazole

: C22H14(2)H3ClN2

Conditions

Conditions	Yield
With deuteromethanol; di(tertbutyl)phenylphosphine; silver carbonate at 65℃; for 48h; Inert atmosphere;	91%

: 23593-75-1
clotrimazole

: 141776-91-2
1-bromomethyl-3,5-difluoro-benzene

: 3-[(2-chloro-phenyl)-diphenyl-methyl]-1-(3,5-difluoro-benzyl)-3H-imidazol-1-ium; bromide

Conditions

Conditions	Yield
In ethyl acetate for 48h; Heating;	90%

: 17084-13-8
potassium hexafluorophosphate

: 200358-34-5, 200259-33-2
dichloro[1,4-bis(diphenylphosphino)butane](2,2'-bipyridine)ruthenium(II)

: 23593-75-1
clotrimazole

: [RuCl(1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole)(1,4-bis(diphenylphosphino)butane)(2,2′-bypiridine)]*hexafluorophosphate

Conditions

Conditions	Yield
Stage #1: potassium hexafluorophosphate; dichloro[1,4-bis(diphenylphosphino)butane](2,2'-bipyridine)ruthenium(II) In dichloromethane for 1h; Inert atmosphere; Stage #2: clotrimazole In dichloromethane for 6h; Reflux; Inert atmosphere;	90%

...Expand

: 52490-94-5
[dichloro(p-cymene)(triphenylphosphane)ruthenium(II)]

: 23593-75-1
clotrimazole

hexafluorophosphate salt: hexafluorophosphate salt

: [RuCl(clotrimazole)(η6-p-cymene)(PPh3)]PF6

Conditions

Conditions	Yield
In methanol for 8h; Reflux; Inert atmosphere;	90%

...Expand

: 6046-93-1
copper(II) acetate monohydrate

: 23593-75-1
clotrimazole

: [Cu(clotrimazole)2(Ac)2]*H2O

Conditions

Conditions	Yield
In methanol at 25℃; for 24h;	90%

: [RhCl2(p-cymene)]2

: 23593-75-1
clotrimazole

: 1581279-26-6
[(η6-p-cymene)RuCl(clotrimazole)2]Cl

Conditions

Conditions	Yield
In methanol; chloroform for 5h; Reflux;	89%

: 26042-63-7
silver(I) hexafluorophosphate

: [RhCl2(p-cymene)]2

: 23593-75-1
clotrimazole

: [(η6-p-cymene)Ru(clotrimazole)3](PF6)2

Conditions

Conditions	Yield
In methanol; chloroform for 3h; Reflux;	86%

...Expand

: 17084-13-8
potassium hexafluorophosphate

: cis-[RuCl2(1,1′-bis(diphenylphosphino)ferrocene)(2,2′-bipyridine)]

: 23593-75-1
clotrimazole

: [RuCl(1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole)(1,1′-bis(diphenylphosphino)ferrocene)(2,2′-bypiridine)]*hexafluorophosphate

Conditions

Conditions	Yield
Stage #1: potassium hexafluorophosphate; cis-[RuCl2(1,1′-bis(diphenylphosphino)ferrocene)(2,2′-bipyridine)] In dichloromethane for 1h; Inert atmosphere; Stage #2: clotrimazole In dichloromethane for 6h; Reflux; Inert atmosphere;	86%

...Expand

: copper(II) nitrate trihydrate

: 23593-75-1
clotrimazole

: [Cu(clotrimazole)2(H2O)(NO3)](NO3)*2H2O

Conditions

Conditions	Yield
In methanol at 25℃; for 24h;	84%

: 23593-75-1
clotrimazole

: 519-73-3
triphenylmethane

Conditions

Conditions	Yield
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 24h; Electrolysis; Green chemistry;	81%

: 12092-47-6
di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium

: 23593-75-1
clotrimazole

: 209979-92-0
RhCl(1,5-cyclooctadiene)(1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole)

Conditions

Conditions	Yield
In ethanol N2-atmosphere; stoich. amts., stirring at room temp. for 1 h; collection (filtration), washing (MeOH), drying (vac.); elem. anal.;	80%

: 23593-75-1
clotrimazole

: 1605347-53-2
4-chloro-1-((2-chlorophenyl)diphenylmethyl)-1H-imidazole

Conditions

Conditions	Yield
With N-chloro-N-fluoro-benzenesulfonamide In acetonitrile at 20℃; Reagent/catalyst;	80%
With N-chloro-N-fluoro-benzenesulfonamide In acetonitrile at 20℃; regioselective reaction;	77%
With 2-chloro-1,3-bis(methoxycarbonyl)guanidine In chloroform at 20℃; for 12h; Solvent; regioselective reaction;	72%

: 23593-75-1
clotrimazole

: 2550-36-9
(bromomethylcyclohexane)

: 3-[(2-chloro-phenyl)-diphenyl-methyl]-1-cyclohexylmethyl-3H-imidazol-1-ium; bromide

Conditions

Conditions	Yield
In ethyl acetate for 48h; Heating;	79%

: 14494-93-0, 23751-62-4, 106678-35-7
bis(triphenylphosphino)copper(I) nitrate

: 23593-75-1
clotrimazole

: [Cu(PPh3)2(1-[(2-chlorophenyl)-diphenylmethyl]-1H-imidazole)2]NO3

Conditions

Conditions	Yield
In acetonitrile for 24h;	79%

: C14H20B9(1-)*C4H12N(1+)

: 23593-75-1
clotrimazole

: C36H36B9ClN2

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dimethoxyethane at 20℃; for 5h; Inert atmosphere; Schlenk technique;	78%

: 7732-18-5
water

: 23593-75-1
clotrimazole

: 7646-85-7
zinc(II) chloride

: [ZnCl2(N2C3H3C(C6H5)2C6H4Cl)2(H2O)2]*3H2O

Conditions

Conditions	Yield
In ethanol; water hot soln. (60 °C) of metal chloride added to hot soln. (60 °C) of CLMZ, mixt. stirred under reflux for 1 h; pptn., filtration, washing (ethanol/water, petroleum ether), elem. anal.;	77%

...Expand

: 23593-75-1
clotrimazole

: C22H16BrClN2

Conditions

Conditions	Yield
With N-chloro-N-fluoro-benzenesulfonamide; potassium bromide In acetonitrile at 20℃; for 0.25h;	77%

: 23593-75-1
clotrimazole

: 74-88-4
methyl iodide

: 3-[(2-chloro-phenyl)-diphenyl-methyl]-1-methyl-3H-imidazol-1-ium; iodide

Conditions

Conditions	Yield
In dichloromethane at 45℃; for 0.25h; Microwave irradiation;	75%
In ethyl acetate at 20℃; for 48h;	49%

: 64443-05-6
tetrakis(actonitrile)copper(I) hexafluorophosphate

: 23593-75-1
clotrimazole

: [Cu(1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole)2]PF6

Conditions

Conditions	Yield
In dichloromethane stoich. amts., room temp., 24 h; vol. reduction (N2-stream), Et2O addn., cooling to -5°C (pptn.), collection (filtration), washing (Et2O), drying (vac.); elem. anal.;	75%

: manganese(II) chloride dihydrate

: 7732-18-5
water

: 23593-75-1
clotrimazole

: 1311268-76-4
[MnCl2(N2C3H3C(C6H5)2C6H4Cl)2(H2O)2]

Conditions

Conditions	Yield
In ethanol; water hot soln. (60 °C) of metal chloride added to hot soln. (60 °C) of CLMZ, mixt. stirred under reflux for 1 h; pptn., filtration, washing (ethanol/water, petroleum ether), elem. anal.;	75%

...Expand

: [RhCl2(p-cymene)]2

: 23593-75-1
clotrimazole

: [(η6-p-cymene)RuCl2(clotrimazole)]

Conditions

Conditions	Yield
In methanol; chloroform at 20℃; for 0.075h; Reflux;	75%

: zinc(II) nitrate hexahydrate

: 23593-75-1
clotrimazole

: [Zn(clotrimazole)2(H2O)(NO3)](NO3)*4H2O

Conditions

Conditions	Yield
In methanol at 25℃; for 0.5h;	74%

: 23593-75-1
clotrimazole

: C22H13(2)H4ClN2

Conditions

Conditions	Yield
With water-d2; potassium carbonate; silver carbonate; cyclohexyldiphenylphosphine In toluene at 120℃; for 12h;	73%

Clotrimazole Chemical Properties

Molecular Structure:

Molecular Formula: C₂₂H₁₇ClN₂
Molecular Weight: 344.8368
IUPAC Name: 1-[(2-Chlorophenyl)-diphenylmethyl]imidazole
Synonyms of Mycosporin (CAS NO.23593-75-1): Clotrimazole ; Clotrimazole [USAN:INN:BAN:JAN] ; Lotrimax ; Lotrisone ; Otomax (Veterinary) ; 1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole (9CI) ; 1H-Imidazole, 1-((2-chlorophenyl)diphenylmethyl)- ; Imidazole, 1-(o-chloro-alpha,alpha-diphenylbenzyl)-
CAS NO: 23593-75-1
Classification Code: Anti-Infective Agents ; Anti-infective agents, local ; Antifungal ; Antifungal agents ; Drug / Therapeutic Agent ; Human Data ; Reproductive Effect
Melting Point: 147-149°C
Index of Refraction: 1.616
Molar Refractivity: 105.88 cm³
Molar Volume: 302.7 cm³
Surface Tension: 44.5 dyne/cm
Density: 1.13 g/cm³
Flash Point: 245.5 °C
Enthalpy of Vaporization: 71.87 kJ/mol
Boiling Point: 482.3 °C at 760 mmHg
Vapour Pressure: 5.42E-09 mmHg at 25°C

Clotrimazole Uses

Mycosporin (CAS NO.23593-75-1) is a kind of broad-spectrum antifungals.

Clotrimazole Production

o-Chlorobenzoic acid could be used as a raw material to synthesize Mycosporin (CAS NO.23593-75-1)

Clotrimazole Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LD50	oral	> 1gm/kg (1000mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING	Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1272, 1972.
dog	LD50	oral	> 2gm/kg (2000mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING	Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1272, 1972.
mammal (species unspecified)	LD50	oral	750mg/kg (750mg/kg)		Antimicrobial Agents and Chemotherapy Vol. -, Pg. 271, 1969.
mouse	LD50	intraperitoneal	108mg/kg (108mg/kg)		Drug and Chemical Toxicology. Vol. 13, Pg. 195, 1990.
mouse	LD50	intravenous	198mg/kg (198mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
mouse	LD50	oral	761mg/kg (761mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1272, 1972.
mouse	LDLo	subcutaneous	10gm/kg (10000mg/kg)		Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1333, 1973.
rabbit	LD50	oral	> 1gm/kg (1000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1272, 1972.
rat	LD50	intraperitoneal	445mg/kg (445mg/kg)		Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1333, 1973.
rat	LD50	oral	708mg/kg (708mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1272, 1972.
rat	LDLo	subcutaneous	10gm/kg (10000mg/kg)		Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1333, 1973.
women	TDLo	intravaginal	28mg/kg/7D (28mg/kg)	SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE	Clinical Toxicology. Vol. 18, Pg. 41, 1981.

Clotrimazole Safety Profile

Safety Information of Mycosporin (CAS NO.23593-75-1):
Hazard Codes:Xn
Risk Statements:22-36/38
22:Harmful if swallowed
36/38:Irritating to eyes and skin
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
WGK Germany:3
RTECS:NI4377000
Hazardous Substances Data:23593-75-1(Hazardous Substances Data)
Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. Human systemic effects by intrvaginal route: primary skin irritations. Experimental reproductive effects. A fungicide. When heated to decomposition it emits very toxic fumes of Cl⁻ and NO_x.

Product Name

Clotrimazole

Synthetic route

Clotrimazole Chemical Properties

Clotrimazole Uses

Clotrimazole Production

Clotrimazole Toxicity Data With Reference

Clotrimazole Safety Profile

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