ChemSpider 2D Image | Clotrimazole | C22H17ClN2

Clotrimazole

  • Molecular FormulaC22H17ClN2
  • Average mass344.837 Da
  • Monoisotopic mass344.108032 Da
  • ChemSpider ID2710

More details:

Featured data source
The Merck Index Online

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

1-(o-Chloro-a,a-diphenylbenzyl)imidazole
1-(o-Chlorotrityl)imidazole
1-(o-Chloro-α,α-diphenylbenzyl)imidazole
1-[(2-Chlorophenyl)(diphenyl)methyl]-1H-imidazole [ACD/IUPAC Name]
1-[(2-Chlorophényl)(diphényl)méthyl]-1H-imidazole [French] [ACD/IUPAC Name]
1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole
1-[(2-Chlorphenyl)(diphenyl)methyl]-1H-imidazol [German] [ACD/IUPAC Name]
1-[(o-Chlorophenyl)diphenylmethyl]imidazole
1-[a-(2-Chlorophenyl)benzhydryl]imidazole
1H-Imidazole, 1-[(2-chlorophenyl)diphenylmethyl]- [ACD/Index Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

2912 [DBID]
DRG 0072 [DBID]
G07GZ97H65 [DBID]
UNII-G07GZ97H65 [DBID]
Lopac-C-6019 [DBID]
Prestwick_120 [DBID]
33894_RIEDEL [DBID]
AIDS007336 [DBID]
AIDS-007336 [DBID]
B 5097 [DBID]
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  • Experimental Physico-chemical Properties

    • Experimental Solubility:

      DMSO 11 mg/mL (31 mM); Water <1 mg/mL (<1 mM) MedChem Express HY-10882
      DMSO 95 mg/mL; Water 95 mg/mL; Ethanol <1 mg/mL MedChem Express HY-10882
      Soluble to 75 mM in DMSO and to 100 mM in ethanol Tocris Bioscience 4096
  • Miscellaneous

    • Toxicity:

      Organic Compound; Organochloride; Amine; Drug; Anti-Infective Agent, Local; Food Toxin; Antifungal Agent; Growth Inhibitor; Metabolite; Synthetic Compound; 14-alpha Demethylase Inhibitor Toxin, Toxin-Target Database T3D2729

    • Safety:

      A01AB18 Wikidata Q413546
      D01AC01 Wikidata Q413546
      G01AF02 Wikidata Q413546

    • Target Organs:

      Antibiotic TargetMol T0506

    • Chemical Class:

      A member of the class of imidazoles that is 1<element>H</element>-imidazole in which the hydrogen attached to a nitrogen is replaced by a monochlorotrityl group. ChEBI CHEBI:3764
      A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to a nitrogen is replaced by a monochlorotrityl group. ChEBI CHEBI:3764

    • Bio Activity:

      14-?? Demethylase TargetMol T0506
      Antifungal MedChem Express HY-10882
      Anti-infection MedChem Express HY-10882
      Anti-infection; MedChem Express HY-10882
      Clotrimazole is an imidazole derivative, an antifungal compound and is a CYP (cytochrome P450) inhibitor. MedChem Express
      Clotrimazole is an imidazole derivative, an antifungal compound and is a CYP (cytochrome P450) inhibitor.; Target: Antifungal; CYP; Clotrimazole (brand name Canesten or Lotrimin) is an antifungal medication commonly used in the treatment of fungal infections (of both humans and other animals) such as vaginal yeast infections, oral thrush, and ringworm. MedChem Express HY-10882
      Clotrimazole is an imidazole derivative, an antifungal compound and is a CYP (cytochrome P450) inhibitor.;Target: Antifungal; CYPClotrimazole (brand name Canesten or Lotrimin) is an antifungal medication commonly used in the treatment of fungal infections (of both humans and other animals) such as vaginal yeast infections, oral thrush, and ringworm. It is also used to treat athlete's foot and jock itch.It is commonly available as an over-the-counter substance in various dosage forms, such as a cream, and also (especially in the case of ear infection) as a combination medicine. It is also available as a troche or throat lozenge (prescription only). For ear infection, it is often applied in liquid form, as ear drops.;The antimycotic drug clotrimazole inhibits the function of the gastric H,K-ATPase in a manner similar to that observed for the Na,K-ATPase. Because of the high hydrophobicity of the compound, the interaction between clotrimazole and the ion pump occurs at the membrane d MedChem Express HY-10882
      Cytochrome P450 Tocris Bioscience 4096
      Cytochrome P450 inhibitor; antifungal Tocris Bioscience 4096
      Enzymes Tocris Bioscience 4096
      Imidazole antimycotic and cytochrome P450 inhibitor. Inhibits Ca2+-activated K+ current (IC50 = 3 ?M) and L-type Ca2+ current; increases the firing rate of action potentials. Exhibits antiproliferativ e activity in vitro and in vivo. Also an inverse agonist of the human constitutive androstane receptor (hCAR). Tocris Bioscience 4096
      Imidazole antimycotic and cytochrome P450 inhibitor. Inhibits Ca2+-activated K+ current (IC50 = 3 ?M) and L-type Ca2+ current; increases the firing rate of action potentials. Exhibits antiproliferative activity in vitro and in vivo. Also an inverse agonist of the human constitutive androstane receptor (hCAR). Tocris Bioscience 4096
      Imidazole antimycotic and cytochrome P450 inhibitor. Inhibits Ca2+-activated K+ current (IC50 = 3 muM) and L-type Ca2+ current; increases the firing rate of action potentials. Exhibits antiproliferative activity in vitro and in vivo. Also an inverse agonist of the human constitutive androstane receptor (hCAR). Tocris Bioscience 4096
      Microbiology & Virology TargetMol T0506
  • Gas Chromatography

    • Retention Index (Kovats):

      2829 (estimated with error: 89) NIST Spectra mainlib_191548, replib_247002, replib_248056

    • Retention Index (Normal Alkane):

      2100 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 23593751; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri

    • Retention Index (Linear):

      2100 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 1.8 m; Column type: Packed; Heat rate: 8 K/min; Start T: 130 C; End T: 290 C; End time: 8 min; Start time: 2 min; CAS no: 23593751; Active phase: SE-30; Carrier gas: N2; Substrate: Chromosorb W; Data type: Linear RI; Authors: Perrigo, B.J.; Peel, H.W., The use of retention indices and temperature-programmed gas chromatography in analytical toxicology, J. Chromatogr. Sci., 19, 1981, 219-226.) NIST Spectra nist ri

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.1±0.1 g/cm3
Boiling Point: 482.3±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 71.9±3.0 kJ/mol
Flash Point: 245.5±27.3 °C
Index of Refraction: 1.617
Molar Refractivity: 105.9±0.5 cm3
#H bond acceptors: 2
#H bond donors: 0
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 1
ACD/LogP: 5.44
ACD/LogD (pH 5.5): 4.53
ACD/BCF (pH 5.5): 1110.09
ACD/KOC (pH 5.5): 3306.50
ACD/LogD (pH 7.4): 5.22
ACD/BCF (pH 7.4): 5421.07
ACD/KOC (pH 7.4): 16147.19
Polar Surface Area: 18 Å2
Polarizability: 42.0±0.5 10-24cm3
Surface Tension: 44.5±7.0 dyne/cm
Molar Volume: 302.8±7.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™ 

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  6.26

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  494.52  (Adapted Stein & Brown method)
    Melting Pt (deg C):  206.55  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.13E-009  (Modified Grain method)
    MP  (exp database):  148 deg C
    Subcooled liquid VP: 3.78E-008 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  0.02984
       log Kow used: 6.26 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.0080386 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Imidazoles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.12E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.239E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.26  (KowWin est)
  Log Kaw used:  -5.894  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.154
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4732
   Biowin2 (Non-Linear Model)     :   0.1162
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.0624  (months      )
   Biowin4 (Primary Survey Model) :   3.0412  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.1003
   Biowin6 (MITI Non-Linear Model):   0.0054
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.0864
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  5.04E-006 Pa (3.78E-008 mm Hg)
  Log Koa (Koawin est  ): 12.154
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.595 
       Octanol/air (Koa) model:  0.35 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.956 
       Mackay model           :  0.979 
       Octanol/air (Koa) model:  0.966 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  46.2370 E-12 cm3/molecule-sec
      Half-Life =     0.231 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.776 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.967 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.641E+006
      Log Koc:  6.215 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 4.122 (BCF = 1.325e+004)
       log Kow used: 6.26 (estimated)

 Volatilization from Water:
    Henry LC:  3.12E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.485E+004  hours   (1452 days)
    Half-Life from Model Lake : 3.803E+005  hours   (1.585E+004 days)

 Removal In Wastewater Treatment:
    Total removal:              92.99  percent
    Total biodegradation:        0.77  percent
    Total sludge adsorption:    92.22  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.0441          5.55         1000       
   Water     2.23            1.44e+003    1000       
   Soil      37.4            2.88e+003    1000       
   Sediment  60.3            1.3e+004     0          
     Persistence Time: 4.41e+003 hr

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