ChemSpider 2D Image | thiophenicol | C12H15Cl2NO5S

thiophenicol

  • Molecular FormulaC12H15Cl2NO5S
  • Average mass356.222 Da
  • Monoisotopic mass355.004791 Da
  • ChemSpider ID25315
  • defined stereocentres - 2 of 2 defined stereocentres


More details:



Featured data source



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

[R-(R*,R*)]-2,2-Dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide
2,2-Dichlor-N-{(1R,2R)-1,3-dihydroxy-1-[4-(methylsulfonyl)phenyl]-2-propanyl}acetamid [German] [ACD/IUPAC Name]
2,2-Dichloro-N-((1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-(methylsulfonyl)phenyl)ethyl)acetamide
2,2-Dichloro-N-{(1R,2R)-1,3-dihydroxy-1-[4-(methylsulfonyl)phenyl]-2-propanyl}acetamide [ACD/IUPAC Name]
2,2-Dichloro-N-{(1R,2R)-1,3-dihydroxy-1-[4-(méthylsulfonyl)phényl]-2-propanyl}acétamide [French] [ACD/IUPAC Name]
2,2-Dichloro-N-{(1R,2R)-1,3-dihydroxy-1-[4-(methylsulfonyl)phenyl]propan-2-yl}acetamide
239-355-3 [EINECS]
2546
283383NO13
8053CB
More...

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

C12853 [DBID]
CHEBI:32215 [DBID]
D01407 [DBID]
DivK1c_000842 [DBID]
KBio1_000842 [DBID]
KBio2_001908 [DBID]
KBio2_004476 [DBID]
KBio2_007044 [DBID]
KBio3_002564 [DBID]
KBioGR_001026 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Target Organs:

      Antibiotic TargetMol T1550
    • Drug Status:

      USAN, INN, BAN, JAN Microsource [01503136]
    • Compound Source:

      synthetic Microsource [01503136]
    • Bio Activity:

      Antibacterial MedChem Express HY-B0479
      Anti-infection MedChem Express HY-B0479
      Anti-infection; MedChem Express HY-B0479
      Microbiology & Virology TargetMol T1550
      Others TargetMol T1550
      Thiamphenicol is an antimicrobial antibiotic and a methyl-sulfonyl analogue of chloramphenicol. MedChem Express
      Thiamphenicol is an antimicrobial antibiotic and a methyl-sulfonyl analogue of chloramphenicol.; Target: Antibacterial; Thiamphenicol (also known as thiophenicol and dextrosulphenidol) is an antibiotic. MedChem Express HY-B0479
      Thiamphenicol is an antimicrobial antibiotic and a methyl-sulfonyl analogue of chloramphenicol.;Target: Antibacterial;Thiamphenicol (also known as thiophenicol and dextrosulphenidol) is an antibiotic. It is the methyl-sulfonyl analogue of chloramphenicol and has a similar spectrum of activity, but is 2.5 to 5 times as potent. Like chloramphenicol, it is insoluble in water, but highly soluble in lipids. It is used in many countries as a veterinary antibiotic, but is available in China, Morocco and Italy for use in humans. Its main advantage over chloramphenicol is that it has never been associated with aplastic anaemia. Thiamphenicol is a derivative of chloramphenicol characterized by a spectrum comparable to that of the parent compound against multiresistant pathogens but showing satisfactory tolerability. Thiamphenicol showed a significant PAE (0.33 to 2.9h) on all pathogens studied and a powerful bactericidal effect against beta-lactamase-positive and -negative H. influenzae. Thes MedChem Express HY-B0479

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.5±0.1 g/cm3
Boiling Point: 695.9±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.3 mmHg at 25°C
Enthalpy of Vaporization: 107.0±3.0 kJ/mol
Flash Point: 374.7±31.5 °C
Index of Refraction: 1.583
Molar Refractivity: 79.8±0.4 cm3
#H bond acceptors: 6
#H bond donors: 3
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: -0.27
ACD/LogD (pH 5.5): -0.19
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 18.66
ACD/LogD (pH 7.4): -0.19
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 18.65
Polar Surface Area: 112 Å2
Polarizability: 31.6±0.5 10-24cm3
Surface Tension: 58.8±3.0 dyne/cm
Molar Volume: 238.8±3.0 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) =  -0.33
    Log Kow (Exper. database match) =  -0.27
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  546.22  (Adapted Stein & Brown method)
    Melting Pt (deg C):  234.19  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.18E-014  (Modified Grain method)
    MP  (exp database):  165.3 deg C
    Subcooled liquid VP: 2E-012 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):  9660
       log Kow used: -0.27 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Benzyl Alcohols
       Haloacetamides

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.34E-019  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.484E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.27  (exp database)
  Log Kaw used:  -17.261  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.991
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8828
   Biowin2 (Non-Linear Model)     :   0.3040
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3313  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5969  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0751
   Biowin6 (MITI Non-Linear Model):   0.0058
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2295
 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):  2.67E-010 Pa (2E-012 mm Hg)
  Log Koa (Koawin est  ): 16.991
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.12E+004 
       Octanol/air (Koa) model:  2.4E+004 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  32.4461 E-12 cm3/molecule-sec
      Half-Life =     0.330 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.956 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 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 = 0.500 (BCF = 3.162)
       log Kow used: -0.27 (expkow database)

 Volatilization from Water:
    Henry LC:  1.34E-019 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.246E+015  hours   (3.436E+014 days)
    Half-Life from Model Lake : 8.996E+016  hours   (3.748E+015 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       2e-007          7.91         1000       
   Water     46.1            900          1000       
   Soil      53.8            1.8e+003     1000       
   Sediment  0.0889          8.1e+003     0          
     Persistence Time: 977 hr




                    

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