Warfarin C19H16O4 structure

Flashcard maker : Shelby Arnold

C19H16O4 structure
Molecular Formula C19H16O4
Average mass 308.328 Da
Density 1.3±0.1 g/cm3
Boiling Point 515.2±50.0 °C at 760 mmHg
Flash Point 188.8±23.6 °C
Molar Refractivity 84.4±0.3 cm3
Polarizability 33.5±0.5 10-24cm3
Surface Tension 58.7±3.0 dyne/cm
Molar Volume 235.8±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      161-162 °C Oxford University Chemical Safety Data (No longer updated) More details
      162-164 °C LKT Labs
      [W0269]
      ,
      [W0272]
      163 °C Jean-Claude Bradley Open Melting Point Dataset 28636, 28637, 28638, 28639, 28640
      156 °C Jean-Claude Bradley Open Melting Point Dataset 28636, 28637, 28638, 28639, 28640
      161.5 °C Jean-Claude Bradley Open Melting Point Dataset 15465, 28636, 28637, 28638, 28639, 28640
      161 °C Jean-Claude Bradley Open Melting Point Dataset 17217, 26157, 28636, 28637, 28638, 28639, 28640, 8917, 9233
    • Experimental LogP:

      3.417 Vitas-M STK364490
    • Experimental Solubility:

      0.002% NIOSH GN4550000
      10 mM in DMSO MedChem Express HY-B0687
      CHCL3 27 mg/ml MedChem Express HY-B0687
      Dioxane; Acetone Ether LKT Labs
      [W0269]
      ,
      [W0272]
  • Miscellaneous
    • Appearance:

      Colorless, odorless, crystalline powder. [rodenticide] NIOSH GN4550000
      solid Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with strong oxidizing agents. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 3 mg kg-1 to 186 mg kg-1, SKN-RAT LD50 1400 mg kg-1, ORL-MUS LD50 60 mg kg-1, ORL-MUS LD50 374 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      H360FD., H372, H411 LKT Labs
      [W0269]
      ,
      [W0272]
      R61;R48/25;R52/53 LKT Labs
      [W0269]
      ,
      [W0272]
      Safety glasses, gloves. Take care to avoid breathing dust. Oxford University Chemical Safety Data (No longer updated) More details
      T Abblis Chemicals AB1009569
      T, Repr., N LKT Labs
      [W0269]
      ,
      [W0272]
    • First-Aid:

      Eye: Irrigate immediately Skin: Soap wash promptly Breathing: Respiratory support Swallow: Medical attention immediately NIOSH GN4550000
    • Exposure Routes:

      inhalation, skin absorption, ingestion, skin and/or eye contact NIOSH GN4550000
    • Symptoms:

      Hematuria (blood in the urine), back pain; hematoma arms, legs; epistaxis (nosebleed), bleeding lips, mucous membrane hemorrhage; abdominal pain, vomiting, fecal blood; petechial rash; abnormal hemato
      logic indices NIOSH GN4550000
    • Target Organs:

      Blood, cardiovascular system NIOSH GN4550000
    • Incompatibility:

      Strong oxidizers NIOSH GN4550000
    • Personal Protection:

      Skin: Prevent skin contact Eyes: No recommendation Wash skin: When contaminated Remove: When wet or contaminated Change: Daily NIOSH GN4550000
    • Exposure Limits:

      NIOSH REL : TWA 0.1 mg/m 3 OSHA PEL : TWA 0.1 mg/m 3 NIOSH GN4550000
    • Bio Activity:

      Anticoagulant; Zerenex Molecular
      [ZBioX-0460]
      Others MedChem Express HY-B0687
      Warfarin(WARF42) is an anticoagulant drug normally used to prevent blood clot formation as well as migration. MedChem Express
      Warfarin(WARF42) is an anticoagulant drug normally used to prevent blood clot formation as well as migration.; Target: Others; Warfarin is an anticoagulant normally used in the prevention of thrombosis and thromboembolism, the formation of blood clots in the blood vessels and their migration elsewhere in the body respectively. MedChem Express HY-B0687
      Warfarin(WARF42) is an anticoagulant drug normally used to prevent blood clot formation as well as migration.;Target: Warfarin is an anticoagulant normally used in the prevention of thrombosis and thromboembolism, the formation of blood clots in the blood vessels and their migration elsewhere in the body respectively. Warfarin and related 4-hydroxycoumarin-containing molecules decrease blood coagulation by inhibiting vitamin K epoxide reductase, an enzyme that recycles oxidized vitamin K1 to its reduced form after it has participated in the carboxylation of several blood coagulation proteins, mainly prothrombin and factor VII. Despite being labeled a vitamin K antagonist, warfarin does not antagonize the action of vitamin K1, but rather antagonizes vitamin K1 recycling, depleting active vitamin K1 [1, 2]. MedChem Express HY-B0687
  • Gas Chromatography
    • Retention Index (Kovats):

      2636 (estimated with error: 89) NIST Spectra mainlib_191650, replib_247871, replib_246825, replib_258406
    • Retention Index (Normal Alkane):

      2586 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 15 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 130 C; End T: 290 C; End time: 10 min; Start time: 1 min; CAS no: 81812; Active phase: DB-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Sharp, M.E., A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography, J. Anal. Toxicol., 11, 1987, 8-11.) NIST Spectra nist ri
      2612 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 15 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 130 C; End T: 290 C; End time: 10 min; Start time: 1 min; CAS no: 81812; Active phase: DB-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Sharp, M.E., A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography, J. Anal. Toxicol., 11, 1987, 8-11.) NIST Spectra nist ri
      2625 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column type: Other; CAS no: 81812; 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):

      2625 (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: 81812; 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

Density: 1.3±0.1 g/cm3
Boiling Point: 515.2±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 82.9±3.0 kJ/mol
Flash Point: 188.8±23.6 °C
Index of Refraction: 1.635
Molar Refractivity: 84.4±0.3 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 3.42
ACD/LogD (pH 5.5): 2.07
ACD/BCF (pH 5.5): 12.30
ACD/KOC (pH 5.5): 106.20
ACD/LogD (pH 7.4): 0.30
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.83
Polar Surface Area: 64 Å2
Polarizability: 33.5±0.5 10-24cm3
Surface Tension: 58.7±3.0 dyne/cm
Molar Volume: 235.8±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) = 2.23
 Log Kow (Exper. database match) = 2.70
 Exper. Ref: Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 494.37 (Adapted Stein & Brown method)
 Melting Pt (deg C): 197.13 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.12E-011 (Modified Grain method)
 MP (exp database): 161 deg C
 VP (exp database): 1.16E-07 mm Hg at 21 deg C
 Subcooled liquid VP: 2.57E-006 mm Hg (21 deg C, exp database VP )

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
 Water Solubility at 25 deg C (mg/L): 54.27
 log Kow used: 2.70 (expkow database)
 no-melting pt equation used
 Water Sol (Exper. database match) = 17 mg/L (20 deg C)
 Exper. Ref: TOMLIN,C (1997)

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 4.0927 mg/L
 Wat Sol (Exper. database match) = 17.00
 Exper. Ref: TOMLIN,C (1997)

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Acrylates
 Vinyl/Allyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 2.28E-013 atm-m3/mole
 Group Method: Incomplete
 Exper Database: 2.77E-09 atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]: 8.373E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 2.70 (exp database)
 Log Kaw used: -6.946 (exp database)
 Log Koa (KOAWIN v1.10 estimate): 9.646
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 1.1233
 Biowin2 (Non-Linear Model) : 0.9968
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 2.7426 (weeks-months)
 Biowin4 (Primary Survey Model) : 3.6754 (days-weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.5315
 Biowin6 (MITI Non-Linear Model): 0.4257
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -0.0268
 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): 0.000343 Pa (2.57E-006 mm Hg)
 Log Koa (Koawin est ): 9.646
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.00875 
 Octanol/air (Koa) model: 0.00109 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.24 
 Mackay model : 0.412 
 Octanol/air (Koa) model: 0.08 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 53.6862 E-12 cm3/molecule-sec
 Half-Life = 0.199 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 2.391 Hrs
 Ozone Reaction:
 OVERALL Ozone Rate Constant = 13.650000 E-17 cm3/molecule-sec
 Half-Life = 0.084 Days (at 7E11 mol/cm3)
 Half-Life = 2.015 Hrs
 Fraction sorbed to airborne particulates (phi): 0.326 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 273.2
 Log Koc: 2.436 

 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 = 1.379 (BCF = 23.93)
 log Kow used: 2.70 (expkow database)

 Volatilization from Water:
 Henry LC: 2.77E-009 atm-m3/mole (Henry experimental database)
 Half-Life from Model River: 3.712E+005 hours (1.546E+004 days)
 Half-Life from Model Lake : 4.049E+006 hours (1.687E+005 days)

 Removal In Wastewater Treatment:
 Total removal: 3.81 percent
 Total biodegradation: 0.11 percent
 Total sludge adsorption: 3.70 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 0.0616 1.42 1000 
 Water 20.6 900 1000 
 Soil 79.1 1.8e+003 1000 
 Sediment 0.248 8.1e+003 0 
 Persistence Time: 1.02e+003 hr




 

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