Carbamazepine C15H12N2O structure

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Molecular Formula C15H12N2O
Average mass 236.269 Da
Density 1.3±0.1 g/cm3
Boiling Point 411.0±48.0 °C at 760 mmHg
Flash Point 202.4±29.6 °C
Molar Refractivity 69.7±0.3 cm3
Polarizability 27.6±0.5 10-24cm3
Surface Tension 57.3±3.0 dyne/cm
Molar Volume 186.6±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      191 °C TCI C1095
      190 °C LKT Labs
      [C0270]
      190.2 °C Jean-Claude Bradley Open Melting Point Dataset 16925, 17118, 22096, 27897, 27898, 27899, 27900
      191.5 °C Jean-Claude Bradley Open Melting Point Dataset 16925, 17118, 27897, 27898, 27899, 27900
      190 °C Jean-Claude Bradley Open Melting Point Dataset 13065, 8786
      191 °C Biosynth Q-200793
      191-192 °C LabNetwork LN00238893
    • Experimental LogP:

      2.673 Vitas-M STK177357, STK177357
    • Experimental Flash Point:

      202 °C Biosynth Q-200793
    • Experimental Gravity:

      202 g/mL Biosynth Q-200793
    • Experimental Solubility:

      DMSO 48 mg/mL; Water <1 mg/mL MedChem Express http://www.medchemexpress.com/desonide.html, HY-B0246
      H2O:38mg/mL MedChem Express HY-B0246
      Soluble in alcohol, acetone or propylene glycol. Practically insoluble in water. LKT Labs
      [C0270]
      Soluble to 100 mM in DMSO and to 25 mM in ethanol Tocris Bioscience 4098
  • Predicted Physico-chemical Properties
    • Predicted Melting Point:

      191 °C TCI
      191 °C TCI C1095
  • Miscellaneous
    • Safety:

      22 42/43 LKT Labs
      [C0270]
      302 334 317 LKT Labs
      [C0270]
      Danger Biosynth Q-200793
      GHS07; GHS08 Biosynth Q-200793
      H302; H317; H334 Biosynth Q-200793
      P261; P280; P342+P311 Biosynth Q-200793
      Xn Abblis Chemicals AB1009530
      Xn LKT Labs
      [C0270]
    • Target Organs:

      Sodium Channel inhibitor TargetMol T0943
    • Drug Status:

      approved BIONET-Key Organics KS-5146
    • Compound Source:

      synthetic Microsource
      [01500159]
    • Bio Activity:

      Carbamazepine, a sodium channel blocker, is an anticonvulsant drug.; Target: Sodium channel; Carbamazepine inhibits the binding of [3H]batrachotoxinin A 20-?-benzoate (BTX-B) to a receptor site of voltage-sensitive sodium channel with IC50 of 131 ?M, to decrease the activation of sodium channel ion flux in rat brain synaptosomes. MedChem Express HY-B0246
      Inhibitor of neuronal voltage-gated Na+ channels. Exhibits anticonvulsant activity. Potentiates GABA-induced Cl- currents in HEK 293 cells expressing the GABAA receptor ?1?2?2 subtype combination. Can induce autophagy by inhibiting inositol synthesis. Tocris Bioscience 4098
      Inhibitor of neuronal voltage-gated Na+ channels. Exhibits anticonvulsant activity. Potentiates GABA-induced Cl- currents in HEK 293 cells expressing the GABAA receptor ?1?2?2 subtype combination. Can
      induce autophagy by inhibiting inositol synthesis. Tocris Bioscience 4098
      Inhibitor of neuronal voltage-gated Na+ channels; anticonvulsant Tocris Bioscience 4098
      Ion Channels Tocris Bioscience 4098
      Membrane Tranporter/Ion Channel MedChem Express HY-B0246
      Membrane Tranporter/Ion Channel; MedChem Express HY-B0246
      Membrane Transporter/Ion Channel TargetMol T0943
      Sodium Channel MedChem Express HY-B0246
      Sodium Channel TargetMol T0943
      Sodium Channels Tocris Bioscience 4098
      Used to treat trigeminal neuralgia; Zerenex Molecular
      [ZBioX-0616]
      Voltage-gated Sodium Channels Tocris Bioscience 4098
  • Gas Chromatography
    • Retention Index (Kovats):

      2238 (estimated with error: 83) NIST Spectra mainlib_236284, replib_286365, replib_113838, replib_247761, replib_250712, replib_312908, replib_379526
      2285 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column length: 0.6 m; Column type: Packed; Heat rate: 30 K/min; Start T: 100 C; End T: 310 C; End time: 5 min; Start time: 3 min; CAS no: 298464; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb G HP; Data type: Kovats RI; Authors: Maurer, H.H., Detection of anticonvulsants and their metabolites in urine within a “general unknown” analysis procedure using computerized gas chromatography-mass spectrometry, Arch. Toxicol., 64(7), 1990, 554-561.) NIST Spectra nist ri
      2310 (Program type: Isothermal; Col… (show more) umn class: Standard non-polar; Column length: 2 m; Column type: Packed; Start T: 240 C; CAS no: 298464; Active phase: SE-30; Carrier gas: N2; Substrate: 1% se-30 on Anachrom ABS(80-100mesh); Data type: Kovats RI; Authors: Musumarra, G.; Scarlata, G.; Romano, G.; Cappello, G.; Clementi, S.; Giulietti, G., Qualitative organic analysis. Part 2. Identification of drugs by principal components analysis of standardized TLC data in four eluent systems and of retention indices on SE 30, J. Anal. Toxicol., 11, 1987, 154-163.) NIST Spectra nist ri
      2337 (Program type: Isothermal; Col… (show more) umn class: Standard non-polar; Column diameter: 0.20 mm; Column length: 25 m; Column type: Capillary; Start T: 250 C; CAS no: 298464; Active phase: SPB-1; Carrier gas: He; Data type: Kovats RI; Authors: Lora-Tamayo, C.; Rams, M.A.; Chacon, J.M.R., Gas Chromatographic Data for 187 Nitrogen- or Phosphorus-Containing Drugs and Metabolites of Toxicological Interest Analysed on Methyl Silicone Capillary Columns, J. Chromatogr., 374, 1986, 73-85.) NIST Spectra nist ri
      2340 (Program type: Isothermal; Col… (show more) umn class: Standard non-polar; Column length: 6 ft; Column type: Packed; CAS no: 298464; Active phase: OV-101; Carrier gas: N2; Substrate: Chromosorb W; Data type: Kovats RI; Authors: McLinden, V.J.; Stenhouse, A.M., A chromatography system for drug identification, Forensic Sci. Int., 13, 1979, 71-79.) NIST Spectra nist ri
    • Retention Index (Normal Alkane):

      2280.2 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.75 mm; Column length: 30 m; Column type: Capillary; Heat rate: 8 K/min; Start T: 155 C; End T: 290 C; End time: 10 min; Start time: 4 min; CAS no: 298464; Active phase: SPB-1; Carrier gas: He; Phase thickness: 10 um; Data type: Normal alkane RI; Authors: Coudore, F.; Alazard, J.-M.; Paire, M.; Andraud, G.; Lavarenne, J., Rapid toxicological screening of barbiturates in plasma by wide-bore capillary gas chromatography and nitrogen-phosphorus detection, J. Anal. Toxicol., 17, 1993, 109-113.) NIST Spectra nist ri
      2316.8 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 12 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 40 C; End T: 290 C; Start time: 1 min; CAS no: 298464; Active phase: SE-30; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Neill, G.P.; Davies, N.W.; McLean, S., Automated screening procedure using gas chromatography-mass spectrometry for identification of drugs after their extraction from biological samples, J. Chromatogr., 565, 1991, 207-224.) NIST Spectra nist ri
      2275 (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: 298464; 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
      2270 (Program type: Complex; Column… (show more) class: Standard non-polar; Column diameter: 0.53 mm; Column length: 10 m; Column type: Capillary; Description: 100 0C (2 min) ^ 20 0C/min -> 180 0C ^ 7.5 0C/min -> 280 0C (6 min); CAS no: 298464; Active phase: CP Sil 5 CB; Phase thickness: 5.2 um; Data type: Normal alkane RI; Authors: Bogusz, M.; Bialka, J.; Gierz, J.; Klys, M., Use of short, wide-bore capillary columns in GC toxicological screening, J. Anal. Toxicol., 10(4), 1986, 135-138.) NIST Spectra nist ri
      2290 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.53 mm; Column length: 10 m; Column type: Capillary; CAS no: 298464; Active phase: CP Sil 5 CB; Phase thickness: 5.2 um; Data type: Normal alkane RI; Authors: Bogusz, M.; Bialka, J.; Gierz, J.; Klys, M., Use of short, wide-bore capillary columns in GC toxicological screening, J. Anal. Toxicol., 10(4), 1986, 135-138., Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column type: Other; CAS no: 298464; 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
      2310 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column length: 2 m; Column type: Packed; Heat rate: 2.5 K/min; Start T: 120 C; End T: 200 C; CAS no: 298464; Active phase: SE-30; Substrate: Gas Chrom P; Data type: Normal alkane RI; Authors: Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 6, 1982, 185-192.) NIST Spectra nist ri
      2332.5 (Program type: Ramp; Column cl… (show more) ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 70 C; End T: 320 C; End time: 5 min; Start time: 0.5 min; CAS no: 298464; Active phase: BPX-5; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Song, S.M.; Marriott, P.; Wynne, P., Comprehensive two-dimensional gas chromatography-quadrupole mass spectrometric analysis of drugs, J. Chromatogr. A, 1058, 2004, 223-232.) NIST Spectra nist ri
      2306.3 (Program type: Complex; Column… (show more) class: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 15 m; Column type: Capillary; Description: 100 0C (0.4 min) ^ 25 0C/min -> 200 0C ^ 10 0C/min -> 290 0C (10 min); CAS no: 298464; Active phase: HG-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Rasanen, I.; Kontinen, I.; Nokua, J.; Ojanpera, I.; Vuori, E., Precise gas chromatography with retention time locking in comprehensive toxicological screening for drugs in blood, J. Chromatogr. B, 788, 2003, 243-250.) NIST Spectra nist ri
      2347.5 (Program type: Ramp; Column cl… (show more) ass: Semi-standard non-polar; Column diameter: 0.34 mm; Column length: 18 m; Column type: Capillary; Heat rate: 25 K/min; Start T: 100 C; End T: 275 C; End time: 5 min; Start time: 2 min; CAS no: 298464; Active phase: CP Sil 8 CB; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: de Baere, S.M.; Lambert, W.E.; van Bocxlaer, J.F.; de Leenheer, A.P., Quantitative gas chromatographic analysis of 3-cyano-3,3-diphenylpropionic acid, the acidic metabolite of bezitramide (Burgodin), in urine, J. Anal. Toxicol., 20, 1996, 159-164.) NIST Spectra nist ri
      2335.1 (Program type: Ramp; Column cl… (show more) ass: Semi-standard non-polar; Column diameter: 0.53 mm; Column length: 12 m; Column type: Capillary; Heat rate: .5 K/min; Start T: 100 C; End T: 310 C; End time: 10 min; Start time: 2 min; CAS no: 298464; Active phase: DB-5; Carrier gas: He; Phase thickness: 1.0 um; Data type: Normal alkane RI; Authors: Drummer, O.H.; Horomidis, S.; Kourtis, S.K.; Syrjanen, M.L.; Tippet, P., Capillary gas chromatographic drug screen for use in forensic toxicology, J. Anal. Toxicol., 18, 1994, 134-138.) NIST Spectra nist ri
      2312 (Program type: Complex; Column… (show more) class: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 25 m; Column type: Capillary; Description: 70 0C (0.7 min) ^ 20 0C/min -> 140 0C ^ 10 0C/min -> 280 0C (4 min); CAS no: 298464; Active phase: NB-54; Carrier gas: He; Phase thickness: 0.10 um; Data type: Normal alkane RI; Authors: Ojanpera, I.; Rasanen, I.; Vuori, E., Automated quantitative screening for acidic and neutral drugs in whole blood by dual-column capillary gas chromatography, J. Anal. Toxicol., 15, 1991, 204-208.) NIST Spectra nist ri
      2314 (Program type: Ramp; Column cl… (show more) ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 12.5 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 110 C; End T: 290 C; End time: 6.5 min; Start time: 1 min; CAS no: 298464; Active phase: Ultra-2; Phase thickness: 0.5 um; Data type: Normal alkane RI; Authors: Watts, V.W.; Simonick, T.F., A retention index library for commonly encountered drugs and metabolites using tri-n-alkylamines as reference compounds, nitrogen-phosphorus detectors, and dual capillary chromatography, J. Anal. Toxicol., 11, 1987, 210-214.) NIST Spectra nist ri
    • Retention Index (Linear):

      2296 (Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.75 mm; Column length: 30 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 160 C; End T: 280 C; End time: 12 min; CAS no: 298464; Active phase: SPB-1; Carrier gas: He; Phase thickness: 1.0 um; Data type: Linear RI; Authors: Christ, D.W.; Noomano, P.; Rosas, M.; Rhone, D., Retention indices by wide-bore capillary gas chromatography with nitrogen-phosphorus detection, J. Anal. Toxicol., 12, 1988, 84-88.) NIST Spectra nist ri
      2259 (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: 8 K/min; Start T: 120 C; End T: 280 C; End time: 5 min; CAS no: 298464; Active phase: DB-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Perrigo, B.J.; Ballantyne, D.J.; Peel, H.W., Condierations in developing a data base for drugs on a DBI capillary column, J. Can. Soc. Forensic Sci., 17(2), 1984, 41-49., Program type: Ramp; Column cl… (show more) ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 15 m; Column type: Capillary; Heat rate: 8 K/min; Start T: 120 C; End T: 280 C; End time: 5 min; CAS no: 298464; Active phase: DB-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Perrigo, B.J.; Peel, H.W.; Ballantyne, D.J., Use of Dual-Column Fused-Silica Capillary Gas Chromatography in Combination with Detector Response Factors for Analytical Toxicology., J. Chromatogr., 341, 1985, 81-88.) NIST Spectra nist ri
      2290 (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: 298464; 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: 411.0±48.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.0 mmHg at 25°C
Enthalpy of Vaporization: 66.3±3.0 kJ/mol
Flash Point: 202.4±29.6 °C
Index of Refraction: 1.670
Molar Refractivity: 69.7±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 2.67
ACD/LogD (pH 5.5): 2.28
ACD/BCF (pH 5.5): 31.90
ACD/KOC (pH 5.5): 415.00
ACD/LogD (pH 7.4): 2.28
ACD/BCF (pH 7.4): 31.90
ACD/KOC (pH 7.4): 415.00
Polar Surface Area: 46 Å2
Polarizability: 27.6±0.5 10-24cm3
Surface Tension: 57.3±3.0 dyne/cm
Molar Volume: 186.6±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) = 2.25
 Log Kow (Exper. database match) = 2.45
 Exper. Ref: Dal Pozzo,A et al. (1989)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 410.02 (Adapted Stein & Brown method)
 Melting Pt (deg C): 162.35 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 8.8E-008 (Modified Grain method)
 MP (exp database): 190.2 deg C
 Subcooled liquid VP: 4.74E-006 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): 17.66
 log Kow used: 2.45 (expkow database)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 30.476 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Neutral Organics
 Ureas(substituted)

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 1.08E-010 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 1.549E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 2.45 (exp database)
 Log Kaw used: -8.355 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 10.805
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 0.6351
 Biowin2 (Non-Linear Model) : 0.4143
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 2.6770 (weeks-months)
 Biowin4 (Primary Survey Model) : 3.5068 (days-weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.0873
 Biowin6 (MITI Non-Linear Model): 0.0364
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -0.0744
 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): 0.000632 Pa (4.74E-006 mm Hg)
 Log Koa (Koawin est ): 10.805
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.00475 
 Octanol/air (Koa) model: 0.0157 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.146 
 Mackay model : 0.275 
 Octanol/air (Koa) model: 0.556 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 80.7469 E-12 cm3/molecule-sec
 Half-Life = 0.132 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 1.590 Hrs
 Ozone Reaction:
 OVERALL Ozone Rate Constant = 25.199999 E-17 cm3/molecule-sec
 Half-Life = 0.045 Days (at 7E11 mol/cm3)
 Half-Life = 1.091 Hrs
 Fraction sorbed to airborne particulates (phi): 0.211 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 3871
 Log Koc: 3.588 

 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 = 1.187 (BCF = 15.36)
 log Kow used: 2.45 (expkow database)

 Volatilization from Water:
 Henry LC: 1.08E-010 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 8.333E+006 hours (3.472E+005 days)
 Half-Life from Model Lake : 9.091E+007 hours (3.788E+006 days)

 Removal In Wastewater Treatment:
 Total removal: 2.96 percent
 Total biodegradation: 0.10 percent
 Total sludge adsorption: 2.86 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 0.00127 0.813 1000 
 Water 16.8 900 1000 
 Soil 83.1 1.8e+003 1000 
 Sediment 0.126 8.1e+003 0 
 Persistence Time: 1.59e+003 hr




 

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