ChemSpider 2D Image | Sumatriptan | C14H21N3O2S

Sumatriptan

  • Molecular FormulaC14H21N3O2S
  • Average mass295.400 Da
  • Monoisotopic mass295.135437 Da
  • ChemSpider ID5165

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Featured data source



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

1-{3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide [ACD/IUPAC Name]
1-{3-[2-(Diméthylamino)éthyl]-1H-indol-5-yl}-N-méthylméthanesulfonamide [French] [ACD/IUPAC Name]
1-{3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethansulfonamid [German] [ACD/IUPAC Name]
103628-46-2 [RN]
1H-Indole-5-methanesulfonamide, 3-(2-(dimethylamino)ethyl)-N-methyl-
1H-Indole-5-methanesulfonamide, 3-[2-(dimethylamino)ethyl]-N-methyl- [ACD/Index Name]
3-[2-(Dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide
6125
8R78F6L9VO
GR 43175C
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRN 6930870 [DBID]
C07319 [DBID]
CHEBI:10650 [DBID]
D00451 [DBID]
EPA Pesticide Chemical Code 079011 [DBID]
GR 43175 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      N02CC01 Wikidata Q416978
    • Chemical Class:

      A sulfonamide that consists of <element>N</element>,<element>N</element>-dimethyltryptamine bearing an additional (<element>N</element>-methylsulfamoyl)methyl substituent at position 5. Selective agon ist for a vascular 5-HT<smallsub>1</smallsub> receptor subtype (probably a member of the 5-HT<smallsub>1D</smallsub> family). Used (in the form of its succinate salt) for the acute treatment of migrai ne with or without aura in adults. ChEBI CHEBI:10650
    • Compound Source:

      synthetic; GR-43175 Microsource [01505372]
  • Gas Chromatography
    • Retention Index (Kovats):

      2529 (estimated with error: 89) NIST Spectra mainlib_247581, replib_379625, replib_247555, replib_247405
      2730 (Program type: Complex; Column... (show more) class: Standard non-polar; Column diameter: 0.2 mm; Column length: 12 m; Column type: Capillary; Description: 60C (1min) => 20C/min => 150C => 10C/min => 280C (5min); CAS no: 103628462; Active phase: Ultra-1; Phase thickness: 0.33 um; Data type: Kovats RI; Authors: Rochholz, G.; Ahrens, B.; Konig, F.; Schutz, H.W.; Schutz, H.; Seno, H., Screening and identification of sumatriptan and its main metabolite by means of thin-layer chromatography, ultraviolet spectroscopy and gas chromatography/mass spectrometry, Arzneim. Forsc., 45(9), 1995, 941-946.) NIST Spectra nist ri

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

Density: 1.2±0.1 g/cm3
Boiling Point: 497.7±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 76.6±3.0 kJ/mol
Flash Point: 254.8±31.5 °C
Index of Refraction: 1.610
Molar Refractivity: 82.4±0.4 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 0.67
ACD/LogD (pH 5.5): -1.70
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -0.56
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.63
Polar Surface Area: 74 Å2
Polarizability: 32.7±0.5 10-24cm3
Surface Tension: 52.7±3.0 dyne/cm
Molar Volume: 237.6±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) =  1.05
    Log Kow (Exper. database match) =  0.93
       Exper. Ref:  Adlard,M et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  454.08  (Adapted Stein & Brown method)
    Melting Pt (deg C):  191.15  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.05E-009  (Modified Grain method)
    Subcooled liquid VP: 3.89E-007 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):  2.136e+004
       log Kow used: 0.93 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  20281 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.47E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.283E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.93  (exp database)
  Log Kaw used:  -11.738  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.668
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4563
   Biowin2 (Non-Linear Model)     :   0.0556
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2167  (months      )
   Biowin4 (Primary Survey Model) :   3.0650  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.2794
   Biowin6 (MITI Non-Linear Model):   0.0022
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.9623
 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):  5.19E-005 Pa (3.89E-007 mm Hg)
  Log Koa (Koawin est  ): 12.668
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0578 
       Octanol/air (Koa) model:  1.14 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.676 
       Mackay model           :  0.822 
       Octanol/air (Koa) model:  0.989 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 288.9124 E-12 cm3/molecule-sec
      Half-Life =     0.037 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    26.656 Min
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.749 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.698E+004
      Log Koc:  4.230 

 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: 0.93 (expkow database)

 Volatilization from Water:
    Henry LC:  4.47E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.251E+010  hours   (9.38E+008 days)
    Half-Life from Model Lake : 2.456E+011  hours   (1.023E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.79  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       1.87e-006       0.888        1000       
   Water     44              1.44e+003    1000       
   Soil      55.9            2.88e+003    1000       
   Sediment  0.0929          1.3e+004     0          
     Persistence Time: 1.27e+003 hr




                    

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