ChemSpider 2D Image | Sufentanil | C22H30N2O2S

Sufentanil

  • Molecular FormulaC22H30N2O2S
  • Average mass386.551 Da
  • Monoisotopic mass386.202789 Da
  • ChemSpider ID38043

More details:

Featured data source
The Merck Index Online

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

Sufentanil [BAN] [INN] [USAN] [Wiki]
56030-54-7 [RN]
N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide
N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenylpropanamide
N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidyl]propionanilide
N-{4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl}-N-phenylpropanamid [German] [ACD/IUPAC Name]
N-{4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl}-N-phenylpropanamide [ACD/IUPAC Name]
N-{4-(Méthoxyméthyl)-1-[2-(2-thiényl)éthyl]-4-pipéridinyl}-N-phénylpropanamide [French] [ACD/IUPAC Name]
N-{4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]piperidin-4-yl}-N-phenylpropanamide
N-{4-(methoxymethyl)-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl}-N-phenylpropanamide
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

C08022 [DBID]
DEA No. 9740 [DBID]
HSDB 6760 [DBID]
R 30730 [DBID]
R-30730 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Toxicity:

      Organic Compound; Amine; Ether; Amide; Drug; Adjuvant, Anesthesia; Analgesic, Opioid; Narcotic; Opiate Agonist; Anesthetic, Intravenous; Metabolite; Synthetic Compound Toxin, Toxin-Target Database T3D2865

    • Safety:

      N01AH03 Wikidata Q417915

    • Chemical Class:

      An anilide resulting from the formal condensation of the aryl amino group of 4-(methoxymethyl)-<element>N</element>-phenyl-1-[2-(2-thienyl)ethyl]piperidin-4-amine with propanoic acid. ChEBI CHEBI:9316

    • Bio Activity:

      GPCR/G protein MedChem Express HY-13754
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-13754
      Opioid Receptor MedChem Express HY-13754
      Sufentanil (R30730) is a powerful synthetic mu-opioid receptor agonist, approximately 5 to 10 times more potent than its parent drug, fentanyl, and 500 times as potent as morphine. MedChem Express
      Sufentanil (R30730) is a powerful synthetic mu-opioid receptor agonist, approximately 5 to 10 times more potent than its parent drug, fentanyl, and 500 times as potent as morphine.; IC50 value: ; Target: mu-opioid receptor; Sufentanil, an opioid analgesic, is an analogue of fentanyl, and has been used for the induction and maintenance of anaesthesia, and for postsurgical analgesia. MedChem Express HY-13754
      Sufentanil (R30730) is a powerful synthetic mu-opioid receptor agonist, approximately 5 to 10 times more potent than its parent drug, fentanyl, and 500 times as potent as morphine.;IC50 value: ;Target: mu-opioid receptorSufentanil, an opioid analgesic, is an analogue of fentanyl, and has been used for the induction and maintenance of anaesthesia, and for postsurgical analgesia. It has shorter distribution and elimination half-lives, and is a more potent analgesic than fentanyl. In clinical practice, however, intravenously administered sufentanil produces essentially equivalent anaesthesia to fentanyl and is a better anaesthetic than morphine or pethidine (meperidine) for major surgery. It would appear to maintain haemodynamic stability during surgery better than other opioids or inhalational anaesthetics. Postoperative respiratory depression has been reported in a few patients.sufentanil has been reported to be 6-10 times more potent than fentanyl, depending on the route of admi MedChem Express HY-13754
  • Gas Chromatography

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

Density: 1.1±0.1 g/cm3
Boiling Point: 493.1±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 76.0±3.0 kJ/mol
Flash Point: 252.0±27.3 °C
Index of Refraction: 1.577
Molar Refractivity: 113.0±0.3 cm3
#H bond acceptors: 4
#H bond donors: 0
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 0
ACD/LogP: 3.38
ACD/LogD (pH 5.5): 1.74
ACD/BCF (pH 5.5): 4.04
ACD/KOC (pH 5.5): 25.02
ACD/LogD (pH 7.4): 3.38
ACD/BCF (pH 7.4): 176.66
ACD/KOC (pH 7.4): 1093.07
Polar Surface Area: 61 Å2
Polarizability: 44.8±0.5 10-24cm3
Surface Tension: 45.9±3.0 dyne/cm
Molar Volume: 341.2±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) =  3.62
    Log Kow (Exper. database match) =  3.95
       Exper. Ref:  Sangster (1993)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  496.00  (Adapted Stein & Brown method)
    Melting Pt (deg C):  210.73  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.62E-009  (Modified Grain method)
    MP  (exp database):  136.5 deg C
    Subcooled liquid VP: 3.46E-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):  1.57
       log Kow used: 3.95 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  76 mg/L (25 deg C)
        Exper. Ref:  ROY,SD & FLYNN,GL (1988)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  115.52 mg/L
    Wat Sol (Exper. database match) =  76.00
       Exper. Ref:  ROY,SD & FLYNN,GL (1988)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.77E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.488E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.95  (exp database)
  Log Kaw used:  -11.498  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.448
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2199
   Biowin2 (Non-Linear Model)     :   0.0083
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.7623  (months      )
   Biowin4 (Primary Survey Model) :   2.9806  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0890
   Biowin6 (MITI Non-Linear Model):   0.0056
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.6264
 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):  4.61E-006 Pa (3.46E-008 mm Hg)
  Log Koa (Koawin est  ): 15.448
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.65 
       Octanol/air (Koa) model:  689 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.959 
       Mackay model           :  0.981 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 147.1924 E-12 cm3/molecule-sec
      Half-Life =     0.073 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.872 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.97 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.919E+004
      Log Koc:  4.283 

 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 = 2.342 (BCF = 219.5)
       log Kow used: 3.95 (expkow database)

 Volatilization from Water:
    Henry LC:  7.77E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.481E+010  hours   (6.173E+008 days)
    Half-Life from Model Lake : 1.616E+011  hours   (6.734E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              27.83  percent
    Total biodegradation:        0.30  percent
    Total sludge adsorption:    27.53  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       2.18e-006       1.74         1000       
   Water     8.55            1.44e+003    1000       
   Soil      89.2            2.88e+003    1000       
   Sediment  2.27            1.3e+004     0          
     Persistence Time: 2.92e+003 hr

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