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N-diethoxyphosphinothioyloxybenzimidoyl cyanide

ChemSpider ID: 7844757
Molecular Formula: C₁₂H₁₅N₂O₃PS
Average mass: 298.297913 Da
Monoisotopic mass: 298.054108 Da
Systematic name

N-diethoxyphosphinothioyloxybenzimidoyl cyanide
SMILES and InChIs

SMILES:

N#C/C(=N\OP(=S)(OCC)OCC)c1ccccc1 Copied

Std. InChI:

InChI=1S/C12H15N2O3PS/c1-3-15-18(19,16-4-2)17-14-12(10-13)11-8-6-5-7-9-11/h5-9H,3-4H2,1-2H3/b14-12+ Copied

Std. InChIKey:

ATROHALUCMTWTB-WYMLVPIESA-N Copied
Cite this record
CSID:7844757, http://www.chemspider.com/Chemical-Structure.7844757.html (accessed 07:52, Jun 18, 2013) Copied

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

14816-18-3 [RN]

O,O-Diaethyl-O-(α-cyanbenzyliden-amino)-thionphosphat [German]

O,O-Diaethyl-O-(α-cyano-benzylidenamino)-monothiophosphat [German]

(2Z)-3-(diethoxythioxophosphinooxy)-2-phenyl-3-azaprop-2-enenitrile

(Diethoxy-thiophosphoryloxyimino)-phenyl acetonitrile

2-(Diethoxyphosphinothioyloxyimino)-2-phenylacetonitrile

238-887-3 [EINECS]

3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide

4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide

Benzeneacetonitrile, α-(((diethoxyphosphinothioyl)oxy)imino)-

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

36197_RIEDEL [DBID]

AI3-27448 [DBID]

B 77488 [DBID]

BAY 5621 [DBID]

Bay 77488 [DBID]

Bayer 77488 [DBID]

Caswell No. 902L [DBID]

ENT 27488 [DBID]

EPA Pesticide Chemical Code 598800 [DBID]

OMS 1170 [DBID]

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Properties

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	4.39	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	4.39	ACD/LogD (pH 7.4):	4.39
ACD/BCF (pH 5.5):	1277.61	ACD/BCF (pH 7.4):	1277.61
ACD/KOC (pH 5.5):	5823.17	ACD/KOC (pH 7.4):	5823.17
#H bond acceptors:	5	#H bond donors:	0
#Freely Rotating Bonds:	7	Polar Surface Area:	105.74 Å²
Index of Refraction:	1.55	Molar Refractivity:	78.248 cm³
Molar Volume:	245.696 cm³	Polarizability:	31.02 10^-24cm³
Surface Tension:	44.1500015258789 dyne/cm	Density:	1.214 g/cm³
Flash Point:	173.007 °C	Enthalpy of Vaporization:	60.84 kJ/mol
Boiling Point:	362.455 °C at 760 mmHg	Vapour Pressure:	0 mmHg at 25°C

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, for more information see their website.

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  4.39
    Log Kow (Exper. database match) =  4.39
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  399.30  (Adapted Stein & Brown method)
    Melting Pt (deg C):  25.81  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.64E-006  (Modified Grain method)
    MP  (exp database):  6.1 deg C
    BP  (exp database):  102 @ 0.01 mm Hg deg C
    VP  (exp database):  1.58E-05 mm Hg at 25 deg C

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  2.239
       log Kow used: 4.39 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  4.1 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  5.5437 mg/L
    Wat Sol (Exper. database match) =  4.10
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Allylic/Vinyl Nitriles

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.39E-005  atm-m3/mole
   Group Method:   Incomplete
   Exper Database: 4.08E-06  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.515E-006 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.39  (exp database)
  Log Kaw used:  -3.778  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  8.168
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0406
   Biowin2 (Non-Linear Model)     :   0.9946
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4796  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3571  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0371
   Biowin6 (MITI Non-Linear Model):   0.0127
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4700
 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):  0.00211 Pa (1.58E-005 mm Hg)
  Log Koa (Koawin est  ): 8.168
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00142 
       Octanol/air (Koa) model:  3.61E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0489 
       Mackay model           :  0.102 
       Octanol/air (Koa) model:  0.00288 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  95.9243 E-12 cm3/molecule-sec
      Half-Life =     0.112 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.338 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0756 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3177
      Log Koc:  3.502 

 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 = 2.680 (BCF = 479)
       log Kow used: 4.39 (expkow database)

 Volatilization from Water:
    Henry LC:  4.08E-006 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River:      249.6  hours   (10.4 days)
    Half-Life from Model Lake :       2868  hours   (119.5 days)

 Removal In Wastewater Treatment:
    Total removal:              50.21  percent
    Total biodegradation:        0.48  percent
    Total sludge adsorption:    49.63  percent
    Total to Air:                0.11  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.108           2.68         1000       
   Water     15.5            900          1000       
   Soil      75.4            1.8e+003     1000       
   Sediment  9.03            8.1e+003     0          
     Persistence Time: 1.16e+003 hr

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

Category	Target	PDB Code	LASSO Score
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.09
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.04
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.01
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.01
Serine Proteases	Thrombin	1ba8	0.01
Kinases	HSP90, human heat shock protein 90	1uy6	0.01
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.00
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Serine Proteases	Trypsin	1bju	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.00
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00

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N-diethoxyphosphinothioyloxybenzimidoyl cyanide

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Std. InChI:

Std. InChIKey:

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N-diethoxyphosphinothioyloxybenzimidoyl cyanide

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