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Details

Stereochemistry RACEMIC
Molecular Formula C12H17O4PS2
Molecular Weight 320.365
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENTHOATE

SMILES

CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1

InChI

InChIKey=XAMUDJHXFNRLCY-UHFFFAOYSA-N
InChI=1S/C12H17O4PS2/c1-4-16-12(13)11(10-8-6-5-7-9-10)19-17(18,14-2)15-3/h5-9,11H,4H2,1-3H3

HIDE SMILES / InChI
Molecular Formula C12H17O4PS2
Molecular Weight 320.365
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
The inhibition of major human hepatic cytochrome P450 enzymes by 18 pesticides: comparison of the N-in-one and single substrate approaches.
2013-08
Characterization of human cytochrome P450 induction by pesticides.
2012-03-29
Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays.
2011-02-27
Characterization of racemization of chiral pesticides in organic solvents and water.
2010-09-03
Determination of 23 organophosphorous pesticides in surface water using SPME followed by GC-MS.
2010-03
Factors for determining survival in acute organophosphate poisoning.
2009-12
A phase II clinical trial to assess the safety of clonidine in acute organophosphorus pesticide poisoning.
2009-08-20
An evaluation of the cytochrome P450 inhibition potential of selected pesticides in human hepatic microsomes.
2009-08
Pralidoxime in acute organophosphorus insecticide poisoning--a randomised controlled trial.
2009-06-30
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009-04-20
Synthesis of three haptens for the class-specific immunoassay of O,O-dimethyl organophosphorus pesticides and effect of hapten heterology on immunoassay sensitivity.
2008-05-19
Solid-phase microextraction-liquid chromatography-mass spectrometry applied to the analysis of insecticides in honey.
2008-01
Multi-residue determination of pesticides in water using multi-walled carbon nanotubes solid-phase extraction and gas chromatography-mass spectrometry.
2007-09-21
Enantioselective degradation and chiral stability of phenthoate in soil.
2007-08
Toxicity of insecticides to the sweetpotato whitefly (Hemiptera: Aleyrodidae) and its natural enemies.
2007-07
Rapid simultaneous determination for organophosphorus pesticides in human serum by LC-MS.
2007-05-09
Effects of organophosphate compounds on a soil protist, Colpoda inflata (Ciliophora, Colpodidae).
2006-12
Acetylcholinesterase inhibition and gill lesions in Rasbora caverii, an indigenous fish inhabiting rice field associated waterbodies in Sri Lanka.
2006-10
The stability of organophosphorus insecticides in fresh blood.
2006-05
Application of hollow fiber liquid phase microextraction for the determination of insecticides in water.
2005-04-22
Cardiac responses of Pacific oyster Crassostrea gigas to agents modulating cholinergic function.
2004-12
Distribution and dissipation of phenthoate insecticide following aerial application.
2004-11
Rapid report acetamiprid resistance and cross-resistance in the diamondback moth, Plutella xylostella.
2004-09
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.
2004-04
Comparison of solid-phase microextraction and stir bar sorptive extraction for determining six organophosphorus insecticides in honey by liquid chromatography-mass spectrometry.
2004-03-19
Adsorption of phenthoate and acetochlor from water by clays and organoclays.
2004
Stereo- and enantioselective determination of pesticides in soil by using achiral and chiral liquid chromatography in combination with matrix solid-phase dispersion.
2003-07-11
Fast and precise determination of phenthoate and its enantiomeric ratio in soil by the matrix solid-phase dispersion method and liquid chromatography.
2002-11-15
[Detection of O,O,S-trimethyl phosphorodithioate, an impurity in phenthoate (PAP), in komatsuna].
2001-06
Patents

Patents

JP2011526599A
45
JPS5890506A
1
JPS5946207A
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:48:22 GMT 2025
Edited
by admin
on Mon Mar 31 20:48:22 GMT 2025
Record UNII
J96Q7F091K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAGSON
Preferred Name English
PHENTHOATE
HSDB   ISO  
Common Name English
PHENTHOATE (PAP) FENTHOATE
Common Name English
BAYER-18,510
Code English
PHENDAL
Common Name English
BAYER-18510
Code English
ACETIC ACID, MERCAPTOPHENYL-, ETHYL ESTER O,O-DIMETHYL PHOSPHORODITHIOATE
Common Name English
O,O-DIMETHYL S-.ALPHA.-ETHOXYCARBONYLBENZYL PHOSPHORODITHIOATE
Common Name English
DIMEPHENTHOATE
Common Name English
PAPTHION
Common Name English
ETHYL ((DIMETHOXYPHOSPHOROTHIOYL)SULFANYL)(PHENYL)ACETATE
Systematic Name English
S-.ALPHA.-ETHOXYCARBONYLBENZYL DIMETHYL PHOSPHOROTHIOLOTHIONATE
Common Name English
S-(.ALPHA.-(ETHOXYCARBONYL)BENZYL) O,O-DIMETHYL PHOSPHORODITHIOATE
Systematic Name English
PHENTHOATE [HSDB]
Common Name English
BENZENEACETIC ACID, .ALPHA.-((DIMETHOXYPHOSPHINOTHIOYL)THIO)-, ETHYL ESTER
Common Name English
BAY-33051
Code English
(±)-PHENTHOATE
Common Name English
PAP
Common Name English
TSIDIAL
Brand Name English
ACETIC ACID, MERCAPTOPHENYL-, ETHYL ESTER, S-ESTER WITH O,O-DIMETHYL PHOSPHORODITHIOATE
Common Name English
ETHYL .ALPHA.-((DIMETHOXYPHOSPHINOTHIOYL)THIO)BENZENEACETATE
Systematic Name English
ETHYL A-((DIMETHOXYPHOSPHINOTHIOYL)THIO)BENZENEACETATE
Common Name English
PHENTHOATE [ISO]
Common Name English
PHOSPHORODITHIOIC ACID, O,O-DIMETHYL ESTER, S-ESTER WITH ETHYL MERCAPTOPHENYLACETATE
Common Name English
PHENTHOATE, (±)-
Common Name English
Code System Code Type Description
NCI_THESAURUS
C163686
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
MESH
C008838
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
ALANWOOD
phenthoate
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
ECHA (EC/EINECS)
219-997-0
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
HSDB
1708
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID6042280
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
PUBCHEM
17435
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
FDA UNII
J96Q7F091K
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
WIKIPEDIA
PHENTHOATE
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
CAS
2597-03-7
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
CHEBI
34917
Created by admin on Mon Mar 31 20:48:22 GMT 2025 , Edited by admin on Mon Mar 31 20:48:22 GMT 2025
PRIMARY
Related Record Type Details
CYTOCHROME P450 2C9
METABOLIC ENZYME -> INHIBITOR
CYP2C9 activity was extensively inhibited (more than 90% inhibition) by organophosphorus insecticides phenthoate
CYTOCHROME P450 2A6
METABOLIC ENZYME -> INHIBITOR
Extensive inhibitions of CYP2A6-associated activity (94–98%) were observed with phenthoate
CYTOCHROME P450 1A2
METABOLIC ENZYME -> INHIBITOR
Phenthoate inhibited CYP1A1/2 activities more than 90%.
CYTOCHROME P450 2B6
METABOLIC ENZYME -> INHIBITOR
Screening of potential CYP2B6 inhibitions illustrates that CYP2B6 activity was extensively inhibited by all tested organophosphate pesticides. Phenthoate resulted in 91% inhibition.
CYTOCHROME P450 1A1
METABOLIC ENZYME -> INHIBITOR
Phenthoate inhibited CYP1A1/2 activities more than 90%.
CYTOCHROME P450 2C8
METABOLIC ENZYME -> INHIBITOR
Human hepatic CYP2C8 activities after incubation with different pesticides showed that CYP2C8 activities were inhibited extensively by phenthoate (100,90%).
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