U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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

PubMed

PubMed

TitleDatePubMed
[Detection of O,O,S-trimethyl phosphorodithioate, an impurity in phenthoate (PAP), in komatsuna].
2001 Jun
Adsorption of phenthoate and acetochlor from water by clays and organoclays.
2004
Comparison of solid-phase microextraction and stir bar sorptive extraction for determining six organophosphorus insecticides in honey by liquid chromatography-mass spectrometry.
2004 Mar 19
Distribution and dissipation of phenthoate insecticide following aerial application.
2004 Nov
Application of hollow fiber liquid phase microextraction for the determination of insecticides in water.
2005 Apr 22
Enantioselective degradation and chiral stability of phenthoate in soil.
2007 Aug
Toxicity of insecticides to the sweetpotato whitefly (Hemiptera: Aleyrodidae) and its natural enemies.
2007 Jul
Multi-residue determination of pesticides in water using multi-walled carbon nanotubes solid-phase extraction and gas chromatography-mass spectrometry.
2007 Sep 21
Synthesis of three haptens for the class-specific immunoassay of O,O-dimethyl organophosphorus pesticides and effect of hapten heterology on immunoassay sensitivity.
2008 May 19
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009 Apr 20
Factors for determining survival in acute organophosphate poisoning.
2009 Dec
Pralidoxime in acute organophosphorus insecticide poisoning--a randomised controlled trial.
2009 Jun 30
Determination of 23 organophosphorous pesticides in surface water using SPME followed by GC-MS.
2010 Mar
Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays.
2011 Feb 27
The inhibition of major human hepatic cytochrome P450 enzymes by 18 pesticides: comparison of the N-in-one and single substrate approaches.
2013 Aug
Patents
Substance Class Chemical
Created
by admin
on Thu Jul 06 07:40:21 UTC 2023
Edited
by admin
on Thu Jul 06 07:40:21 UTC 2023
Record UNII
J96Q7F091K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENTHOATE
HSDB   ISO  
Common Name English
PHENTHOATE (PAP) FENTHOATE
Common Name English
BAYER-18,510
Code English
TAGSON
Brand Name 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 Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
MESH
C008838
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
ALANWOOD
phenthoate
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
ECHA (EC/EINECS)
219-997-0
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
HSDB
1708
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
EPA CompTox
DTXSID6042280
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
PUBCHEM
17435
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
FDA UNII
J96Q7F091K
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
WIKIPEDIA
PHENTHOATE
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
CAS
2597-03-7
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
CHEBI
34917
Created by admin on Thu Jul 06 07:40:21 UTC 2023 , Edited by admin on Thu Jul 06 07:40:21 UTC 2023
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> INHIBITOR
CYP2C9 activity was extensively inhibited (more than 90% inhibition) by organophosphorus insecticides phenthoate
METABOLIC ENZYME -> INHIBITOR
Extensive inhibitions of CYP2A6-associated activity (94–98%) were observed with phenthoate
METABOLIC ENZYME -> INHIBITOR
Phenthoate inhibited CYP1A1/2 activities more than 90%.
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.
METABOLIC ENZYME -> INHIBITOR
Phenthoate inhibited CYP1A1/2 activities more than 90%.
METABOLIC ENZYME -> INHIBITOR
Human hepatic CYP2C8 activities after incubation with different pesticides showed that CYP2C8 activities were inhibited extensively by phenthoate (100,90%).