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Details

Stereochemistry RACEMIC
Molecular Formula C12H17O4PS2
Molecular Weight 320.3674
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENTHOATE

SMILES

CCOC(=O)C(c1ccccc1)SP(=S)(OC)OC

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 320.3674
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
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.
2004 Apr
Cardiac responses of Pacific oyster Crassostrea gigas to agents modulating cholinergic function.
2004 Dec
Rapid report acetamiprid resistance and cross-resistance in the diamondback moth, Plutella xylostella.
2004 Sep
Application of hollow fiber liquid phase microextraction for the determination of insecticides in water.
2005 Apr 22
The stability of organophosphorus insecticides in fresh blood.
2006 May
Enantioselective degradation and chiral stability of phenthoate in soil.
2007 Aug
Rapid simultaneous determination for organophosphorus pesticides in human serum by LC-MS.
2007 May 9
Characterization of racemization of chiral pesticides in organic solvents and water.
2010 Sep 3
Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays.
2011 Feb 27
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 00:22:37 UTC 2021
Edited
by admin
on Sat Jun 26 00:22:37 UTC 2021
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
MESH
C008838
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
ECHA (EC/EINECS)
219-997-0
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
HSDB
1708
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
EPA CompTox
2597-03-7
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
PUBCHEM
17435
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
FDA UNII
J96Q7F091K
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
WIKIPEDIA
PHENTHOATE
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
PRIMARY
CAS
2597-03-7
Created by admin on Sat Jun 26 00:22:37 UTC 2021 , Edited by admin on Sat Jun 26 00:22:37 UTC 2021
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%).