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Details

Stereochemistry RACEMIC
Molecular Formula C11H17O4PS2
Molecular Weight 308.354
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENSULFOTHION

SMILES

CCOP(=S)(OCC)OC1=CC=C(C=C1)[S+](C)[O-]

InChI

InChIKey=XDNBJTQLKCIJBV-UHFFFAOYSA-N
InChI=1S/C11H17O4PS2/c1-4-13-16(17,14-5-2)15-10-6-8-11(9-7-10)18(3)12/h6-9H,4-5H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C11H17O4PS2
Molecular Weight 308.354
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Fensulfothion is an organophosphate insecticide/nematicide. Fensulfothion is highly toxic to man and other non-target terrestrial and aquatic organisms from acute oral and dermal routes of exposure. Fensulfothion is registered for use as preplant or at-planting soil application to tobacco and various fruits and vegetables. Postplant topical applications are permitted in addition to the at-planting application on corn, peanuts, and rutabagas. Topical application is also permitted on commercial and ornamental turf. Fensulfothion is an organophosphate insecticide/nematicide that kills primarily by contact action, but also provides some systemic control of insects attacking the foliage of treated plants. The mode of action is by phosphorylating the acetylcholinesterase enzyme of tissues, allowing accumulation of acetylcholine at nerve junctions, with subsequent blocking effects upon the central nervous system.

CNS Activity

Curator's Comment: The mode of action is by phosphorylating the acetylcholinesterase enzyme of tissues, allowing accumulation of acetylcholine at nerve junctions, with subsequent blocking effects upon the central nervous system.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases.
2001 Sep 14
Continuous flow microextraction combined with high-performance liquid chromatography for the analysis of pesticides in natural waters.
2006 Jul 28
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009 Apr 20
Separation of organophosphorus pesticides by using nano-liquid chromatography.
2009 May 1
Livestock drugs and disease: the fatal combination behind breeding failure in endangered bearded vultures.
2010 Nov 30
Patents

Sample Use Guides

Fensulfothion is used against soil nematodes (free living, root knot and cyst forming nematodes) and a broad spectrum of soil borne insects in field crops, vegetables and fruit. It is also used against nematodes in turf grasses, in flowers and in ornamentals. Fensulfothion is highly toxic to man and other non-target terrestrial and aquatic organisms from acute oral and dermal routes of exposure.
Route of Administration: Unknown
In Vitro Use Guide
The effect of fensulfothion at four concentrations (1, 5, 25, and 125 ppm) was tested on the growth of five bacteria, Agrobacterium tumefaciens, Corynebacterium fascians, Erwinia carotovora, Pseudomonas solanacearum, and Streptomyces scabies and four fungi, Fusarium oxysporum f. sp. vasinfectum, Fusarium solani, Rhizoctonia solani, and Sclerotium bataticola.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:49 GMT 2023
Edited
by admin
on Fri Dec 15 15:14:49 GMT 2023
Record UNII
VB39B105PO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FENSULFOTHION
HSDB   ISO   MI  
Common Name English
FENSULFOTHION [ISO]
Common Name English
DMSP
Common Name English
O,O-DIETHYL O-4-METHYLSULFINYLPHENYL PHOSPHOROTHIOATE
Common Name English
1-(DIETHOXYTHIOXOPHOSPHINOOXY)-4-(METHYLSULFINYL)BENZENE
Systematic Name English
BAY-25141
Common Name English
PHOSPHOROTHIOIC ACID O,O-DIETHYL O-(4-(METHYLSULFINYL)PHENYL) ESTER
Systematic Name English
SULFONIUM, (4-((DIETHOXYPHOSPHINOTHIOYL)OXY)PHENYL)HYDROXYMETHYL-, INNER SALT
Common Name English
FENSULFOTHION [MI]
Common Name English
O,O-DIETHYL O-(4-(METHYLSULFINYL)PHENYL) PHOSPHOROTHIOATE
Systematic Name English
FENSULFOTHION [HSDB]
Common Name English
BAY 25141
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 32701
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
Code System Code Type Description
PUBCHEM
8292
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
MESH
C073264
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
CAS
115-90-2
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
CHEBI
34760
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
HSDB
1580
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID6021953
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
MERCK INDEX
m5297
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
FENSULFOTHION
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-114-3
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
CHEBI
16457
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
ALANWOOD
fensulfothion
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
FDA UNII
VB39B105PO
Created by admin on Fri Dec 15 15:14:49 GMT 2023 , Edited by admin on Fri Dec 15 15:14:49 GMT 2023
PRIMARY
Related Record Type Details
METABOLITE -> PARENT