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Details

Stereochemistry ACHIRAL
Molecular Formula C13H11ClN2O4S
Molecular Weight 326.755
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRITHIOBAC

SMILES

COC1=CC(OC)=NC(SC2=C(C(O)=O)C(Cl)=CC=C2)=N1

InChI

InChIKey=QEGVVEOAVNHRAA-UHFFFAOYSA-N
InChI=1S/C13H11ClN2O4S/c1-19-9-6-10(20-2)16-13(15-9)21-8-5-3-4-7(14)11(8)12(17)18/h3-6H,1-2H3,(H,17,18)

HIDE SMILES / InChI

Molecular Formula C13H11ClN2O4S
Molecular Weight 326.755
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pyrithiobac sodium (also known as PE350) is a carboxyphenylthiodimethoxypyrimidine derivative patented by Kumiai Chemical Industry Co., Ltd. and Ihara Chemical Industry Co., Ltd. as herbicide and commercialized for uses in cotton cultivation. Pyrithiobac acts as a potent inhibitor of Acetohydroxyacid synthase (AHAS), also known as acetolactate synthase, that catalyzes the first reaction in the pathway for synthesis of the branched-chain amino acids. Pyrithiobac is applied POST at 70 g/ha in cotton (1- to 2-leaf stage) for effective control of several broadleaf weeds such as Xatithium stmmarium, Ipomoea spp., Abutilon theophrasli, Sesbania exaltata (hemp sesbania), Salvia reflexa, Sida spinosa, Amaranthus spp., etc. When applied at this rate, wheat, soybean and grain sorghum may be rotated with cotton with no crop toxicity to these crops. Cotton is very tolerant of Pyrithiobac even at rates as high as 112 g/ha. It may also be applied PPI or PRE in cotton to control Cassia occidentalis, a troublesome broadleaf weed. Higher rates cause injury to cotton. However, caution may need to be exercised, as insecticides (malathion, fenvalerate, methomyl, chlorpyriphos, etc.) applied along with Pyrithiobac, as mixtures are likely to make cotton sensitive to the herbicide.

Approval Year

PubMed

PubMed

TitleDatePubMed
Amaranthus palmeri resistance and differential tolerance of Amaranthus palmeri and Amaranthus hybridus to ALS-inhibitor herbicides.
2001 May
Multiple allelic forms of acetohydroxyacid synthase are responsible for herbicide resistance in Setaria viridis.
2009 Aug
Metabolism of Pyrithiobac Sodium in Soils and Sediment, Addressing Bound Residues via Kinetics Modeling.
2016 Jul 27
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:05:27 GMT 2023
Edited
by admin
on Fri Dec 15 18:05:27 GMT 2023
Record UNII
3327Q8RB9O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRITHIOBAC
ISO   MI  
Common Name English
PYRITHIOBAC [ISO]
Common Name English
2-CHLORO-6-((4,6-DIMETHOXY-2-PYRIMIDINYL)THIO)BENZOIC ACID
Systematic Name English
PYRITHIOBAC [MI]
Common Name English
2-CHLORO-6-(4,6-DIMETHOXYPYRIMIDIN-2-YLTHIO)BENZOIC ACID
Systematic Name English
Code System Code Type Description
FDA UNII
3327Q8RB9O
Created by admin on Fri Dec 15 18:05:27 GMT 2023 , Edited by admin on Fri Dec 15 18:05:27 GMT 2023
PRIMARY
ALANWOOD
pyrithiobac
Created by admin on Fri Dec 15 18:05:27 GMT 2023 , Edited by admin on Fri Dec 15 18:05:27 GMT 2023
PRIMARY
CAS
123342-93-8
Created by admin on Fri Dec 15 18:05:27 GMT 2023 , Edited by admin on Fri Dec 15 18:05:27 GMT 2023
PRIMARY
MERCK INDEX
m9376
Created by admin on Fri Dec 15 18:05:27 GMT 2023 , Edited by admin on Fri Dec 15 18:05:27 GMT 2023
PRIMARY Merck Index
PUBCHEM
91781
Created by admin on Fri Dec 15 18:05:27 GMT 2023 , Edited by admin on Fri Dec 15 18:05:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID3037703
Created by admin on Fri Dec 15 18:05:27 GMT 2023 , Edited by admin on Fri Dec 15 18:05:27 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY