Abstract
To enhance quinclorac potency, twenty-five derivatives were synthesized containing 3-methyl-1H-pyrazol-5-yl by intermediate derivatization methods (IDMs). These compounds were confirmed by melting point (mp), 1 HNMR, 13 CNMR, and HRMS. The compound 1,3-dimethyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (10a) was determined by X-ray diffraction. The activity of these compounds substituent on the phenyl was: electron-drawing group > neutral group > donor-drawing group, the results was like that of substituted benzyl group on pyrazole. The herbicidal activity assays showed that compounds 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (8l, EC 50 = 10.53 g/ha) and 10a (EC 50 = 10.37 g/ha) had an excellent inhibition effect on barnyard grass in greenhouse experiment. Greenhouse safety experiment of rice exhibited almost no difference in plant height and fresh weight treated 10a at stage 1∼2-leaf of rice after 14 days but 8l had a detrimental effect. Two season field assays showed 10a herbicidal activity on barnyard grass at 150 g/ha as equal as 300 g/ha quinclorac in fields in 2019 and 2020. The study demonstrated that 10a could be further researched as a potential herbicide to control barnyard grass in fields.
Abstract from the paper’s OpenAlex record; open copy licensed cc-by. Read at the source ↗
The text the model read, with the source record’s inline markup (italics, sub- and superscripts) rendered and its character entities decoded; quote offsets refer to the raw text.
Claims 8
Claim · model-written summary
Electron-drawing phenyl substitutions had greater herbicidal activity than neutral or donor groups.
- Taxon
- rice
Oryza sativae1 - Treatment
- electron-drawing groupe0
- Outcome
- activity of these compoundse0
- Direction
- higherinferrede0
- Comparator
- neutral groupe0
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“The activity of these compounds substituent on the phenyl was: electron-drawing group > neutral group > donor-drawing group”
e1“Greenhouse safety experiment of rice”
Claim · model-written summary
Compound 8l inhibited barnyard grass in the greenhouse at EC 50 of 10.53 g/ha.
- Taxon
- riceOryza sativae1
- Treatment
- 8le0
- Interactor
- barnyard grass
Echinochloa crus-gallie0weed - Outcome
- inhibition effect on barnyard grasse0
- Direction
- excellente0
- Value
- 10.53 g/hae0
- Setting
- greenhousee0
Not reportedComparator
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“compounds 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (8l, EC 50 = 10.53 g/ha) and 10a (EC 50 = 10.37 g/ha) had an excellent inhibition effect on barnyard grass in greenhouse experiment.”
e1“Greenhouse safety experiment of rice”
Claim · model-written summary
Compound 10a inhibited barnyard grass in the greenhouse at EC 50 of 10.37 g/ha.
- Taxon
- riceOryza sativae1
- Treatment
- 10ae0
- Interactor
- barnyard grassEchinochloa crus-gallie0weed
- Outcome
- inhibition effect on barnyard grasse0
- Direction
- excellente0
- Value
- 10.37 g/hae0
- Setting
- greenhousee0
Not reportedComparator
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“compounds 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (8l, EC 50 = 10.53 g/ha) and 10a (EC 50 = 10.37 g/ha) had an excellent inhibition effect on barnyard grass in greenhouse experiment.”
e1“Greenhouse safety experiment of rice”
Claim · model-written summary
Compound 10a had almost no effect on rice plant height at the 1–2 leaf stage after 14 days.
- Taxon
- riceOryza sativae0
- Organ / stage
- stage 1∼2-leafe0
- Treatment
- 10ae0
- Outcome
- plant heighte0
- Direction
- almost no differencee0
- Qualifier
- after 14 dayse0
Not reportedComparator
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“rice exhibited almost no difference in plant height and fresh weight treated 10a at stage 1∼2-leaf of rice after 14 days”
Claim · model-written summary
Compound 10a had almost no effect on rice fresh weight at the 1–2 leaf stage after 14 days.
- Taxon
- riceOryza sativae0
- Organ / stage
- stage 1∼2-leafe0
- Treatment
- 10ae0
- Outcome
- fresh weighte0
- Direction
- almost no differencee0
- Qualifier
- after 14 dayse0
Not reportedComparator
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“rice exhibited almost no difference in plant height and fresh weight treated 10a at stage 1∼2-leaf of rice after 14 days”
Claim · model-written summary
Compound 8l detrimentally affected rice in the greenhouse safety test.
- Taxon
- riceOryza sativae1
- Treatment
- 8le0
- Outcome
- detrimental effecte0
- Direction
- detrimentale0
Not reportedComparator
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“but 8l had a detrimental effect.”
e1“Greenhouse safety experiment of rice”
Claim · model-written summary
At 150 g/ha, compound 10a matched 300 g/ha quinclorac for barnyard grass control in two field seasons.
- Taxon
- riceOryza sativae1
- Treatment
- 10a herbicidal activity on barnyard grass at 150 g/hae0
- Interactor
- barnyard grassEchinochloa crus-gallie0weed
- Outcome
- herbicidal activity on barnyard grasse0
- Direction
- as equal ase0
- Value
- 150 g/hae0
- Qualifier
- 2019 and 2020e0
- Comparator
- 300 g/ha quinclorace0
- Setting
- fieldse0
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“Two season field assays showed 10a herbicidal activity on barnyard grass at 150 g/ha as equal as 300 g/ha quinclorac in fields in 2019 and 2020.”
e1“Greenhouse safety experiment of rice”
Claim · model-written summary
The authors propose 10a for further research as a field herbicide against barnyard grass.
- Taxon
- riceOryza sativae1
- Interactor
- barnyard grassEchinochloa crus-gallie0weed
- Outcome
- further researched as a potential herbicide to control barnyard grass in fieldse0
Organisms pictured · Representative pictures of the matched species, not figures from the paper.
Verbatim
e0“10a could be further researched as a potential herbicide to control barnyard grass in fields.”
e1“Greenhouse safety experiment of rice”
The same questions in other papers
Echinochloa crus-galli · weed · Oryza sativa (rice)Results agree
1 paper in the same direction as this paper
- positive
herbicide · weed · Oryza sativa (rice)Positive and negative results
578 papers in the same direction as this paper · 17 in the opposite direction · 7 reporting no difference from an alternative
- negative
- no effect
- negative
599 papers more in this group
See all 603 papers →Claims are grouped by organism, treatment and what was measured or targeted. A paper counts as positive when any of its claims in the group is positive.