Paper · 2021 · Pest Management Science

Discovery, SAR, and putative mode of action of N‐benzyl‐2‐methoxybenzamides as potential bleaching herbicides

Huixia Zhang; Jinbo Wang; Zhenmeng Ji; et al.

5
claims
5
verbatim quotes
12
citations
1
research areas
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Not open access

Abstract

Abstract BACKGROUND Herbicides acting on biosynthesis of plant pigments have contributed greatly to weed control in recent years. In our previous studies, 2‐methoxybenzamides were discovered as a novel type of lead compound for the development of bleaching herbicides. RESULTS A total of 67 benzamide analogues were synthesized and evaluated for herbicidal activity. The structure–activity relationship (SAR) revealed that a methoxyl substitution at the 2‐position of the benzoyl moiety is essential for the herbicidal activity of benzamide derivatives, and introduction of small substituents at the meta ‐ or para ‐position of the benzylamine moiety is also beneficial. Compounds 4 , 43 and 44 showed 100% inhibition against Abutilon theophrasti and Amaranthus retroflexus at an application rate of 150 g a.i. ha −1 . CONCLUSION The relationship between the structure and herbicidal activity of 2‐methoxybenzamides was discussed intensively. Compounds 4 , 43 and 44 may serve as novel candidates with a bleaching effect. © 2021 Society of Chemical Industry

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Claims 5

Associationobservedoriginal resultpositivemeasured

Claim · model-written summary

A 2-position methoxyl substitution was essential for herbicidal activity.

Compound
benzamide derivativese0
Outcome
herbicidal activitye0

Not reportedTaxonDirection

Verbatim

e0

“a methoxyl substitution at the 2‐position of the benzoyl moiety is essential for the herbicidal activity of benzamide derivatives”

✓ located verbatim in the source · abstract, characters 423–552 · show in text ↑
Associationobservedoriginal resultpositivemeasured

Claim · model-written summary

Small meta or para substituents on the benzylamine moiety benefited herbicidal activity.

Compound
small substituentse0
Outcome
beneficiale0

Not reportedTaxonDirection

Verbatim

e0

“introduction of small substituents at the meta ‐ or para ‐position of the benzylamine moiety is also beneficial”

✓ located verbatim in the source · abstract, characters 558–669 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compounds 4, 43 and 44 fully inhibited Abutilon theophrasti at the stated rate.

Taxon
Abutilon theophrastiAbutilon theophrastie0
Treatment
Compounds 4 , 43 and 44e0
Outcome
inhibition against Abutilon theophrastie0
Direction
inhibitione0
Value
100%e0
Qualifier
150 g a.i. ha −1e0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Abutilon theophrasti
Abutilon theophrasti · TaxonI.Sáček, senior · Public domain · Wikimedia Commons ↗

Verbatim

e0

“Compounds 4 , 43 and 44 showed 100% inhibition against Abutilon theophrasti and Amaranthus retroflexus at an application rate of 150 g a.i. ha −1”

✓ located verbatim in the source · abstract, characters 671–816 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Compounds 4, 43 and 44 fully inhibited Amaranthus retroflexus at the stated rate.

Taxon
Amaranthus retroflexusAmaranthus retroflexuse0
Treatment
Compounds 4 , 43 and 44e0
Outcome
inhibition against Abutilon theophrasti and Amaranthus retroflexuse0
Direction
inhibitione0
Value
100%e0
Qualifier
150 g a.i. ha −1e0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Amaranthus retroflexus
Amaranthus retroflexus · TaxonLynk media · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“Compounds 4 , 43 and 44 showed 100% inhibition against Abutilon theophrasti and Amaranthus retroflexus at an application rate of 150 g a.i. ha −1”

✓ located verbatim in the source · abstract, characters 671–816 · show in text ↑
Recommendationauthor interpretationoriginal resultpositivebasis n/a

Claim · model-written summary

Compounds 4, 43 and 44 may be candidates with a bleaching effect.

Outcome
novel candidates with a bleaching effecte0

Not reportedTaxon

Verbatim

e0

“Compounds 4 , 43 and 44 may serve as novel candidates with a bleaching effect”

✓ located verbatim in the source · abstract, characters 943–1020 · show in text ↑