• The Korean Journal of Pesticide Science
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• v.2 no.1
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• pp.104-106
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• 1998

3-Aryltetrahydro-1,2-benzisoxazolin-4-one derivatives were prepared by regioselective 1,3-dipolar cycloaddition reactions of various aryl nitrile oxides with 2-cyclohexen-1-one. The structures of these compounds were designed as a modifications of triketone herbicides and showed good herbicidal activity.

• The Korean Journal of Pesticide Science
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• v.12 no.2
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• pp.197-200
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• 2008

Novel series of 5-benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline derivatives were designed and synthesized, and their herbicidal activities to diverse weeds were tested under flooded paddy conditions in a greenhouse. Among them, some compounds (3d-f) showed good activities to dominant weeds such as Echinocloa orizycola and Monochoria vaginalis presl. at a rate of 0.063 kg/ha without the serious injury toward rice.

• Applied Biological Chemistry
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• v.30 no.3
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• pp.227-233
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• 1987

Some derivatives of 3-(benzothiazol-2-yl)-1-methyl urea were synthesized by reaction of methyl isocyanate with 2-aminobenzothiazole derivatives prepared by thiocyanation of various substituted anilines. The compounds synthesized were identified by IR, NMR and mass spectra as 3-(5-methyl benzothiazol-2-yl)-1-methyl urea, 3-(5,6-dimethyl benzothiazol-2-yl)-1-methyl urea, 3-(6-ethyl benzothiazol-2-yl)-1-methyl urea, 3-(6-methoxy benzothiazol-2-yl)-1-methyl urea, 3-(6-chloro benzothiazol-2-yl)-1-methyl urea, and 3-(5, 6-dichloro benzothiazol-2-yl)-1-methyl urea. These compounds were subjected to the test for pre-emergence herbicidal activity in the pots with wettable powder formulation. All of these compounds showed pre-emergence herbicidal activity on the grasses (Digitaria adscendens HENR and Setaria viridis P. BEAUV) and broad-leaf weeds (Portulaca oleraces L. and Chenopodium album L.) at the dosage of 800g a.i. per 10a. Of the 6 compounds, 3-(6-ethyl benzothiazol-2-yl)-1-methyl urea showed the highest herbicidal effect on both the grasses and broad-leaf weeds. Even at the rate of 50g a.i. per 10a, this compound inhibited the growth of grasses, selectively.

• Korean Journal of Weed Science
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• v.30 no.2
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• pp.153-163
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• 2010

This study was carried out to establish an improved bioassay system, whole-plant bioassay which is more effective in developing natural herbicides for foliar treatment such as herbicidal essential oils. Two bioassay systems using four weed species (Echinochloa crus-galli, Digitaria sanguinalis, Aeschynomene indica, and Abutilon theophrasti), spraying method and spotting method, were established. Spraying method is applicable if the amount of test compounds is enough, while spotting method is useful for the small amount of test compounds. The initial application rate was desirable at $2,500{\sim}5,000\;{\mu}g\;mL^{-1}$. Herbicidal activities were higher in the NOP treatment when compared to the Tween 20 treatment. To efficiently evaluate volatile compounds such as essential oils, if the compound-treated pots were incubated in dew chamber for about 10hrs, better results were obtained in the degree and stability of herbicidal responses. When the efficiency of bioassay systems established in this study was compared, the spraying method was minimized four times to the conventional method that has beed used for screening of synthetic compounds in KRICT. On the other hand, in the spotting method, screening for development of a natural herbicides was possible even in level of 1/100 test volume and 1/200 amounts of test compound compared to the spraying method.

• Applied Biological Chemistry
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• v.36 no.5
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• pp.381-386
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• 1993

New twenty five Imazethapyr derivatives, [2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin -2-yl)-3-(N-methyl-N-X(sub.)-phenylaminooxoacetyl)-5-methylpyridine] were synthesized. and The quantitative structure activity relationships (QSARs) between their post-emergence herbicidal activity$(pI_{50})$ values in vivo against Barnyard grass (Echinochloa crus-galli) and physicochemical parameters of substituents(X) of 3-(N-methyl-N-X(sub.)-phenylaminooxoacetyl) group have been studied. From the basis on the findings, in case of post-emergence, the activities were dependent on the steric constant$(E_s<0)$ and electron donating $(\sigma<0)$ effect by subsitituents(X) of 3-(N-methyl-N-X(sub.)phenylaminooxoacetyl) group. Therefore, The most effective compound,15 (4-t-butyl group) and 20 (3,5-dimethyl group) were examined in this study. And the conditions on the compounds predicted to show higher herbicidal activity were also discussed.

• The Korean Journal of Pesticide Science
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• v.9 no.1
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• pp.108-111
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• 2005

A series of N-[4-cyano-2-fluoro-5-(2-pyrimidinyloxy, 2-benzyloxy or 2-pyridinyloxy)phenyl]-3,4,5,6-tetrahydrophthalimides was synthesized, and the herbicidal activities of those deivatives were evaluated through pre- and post-emergence application under upland conditions in a greenhouse. The results showed that most compounds resulted in stronger herbicidal activity on broadleaf weeds than on grass weeds and higher through post-emergence than pre-emergence application. The N-[(4-cyano-2-fluoro-5-(2-pyrimidinyloxy) phenyl]-3,4,5,6-tetrahydrophthalimide showed the best weed control efficacy and marginal corn safety at a rate of 60 g/ha through pre-emergence application.

• The Korean Journal of Pesticide Science
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• v.10 no.4
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• pp.262-265
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• 2006

A series of N-[4-chloro-2-fluoro-5-(2-(substituted)pyrimidinyloxy)phenyl]-3,4,5,6-tetrahydrophthalimides was synthesized, and the herbicidal activities of those derivatives were evaluated through pre- and post-emergence application under upland conditions in a greenhouse. The results showed that most compounds resulted in stronger herbicidal activities on broadleaf weeds than on grass weeds. The N-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-3,4,5,6-tetrahydrophthalimide showed the best weed control efficacy and marginal corn safety at a rate of 60 g/ha through pre-emergence application.

• Korean Journal of Weed Science
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• v.30 no.3
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• pp.191-198
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• 2010

The objective of this study was to find herbicidal compounds from seven different plant essential oils such as amyris (Amyris balsamifera), cajuput (Melaleuca cajeputi), geranium (Pelargonium graveolens), lavender (Lavendula spp.), mandarin (Citrus reticulata), pine (Pinus spp.) and rosemary (Rosmarius officinale), and determine their herbicidal activities. The in vitro herbicidal activity of cajuput essential oil was the highest among six essential oils ($GR_{50}$ value, $425{\mu}g\;g^{-1}$) and major chemical components in cajuput essential oil were eucalyptol (37.2%), ${\alpha}$-terpineol (11.6%), benzaldehyde (5.2%), linalool (4.1%), ${\alpha}$-pinene (2.5%) and ${\beta}$-pinene (2.4%), and their $GR_{50}$ values were 2,731, 500, 50, 372, 4,363, and $4,671{\mu}g\;g^{-1}$, respectively. Soil application of cajuput essential oil and benzaldehyde did not show any herbicidal activity at 80 kg $ha^{-1}$. When cajuput essential oil was applied to foliar at 80 kg $ha^{-1}$, narrow-leaved plants such as sorghum (Sorghum bicolar), barnyardgrass (Echinochloa crus-galli), and southern crabgrass (Digitaria ciliaris) were killed 100%, however, broad-leaved plants indian jointvetch (Aeschynomeme indica), velvet leaf (Abutilon theophrasti), cocklebur (Xanthium strumarium), Japanese morningglory (Calystegia japonica) were not killed, indicating the cajuput essential oil was effective to control narrow-leaved plants. Herbicidal activities of benzaldehyde at 80 kg $ha^{-1}$, to those plants were 20, 60 and 95%, respectively. Overall data showed that the herbicidal activity of cajuput essential oil was in part due to benzaldehyde.

• Weed & Turfgrass Science
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• v.2 no.1
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• pp.30-37
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• 2013

The objective of this research was to understand herbicidal activity of essential oils isolated from leaves of pine (Pinus densiflora), nut pine (Pinus koraiensis), larch (Larix kaempferi) and khingan fir (Abies nephrolepsis) in Korea. In a seed bioassay, essential oils of nut pine, larch and khingan fir inhibited the growth of rapeseed (Brassica napus) seedlings by 50% at 4,766, 1,865, $5,934{\mu}g\;ml^{-1}$, respectively, however, that of pine did not show any herbicidal effect. In a green house experiment, fall panicum, Southern crabgrass, sorghum, barnyardgrass, quackgrass, black nightshade, Indian jointvetch, velvet leaf, and Japanese morningglory were controlled in 24 hours by the foliar application of 10% essential oils from pine, nut pine, larch and khingan fir. The treated plant parts showed burndown effect, however, new shoots appeared 3 days after treatment. Results of GC-MS analysis showed that essential oils from pine, nut pine, larch and khingan fir contained 16, 25, 25, and 16 compounds, respectively, with hydrocarbons, alcohols, ketones, and esters. The major compounds of the essential oils were 3-carene, bornyl acetate, camphene, limonene, ${\alpha}$-pinene, ${\beta}$-pinene and ${\beta}$-phellandrene.

• Applied Biological Chemistry
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• v.31 no.3
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• pp.234-240
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• 1988

Some chloroacetamide derivatives were synthesized from 2,6-dialkyl, aniline 4-chloroaniline, or 3,4-dichloroaniline with alkyl 2-bromopropionate and chloroacetyl chloride and identified by elemental analyses, NMR, and GC/MS spectra as N-(1'-methoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8609), etc. These compounds synthesized were subjected to the test for pre-emergence herbicidal effecs on some grass weeds(Digitaria adscendens, Setaria viridis, Echinochloa crus-galli) and broad leaf weeds(Portulaca oleracea, Amaranthus lividus, Chenopodium album) in pots applied as wettable powder formulations. It was found that N-(1'-ethoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8701) has the highest herbicidal effect on grass weeds, which corresponds to a 95% control effect at an application of 200g a.i/10a. Whereas, some chloroacetamide derivatives derived from 4-chloroaniline or 3,4-dichloroaniline had very weak herbicidal effects on grass and broad leaf weeds.