1,2-Dimethoxy-4-isopropoxy-5-vinylbenzene, an Insect anti-Juvenile Hormone Lacking the Chromene Ring

Matolcsy, György; Darwish, Yassin; Bélai, Iván; Varjas, L.; Farag, A. I.

doi:10.1515/znb-1980-1125

Cited by 8 publications

(4 citation statements)

References 5 publications

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“…The alkoxyvinylbenzene derivatives 4-8were more toxic. The vinylbenzenes with three alkoxy groups (7)(8) were less toxic than those with two (4-6). At 0.05% the toxicity of4-6 was lost.…”

Section: Resultsmentioning

confidence: 90%

“…This compound caused both precocious metamorphosis and a de- [OJ 20 crease in egg production by D. cingulatus. In this paper we describe the synthesis and the sterilizing and toxic activities of other 5isopropoxy-4-vinylbenzenes (4)(5)(6)(7)(8) and of alkoxybenzenes without double bond. Scale insects, which are seldom used in insect antihormonestudies, were the test organisms.…”

Section: Coumpound7 Is a Precocene Derivative Withmentioning

confidence: 99%

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Synthesis of alkoxybenzenes and alkoxyvinylbenzenes and their chemosterilizing and toxic activity on planococcus citri (Hom., Pseudococcidae)

Bélai

Darvas

Matolcsy

1987

Agricultural and Biological Chemistry

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Dialkoxy-, trialkoxy-, dialkoxyvinyl-, and trialkoxyvinylbenzenes were investigated for chemosterilant and toxic acitivity on Planococcus citri. The alkoxyvinylbenzenes were toxic; they reduced the egg production of the test insect. Dialkoxyvinylbenzenes decreased the number of eggs laid by females, but the chemosterilizing activity of the trialkoxy derivatives was not strong. Larvae treated with 0. 1 % 1 ,5-diisopropoxy-4-vinylbenzene (6), 1 7% survived. The surviving females were strongly retarded in their growth (which was 56%of normal) and their egg production was reduced by 70%. Some of the small adults (43% of the surviving females) failed to form an ovisac and did not lay eggs at all. Ageratochromenes isolated from Ageratinae species1) cause precocious metamorphosis in sensitive insect species,2) and have been renamed "precocenes" (Table I: compounds 1~3). Precocenes also interfere with other physiological processes that involve juvenile hormones and can produce sterility in insects. Bowers et al?) observed that insects with telotrophic ovarioles, such as Dysdercus cingulatus, Oncopeltus fasciatus, Rhagoletis cerasi, and Epilancna varivestis, become sterile after precocene treatment. Similar effects were observed by Zamorano et al.4) for Blatella germanica, Lygaeus militaris, and Pyrrhocoris apterus. Treatment with 2 can produce sterility in ticks such as Ornitodorus parkeri5) and Rhipicephalus sanguineus.6)

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“…The alkoxyvinylbenzene derivatives 4-8were more toxic. The vinylbenzenes with three alkoxy groups (7)(8) were less toxic than those with two (4-6). At 0.05% the toxicity of4-6 was lost.…”

Section: Resultsmentioning

confidence: 90%

Section: Coumpound7 Is a Precocene Derivative Withmentioning

confidence: 99%

Synthesis of alkoxybenzenes and alkoxyvinylbenzenes and their chemosterilizing and toxic activity on planococcus citri (Hom., Pseudococcidae)

Bélai

Darvas

Matolcsy

1987

Agricultural and Biological Chemistry

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“…8 ) Compounds 4! "'V8 did not affect the morphology of P. cirri, but their toxic and sterilizing activities surpasses those of precocenes.…”

Section: "'26)mentioning

confidence: 99%

Synthesis of Alkoxybenzenes and Alkoxyvinylbenzenes and Their Chemosterilizing and Toxic Activity onPlanococcus citri(Horn., Pseudococcidae)

Bélai

Darvas

Matolcsy

1987

Agricultural and Biological Chemistry

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“…Brooks et al, 1979). Matolcsy et al (1980) have also reported AJH activity against the cotton bug, Dysdercus, for a precocene analogue that lacks the chromene ring.…”

mentioning

confidence: 94%

Preparation and biological activity of potential inhibitors of insect juvenile hormone biosynthesis

Quistad¹,

Staiger²,

Cerf³

1982

J. Agric. Food Chem.

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1,2-Dimethoxy-4-isopropoxy-5-vinylbenzene, an Insect anti-Juvenile Hormone Lacking the Chromene Ring

Cited by 8 publications

References 5 publications

Synthesis of alkoxybenzenes and alkoxyvinylbenzenes and their chemosterilizing and toxic activity on planococcus citri (Hom., Pseudococcidae)

Synthesis of alkoxybenzenes and alkoxyvinylbenzenes and their chemosterilizing and toxic activity on planococcus citri (Hom., Pseudococcidae)

Synthesis of Alkoxybenzenes and Alkoxyvinylbenzenes and Their Chemosterilizing and Toxic Activity onPlanococcus citri(Horn., Pseudococcidae)

Preparation and biological activity of potential inhibitors of insect juvenile hormone biosynthesis

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