Synthesis and Octopaminergic-Agonist Activity of 2-(Arylimino)oxazolidines and 2-(Substituted Benzylamino)-2-oxazolines
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- HIRASHIMA Akinori
- Department of Agricultural Chemistry, Kyushu University
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- PAN Canping
- Department of Agricultural Chemistry, Kyushu University
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- KATAFUCHI Yumiko
- Department of Agricultural Chemistry, Kyushu University
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- TANIGUCHI Eiji
- Department of Agricultural Chemistry, Kyushu University
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- ETO Morifusa
- Department of Agricultural Chemistry, Kyushu University Miyakonojo National College of Technology
Bibliographic Information
- Other Title
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- 2-(アリールイミノ) オキサゾリジン, 2-(置換ベンジルアミノ)-2-オキサゾリン類の合成とオクトパミンアゴニスト活性
- Synthesis and Octopaminergic-Agonist Activity of 2-(Arylimino)oxazolidines and 2-(Substituted Bezylamino)-2-oxazolidines
- Synthesis and Octopaminergic-Agonist Ac
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Description
2-(Arylimino)oxazolidines (AIOs) and 2-(substituted benzylamino)-2-oxazolines (SBOs) were obtained by cyclodesulfurizing the corresponding thiourea with yellow mercuric oxide. The activity for stimulating adenylate cyclase prepared from thoracic nerve cords of the American cockroach Periplaneta americana L. was examined by these compounds. Greater enzyme activation appeared to result from alkyl substitution at the 2, 6-positions or 2-alkyl 4-halogen at the phenyl ring of AIOs. A halogen in the m- and/or p-position, or methyl group at p-position seems to be a favorable substituent on the phenyl ring of SBO compounds for octopaminergic-agonist activity. SBO with a 3, 4-dichlorophenyl group (36) was less active than its thiazoline derivative, 2-(3, 4-dichlorophenylamino)-2-thiazoline (CBT) in terms of Ka and Vmax: Ka and Vmax of 36 were 2.3μM and 29% relative to OA, whereas those of CBT have been 0.40μM and 53% relative to OA, respectively. Superimposition of energy-minimized OA and CBT revealed structural and conformational similarities that might account for the high activity of CBT.
Journal
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- Journal of Pesticide Science
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Journal of Pesticide Science 21 (4), 419-424, 1996
Pesticide Science Society of Japan
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Details 詳細情報について
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- CRID
- 1390282680187538944
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- NII Article ID
- 110001712949
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- NII Book ID
- AN00196227
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- ISSN
- 03851559
- 13490923
- 1348589X
- http://id.crossref.org/issn/1348589X
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- NDL BIB ID
- 4078560
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- Data Source
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- JaLC
- IRDB
- NDL
- Crossref
- NDL-Digital
- CiNii Articles
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- Abstract License Flag
- Disallowed