The crystal structure of 2-(4-bromophenyl)-4-(2-fluoroethyl)-5,6-dihydro-4H-1,3,4-oxadiazine hydrochloride, an octopaminergic insecticide/miticide | Zendy

Mark A. Dekeyser | Zendy; W. A. Harrison | Zendy; Nicholas J. Taylor | Zendy; Roger Downer | Zendy

Open Access

The crystal structure of 2-(4-bromophenyl)-4-(2-fluoroethyl)-5,6-dihydro-4H-1,3,4-oxadiazine hydrochloride, an octopaminergic insecticide/miticide

Author(s) -

Mark A. Dekeyser,

W. A. Harrison,

Nicholas J. Taylor,

Roger Downer

Publication year - 1995

Publication title -

canadian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.323

H-Index - 68

eISSN - 1480-3291

pISSN - 0008-4042

DOI - 10.1139/v95-106

Subject(s) - chemistry , octopamine (neurotransmitter) , hydrochloride , agonist , monoclinic crystal system , amidine , stereochemistry , crystal structure , crystallography , organic chemistry , serotonin , receptor , biochemistry

The crystal structure of 2-(4-bromophenyl)-4-(2-fluoroethyl)-5,6-dihydro-4H-1,3,4-oxadiazine hydrochloride, a new octopamine agonist, has been established by Patterson and Fourier methods and refined to a final R value of 0.0293 for 2123 absorption-corrected observed data. The crystals are monoclinic, a = 14.336(3), b = 12.649(3), c = 6.989(1) Å, β = 93.48(1)°, and the space group is P2 1 /c. Its structural similarities with the crystal structure of the invertebrate neurotransmitter, octopamine, are described and support the hypothesis that the pesticidal properties of dihydrooxadiazines are, at least partially, due to perturbation of octopaminergic systems. Keywords: dihydrooxadiazine, octopamine agonist.

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