Synthesis, crystal structure and biological activity of aryl [(N,N'-diacyl-N'-tert-butylhydrazino)thio]methylcarbamates.
A series of novel aryl [(N,N'-diacyl-N'-tert-butylhydrazino)thio]methylcarbamates were synthesized by the reaction of aryl (chlorothio)methylcarbamates with N,N'-diacyl-N-tert-butylhydrazines in the presence of sodium hydride. X-Ray single crystal diffraction of 2-isobutylphenyl [(N,N'-dibenzoyl-N'-tert-butylhydrazino)thio]methylcarbamate demonstrated the presence of N-S-N bonding. All of the compounds exhibited excellent larvicidal activities. Toxicity assays indicated that the products had knockdown activities of aryl methylcarbamates at higher concentrations and insect growth regulator activities of diacylhydrazines at lower concentrations.
Shang
Jian
J
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.
Wang
Qing Min
QM
Huang
Run Qiu
RQ
Mao
Chun Hui
CH
Chen
Li
L
Bi
Fu Chun
FC
Song
Hai Bin
HB
D000818:Animals; D002219:Carbamates / Q000737:chemistry* / Q000494:pharmacology*; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology*; D007814:Larva / Q000187:drug effects; D008958:Models, Molecular; D015394:Molecular Structure; D009036:Moths / Q000187:drug effects
D002219:Carbamates; D007306:Insecticides