Syntheses and biological activities of octahydro-1H-cyclopenta[d]pyrimidine derivatives.
Various nitromethylene derivatives were synthesized regioselectively. Compounds 8a-f were obtained by the reaction of 1-((5-chloropyridin-2-yl)methyl)-2-(nitromethylene)-octahydro-1H-cyclopenta[d]-pyrimidine (3) with primary amines and formaldehyde. The synthesized compounds were identified by 1H NMR, HRMS (EI), and IR, and preliminary bioassays indicated that most of them showed moderate insecticidal activities against Aphis craccivora. The relationship between hydrophobicity and biological activity was also discussed.
Tian
Zhongzhen
Z
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, P.O. Box 544, 130 Meilong Road, Shanghai 200237, People's Republic of China.
Jiang
Zhaoxing
Z
Li
Zhong
Z
Song
Gonghua
G
Huang
Qingchun
Q
D000588:Amines / Q000737:chemistry; D000818:Animals; D001042:Aphids; D005557:Formaldehyde / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D007306:Insecticides / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D011743:Pyrimidines / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D000588:Amines; D007306:Insecticides; D011743:Pyrimidines; D005557:Formaldehyde