10221-09-7Relevant academic research and scientific papers
Preparation and spectroscopic study of 13-substituted 2,11- dithiahexahydro[3.3]paracyclophanes
Lin, Shaw-Tao,Yang, Ya-Chen,Lin, Shu-Farn,Hwang, Lih-Jiun
, p. 708 - 711 (2007/10/03)
A series of 13-substituted 2,11-dithiahexahydro[3.3]paracyclophanes each containing a substituent on the benzene ring were prepared for 1H NMR and X-ray diffraction analyses. The benzene ring and the cyclohexane ring demonstrate shielding of th
New carbamoylpiperidines as human platelet aggregation inhibitors
Guo, Zhengming,Zheng, Xiaozhang,Thompson, Walter,Dugdale, Marion,Gollamudi, Ram
, p. 1041 - 1058 (2007/10/03)
A series of 3-carbamoylpiperidines (nipecotamides) are designed, synthesized and tested for their inhibitory action against adenosine diphosphate (ADP)-induced aggregation of human platelets. A structure- activity analysis of the bis(nipecotamido)aralkane type showed that a substituent on the piperidine ring should preferably be an amide and that the electronegativity of the carbonyl oxygen and the orientation of the amide group affected activities. Based on the knowledge of factors influencing platelet activation and aggregation, a nitric ester moiety which could release nitric oxide (NO) in situ, is incorporated into the nipecotamide structure. These compounds exhibit increased activity compared to those having no -ONO2 function. They also show stereoselectivity, with the meso isomer being approximately twice as potent as the synthetic diastereomeric mixture. Replacement of the -ONO2 function with hydroxyl, ester or alkyl groups considerably diminishes aggregation-inhibitory potential. Nipecotamides are shown here to inhibit the basal and collagen-induced rise in platelet inositol trisphosphate (IP3) levels, as well as phosphoinositide turnover. A comprehensive mechanism of action is proposed taking earlier results into consideration. (C) 2000 Elsevier Science Ltd.
