Rehavi M, Ittah Y, Skolnick P, Rice K C, Paul S M
Naunyn Schmiedebergs Arch Pharmacol. 1982 Jul;320(1):45-9. doi: 10.1007/BF00499070.
A series of nitro derivatives of imipramine have been prepared by nitration of imipramine. Several of the products, especially 2-nitroimipramine (2) and 2,8-dinitro-imipramine (4) were found to be very potent inhibitors of [3H] serotonin uptake and high affinity [3H]imipramine binding in human platelets. In contrast to the parent antidepressant, imipramine, the inhibition of platelet [3H] serotonin uptake and [3H] imipramine binding by the nitro derivatives of imipramine was long-acting and essentially irreversible at low temperatures. These compounds should prove to be valuable tools for subsequent studies on the purification and characterization of the transport protein(s) involved in serotonin uptake and may have novel behavioral and clinical effects.
通过对丙咪嗪进行硝化反应制备了一系列丙咪嗪的硝基衍生物。发现其中几种产物，特别是2-硝基丙咪嗪（2）和2,8-二硝基丙咪嗪（4）是人体血小板中[3H] 5-羟色胺摄取和高亲和力[3H]丙咪嗪结合的非常有效的抑制剂。与母体抗抑郁药丙咪嗪相比，丙咪嗪的硝基衍生物对血小板[3H] 5-羟色胺摄取和[3H]丙咪嗪结合的抑制作用是长效的，并且在低温下基本不可逆。这些化合物应被证明是后续研究参与5-羟色胺摄取的转运蛋白的纯化和特性的有价值工具，并且可能具有新的行为和临床效果。
