Synthesis, radioligand binding and molecular modeling studies of several 9-aminomethyl-9,10-dihydroanthracene (AMDA) analogs were carried out to determine the extent of the steric tolerance associated with expansion of the tricyclic ring system and amine substitution at 5-HT_2A and H₁ receptors. A mixture of (7,12-dihydrotetraphene-12-yl)methanamine and (6,11-dihydrotetracene-11-yl)methanamine in a 75–25% ratio was found to have an apparent K_i of 10 nM at the 5-HT_2A receptor. A substantial binding affinity for (7,12-dihydrotetraphene-3-methoxy-12-yl)methanamine at the 5-HT_2A receptor (K_i = 21 nM) was also observed. Interestingly, this compound was found to have 100-fold selectivity for 5-HT_2A over the H₁ receptor (K_i = 2500 nM). N-Phenylalkyl-AMDA derivatives, in which the length of the alkyl chain varied from methylene to n-butylene, were found to have only weak affinity for both 5-HT_2A and H₁ receptors (K_i = 223 to 964 nM). Our results show that large rigid annulated AMDA analogs can be sterically accommodated within the proposed 5-HT_2A binding site.

进行了几种 9-氨基甲基-9,10-二氢蒽 (AMDA) 类似物的合成、放射性配体结合和分子建模研究，以确定与三环系统的扩展和 5-HT _2A处的胺取代相关的空间耐受程度和 H ₁受体。（7,12- dihydrotetraphene -12-基）甲胺和（6,11- dihydrotetracene -11-基）甲胺在75-25％的比例的混合物被发现具有明显ķ_我的10nM的在5- HT _2A受体。(7,12-二氢四苯-3-甲氧基-12-基)甲胺在 5-HT _2A受体 ( K _i = 21 nM) 也被观察到。有趣的是，发现该化合物对 5-HT _{2A 的}选择性比 H ₁受体高100 倍（K _i  = 2500 nM）。N-苯基烷基-AMDA衍生物，其中烷基链的长度从亚甲基到正丁烯不等，被发现对5-HT _2A和H ₁受体仅有微弱的亲和力（K _i  = 223至964 nM）。我们的结果表明，大的刚性环状 AMDA 类似物可以在空间上容纳在提议的 5-HT _2A结合位点内。