. Author manuscript; available in PMC: 2015 Apr 1.

Published in final edited form as: Bioorg Med Chem Lett. 2014 Mar 4;24(7):1664–1667. doi: 10.1016/j.bmcl.2014.02.066

Table 1.

K_e values for analogs at 5-HT_2A and α_1A receptors

Compd.	R¹	R²	X	K_e ± SEM^a (nM)		Selectivity 5-HT_2A/α_1A
Compd.	R¹	R²	X	5-HT_2A	α_1A	Selectivity 5-HT_2A/α_1A
12a	H	H	NMe	>3000	2950 ± 457	<1.01
12b	allyl	H	NMe	47 ± 5	744 ± 74	0.06
14	H	allyl	NMe	>3000	>3000	-
15a	Me	allyl	NMe	485 ± 123	566 ± 112	0.85
15b	allyl	allyl	NMe	1374 ± 405	>3000	<0.45
15c	cyclopropylmethyl	allyl	NMe	963 ± 103	>3000	<0.32
16a	Me	OMe	O	>3000	>3000	-
16b	allyl	OMe	O	>3000	>3000	-
(R)-1	Me	OMe	NMe	946 ± 61	70 ± 10	13.5
(S)-1	Me	OMe	NMe	657 ± 89	196 ± 3	3.4
±-(1)^b	Me	OMe	NMe	850 ± 6	36 ± 7	23.6
2^c	allyl	OMe	NMe	70 ± 15	>10000	<0.007
3^d	cyclopropylmethyl	OMe	NMe	68 ± 8	>10000	<0.007
prazosin	-	-	-	-	1.1 ± 0.4	-
ketanserin^b,^e	-	-	-	32	-	-

Values represent mean ± SEM for at least three independent experiments;

K_i, Data from ref. 28;

Data from ref. 27;

Data from ref. 26;

IC₅₀ determined in the presence of 5-HT EC₈₀