A solid phase parallel synthesis of diverse amides as dopamine D₃ receptor ligands

Figures & data

Figure 1 Chemical structure of BP897.

Figure 2 Aromatic analogs of BP897.

Figure 3 Exploration of R¹ and R² parts of BP897.

Scheme 1 Synthetic scheme for compounds 8a-10u.

Table I.  Binding affinities K_i [nM] of 8a-10u at D₃ receptors using a stable transfected CHO cell line.

		8:R^1=2,3-dichloro	9:R^1=3-trifluoromethyl	10:R^1=2-fluoro			8:R^1=2,3-dichloro	9:R^1=3-trifluoromethyl	10:R^1=2-fluoro
a		1.1	0.40	1.7	l		4.2	7.7	25
b		0.40	1.4	1.8	m		3.5	9.9	22
c		1.2	1.4	2.0	n		0.85	0.35	0.4- 1
d		4.0	1.2	2.6	o		6.0	2.25	16
e		0.70	0.10	1.0	p		3.0	9.2	73
f		1.4	1.2	1.5	q		90	31	109
g		0.50	2.0	1.5	r		2.0	12	19
h		2.8	100	41	s		3.5	2.0	8.6
i		2.6	2.5	15	t		3.7	3.8	34
j		3.3	30	40	u		7.0	22	18
k		6.6	21	60