Synthesis and sar of 2- and 3-substituted 7-azaindoles as potential dopamine D4 ligands.
7-azaindole compounds bearing a cyclic amine moiety linked by a one or two carbon chain attached at the 2- or 3-position were synthesised and evaluated as potential dopamine D4 ligands. Highest affinity and selectivity for the D4 receptor resided in the 3-aminomethyl-7-azaindole series.
Curtis
N R
NR
Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, Neuroscience Research Centre, Harlow, Essex, UK. Neil_Curtis@Merck.com
Kulagowski
J J
JJ
Leeson
P D
PD
Ridgill
M P
MP
Emms
F
F
Freedman
S B
SB
Patel
S
S
Patel
S
S
D001372:Aza Compounds / Q000737:chemistry*; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D008024:Ligands; D015394:Molecular Structure; D011485:Protein Binding; D017448:Receptors, Dopamine D2 / Q000378:metabolism*; D050638:Receptors, Dopamine D4; D013329:Structure-Activity Relationship
D001372:Aza Compounds; C493599:DRD4 protein, human; D007211:Indoles; D008024:Ligands; D017448:Receptors, Dopamine D2; D050638:Receptors, Dopamine D4