Structurally rigid dopamine D3 receptor selective ligands and process for making them

US8119642B2 · kind B2 · utility

Assignees

• The United States of America as Represented by the Secretary of the Department of Health and Human Services · US
• University of North Texas Health Science Center at Fort Worth · US

Inventors

• Amy Hauck Newman · Phoenix, US
• Peter Grundt · Baltimore, US
• Robert Luedtke · Fort Worth, US

Key dates

• Filing date: Sep 14, 2009
• Grant date: Feb 21, 2012
• Expiry date: Nov 5, 2029

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D307/85
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

A family of structurally rigid dopamine D3 receptor selective ligands is described. The family of structurally rigid dopamine D3 receptor selective ligands has the formula wherein A is cis or trans —CH═CH—, —C═C—, or cyclohexyl. B is cis or trans —CH═CH— or absent. R1 represents an optionally substituted phenyl group, wherein said substituents are selected from the group consisting of: hydrogen, halogen, amino, nitro, hydroxyl, alkoxy, alkyl, acyl and pyridyl, and said substitution may occur at any of the ortho, meta, or para positions, or R1 represents a heteroaromatic ring. A preferred heteroaromatic ring is indole, quinoxoline, pyridyl, pyrimidyl, or imidazole. R2 and R3 may be independently hydrogen or a halogen, or R2 alone may be C1, C2, or C3 alkoxy, and m is 1 or 2, and n is 0, 1, or 2.