Synthesis and pharmacological activity of aminoindanone dimers and related compounds

• Published in: Bioorganic & medicinal chemistry Vol. 16; no. 1; pp. 248 - 254
• Main Authors: Sheridan, H., Butterly, S., Walsh, J.J., Cogan, C., Jordan, M., Nolan, O., Frankish, N.
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 2008; Elsevier Science
• Subjects: 3-Aminoindanones; Amines; Animals; Bi-indanyl amines; Biological and medical sciences; Female; Guinea Pigs; Histamine; Ileum; Indanones; Indans - chemical synthesis; Indans - pharmacology; Mast Cells - drug effects; Mast Cells - secretion; Mediator release inhibition; Medical sciences; Miscellaneous; Muscle Relaxation - drug effects; Muscle, Smooth - drug effects; Pharmacology. Drug treatments; Rats; Rats, Wistar; Smooth muscle relaxant activity; Structure-Activity Relationship; Bi-indanyl amines; Smooth muscle relaxant activity; Mediator release inhibition; 3-Aminoindanones; Indanones; Indan derivatives; Sulfonamide; Enaminone; In vitro; Histamine; Structure activity relation; Antispasmodic agent; Bicyclic compound; Neurotransmitter; Carboxamide; Aromatic compound; Mast cell; Inhibition; Chemical synthesis; Cyclopentane derivatives; Release
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/j.bmc.2007.09.041

A series of N-substituted aminoindanones demonstrate significant mast cell stabilising activity. A series of N-substituted 3-aminoindanones were synthesised and evaluated for smooth muscle relaxant activity and mediator release inhibition effects. A low level of smooth muscle relaxant activity has been identified in all derivatives. Data have revealed that the significant mediator release inhibition effects observed are related to the nature of the amine substituents. A structure activity relationship is proposed.