Long-chain formoterol analogues: an investigation into the effect of increasing amino-substituent chain length on the beta2-adrenoceptor activity

• Published in: Bioorganic & medicinal chemistry letters Vol. 14; no. 18; pp. 4705 - 4710
• Main Authors: Alikhani, Vahid, Beer, David, Bentley, David, Bruce, Ian, Cuenoud, Bernard M, Fairhurst, Robin A, Gedeck, Peter, Haberthuer, Sandra, Hayden, Claire, Janus, Diana, Jordan, Lynne, Lewis, Christine, Smithies, Kirsty, Wissler, Elke
• Format: Journal Article
• Language: English
• Published: England 20-09-2004
• Subjects: Adrenergic beta-2 Receptor Agonists; Adrenergic beta-Agonists - chemical synthesis; Adrenergic beta-Agonists - chemistry; Adrenergic beta-Agonists - pharmacology; Albuterol - analogs & derivatives; Albuterol - chemistry; Animals; Ethanolamines - chemical synthesis; Ethanolamines - chemistry; Ethanolamines - pharmacology; Formoterol Fumarate; Guinea Pigs; Humans; In Vitro Techniques; Muscle Contraction - drug effects; Muscle, Smooth - drug effects; Muscle, Smooth - physiology; Salmeterol Xinafoate; Stereoisomerism; Structure-Activity Relationship; Time Factors
• ISSN: 0960-894X

The synthesis of a series of long-chain formoterol analogues in which the terminal ether residue of the beta-phenethyl-amino-substituent has been extended beyond the methyl ether residue present in the parent compound are described. Evaluation of these analogues as beta(2)-adrenoceptor agonists was used to provide an insight into the factors controlling the magnitude and duration of receptor activation.