Substituted tetralins III: Synthesis and analgesic activities of some substituted 2-methyl- and 2-benzyl-4,4-dimethyl-2-aminotetralins

✍ Scribed by Vittal S. Pai; Anilkumar P. Parulkar; Arnold R. Martin; A. I. White

• Publisher: John Wiley and Sons
• Year: 1971
• Tongue: English
• Weight: 696 KB
• Volume: 60
• Category: Article
• ISSN: 0022-3549
• DOI: 10.1002/jps.2600600208

✦ Synopsis

The synthesis of five 2-methyl-and 2-benzyl-4,4-dimethyl-2-aminotetralins is described and their analgesic potencies are reported. The introduction of methyl or benzyl substituents in the 2-position does not appear to significantly affect analgesic potency in the 2-aminotetralin series. Keyphrases 2-Methyl-and 2-benzyl-4,4-dimethyl-2-aminotetralins, substituted-synthesis Analgesic activity-substituted tetralins 0 IR spectrophotometry-identification 0 NMR spectroscopy-identification

In a recent publication the synthesis and analgesic potency of some derivatives of 2-aminotetralin were reported (1). The observation that one of the series, N,N-dimethyl-1,2,3,4-tetrahydr0-4,4-dimethyl-2naphthylamine (I), has an analgesic potency about two and one-half times that of meperidine encouraged the authors to prepare 2-substituted-2-aminotetralins (II) as potential analgesics.

2 Numerous examples of magnetic nonequivalence of methylene and isopropyl groups in asymmetric compounds have been reported. For