Synthesis and evaluation of dimeric 1,2,3,4-tetrahydro-naphthalenylamine and indan-1-ylamine derivatives with mast cell-stabilising and anti-allergic activity.
In a continuation of our studies into 4-Amino-3,4-dihydro-2H-naphthalen-1-ones as novel modulators of allergic and inflammatory phenomena, we have extended our work to include dimeric analogues. Of these derivatives, the most promising activity was seen with tertiary amine 58a, which exhibited potent mast cell-stabilising activity in vitro against a variety of stimuli and also in vivo against passive cutaneous anaphylaxis.
Department of Pharmacognosy, School of Pharmacy, University of Dublin, Trinity College, Dublin 2, Ireland.
James W
JW
Barlow
John J
JJ
Walsh
D015057:1-Naphthylamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015081:2-Naphthylamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D018926:Anti-Allergic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015550:Cell Degranulation / Q000187:drug effects; D019281:Dimerization; D005260:Female; D007189:Indans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008407:Mast Cells / Q000166:cytology* / Q000187:drug effects*; D010100:Oxygen / Q000737:chemistry; D010323:Passive Cutaneous Anaphylaxis / Q000187:drug effects; D051381:Rats; D017208:Rats, Wistar
D000588:Amines; D018926:Anti-Allergic Agents; D007189:Indans; D015057:1-Naphthylamine; D015081:2-Naphthylamine; D010100:Oxygen