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1‐Imidazolylcarbonyloxy‐substituted Tetrahydroquinolines and Pyridines: Synthesis and Evaluation of P450 TxA2 Inhibition
Author(s) -
Hartmann Rolf W.,
Frotscher Martin
Publication year - 1999
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/(sici)1521-4184(199910)332:10<358::aid-ardp358>3.0.co;2-d
Subject(s) - chemistry , stereochemistry , derivative (finance) , ic50 , potency , combinatorial chemistry , in vitro , biochemistry , financial economics , economics
The title compounds are derived from our model describing structural requirements for strong P450 TxA2 inhibition [1] . In the present paper the syntheses of the 1‐imidazolylcarbonyloxy‐substituted tetrahydroquinolines 1, 3, and 4 , tetrahydro‐naphthalene 2 and 3‐ethylpyridines 5 and 6 are described. Using our P450 TxA2 inhibition assay, 1—6 were tested for enzyme inhibitory activity. Compound 1 (5‐(1‐imidazolylcarbonyloxy)‐5,6,7,8‐tetrahydroquinoline) turned out to be the most active derivative showing a potency similar to the reference compound dazoxiben (IC50 values 1.6 and 1.1 μM).