Display options
Cite
Chapleo CB, Myers PL, Butler RC, et al. Alpha-adrenoreceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on alpha-adrenoreceptor activity. J Med Chem. 1984;27(5):570-6doi: 10.1021/jm00371a003.
Chapleo, C. B., Myers, P. L., Butler, R. C., Davis, J. A., Doxey, J. C., Higgins, S. D., Myers, M., Roach, A. G., Smith, C. F., & Stillings, M. R. (1984). Alpha-adrenoreceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on alpha-adrenoreceptor activity. Journal of medicinal chemistry, 27(5), 570-6. https://doi.org/10.1021/jm00371a003
Chapleo, C B, et al. "Alpha-adrenoreceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on alpha-adrenoreceptor activity." Journal of medicinal chemistry vol. 27,5 (1984): 570-6. doi: https://doi.org/10.1021/jm00371a003
Chapleo CB, Myers PL, Butler RC, Davis JA, Doxey JC, Higgins SD, Myers M, Roach AG, Smith CF, Stillings MR. Alpha-adrenoreceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on alpha-adrenoreceptor activity. J Med Chem. 1984 May;27(5):570-6. doi: 10.1021/jm00371a003. PMID: 6143826.
Copy Download .nbib Format: NLM
Share it on

J Med Chem. 1984 May;27(5):570-6. doi: 10.1021/jm00371a003.

Alpha-adrenoreceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on alpha-adrenoreceptor activity.

Journal of medicinal chemistry

C B Chapleo, P L Myers, R C Butler, J A Davis, J C Doxey, S D Higgins, M Myers, A G Roach, C F Smith, M R Stillings

PMID: 6143826 DOI: 10.1021/jm00371a003

Abstract

Modification of the 1,4-benzodioxan ring present in RX 781094 has not previously been considered. This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives. The dihydrobenzofuranylimidazoline compound 7 is the only analogue possessing presynaptic antagonist potency potency and selectivity comparable to that of 1. In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series. Many derivatives, as well as the parent compound 7, were found to possess presynaptic alpha 2-adrenoreceptor antagonist and postsynaptic alpha 1-adrenoreceptor partial agonist properties. Two of the selective presynaptic antagonists, 13 and 14 possess greater potency and selectivity than that possessed by 1. The 5-chloro derivative 25 is twice as potent as after oral administration but only about half as potent when given intravenously.

Cited by

Substances

MeSH terms

Publication Types

LinkOut - more resources