SYNTHESIS AND PRELIMINARY BIOLOGICAL STUDIES OF 4-[2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY]BENZIMIDAZOLES AND 5-[2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY]BENZIMIDAZOLES - SELECTIVE BETA-2 ADRENERGIC BLOCKING-AGENTS

被引：10

作者：

CROOKS, CR ^{[1
]}

WRIGHT, J ^{[1
]}

CALLERY, PS ^{[1
]}

MORETON, JE ^{[1
]}

机构：

[1] UNIV MARYLAND, SCH PHARM, DEPT MED CHEM, BALTIMORE, MD 21201 USA

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1979年 / 22卷 / 02期

关键词：

D O I：

10.1021/jm00188a019

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Benzimidazoles carrying the 2-hydroxy-3-(isopropylamino)propoxy side chain at either the C-4 or C-5 ring positions were synthesized and investigated for .beta.-adrenergic blocking activity. Both compounds demonstrated .beta.2 selectivity when evaluated in guinea pig atrial and tracheal preparations. The C-4 isomer was 17 times more selective toward tracheal tissue, and its overall potency was roughly comparable to that of propranolol. .beta.2 selectivity of the C-5 isomer was minimal, with a potency about 1/100 that of propranolol.

引用

页码：210 / 213

页数：4

共 35 条

[1] MECHANISM OF ACTION OF BETA-BLOCKERS IN HYPERTENSION
AMER, MS
[J]. BIOCHEMICAL PHARMACOLOGY, 1977, 26 (03) : 171 - 175
[2] ARBAB AG, 1971, BRIT J PHARMACOL, V42, pP665
[3] ARNETT CD, 1976, THESIS U MARYLAND
[4] BAIOCCHI L, 1965, ANN CHIM-ROME, V55, P116
[5] COMPARISON OF SOME PROPERTIES OF PRONETHALOL AND PROPRANOLOL
BLACK, JW
DUNCAN, WAM
SHANKS, RG
[J]. BRITISH JOURNAL OF PHARMACOLOGY AND CHEMOTHERAPY, 1965, 25 (03): : 577 - +
[6] 5-HYDROXY-8-ACETYLAMINOQUINOXALINE
BROYLES, MH
EASLEY, WK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (12) : 2233 - 2234
[7] CROOKS CR, 1977, PHARMACOLOGIST, V19, P244
[8] BETA-ADRENERGIC BLOCKING-AGENTS .12. HETEROCYCLIC-COMPOUNDS RELATED TO PROPRANOLOL
CROWTHER, AF
TURNER, RW
SMITH, LH
HOWE, R
MCLOUGHLIN, BJ
MALLION, KB
RAO, BS
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (03) : 260 - +
[9] FAULAND E, 1976, Patent No. 2432269
[10] CYCLIZATION OF 1-ALKYLAMINO-3-HALO-2-ALKANOLS ATO 1-ALKYL-3-AZETIDINOLS
GAERTNER, VR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (10) : 2972 - &

← 1 2 3 4 →