ChemInform Abstract: CYCLIC ANALOGUES OF β-ADRENERGIC BLOCKING AGENTS CIS- AND TRANS-3-AMINO-6-BROMOCHROMAN-4-OLS

1976 ◽  
Vol 7 (51) ◽  
pp. no-no
Author(s):  
BUI VINH LAP BUI VINH LAP ◽  
L. R. WILLIAMS
Keyword(s):  
Blocking Agents ◽  
Cis And Trans ◽  
Adrenergic Blocking ◽  
Adrenergic Blocking Agents

Cyclic analogues of β-adrenergic blocking agents cis- and trans-3-Amino-6-bromochroman-4-ols

1976 ◽  
Vol 29 (8) ◽  
pp. 1791 ◽  
Author(s):  
BV Lap ◽  
LR Williams
Keyword(s):  
Sodium Borohydride ◽  
Coupling Constants ◽  
Blocking Agents ◽  
Rate Of Hydrolysis ◽  
Cis And Trans ◽  
Adrenergic Blocking ◽  
Hydrolysis Of ◽  
Adrenergic Blocking Agents

N-(6-Bromo-4-oxochroman-3-yl)acetamide (4; R = Ac) can be reduced by sodium borohydride to the cis-N-(6-bromo-4-hydroxychroman-3-yl)acetamide (6) and this can be hydrolysed to give the cis-3-amino-6-bromochroman-4-ol (7) or converted into the corresponding trans-3-amino-6-bromo- chroman-4-ol (12) by chlorination with inversion followed by hydrolysis of the chloride (8) to the alcohol with retention of configuration. The assignment of configuration of the 3,4-substituted chromans is based on the value of the coupling constants between the H3 proton and the methylene protons on C2 and is supported by an observed difference in the rate of hydrolysis of the two N-(6-bromo-4-chlorochroman-3-yl)acetamides.

4-Aminochroman-3-ols-Cyclic Analogues of 1-Amino-3-aryloxypropan-2-ols, the Potent β-Adrenergic Blocking Agents

1979 ◽  
Vol 32 (3) ◽  
pp. 619 ◽  
Author(s):  
BV Lap ◽  
LR Williams ◽  
CH Lim ◽  
AJ Jones
Keyword(s):  
Iterative Refinement ◽  
Trans Isomers ◽  
Blocking Agents ◽  
Cis And Trans Isomers ◽  
Stereospecific Reactions ◽  
Cis And Trans ◽  
Adrenergic Blocking ◽  
Adrenergic Blocking Agents

cis- and trans-4-Aminochroman-3-ols have been prepared and their configurations have been established by stereospecific reactions. The configurations of the cis and trans isomers of both 4-amino-chroman-3-ols and 3-aminochroman-4-ols were confirmed by analysis and iterative refinement of the 270-MHz proton N.M.R. spectra.

Cardioselective .beta.-adrenergic blocking agents. 1. 1-[(3,4-Dimethoxyphenethyl)amino]-3-aryloxy-2-propanols

1975 ◽  
Vol 18 (2) ◽  
pp. 148-152 ◽  
Author(s):  
Milton L. Hoefle ◽  
Stephen G. Hastings ◽  
Robert F. Meyer ◽  
Ruth M. Corey ◽  
Ann Holmes ◽  
...  
Keyword(s):  
Beta Adrenergic ◽  
Blocking Agents ◽  
Adrenergic Blocking ◽  
Beta Adrenergic Blocking Agents ◽  
Adrenergic Blocking Agents
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