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US 4,379,167 AGranted
1-Aryloxy-4-amino-2-butanols and the pharmaceutical use thereof
AssigneeA. H. Robins Company, Incorporated
InventorsCarl D. Lunsford, Ying-Ho Chen
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AssigneeA. H. Robins Company, Incorporated
InventorsCarl D. Lunsford, Ying-Ho Chen
Estimating the term…
Novel 1-aryloxy-4-amino-2-butanols of the formula ArO--CH.sub.2 --CHOH--CH.sub.2 --CH.sub.2 --NR.sup.1 R.sup.2 wherein Ar is 1-naphthyl, 2-naphthyl, indene-4(or 5-)yl, 3-(or 5-)chloro-2-pyridyl, phenyl, monosubstituted phenyl or di-substituted phenyl, R.sup.1 is lower alkyl, phenyl, phenylalkyl, 2-hydroxymethyl-2-propyl, adamantyl or lower-cycloalkyl, R.sup.2 is hydrogen or lower alkyl, wherein R.sup.1 and R.sup.2 together with the adjacent nitrogen form a heterocyclic residue and the pharmaceutically acceptable acid addition salts thereof having local anesthetic, beta-adrenergic blocking, antihypertensive and antiarrhythmic properties are disclosed. The compounds are prepared by reacting novel 1-aryloxy-4-chloro-2-butanols with amines. Methods for the preparation of the novel 1-aryloxy-4-chloro-2-butanol intermediates are also disclosed.
1-Aryloxy-4-amino-2-butanol compounds having local anesthetic,beta-adrenergic blocking, antihypertensive and antiarrhythmic properties of the formula
4-Isopropylamino-1-(1-naphthyloxy)-2-butanol.
4-Ethylamino-1-(1-naphthyloxy)-2-butanol.
1-(1-Naphthyloxy)-4-phenethylamino-2-butanol.
1-(1-naphthyloxy)-4-cyclohexylamino-2-butanol or a non-toxic acid addition salt thereof.
1-(1-naphthyloxy)-4-cyclohexylamino-2-butanol maleate.
A pharmaceutical composition having arrhythmia inhibitory activity and minimal .beta.-adrenergic blocking activity, in dosage unit form, comprising a pharmaceutical carrier and a cardiac arrhythmia inhibiting amount of a 1-aryloxy-4-amino-2-butanol compound of the formula:
A method of inhibiting cardiac arrhythmia with minimal .beta.-adrenergic blocking activity which comprises administering internally to an animal in need of said treatment an effective cardiac arrhythmia amount of a compound of the formula:
Dependencies are inferred from the claim text.