US 4,288,452 AGranted

1-Aryloxy-3-nitratoalkylamino-2-propanols and use as .beta.-receptor blocker

AssigneeMerck Patent GmbH

InventorsJohannes Sombroek, Karl-Heinz Becker, Klaus O. Minck, Hans-Joachim Enenkel

Life of this patent

Estimating the term…

Loading patent…

Abstract

Compounds of the formula Ar--O--CH.sub.2 --CHOH--CH.sub.2 --NH--R wherein Ar is phenyl; phenyl monosubstituted or polysubstituted by halogen, cyano, acylamino (in which the acyl group has 1-7 carbon atoms), alkanoyl of 1-4 carbon atoms, alkyl (in which the chain can be interrupted by 1 or 2 oxygen atoms or by one sulfur atom and/or in which a multiple bond can be present) of a total of 1-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, and/or cycloalkoxy of 3-8 carbon atoms; naphthyl; indanyl; indenyl; tetralyl; indolyl; indolyl monosubstituted or polysubstituted by alkyl, each of 1-4 carbon atoms; carbazolyl; or 1,2,3,4-tetrahydro-2-oxoquinolyl; and R is nitratoalkyl of 2-10 carbon atoms, and the physiologically acceptable acid addition salts thereof have valuable pharmacological properties, e.g., which make them useful for prophylaxis and treatment of heart problems, e.g., as .beta.-receptor blockers.

Claims6

Dependent claims

A 1-aryloxy-3-nitratoalkylamino-2-propanol of the formula

Ar--O--CH.sub.2 --CHOH--CH.sub.2 --NH--R
wherein
Ar is phenyl;
phenyl substituted by (a) halogen, (b) cyano, (c) C.sub.1-7 alkanoylamino, (d) benzoylamino, (e) alkanoyl of 1-4 carbon atoms, (f) C.sub.1-10 alkyl, (g) C.sub.1-10 alkoxy, C.sub.1-10 alkoxy in which the carbon chain contains one ether oxygen atom, C.sub.1-10 alkyl in which the carbon chain contains 1 or 2 ether oxygen atoms, C.sub.1-10 alkylthio or C.sub.1-10 alkyl in which the carbon chain contains one thioether sulfur atom, (h) C.sub.1-10 alkenyl or C.sub.1-10 alkynyl, (i) the residues (g) containing a double or triple bond, (j) cycloalkyl of 3-8 carbon atoms or (k) cycloalkoxy of 3-8 carbon atoms;
naphthyl;
indanyl;
indenyl;
1,2,3,4-tetrahydronaphthyl;
indolyl;
indolyl substituted by alkyl of 1-4 carbon atoms;
carbazolyl;
or 1,2,3,4-tetrahydro-2-oxoquinolyl, and
R is nitratoalkyl of 2-10 carbon atoms,
and the physiologically acceptable acid addition salts thereof.

11 more elements

Dependencies are inferred from the claim text.