Claims
- 1. An alkanolamine derivative selected from the group consisting of a compound of the formula: ##STR9## wherein A.sup.1 is alkylene of from 2 to 6 carbon atoms; wherein A.sup.2 is a direct link or alkylene of up to 6 carbon atoms; wherein R.sup.1 is 5 or 6-membered saturated or unsaturated monocyclic heterocyclic containing one or two heteroatoms selected from nitrogen, oxygen or sulphur atoms, which heterocyclic is unsubstituted or contains one or two substituents selected from alkyl and alkoxy each of up to 6 carbon atoms and, where the heterocyclic bears an appropriate degree of saturation, one or two oxo substituents; wherein R.sup.2 and R.sup.3, which may be the same or different, each is hydrogen, halogen, hydroxy, amino, nitro, carbamoyl, cyano or alkyl, alkenyl, alkoxy, alkylthio, alkenyloxy, alkanoyl or acylamino each of up to 6 carbon atoms, or wherein R.sup.2 and R.sup.3 together form trimethylene, tetramethylene or buta-1,3-dienylene such that together with the adjacent benzene ring they form respectively indanyl, 5,6,7,8-tetrahydronaphthyl or naphthyl; wherein X.sup.1 is amidic of the formula --NHCO-- and X.sup.2 is amidic of the formula --CONH--; wherein Y.sup.1 is a direct link and wherein Y.sup.2 is a direct link, or alkylene or alkyleneoxy each of up to 6 carbon atoms; and the non-toxic pharmaceutically-acceptable acid-addition salts thereof.
- 2. An alkanolamine derivative as claimed in claim 1 selected from the group consisting of a compound of the formula given in claim 1 wherein A.sup.1 is ethylene, trimethylene, tetramethylene, hexamethylene, 1-methylethylene, 2-methylethylene or 1,1-dimethylethylene; wherein A.sup.2 is methylene, ethylene, trimethylene, tetramethylene, hexamethylene, 1-methylethylene, 2-methylethylene, 1,1-dimethylethylene or ethylidene; wherein R.sup.1 is 2-pyrrolyl, 2-furyl, 2-thienyl, 3-thienyl, 2-imidazolyl, 2-thiazolyl, 4-pyridyl, 3-methyl-2-pyrazinyl or 2-pyridazinyl; wherein R.sup.2 and R.sup.3, which may be the same or different, each is hydrogen, fluorine, chlorine, bromine, iodine, hydroxy, amino, nitro, carbamoyl, cyano, methyl, ethyl, n-propyl, allyl, methoxy, isopropoxy, methylthio, allyloxy, formyl, acetyl or acetamido, or wherein R.sup.2 and R.sup.3 together form trimethylene, tetramethylene or buta-1,3-dienylene; wherein X.sup.1, X.sup.2 and Y.sup.1 have the meanings stated in claim 1 and wherein Y.sup.2 is a direct link or methylene, ethylene, methyleneoxy, ethyleneoxy, trimethyleneoxy, 1-methylethylideneoxy or 1-methylpropylideneoxy; and the non-toxic pharmaceutically-acceptable acid-addition salts thereof.
- 3. An alkanolamine derivative as claimed in claim 1 selected from the group consisting of a compound of the formula given in claim 1 wherein A.sup.1 is ethylene, 1-methylethylene or 1,1-dimethylethylene; wherein A.sup.2 is a direct link or methylene, ethylidene or ethylene; wherein R.sup.1 is 2-thienyl or 2-furyl; wherein either R.sup.2 is hydrogen, chlorine, hydroxy, carbamoyl, cyano, methyl, allyl, methoxy or allyloxy and R.sup.3 is hydrogen, or R.sup.2 and R.sup.3 together with the adjacent benzene ring form 1-naphthyl; wherein X.sup.1 is --NHCO--; wherein X.sup.2 is --CONH--; wherein Y.sup.1 is a direct link and wherein Y.sup.2 is a direct link or methylene or methyleneoxy; and the non-toxic, pharmaceutically-acceptable salts thereof.
- 4. An alkanolamine derivative as claimed in claim 3 wherein A.sup.1 is ethylene; wherein A.sup.2 is methylene or ethylene; wherein R.sup.1 is 2-thienyl or 2-furyl; wherein either R.sup.2 is hydrogen, or chlorine, cyano, methyl, methoxy or allyloxy in the 2-position of the phenyl nucleus, and R.sup.3 is hydrogen, or R.sup.2 and R.sup.3 together with the adjacent benzene ring form 1-naphthyl; wherein X.sup.1 is --NHCO--; wherein X.sup.2 is --CONH--; wherein Y.sup.1 is a direct link and wherein Y.sup.2 is a direct link or methylene; or a non-toxic pharmaceutically-acceptable acid-addition salt thereof.
- 5. An alkanolamine derivative as claimed in claim 1 wherein A.sup.1 is ethylene, A.sup.2 is a direct link or methylene or ethylene, R.sup.1 is 2-thienyl or 2-furyl, either R.sup.2 is hydrogen, chloro or cyano, or alkyl, alkenyl, alkoxy or alkenyloxy each of up to 3 carbon atoms and R.sup.3 is hydrogen, or R.sup.2 and R.sup.3 together with the adjacent benzene ring form 1-naphthyl, X.sup.1 is --NHCO--, X.sup.2 is --CONH--, Y.sup.1 is a direct link and Y.sup.2 is a direct link or methylene; or a non-toxic pharmaceutically-acceptable acid-addition salt thereof.
- 6. A non-toxic, pharmaceutically-acceptable acid-addition salt as claimed in claim 1 which is a hydrochloride, hydrobromide, phosphate, sulphate, oxalate, lactate, tartrate, acetate, salicylate, citrate, benzoate, .beta.-naphthoate, adipate or 1,1-methylenebis-(2-hydroxy-3-naphthoate), or a salt derived from a sulphonated polystyrene resin.
- 7. A pharmaceutical composition comprising as active ingredient at least one alkanolamine derivative or an acid-addition salt thereof, claimed in claim 1, in association with a pharmaceutically-acceptable diluent or carrier therefor.
- 8. A method for the treatment or prophylaxis of heart diseases and hypertension in a warm-blooded animal which comprises administering to said animal an effective amount of at least one compound claimed in claim 1.
- 9. A method for producing coronary .beta.-adrenergic blockade in a warm-blooded animal in need of such blockade which comprises administering to said animal an effective amount of at least one compound claimed in claim 1.
- 10. An alkanolamine derivative as claimed in claim 1 wherein A.sup.1 is ethylene, A.sup.2 is methylene, R.sup.1 is 2-furyl, R.sup.2 is cyano in the 2-position of the phenyl nucleus, R.sup.3 is hydrogen, X.sup.1 is --NHCO--, X.sup.2 is --CONH--, Y.sup.1 is a direct link and Y.sup.2 is methylene; or a non-toxic pharmaceutically-acceptable acid-addition salt thereof.
Priority Claims (1)
Number |
Date |
Country |
Kind |
41714/76 |
Oct 1976 |
GBX |
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Parent Case Info
This is a continuation, of application Ser. No. 215,874 filed Dec. 12, 1980 now U.S. Pat. No. 4,346,111, which is a division of Ser. No. 98,933, filed Nov. 30, 1979, now U.S. Pat. No. 4,318,921; which is a division of Ser. No. 839,568, filed Oct. 5, 1977, now U.S. Pat. No. 4,211,878.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3949088 |
Samuelsson et al. |
Apr 1978 |
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4211878 |
Smith |
Jul 1980 |
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Foreign Referenced Citations (1)
Number |
Date |
Country |
2062055 |
Jun 1971 |
DEX |
Divisions (2)
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Number |
Date |
Country |
Parent |
98933 |
Nov 1979 |
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Parent |
839568 |
Oct 1977 |
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Continuations (1)
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Number |
Date |
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Parent |
215874 |
Dec 1980 |
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