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US 4,548,926 AGranted
Hypotensive peptides and their use
AssigneeSankyo Company, Limited
InventorsRei Matsueda, Yuichiro Yabe, Mitsuo Yamazaki, Tatsuo Kokubu, Kunio Hiwada
Life of this patent
Estimating the term…
Abstract
Oligopeptides of formula (I) ##STR1## (wherein R.sup.1 CO-- is an acyl group. But is an isobutyl or sec-butyl group and X is a variety of organic groups) and salts and esters thereof have valuable renin inhibitory activity.
Claims18
Compounds of formula (I):
- ##STR36## wherein:
- R.sup.1 represents a C.sub.1 -C.sub.4 alkyl group having:
- (a) an amino or protected amino substituent on its .alpha.-carbon atom and
- (b) a phenyl or naphthyl group, a 5- or 6-membered heterocyclic group having one or more of hetero atoms selected from nitrogen, oxygen and sulfur atoms, a 3-indolinyl group or a 1,2,3,4-tetrahydro-.beta.-carbolin-3-yl group, said R.sup.1 C0-- having one or more substituents selected from an amino group and a protected amino group;
- or
- R.sup.1 represents a 1,2,3,4-tetrahydro-.beta.-carbolin-3-yl group or a 1,2,3,4-tetrahydro-.beta.-carbolin-1-yl group;
- But represents a butyl group selected from the isobutyl and sec-butyl groups;
- X represents
- the formyl group or,
- a group of formula --CH(R.sup.2)--Y wherein R.sup.2 is a hydrogen atom, an alkyl group of 1 to 8 carbon atoms or a substituted alkyl group of 1 to 8 carbon atoms and having at least one substituent selected from a hydroxy, mercapto, amino, carbamoyl, formyl, phenyl, naphthyl or 5- or 6-membered heterocyclic group having one or more of hetero atoms of N, O and S, and Y is hydroxy, mercapto or formyl;
- and
- the carbon atoms marked with (S) are of the S-configuration;
- provided that R.sup.1 does not represent the benzyloxycarbonyl-L-phenylalanyl group or the benzyloxycarbonyl-L-prolyl-L-phenylalanyl group when X represents the formyl group;
- and pharmaceutically acceptable salts and esters thereof.
11 more elements
A method of treating angiotensin-induced hypertension in a mammal, by administering to said mammal an effective amount of a renin inhibitor, wherein said renin inhibitor is selected from the group consisting of compounds of formula (I):
- ##STR41## wherein:
- R.sup.1 represents a C.sub.1 -C.sub.4 alkyl group having:
- (a) an amino or protected amino substituent on its .alpha.-carbon atom and
- (b) a phenyl or naphthyl group, a 5- or 6-membered heterocyclic group having one or more of hetero atoms selected from nitrogen, oxygen and sulfur atoms, a 3-indolinyl group or a 1,2,3,4-tetrahydro-.beta.-carbolin-3-yl group, said R.sup.1 CO-- having one or more substituents selected from an amino group and a protected amino group;
- or
- R.sup.1 represents a 1,2,3,4-tetrahydro-.beta.-carbolin-3-yl group or a 1,2,3,4-tetrahydro-.beta.-carbolin-1-yl group;
- But represents a butyl group selected from the isobutyl and sec-butyl groups;
- X represents
- the formyl group or,
- a group of formula --CH(R.sup.2)--Y
- wherein R.sup.2 is a hydrogen atom, an alkyl group of 1 to 8 carbon atoms or a substituted alkyl group of 1 to 8 carbon atoms and having at least one substituent selected from a hydroxy, mercapto, amino, carbamoyl, formyl, phenyl, naphthyl or 5- or 6-membered heterocyclic group having one or more of hetero atoms of N, O and S, and Y is hydroxy, mercapto or formyl;
- and
- the carbon atoms marked with (S) are of the S-configuration;
- provided that R.sup.1 does not represent the benzyloxycarbonyl-L-phenylalanyl group or the benzyloxycarbonyl-L-prolyl-L-phenylalanyl group when X represents the formyl group;
- and pharmaceutically acceptable salts and esters thereof.
12 more elements
Dependencies are inferred from the claim text.