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US 4,291,022 AGranted
Organic compounds
AssigneeSandoz Ltd.
InventorsEdmond Sandrin, Wilfried Bauer
Life of this patent
Estimating the term…
Abstract
This invention provides new compounds of formula I, ##STR1## wherein R.sub.1, X, Y and Z are amino acid residues and each B is hyrogen or together are a bond, useful as growth hormone secretion inhibitors.
Claims7
A compound of formula I, ##STR53## wherein R.sub.1 is (i) H,
- (ii) NH.sub.2,
- (iii) H--Ala--NH--;
- H--Tyr--NH--;
- H--Cys--NH--;
- H--Val--NH--;
- H--Lys--NH--;
- H--(.alpha.-amino-isobutyryl)--NH--;
- H--Phe--NH
- (iv) NH.sub.2 --NH--CO--NH--;
- (v) C.sub.6 H.sub.5.NH--CO--Gly--NH--;
- H--Ala--Gly--NH--;
- H--Val--Gly--NH--;
- H--.alpha.--phenyl--Gly--NH--,
- (vi) R.sub.2 --A--CO--NH--,
- wherein
- R.sub.2 is lower alkyl, phenyl, or phenyl substituted by halogen, hydroxy, amino lower alkyl or lower alkoxy,
- A is a direct bond, alkylene containing up to 6 carbon atoms or --NH--,
- (vii) R.sub.2 --Ala--NH--;
- R.sub.2 --Ala--Gly--NH--;
- wherein R.sub.2 is as defined above,
- (viii) C.sub.6 H.sub.5.A.sup.I.CO--M--NH--,
- wherein
- A.sup.I is an alkylene chain of up to 6 carbon atoms, and
- --M-- is --(mono- or di-Hal)--Phe, --Gly-- or --Ala--,
- (ix) T--(mono- or di-Hal)--Phe--NH, wherein T-- is H--, H--Val-- or benzoyl--,
- (x) ##STR54## wherein A.sup.I is as defined above, and
- --L-- is --Val--(mono- or di-Hal)-- Phe--.alpha.--phenyl--Gly--, and
- n is an integer between 4 and 10,
- each B is hydrogen or the two radicals B form a direct bond,
- X is --Lys--, or --Nle--, and
- Y is --Asn--, --Gln-- or --Thr--, and
- Z signifies the radicals:
- (i) --CO--asparaginol;
- --CO--leucinol;
- --CO--iso-leucinol;
- --CO--valinol;
- --CO--norleucinol;
- --CO--glutaminol;
- --CO--threoninol;
- (ii) --CO--Leu;
- --CO--Ser;
- --CO--Iso--Leu;
- --CO--Val, and their corresponding amides, wherein the amide portion signifies the radical --CO--NR.sub.4 R.sub.5 (wherein R.sub.4 and R.sub.5 independently are hydrogen or lower alkyl) or the radical ##STR55## (wherein n is as defined above);
- (iii) --CO--ThrOR.sub.3 or --CO--SerOR.sub.3 (wherein R.sub.3 is lower alkyl);
- or
- (iv) --CO--NH--(CH.sub.2).sub.k --OH (wherein k is an integer between 2 and 6), or ##STR56## (wherein 1.sub.1 and 1.sub.2 independently signify a whole number from 1 to 6);
- wherein in formula I the unit containing radicals R.sub.1, X, Y and Z, as well as in the remaining units of the peptide sequence, at least one unit may be present in D form,
- with the proviso that when R.sub.1 is H--Cys--NH or H--(D)--Cys--NH, B--B is other than a direct bond,
- or a pharmaceutically acceptable acid addition salt or complex thereof.
46 more elements
A compound of formula ##STR62##
Dependencies are inferred from the claim text.