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US 5,317,014 AGranted
Peptides and pseudopeptides derived from tachykinin
AssigneeAdir et Compagnie
InventorsJean-Luc Fauchere, Nathalie Kucharczyk, Angela D. Morris, Joseph Paladino, Jacqueline Bonnet, Christophe Thurieau
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Abstract
A compound of formula (I): ##STR1## in which: R.sub.1 and R.sub.2, which are identical or different, represent hydrogen, or alkyl, cycloalkyl or benzyl, B represents a residue of an aromatic amino acid, A represents a peptide residue comprising from one to three amino acids, in cyclic or linear form, and medicaments containing the same, are disclosed.
Claims9
A compound selected from those of formula (I):
- ##STR61## in which:
- R.sub.1 is methyl and R.sub.2 is benzyl,
- B represents a residue of an aromatic amino acid,
- A represents
- either a peptide residue of formula:
- ##STR62## in which:
- A.sub.1 represents a bond, a residue 2-azabicyclo[2.2.2]octane-3-carbonyl (Abo), leucine (Leu), .beta.-naphthylalanine (Nal), tryptophan (Trp) or tryptophan protected by Q (Trp(Q)),
- Q representing the radical
- --X--(CH.sub.2)n--R'
- in which
- X represents a bond, --CO-- or --COO--,
- n is an integer from 0 to 10,
- R' is hydrogen, linear or branched (C.sub.1 -C.sub.10) alkyl, benzyl, 9-fluorenylmethyl, --NH.sub.2, --COOH or --COOR" (R"=linear or branched (C.sub.1 -C.sub.8) alkyl),
- A.sub.2 represents an aspartic acid residue (Asp) or glutamic acid residue (Glu),
- A.sub.3 represents a residue 1,2,3,4-tetrahydroisoquinoline-3-carbonyl (Tic), 2-azabicyclo[2.2.2]octane-3-carbonyl (Abo), methylphenylalanine (MePhe), arginine (Arg), arginine protected by nitro (Arg (NO.sub.2)), 6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (Dht), spinacine (Spi), 4-hydroxyproline (Hyp), .beta.-naphthylalanine (Nal) or proline (Pro),
- it being understood that the peptide bond (--CO--NH--) between A.sub.1 and A.sub.2 or between A.sub.2 and B in the case where A.sub.1 is a bond, can be replaced by a pseudopeptide bond chosen from amongst --CH.sub.2 --NH-- and --CH.sub.2 --S--, its and epimers as well as its pharmaceutically-acceptable acid or base addition salts, it being understood that each amino acid of the peptide sequence is optically pure and that the .alpha. carbon of each amino acid can be of D or L configuration.
13 more elements
A compound which is selected from ##STR64## and its.
Dependencies are inferred from the claim text.