US4720484A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Peptide compounds having a nitrogenous polycyclic structure
Assignee: Institut Servier de Medecine Translationnelle SARL
•
Filing: 1986-11-20
•
Granted: 1988-01-19
•
Expires: 2006-11-20
Abstract
Abstract The invention relates to tetrapeptide derivatives of the general formula <IMAGE> in which R represents a hydrogen atom, a straight-chain or branched alkyl radical containing from 1 to 5 carbon atoms, optionally substituted by a hydroxy, amino, mercapto, methylthio, methylsulphoxide, carboxy or guanidino group, or a benzyl or indol-3-ylmethyl radical optionally substituted by a hydroxy group, R1 represents a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms, <IMAGE> represents a nitrogenous polycyclic structure, the enantiomers, epimers and diastereoisomers thereof, as well as to the pharmaceutically acceptable acid or base addition salts thereof.
Inventors
- 👤 Michel Vincent
- 👤 Georges Remond
- 👤 Claude Cudennec
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 17:34
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/10; C07K5/1002; C07K5/1005; C07K5/1013; A; A61; A61P; A61P35/00; A61P37/00; A61P37/02; A61P37/04; C07K5/1008; C07K5/101; C07K5/1016; C07K5/1019; C07K5/1021; C07K5/1024
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
179 words
A Compound of the general formula I ##STR21## in which R represents: hydrogen atom, straight-chain or branched alkyl radical containing from 1 to 5 carbon atoms, optionally substituted by a hydroxy, amino, mercapto, methylthio, methylsulphoxide, carboxy or guanidino group, or benzyl or indol-3-ylmethyl radical optionally substituted by a hydroxy group, R 1 represents a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms, Lys and Arg represent, respectively, the lysyl and arginyl residues linked through the peptide bonds. ##STR22## represents bicyclic structure of the formula: ##STR23## wherein m represents 1 or 0, n and p each represents 0, 1 or 2, R a and R b each represents a hydrogen atom or may together form a direct bond when p=0, B represents an alkylene chain (CH 2 )q in which q represents 2, 3 or 4, or an unsaturated structure (--CH═CH--) 2 when p=0 and R a and R b together form a bond, with the proviso that the sum of m, n, p and q is an integer of from 3 to 6, or,
Claim 2
Dependent Claim
179 words
A Compound of the general formula I ##STR21## in which R represents: hydrogen atom, straight-chain or branched alkyl radical containing from 1 to 5 carbon atoms, optionally substituted by a hydroxy, amino, mercapto, methylthio, methylsulphoxide, carboxy or guanidino group, or benzyl or indol-3-ylmethyl radical optionally substituted by a hydroxy group, R 1 represents a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms, Lys and Arg represent, respectively, the lysyl and arginyl residues linked through the peptide bonds. ##STR22## represents bicyclic structure of the formula: ##STR23## wherein m represents 1 or 0, n and p each represents 0, 1 or 2, R a and R b each represents a hydrogen atom or may together form a direct bond when p=0, B represents an alkylene chain (CH 2 )q in which q represents 2, 3 or 4, or an unsaturated structure (--CH═CH--) 2 when p=0 and R a and R b together form a bond, with the proviso that the sum of m, n, p and q is an integer of from 3 to 6, or,
Claim 3
Dependent Claim
21 words
2, 3, 4-tetrahydro-β-carboline the enantiomers, epimers and diastereoisomers thereof, as well as the pharmaceutically acceptable acid or base addition salts thereof.
Claim 4
Dependent Claim
21 words
2, 3, 4-tetrahydro-β-carboline the enantiomers, epimers and diastereoisomers thereof, as well as the pharmaceutically acceptable acid or base addition salts thereof.
Claim 5
Dependent Claim
43 words
A compound of claim 1 in which the cyclic structure ##STR24## represents indoline, isoindoline, tetrahydroquinoline, tetrahydroisoquinoline, perhydroindole, perhydroisoindole, perhydroisoquinoline, perhydroquinoline, perhydrocyclopenta[b]pyrrole, 2-azabicyclo[2,2,2]octane, 2-azabicyclo[2,2,1]heptane, and 1,2,3,4-tetrahydro-β-carboline, the enantiomers, epimers and diastereoisomers thereof, as well as the pharmaceutically acceptable acid or base addition salts thereof.
Claim 6
Dependent Claim
50 words
A compound of claim 1 in which R represents a hydrogen atom, or a straight-chain or branched alkyl radical having from 1 to 5 carbon atoms optionally substituted by a hydroxy group, the enantiomers, epimers and diastereoisomers thereof, as well as the pharmaceutically acceptable acid or base addition salts thereof.
Claim 7
Dependent Claim
18 words
A compound of claim 1 which is (S)Thr-(S)Lys-(S)PHI-(S)Arg-OH and the pharmaceutically acceptable acid or base addition salts thereof.
Claim 8
Dependent Claim
18 words
A compound of claim 1 which is (S)Thr-(S)Lys-(S)ABO-(S)Arg-OH and the pharmaceutically acceptable acid or base addition salts thereof.
Claim 9
Dependent Claim
18 words
A compound of claim 1 which is Gly-(S)Lys-(S)PHI-(S)Arg-OH and the pharmceutically acceptable acid or base addition salts thereof.
Claim 10
Dependent Claim
18 words
A compound of claim 1 which is Gly-(S)Lys-(S)ABO-(S)Arg-OH and the pharmaceutically acceptable acid or base addition salts thereof.
Claim 11
Dependent Claim
18 words
A compound of claim 1 which is (S)NVa-(S)Lys-(S)PHI-(S)Arg-OH and the pharmaceutically acceptable acid or base addition salts thereof.
Claim 12
Dependent Claim
18 words
A compound of claim 1 which is (S)NVa-(S)Lys-(S)ABO-(S)Arg-OH and the pharmaceutically acceptable acid or base addition salts thereof.
Claim 13
Dependent Claim
18 words
A compound of claim 1 which is Sar-(S)Lys-(S)ABO-(S)Arg-OH and the pharmaceutically acceptable acid and base addition salts thereof.
Claim 14
Dependent Claim
27 words
A pharmaceutical composition suitable for treatment of immunomodulatory conditions containing an effective amount of at least one compound of claim 1 together with a suitable pharmaceutical carrier.
Claim 15
Dependent Claim
52 words
A method for treating a living animal body afflicted with a disease resulting from a decrease or disturbance in the natural immune response, comprising the step of administering to the said living animal an effective amount of a compound of claim 1 which is suitable for the alleviation of the said condition.
References Cited (Backward Citations)
US4353823A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-01-18 | 1991-07-20 | 1992-01-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-01-18 | 1995-07-20 | 1996-01-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-01-18 | 1999-07-20 | 2000-01-19 | $7700.00 | Window Closed / Lapsed |