US4012367A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Anti-ulcer polypeptides containing L-aspartic acid and intermediates thereto
Assignee: GD Searle LLC
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Filing: 1976-02-05
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Granted: 1977-03-15
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Expires: 1996-02-05
Abstract
Abstract This invention encompasses novel tetrapeptide amides and their intermediates containing an L-aspartic acid residue. These peptides are inhibitors of gastric acid secretion and therefore useful in the treatment of ulcers.
Inventors
- 👤 Robert H. Mazur
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 03:37
CPC Classifications
C; C07; C07K; C07K14/00; C07K14/435; C07K14/575; C07K14/595; C07K14/5955; A; A61; A61P; A61P1/00; C07K5/00; C07K5/04; C07K5/10; C07K5/1024; A61K; A61K38/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
98 words
A compound of the formula A-Trp-Met-Asp-Y-NHR I wherein A is hydrogen, alkanoyl containing 2 to 6 carbon atoms, succinyl, t-butoxycarbonyl, benzyloxycarbonyl, D-pyroglutamyl or L-pyroglutamyl; Y is a radical of the formula ##STR19##wherein R' is an alkyl radical containing 1 to 6 carbon atoms or a methylcyclopentyl radical and the stereochemical configuration is D, or DL, or Y is a radical of the formula ##STR20##R is hydrogen or an alkyl radical containing 1 to 6 carbon atoms; and pharmaceutically acceptable acid addition salts thereof; and the optically active amino acid Trp, Met and Asp residues are of the L-configuration.
Claim 2
Dependent Claim
98 words
A compound of the formula A-Trp-Met-Asp-Y-NHR I wherein A is hydrogen, alkanoyl containing 2 to 6 carbon atoms, succinyl, t-butoxycarbonyl, benzyloxycarbonyl, D-pyroglutamyl or L-pyroglutamyl; Y is a radical of the formula ##STR19##wherein R' is an alkyl radical containing 1 to 6 carbon atoms or a methylcyclopentyl radical and the stereochemical configuration is D, or DL, or Y is a radical of the formula ##STR20##R is hydrogen or an alkyl radical containing 1 to 6 carbon atoms; and pharmaceutically acceptable acid addition salts thereof; and the optically active amino acid Trp, Met and Asp residues are of the L-configuration.
Claim 3
Dependent Claim
61 words
A compound according to claim 1 of the formula ##STR21##wherein A is hydrogen, alkanoyl containing 2 to 6 carbon atoms, succinyl, t-butoxycarbonyl, benzyloxycarbonyl, D-pyroglutamyl or L-pyroglutamyl; R is hydrogen or an alkyl radical containing 1 to 6 carbon atoms; and pharmaceutically acceptable acid addition salts thereof; and the optically active amino acid Trp, Met and Asp residues are of the L-configuration.
Claim 4
Dependent Claim
11 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-N 1 -propyl-2-amino-2-methylpropionamide.
Claim 5
Dependent Claim
67 words
A compound according to claim 1 of the formula ##STR22##wherein A is hydrogen, alkanoyl containing 2 to 6 carbon atoms, succinyl, t-butoxycarbonyl, benzyloxycarbonyl, D-pyroglutamyl or L-pyroglutamyl; R' is an alkyl radical containing 1 to 6 carbon atoms or a methylcyclopentyl radical; R is hydrogen or an alkyl radical containing 1 to 6 carbon atoms; and pharmaceutically acceptable acid addition salts thereof, with the stereochemical configuration being L-L-L-D.
Claim 6
Dependent Claim
12 words
The compound according to Claim 1 which is L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine n-propylamide hydrochloride hemihydrate.
Claim 7
Dependent Claim
10 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine n-propylamide.
Claim 8
Dependent Claim
9 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-2-aminoheptanamide.
Claim 9
Dependent Claim
9 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-2-amino-3-cyclopentylpropionamide.
Claim 10
Dependent Claim
9 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-2-amino-5-methylhexanamide.
Claim 11
Dependent Claim
10 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norleucine amide.
Claim 12
Dependent Claim
10 words
The compound according to claim 1 which is N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amide.
References Cited (Backward Citations)
US3896103A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-03-14 | 1980-09-13 | 1981-03-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-03-14 | 1984-09-13 | 1985-03-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-03-14 | 1988-09-13 | 1989-03-15 | $7700.00 | Window Closed / Lapsed |