US4061607A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Somatostatin analogs and intermediates thereto
Assignee: Eli Lilly and Co
•
Filing: 1976-07-28
•
Granted: 1977-12-06
•
Expires: 1996-07-28
Abstract
Abstract The tetradecapeptides ##STR1## in which Y is L-Cha, L-Leu, or D-Phe are described along with corresponding non-toxic pharmaceutically-acceptable acid addition salts as well as intermediates useful in the synthesis of the tetradecapeptides. These tetradecapeptides as well as their pharmaceutically-acceptable acid addition salts inhibit the release of growth hormone.
Inventors
- 👤 James E. Shields
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 22:03
CPC Classifications
C; C07; C07K; C07K14/00; C07K14/435; C07K14/575; C07K14/655; C07K14/6555; A; A61; A61K; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/16; Y10S930/28
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
150 words
A compound selected from those of the formula ##STR9## and their pharmaceutically acceptable non-toxic acid addition salts, and R-L-Ala-Gly-L-Cys(R 1 )-L-Lys(R 2 )-L-Asn-L-Phe-L-Phe-L-Trp(R 5 )-L-Lys(R 2 )-L-Thr(R 3 )-Y-L-Thr(R 3 )-L-Ser(R 4 )-L-Cys(R.sub.1)-X; in which Y is D-Phe, L-Cha, or L-Leu; R is hydrogen or an α-amino protecting group; R 1 is hydrogen or a thio protecting group; R 2 is hydrogen or an Ε-amino protecting group; R 3 and R 4 each are hydrogen or a hydroxy protecting group; R 5 is hydrogen or formyl; and X is hydroxy or ##STR10## in which the resin is polystyrene; with the proviso that, when X is hydroxy, each of R, R 1 , R 2 , R 3 , R 4 , and R 5 is hydrogen, and, when X is ##STR11## each of R, R 1 , R 2 , R 3 , and R 4 is other than hydrogen.
Claim 2
Dependent Claim
150 words
A compound selected from those of the formula ##STR9## and their pharmaceutically acceptable non-toxic acid addition salts, and R-L-Ala-Gly-L-Cys(R 1 )-L-Lys(R 2 )-L-Asn-L-Phe-L-Phe-L-Trp(R 5 )-L-Lys(R 2 )-L-Thr(R 3 )-Y-L-Thr(R 3 )-L-Ser(R 4 )-L-Cys(R.sub.1)-X; in which Y is D-Phe, L-Cha, or L-Leu; R is hydrogen or an α-amino protecting group; R 1 is hydrogen or a thio protecting group; R 2 is hydrogen or an Ε-amino protecting group; R 3 and R 4 each are hydrogen or a hydroxy protecting group; R 5 is hydrogen or formyl; and X is hydroxy or ##STR10## in which the resin is polystyrene; with the proviso that, when X is hydroxy, each of R, R 1 , R 2 , R 3 , R 4 , and R 5 is hydrogen, and, when X is ##STR11## each of R, R 1 , R 2 , R 3 , and R 4 is other than hydrogen.
Claim 3
Dependent Claim
16 words
Compound of claim 1, having the formula ##STR12## and pharmaceutically acceptable non-toxic acid addition salts thereof.
Claim 4
Dependent Claim
22 words
Compound of claim 1, having the formula R-L-Ala-Gly-L-Cys(R 1 )-L-Lys(R 2 )-L-Asn-L-Phe-L-Phe-L-Trp(R 5 )-L-Lys(R 2 )-L-Thr(R 3 )-D-Phe-L-Thr(R 3 )-L-Ser(R 4 )-L-Cys(R.sub.1)-X.
Claim 5
Dependent Claim
9 words
Compound of claim 3, in which X is hydroxy.
Claim 6
Dependent Claim
9 words
Compound of claim 3, in which X is ##STR13##
Claim 7
Dependent Claim
9 words
Compound of claim 5, in which R is t-butyloxycarbonyl.
Claim 8
Dependent Claim
10 words
Compound of claim 5, in which R 1 is p-methoxybenzyl.
Claim 9
Dependent Claim
10 words
Compound of claim 5, in which R 2 is o-chlorobenzyloxycarbonyl.
Claim 10
Dependent Claim
13 words
Compound of claim 5, in which R 3 and R 4 are benzyl.
Claim 11
Dependent Claim
8 words
Compound of claim 5, having the formula ##STR14##
Claim 12
Dependent Claim
16 words
Compound of claim 1, having the formula ##STR15## and pharmaceutically acceptable non-toxic acid addition salts thereof.
Claim 13
Dependent Claim
22 words
Compound of claim 1, having the formula R-L-Ala-Gly-L-Cys(R 1 )-L-Lys(R 2 )-L-Asn-L-Phe-L-Phe-L-Trp(R 5 )-L-Lys(R 2 )-L-Thr(R 3 )-L-Cha-L-Thr(R 3 )-L-Ser(R 4 )-L-Cys(R.sub.1)-X.
Claim 14
Dependent Claim
9 words
Compound of claim 12, in which X is hydroxy.
Claim 15
Dependent Claim
9 words
Compound of claim 12, in which X is ##STR16##
Claim 16
Dependent Claim
9 words
Compound of claim 14, in which R is t-butyloxycarbonyl.
Claim 17
Dependent Claim
10 words
Compound of claim 14, in which R 1 is p-methoxybenzyl.
Claim 18
Dependent Claim
10 words
Compound of claim 14, in which R 2 is o-chlorobenzyloxycarbonyl.
Claim 19
Dependent Claim
13 words
Compound of claim 14, in which R 3 and R 4 are benzyl.
Claim 20
Dependent Claim
8 words
Compound of claim 14, having the formula ##STR17##
Claim 21
Dependent Claim
16 words
Compound of claim 1, having the formula ##STR18## and pharmaceutically acceptable non-toxic acid addition salts thereof.
Claim 22
Dependent Claim
22 words
Compound of claim 1, having the formula R-L-Ala-Gly-L-Cys(R 1 )-L-Lys(R 2 )-L-Asn-L-Phe-L-Phe-L-Trp(R 5 )-L-Lys(R 2 )-L-Thr(R 3 )-L-Leu-L-Thr(R 3 )-L-Ser(R 4 )-L-Cys(R.sub.1)-X.
Claim 23
Dependent Claim
9 words
Compound of claim 21, in which X is hydroxy.
Claim 24
Dependent Claim
9 words
Compound of claim 21, in which X is ##STR19##
Claim 25
Dependent Claim
9 words
Compound of claim 23, in which R is t-butyloxycarbonyl.
Claim 26
Dependent Claim
10 words
Compound of claim 23, in which R 1 is p-methoxybenzyl.
Claim 27
Dependent Claim
10 words
Compound of claim 23, in which R 2 is o-chlorobenzyloxycarbonyl.
Claim 28
Dependent Claim
13 words
Compound of claim 23, in which R 3 and R 4 are benzyl.
Claim 29
Dependent Claim
8 words
Compound of claim 23, having the formula ##STR20##
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-05 | 1981-06-06 | 1981-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-05 | 1985-06-06 | 1985-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-05 | 1989-06-06 | 1989-12-06 | $7700.00 | Window Closed / Lapsed |