← Back to Patent Explorer
US4369137A Expired / Lapsed US ⏱️ 0.0 years remaining

N-Protected pentapeptides useful as intermediates in the preparation of thymopoietin pentapeptide

Assignee: Ortho Pharmaceutical Corp
•
Filing: 1981-05-13
•
Granted: 1983-01-18
•
Expires: 2001-05-13
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention relates to methods for preparing useful peptides, more particularly to solution synthesis methods for preparing H-ARG-X-Z-Y-TYR-R, intermediates in the preparation of this peptide and to compositions of this peptide useful in thymic function.

Inventors

  • 👤 George Heavner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 09:09
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/04; C07K7/06; C07K14/00; C07K14/435; C07K14/575; C07K14/66; C07K5/00; C07K5/04; C07K5/06; C07K5/06008; C07K5/06017; C07K5/06026; C07K5/10; C07K5/1002; C07K5/1005; C07K5/1008; A; A61; A61K; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/18

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 247 words
The protected pentapeptide of formula alpha-T-omega-T'-ARG-X-omega-U-Z-Y-TYR-R' wherein: R' is OU or NH 2 ; X is epsilon-T"-LYS and Y is VAL or X and Y are both SAR; Z is ASP or GLU; and T and T" are each a member selected from the group consisting of: ##STR13## wherein R 1 is phenyl; tolyl; xylyl; adamantyl; allyl; beta-cyanoethyl; fluorenylmethyl; benzyl, benzyl wherein the phenyl ring is substituted with from one to three members selected from halo, nitro, loweralkyl, and loweralkoxy, diisopropylmethyl; diphenylmethyl; cyclohexyl; cyclopentyl; vinyl; t-butyl; t-amyl; dimethyltrifluoromethylmethyl; or dimethylbiphenylmethyl; ##STR14## wherein R 2 is loweralkyl of two to four carbons or loweralkyl of one to four carbons substituted with from one to five halo groups; ##STR15## wherein V is S or S or O and R 3 and R 4 are each benzyl or loweralkyl; ##STR16## wherein R 5 and R 6 taken individually are each loweralkyl or R 5 and R 6 taken together is ##STR17## where R 7 and R 8 are each hydrogen or loweralkyl; and ##STR18## wherein R 9 is hydrogen or nitro; and ##STR19## wherein R 10 is hydrogen, methyl, halo, or nitro; U is benzyl or benzyl in which the phenyl group is substituted with from one to three members each selected from halo, nitro, C 1 -C 3 loweralkyl, and C 1 -C 3 loweralkoxy; and T' is a member selected from the group consisting of ##STR20## wherein R 1 is as defined above, nitro, hydrochloride, p-methoxybenzylsulfonyl, and tosyl.
Claim 2
Dependent Claim 247 words
The protected pentapeptide of formula alpha-T-omega-T'-ARG-X-omega-U-Z-Y-TYR-R' wherein: R' is OU or NH 2 ; X is epsilon-T"-LYS and Y is VAL or X and Y are both SAR; Z is ASP or GLU; and T and T" are each a member selected from the group consisting of: ##STR13## wherein R 1 is phenyl; tolyl; xylyl; adamantyl; allyl; beta-cyanoethyl; fluorenylmethyl; benzyl, benzyl wherein the phenyl ring is substituted with from one to three members selected from halo, nitro, loweralkyl, and loweralkoxy, diisopropylmethyl; diphenylmethyl; cyclohexyl; cyclopentyl; vinyl; t-butyl; t-amyl; dimethyltrifluoromethylmethyl; or dimethylbiphenylmethyl; ##STR14## wherein R 2 is loweralkyl of two to four carbons or loweralkyl of one to four carbons substituted with from one to five halo groups; ##STR15## wherein V is S or S or O and R 3 and R 4 are each benzyl or loweralkyl; ##STR16## wherein R 5 and R 6 taken individually are each loweralkyl or R 5 and R 6 taken together is ##STR17## where R 7 and R 8 are each hydrogen or loweralkyl; and ##STR18## wherein R 9 is hydrogen or nitro; and ##STR19## wherein R 10 is hydrogen, methyl, halo, or nitro; U is benzyl or benzyl in which the phenyl group is substituted with from one to three members each selected from halo, nitro, C 1 -C 3 loweralkyl, and C 1 -C 3 loweralkoxy; and T' is a member selected from the group consisting of ##STR20## wherein R 1 is as defined above, nitro, hydrochloride, p-methoxybenzylsulfonyl, and tosyl.
Claim 3
Dependent Claim 8 words
The pentapeptide of claim 1 which is alpha-T-omega-T'-ARG-SAR-omega-U-Z-SAR-TYR-R'.
Claim 4
Dependent Claim 8 words
The pentapeptide of claim 1 which is alpha-T-omega-T'-ARG-epsilon-T"-LYS-omega-U-Z-VAL-TYR-R'.

References Cited (Backward Citations)

US4190646A Cited
US4215112A Cited
US4215111A Cited
US4250086A Cited
US4261886A Cited
US4298523A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-01-17 1986-07-19 1987-01-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-01-17 1990-07-19 1991-01-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-01-17 1994-07-19 1995-01-18 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag