Global Patent Index - EP 0000559 A1

EP 0000559 A1 19790207 - Pentapeptide-N-alkylamides and their acid addition salts, methods for preparation of these compounds and pharmaceutical formulations containing them.

Title (en)

Pentapeptide-N-alkylamides and their acid addition salts, methods for preparation of these compounds and pharmaceutical formulations containing them.

Title (de)

Pentapeptid-N-alkylamide und ihre Säureadditionssalze, Verfahren zur Herstellung dieser Verbindungen und ihre pharmakologischen Zusammensetzungen.

Title (fr)

Pentapeptide-N-alkoylamides et leurs sels, procédé de préparation de ces produits et leurs compositions pharmacologiques.

Publication

EP 0000559 A1 19790207 (EN)

Application

EP 78100463 A 19780721

Priority

  • GB 3090977 A 19770722
  • GB 4898077 A 19771124

Abstract (en)

Peptides of their salts or their acid addition salts thereof of formula: H.Tyr.X<2>.Gly.X<4>.X<5>.R<1> wherein X<2> is selected from D-alanyl, D-valyl, D-norvalyl, D-leucyl, D-isoleucyl, D-norleucyl, D-methionyl, D-methionyl sulphoxide, D-methionyl sulphone, C-methylalanyl, D-seryl, D-threonyl, D-phenylalanyl, D-O-methylhomoseryl and D-O-methyl-threonyl; X<4> is selected from L-phenylalanyl,L-4-nitrophenylalanyl, L-4-chlorophenylalanyl and L-4-methylphenylalanyl; X<5> is selected from D-leucyl, D-methionyl, D-prolyl, L-leucyl, L-methionyl, L-prolyl, D-methionyl, sulphoxide, D-methionyl sulphone, L-methionyl sulphoxide, L-methionyl sulphone and cycloleucyl; and R<1> is selected from L-seryl, D-seryl L-threonyl, D-threonyl, glycyl, pyrrolidyl, piperidyl, morpholinyl and NHR; wherein R is alkyl, benzyl, cyclohexyl or 1-hydroxyethyl; provided that when X<2> is D-alanyl, D-valyl, D-norvalyl, D-leucyl, D-isoleucyl, D-norleucyl or C-methylalanyl; X<4> is L-phenylalanyl, L-4-nitrophenylalanyl, L-4-chlorophenylalanyl or L-4-methylphenylalanyl; X<5> is D-leucyl, D-methionyl, D-prolyl, L-leucyl, L-methionyl, L-prolyl, D-methionyl sulphoxide, D-methionyl sulphone, L-methionyl sulphoxide or L-methionyl sulphone; then R<1> is other than L-seryl, D-seryl, L-threonyl, D-threonyl, pyrrolidyl, piperidyl, morpholinyl or NHR; wherein R is alkyl of one to twenty carbon atoms; furthermore that when X<2> is D-seryl, D-phenylalanyl or D-methionyl; X<5> is L-leucyl or L-methionyl; then R is other than alkyl of one to three carbon atoms; furthermore that when X<2> is D-methionyl; X<4> is L-phenylalanyl; X<5> is L-prolyl then R is other than ethyl, pharmaceutical formulations containing them and their use in medicine as morphine-like agents and as anaesthetics.

IPC 1-7

C07C 103/52; A61K 37/02

IPC 8 full level

A61K 38/00 (2006.01); A61P 1/12 (2006.01); A61P 11/14 (2006.01); A61P 23/00 (2006.01); A61P 25/04 (2006.01); C07K 7/06 (2006.01); C07K 14/675 (2006.01); C07K 14/70 (2006.01)

CPC (source: EP)

A61P 1/12 (2017.12); A61P 11/14 (2017.12); A61P 23/00 (2017.12); A61P 25/04 (2017.12); C07K 14/6755 (2013.01); C07K 14/702 (2013.01); A61K 38/00 (2013.01)

Citation (search report)

  • [P] FR 2359817 A1 19780224 - RECKITT & COLMANN PROD LTD [GB]
  • [P] FR 2347336 A1 19771104 - ICI LTD [GB]
  • [P] FR 2365553 A1 19780421 - LILLY CO ELI [US]
  • [P] FR 2364890 A1 19780414 - RICHTER GEDEON VEGYESZET [HU]
  • [P] FR 2338925 A1 19770819 - WELLCOME FOUND [GB]
  • UNLISTED DRUGS, (Edit. Special Libr. associat.) vol. 29, page 190n (1977) & Br. J. pharmacol 59:455+523 P & 455 P, March '77.
  • [P] UNLISTED DRUGS-April 1978 - ICI 122984 & Brit J Pharmacol 61:481P, Nov.'77.
  • [P] UNLISTED DRUGS March 1978 - ICI 118736 & Brit J Pharmacol 61:481P, Nov.'77.
  • [P] UNLISTED DRUGS March 1978 - ICI 116750 & Brit J Pharmacol 61:481P, Nov.'77.

Designated contracting state (EPC)

CH DE FR NL SE

DOCDB simple family (publication)

EP 0000559 A1 19790207; EP 0000559 B1 19831005; DE 2862327 D1 19831110; IT 1107551 B 19851125; IT 7850431 A0 19780721; JP S5424850 A 19790224

DOCDB simple family (application)

EP 78100463 A 19780721; DE 2862327 T 19780721; IT 5043178 A 19780721; JP 8931678 A 19780721