Biologically active lysine containing octapeptides

C - Chemistry – Metallurgy – 07 – K

Patent

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530/7.26, 530/7.

C07K 7/52 (2006.01) C07K 14/655 (2006.01) A61K 38/00 (2006.01)

Patent

CA 1333646

Novel compositions of the formula Image wherein A represents an L, D or DL amino-acid selected from the group consisting of Ala, Val, Phe, p-Cl-Phe, Trp, Pro, Ser, Thr, Glu, Gly, Beta Ala, Abu, N-Me Ala, 5-F-Trp, 5- Br-Trp, 5-Cl-Trp, their acetylated derivatives or a pharmaceutically acceptable acid addition salt thereof; B represents an L, D or DL amino acid amide selected from the group consisting of Thr NH2, Val NH2, Pro NH2, HO-Pro NH2, Ser NH2, Tyr NH2, Trp NH2, 5-F-Trp NH2, For- Trp NH2, Ala NH2, Gly NH2, Me Ala NH2; X represents L-Phe or L-Tyr, Y represents L-Thr or L-Val; Z is L, D or DL-5-F-Trp, 5-Br-Trp, 5-Cl-Trp, 5-I-Trp or D-Trp; and C" and C' represent L or D Cys, Abu, Asp or Lys; pro- vided that where C' is Cys, C" is also Cys and where C' or C" are other than Cys, C" is different from C' and is other than Cys and the pharmaceutically acceptable acid addition salts thereof; are useful as agents for inhibiting the release of growth hormone, for the treatment of gastrointestinal disorders and for therapy of certain cancers and the management of diabetes. These biologically active octapeptides all possess a terminal amino acid amide at position 8 and are prepared by solid phase methods.

507490

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