IP Library › Granted Patent US 8,349,797

Granted Patent B2

US 8,349,797 · App. 11/988,468 · Granted Jan 8, 2013

Ligands of melanocortin receptors

Assignee: IPSEN Pharma S.A.S.

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Quick Facts

Patent No.: US 8,349,797
App. No.: 11/988,468
Granted: Jan 8, 2013
Kind: B2

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Abstract

The present invention is directed to a compound according to formula, (R 2 R 3 )-B 1 -A 1 -c(A 2 -A 3 -A 4 -A 5 -A 6 -A 7 -A 8 -A 9 )-A 10 -A 11 -A 12 -A 13 -B 2 -B 3 -R 1 , that act as ligands for one or more of the melanocortin receptors, the pharmaceutically-acceptable salts thereof, to methods of using such peptides to treat mammals and to pharmaceutical compositions useful therefore comprising said peptides.

Claims (919)

1. A compound according to formula (I)

(R 2 R 3 )-B 1 -A1- c (A 2 -A 3 -A 4 -A 5 -A 6 -A 7 -A 8 -A 9 )-A 10 -A 11 -A 12 -A 13 -B 2 -B 3 -R 1

wherein:

B 1 is a peptide moiety which contains 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 amino acids, wherein at least 5 amino acids are independently selected from the group consisting of L-Arg, D-Arg, L-hArg and D-hArg, or B 1 is optionally deleted;

A 1 is Acc, HN—(CH 2 ) m —C(O), L- or D-amino acid or deleted;

A 2 is Cys, D-Cys, hCys, D-hCys, Pen, D-Pen, Asp or Glu;

A 3 is Gly, Glu, Ala, β-Ala, Gaba, Aib, D-amino acid or deleted;

A 4 is His, 2-Pal, 3-Pal, 4-Pal, Taz, 2-Thi, 3-Thi or (X 1 ,X 2 ,X 3 ,X 4 ,X 5 )Phe;

A 5 is D-Phe, D-1-Nal, D-2-Nal, D-Trp, D-Bal, D-(X 1 ,X 2 ,X 3 ,X 4 ,X 5 )Phe, D-(Et)Tyr, D-Dip, D-Bip or D-Bpa;

A 6 is Arg, hArg, Dab, Dap, Lys, Orn or HN—CH((CH 2 ) n —N(R 4 R 5 ))—C(O);

A 7 is Trp, 1-Nal, 2-Nal, Bal, Bip, Dip, Bpa, D-Trp, D-1-Nal, D-2-Nal, D-Bal, D-Bip, D-Dip or D-Bpa;

A 8 is Gly, D-Ala, Acc, Ala, β-Ala, Gaba, Apn, Ahx, Aha, HN—(CH 2 ) s —C(O) or deleted;

A 9 is Cys, D-Cys, hCys, D-hCys, Pen, D-Pen, Dab, Dap, Orn or Lys;

A 10 is Acc, HN—(CH 2 ) t —C(O), Pro, hPro, 3-Hyp, 4-Hyp, Thr, an L- or D-amino acid or deleted;

A 11 is Pro, hPro, 3-Hyp, 4-Hyp or deleted;

A 12 is Lys, Dab, Dap, Arg, hArg or deleted;

A 13 is Asp, Glu or deleted;

B 2 is a peptide moiety containing 3, 4, or 5 amino acids or deleted,

B 3 is a peptide moiety which contains 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15 amino acids wherein at least 5 amino acids are independently selected from the group consisting of L-Arg, D-Arg, L-hArg and D-hArg, or is deleted;

R 1 is —OH or —NH 2 ;

R 2 and R 3 each is, independently for each occurrence, selected from the group consisting of H, (C 1 -C 30 )alkyl, (C 1 -C 30 )heteroalkyl, (C 1 -C 30 )acyl, (C 2 -C 30 )alkenyl, (C 2 -C 30 )alkynyl, aryl(C 1 -C 30 )alkyl, aryl(C 1 -C 30 )acyl, substituted (C 1 -C 30 )alkyl, substituted (C 1 -C 30 )heteroalkyl, substituted (C 1 -C 30 )acyl, substituted (C 2 -C 30 )alkenyl, substituted (C 2 -C 30 )alkynyl, substituted aryl(C 1 -C 30 )alkyl and substituted aryl(C 1 -C 30 )acyl;

R 4 and R 5 each is, independently for each occurrence, H, (C 1 -C 40 )alkyl, (C 1 -C 40 )heteroalkyl, (C 1 -C 40 )acyl, (C 2 -C 40 )alkenyl, (C 2 -C 40 )alkynyl, aryl(C 1 -C 40 )alkyl, aryl(C 1 -C 40 )acyl, substituted (C 1 -C 40 )alkyl, substituted (C 1 -C 40 )heteroalkyl, substituted (C 1 -C 40 )acyl, substituted (C 2 -C 40 )alkenyl, substituted (C 2 -C 40 )alkynyl, substituted aryl(C 1 -C 40 )alkyl, substituted aryl(C 1 -C 40 )acyl, (C 1 -C 40 )alkylsulfonyl or —C(NH)—NH 2 ;

n is, independently for each occurrence, 1, 2, 3, 4 or 5;

m is, independently for each occurrence, 1, 2, 3, 4, 5, 6 or 7;

s is, independently for each occurrence, 1, 2, 3, 4, 5, 6 or 7;

t is, independently for each occurrence, 1, 2, 3, 4, 5, 6 or 7;

X 1 , X 2 , X 3 , X 4 and X 5 each is, independently for each occurrence, H, F, Cl, Br, I, (C 1-10 )alkyl, substituted (C 1-10 )alkyl, (C 2-10 )alkenyl, substituted (C 2-10 )alkenyl, (C 2-10 )alkynyl, substituted (C 2-10 )alkynyl, aryl, substituted aryl, OH, NH 2 , NO 2 or CN; provided that:

(I) when R 4 is (C 1 -C 40 )acyl, aryl(C 1 -C 40 )acyl, substituted (C 1 -C 40 )acyl, substituted aryl(C 1 -C 40 )acyl, (C 1 -C 40 )alkylsulfonyl or —C(NH)—NH 2 , then R 5 is H, (C 1 -C 40 )alkyl, (C 1 -C 40 )heteroalkyl, (C 2 -C 40 )alkenyl, (C 2 -C 40 )alkynyl, aryl(C 1 -C 40 )alkyl, substituted (C 1 -C 40 )alkyl, substituted (C 1 -C 40 )heteroalkyl, substituted (C 2 -C 40 )alkenyl, substituted (C 2 -C 40 )alkynyl or substituted aryl(C 1 -C 40 )alkyl;

(II) when R 2 is (C 1 -C 30 )acyl, aryl(C 1 -C 30 )acyl, substituted (C 1 -C 30 )acyl or substituted aryl(C 1 -C 30 )acyl, then R 3 is H, (C 1 -C 30 )alkyl, (C 1 -C 30 )heteroalkyl, (C 2 -C 30 )alkenyl, (C 2 -C 30 )alkynyl, aryl(C 1 -C 30 )alkyl, substituted (C 1 -C 30 )alkyl, substituted (C 1 -C 30 )heteroalkyl, substituted (C 2 -C 30 )alkenyl, substituted (C 2 -C 30 )alkynyl or substituted aryl(C 1 -C 30 )alkyl;

(III) neither B 1 nor B 2 contains one or more of the following amino acid sequences: Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 (SEQ ID NO:1), Tyr-Ala-Arg-Lys-Ala-(Arg) 2 -Gln-Ala-(Arg) 2 (SEQ ID NO:2), Tyr-Ala-Arg-(Ala) 2 -(Arg) 2 -(Ala) 2 -(Arg) 2 (SEQ ID NO:3), Tyr-Ala-(Arg) 9 (SEQ ID NO:4), Tyr-(Ala) 3 -(Arg) 7 (SEQ ID NO:5), Tyr-Ala-Arg-Ala-Pro-(Arg) 2 -Ala-(Arg) 3 (SEQ ID NO:6) or Tyr-Ala-Arg-Ala-Pro-(Arg) 2 -Pro-(Arg) 2 (SEQ ID NO:7);

(IV) either B 1 or B 2 or both must be present in said compound;

(V) when A 2 is Cys, D-Cys, hCys, D-hCys, Pen or D-Pen, then A 9 is Cys, D-Cys, hCys, D-hCys, Pen or D-Pen; and

(VI) when A 2 is Asp or Glu, then A 9 is Dab, Dap, Orn or Lys;

or a pharmaceutically acceptable salt thereof.

2. A compound according to claim 1 , wherein:

B 1 is Arg-Lys-Gln-Lys-(Arg) 5 (SEQ ID NO:8), Arg-(Lys) 2 -Arg-Gln-(Arg) 4 (SEQ ID NO:9), Arg-(Lys) 2 -(Arg) 3 -Gln-(Arg) 2 (SEQ ID NO:10), Arg-(Lys) 2 -(Arg) 4 -Gln-Arg (SEQ ID NO:11), Arg-(Lys) 2 -(Arg) 5 -Gln (SEQ ID NO:12), Arg-(Lys) 2 -Gln-(Arg) 5 (SEQ ID NO:13) Arg-Gln-(Lys) 2 -(Arg) 5 (SEQ ID NO:14), Arg-Gln-(Arg) 7 (SEQ ID NO:15), Arg-Gln-(Arg) 8 (SEQ ID NO:16), (Arg) 2 -Gln-(Arg) 6 (SEQ ID NO:17), (Arg) 2 -Gln-(Arg) 7 (SEQ ID NO:18), (Arg) 3 -Gln-(Arg) 5 (SEQ ID NO:19), (Arg) 3 -Gln-(Arg) 6 (SEQ ID NO:20), (Arg) 4 -Gln-(Arg) 4 (SEQ ID NO:21), (Arg) 4 -Gln-(Arg) 5 (SEQ ID NO:22), (Arg) 5 (SEQ ID NO:23), (Arg) 5 -Gln-(Arg) 3 (SEQ ID NO:24), (Arg) 5 -Gln-(Arg) 4 (SEQ ID NO:25), (Arg) 6 (SEQ ID NO:26), (Arg) 6 -Gln-(Arg) 3 (SEQ ID NO:27), (Arg) 7 (SEQ ID NO:28), (Arg) 7 -Gln-(Arg) 2 (SEQ ID NO:29), (Arg) 8 (SEQ ID NO:30), (Arg) 8 -Gln-Arg (SEQ ID NO:31), (Arg) 9 (SEQ ID NO:32), (Arg) 9 -Gln (SEQ ID NO:33), (D-Arg) 5 , (D-Arg) 6 , (D-Arg) 7 , (D-Arg) 8 , (D-Arg) 9 , Gln-Arg-(Lys) 2 -(Arg) 5 (SEQ ID NO:34), Gln-(Arg) 8 (SEQ ID NO:35), Gln-(Arg) 9 (SEQ ID NO:36), Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 (SEQ ID NO:37); Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -Doc (SEQ ID NO:38); or deleted;

B 2 is β-Ala-Tyr-Gly, (β-Ala) 2 -Gly, (β-Ala) 2 -Tyr, (β-Ala) 2 -Tyr-Gly (SEQ ID NO:39), Doc-Tyr-Gly, (Doc) 2 -Gly, (Doc) 2 -Tyr, (Doc) 2 -Tyr-Gly (SEQ ID NO:40), or deleted;

B 3 is Arg-Lys-Gln-Lys-(Arg) 5 (SEQ ID NO:8), Arg-Lys-(Arg) 3 -Gln-(Arg) 3 (SEQ ID NO:41), Arg-(Lys) 2 -Arg-Gln-(Arg) 4 (SEQ ID NO:9), Arg-(Lys) 2 -Gln-(Arg) 5 (SEQ ID NO:13), Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 (SEQ ID NO:1), Arg-(Lys) 2 -(Arg) 3 -Gln-(Arg) 2 (SEQ ID NO:10), Arg-(Lys) 2 -(Arg) 4 -Gln-Arg (SEQ ID NO:11), Arg-(Lys) 2 -(Arg) 5 -Gln (SEQ ID NO:12), Arg-Gln-(Lys) 2 -(Arg) 5 (SEQ ID NO:14), Arg-Gln-(Arg) 7 (SEQ ID NO:15), Arg-Gln-(Arg) 8 (SEQ ID NO:16), (Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 (SEQ ID NO:42), (Arg) 2 -Gln-(Arg) 6 (SEQ ID NO:17), (Arg) 2 -Gln-(Arg) 7 (SEQ ID NO:18), (Arg) 3 -Gln-(Arg) 5 (SEQ ID NO:19), (Arg) 3 -Gln-(Arg) 6 (SEQ ID NO:20), (Arg) 4 -Gln-(Arg) 4 (SEQ ID NO:21), (Arg) 4 -Gln-(Arg) 5 (SEQ ID NO:22), (Arg) 5 (SEQ ID NO:23), (Arg) 5 -Gln-(Arg) 3 (SEQ ID NO:24), (Arg) 5 -Gln-(Arg) 4 (SEQ ID NO:25), (Arg) 6 (SEQ ID NO:26), (Arg) 6 -Gln-(Arg) 3 (SEQ ID NO:27), (Arg) 7 (SEQ ID NO:28), (Arg) 7 -Gln-(Arg) 2 (SEQ ID NO:29), (Arg) 8 (SEQ ID NO:30), (Arg) 8 -Gln-Arg (SEQ ID NO:31), (Arg) 9 (SEQ ID NO:32), (Arg) 9 -Gln (SEQ ID NO:33), (D-Arg) 5 , (D-Arg) 6 , (D-Arg) 7 , (D-Arg) 8 , (D-Arg) 9 , Gln-Arg-(Lys) 2 -(Arg) 5 (SEQ ID NO:34), Gln-(Arg) 8 (SEQ ID NO:35), Gln-(Arg) 9 (SEQ ID NO:36), or deleted;

or a pharmaceutically acceptable salt thereof.

3. A compound according to claim 2 , wherein:

A 1 is A6c, Gaba, Nle, Met, Phe, D-Phe, D-2-Nal, hPhe, Chg, D-Chg, Cha, hCha, hPro, hLeu, Nip, β-hMet, Oic or deleted;

A 3 is Gly, Glu, Ala, β-Ala, Gaba, Aib, D-Ala, D-Abu, D-Val, D-Leu, D-Ile, D-Met, D-Nle, D-Cha, D-Phe, D-Tyr, D-Trp, D-Tle or deleted;

A 4 is His;

A 5 is D-Phe, D-1-Nal, D-2-Nal, D-Trp, D-Bal, D-(X 1 ,X 2 ,X 3 ,X 4 ,X 5 )Phe or D-(Et)Tyr;

A 6 is Arg or hArg;

A 7 is Trp, 1-Nal, 2-Nal, Bal, Bip or D-Trp;

A 8 is Gly, A5c, A6c, Ala, β-Ala, Gaba, Apn, Ahx, Aha or deleted;

A 9 is Cys, D-Cys, hCys, D-hCys, Pen, D-Pen or Lys;

A 10 is Pro, Thr or deleted;

A 11 is Pro or deleted;

A 12 is Lys, Arg or deleted;

A 13 is Asp or deleted;

or a pharmaceutically acceptable salt thereof.

4. A compound according to claim 3 , wherein:

R 2 and R 3 each is, independently, H or acyl;

or a pharmaceutically acceptable salt thereof.

5. A compound according to claim 4 , wherein said compound is:

Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-NH 2 ;

Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -Doc-Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-NH 2 ;

Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-(Doc) 2 -Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-(Pro) 2 -Lys-Asp-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Gly-Cys)-(Pro) 2 -Lys-Asp-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-(β-Ala) 2 -Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-(Pro) 2 -Lys-Asp-Doc-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Gly-Cys)-(Pro) 2 -Lys-Asp-Doc-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-Doc-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-2-Nal-Arg-Trp-Lys)-(Doc) 2 -Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -Arg-Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -Gln-(Arg) 5 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Lys-Gln-Lys-(Arg) 5 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 4 -Gln-Arg-NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Aib-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 3 -Gln-(Arg) 2 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Gln-(Lys) 2 -(Arg) 5 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 5 -Gln-NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -Arg-Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -Gln-(Arg) 5 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Lys-Gln-Lys-(Arg) 5 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-Gln-(Lys) 2 -(Arg) 5 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 3 -Gln-(Arg) 2 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 4 -Gln-Arg-NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-Arg-(Lys) 2 -(Arg) 5 -Gln-NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Trp-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-1-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-2-Nal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Lys-Asp-β-Ala-Tyr-Gly-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-c(Cys-Glu-His-D-2-Nal-Arg-Bal-Ala-Cys)-(Pro) 2 -Arg-Asp-β-Ala-Tyr-Gly-(Arg) 6 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-Arg-(Lys) 2 -Arg-Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 2 -Lys-(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-Arg-Lys-(Arg) 3 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-Arg-(Lys) 2 -Arg-Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-Arg-(Lys) 2 -(Arg) 2 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Ala-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(β-Ala) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(Doc) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(β-Ala) 2 -Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Lys)-(Doc) 2 -Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-β-Ala-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-His-D-Phe-Arg-Trp-Ahx-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-Phe-Arg-Trp-β-Ala-D-Cys)-Thr-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Cha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Chg-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-hCha-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-D-Chg-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-hPhe-c(Asp-His-D-Phe-Arg-Trp-Gaba-Lys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-His-D-Phe-Arg-D-Trp-Apn-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-His-D-Phe-Arg-D-Trp-Ahx-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-His-D-Phe-Arg-D-Trp-β-Ala-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-β-Ala-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-(β-Ala) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Pen)-(Doc) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-Arg-Trp-β-Ala-D-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-Arg-Trp-β-Ala-D-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-Arg-Trp-β-Ala-D-Cys)-(β-Ala) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-Arg-Trp-β-Ala-D-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-Arg-Trp-β-Ala-D-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-Arg-Trp-β-Ala-D-Cys)-(Doc) 2 -Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(β-Ala) 2 -(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(β-Ala) 2 -(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Trp-β-Ala-D-Cys)-Thr-(Doc) 2 -(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-(f-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-(f-Ala) 2 -(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

D-Phe-c(Cys-His-D-(Et)Tyr-hArg-Bip-β-Ala-D-Cys)-Thr-(Doc) 2 -(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Ala-His-D-Phe-Arg-Trp-Gly-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Apn-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Leu-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Ac-Nle-c(Cys-D-Cha-His-D-Phe-Arg-Trp-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-β-Ala-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-(β-Ala) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 3 -NH 2 ;

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-Doc-Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ; or

Nle-c(Cys-His-D-Phe-Arg-Trp-Gaba-Cys)-(Doc) 2 -Tyr-Gly-(Arg) 5 -Gln-(Arg) 4 -NH 2 ;

or a pharmaceutically acceptable salt thereof.

6. A compound according to claim 5 , wherein said compound is: