Potent non-opiate analgesic

• US 5,446,026 A
• Filed: 02/19/1993
• Issued: 08/29/1995
• Est. Priority Date: 08/09/1989
• Status: Expired due to Term

• Current Assignee: Advanced Immuni T, Inc.
• Original Assignee: Advanced Peptides and Biotechnology Sciences
• Inventors: Hill, Joanna M., Kwart, Lawrence D., Pert, Candace B., Ruff, Michael R.
• Primary Examiner(s): LEE, LESTER
• Application Number:
  US08/019,830
• Time in Patent Office: 921 Days
• Field of Search: 514/15, 514/8, 530/307, 530/328, 530/322
• US Class Current: 514/18.3
• CPC Class Codes: A61K 38/00 Medicinal preparations containing peptides peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00
• CPC Class Codes: C07K 14/585 Calcitonins

Abstract

The present invention is directed to Cholic, Chenodeoxycholic and deoxycholic acid derivatives of a peptide having the sequence: Pro-Arg-Thr-Asn-Thr-Gly-Ser-Gly-Thr-Pro-amide and use thereof in inducing analgesia.

Claims

1. A peptide of the formula ##STR3## wherein the peptide fragment has the following amino acid sequence Pro-Arg-Thr-Asn-Thr-Gly-Ser-Gly-Thr-Pro-amide and wherein R₁ and R₂ are selected from the group consisting of hydrogen and hydroxyl.

2. The peptide of claim 1 wherein R₁ and R₂ are both hydroxyl.

3. The peptide of claim 1 wherein R₁ is hydrogen and R₂ is hydroxyl.

4. The peptide of claim 1 wherein R₁ is hydroxyl and R₂ is hydrogen.

5. The peptide of claim 2 being a cholic acid derivative.

6. The peptide of claim 3 being a chenodeoxycholic acid derivative.

7. The peptide of claim 4 being a deoxychloic acid derivative.

8. A pharmaceutical composition comprising the peptide of claim 1 and a pharmaceutical acceptable carrier or diluent.

9. The composition of claim 8 wherein R₁ is hydrogen and R₂ is hydroxyl.

10. A method of inducing analgesia in a patient comprising administering to a patient in need of the same an effective analgesic amount of the peptide of claim 1.

11. The method of claim 10 wherein R₁ is hydrogen and R₂ is hydroxyl.