NOVEL COMPOUND HAVING GPR54 AGONISTIC ACTIVITY

• US 20100160241A1
• Filed: 10/24/2006
• Published: 06/24/2010
• Est. Priority Date: 04/26/2006
• Status: Active Grant

• Current Assignee: Koyto University, Kyoto University, Takeda Pharmaceutical Company Limited
• Original Assignee: Kyoto University
• Inventors: Niida, Ayumu, Oishi, Shinya, Tomita, Kenji, Fujii, Nobutaka
• Granted Patent: US 8,183,212 B2
• Time in Patent Office: Days
• US Class Current: 514/1.100
• 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: A61P 15/00 Drugs for genital or sexual disorders for disorders of sex hormones A61P5/24; Contraceptives
• CPC Class Codes: A61P 15/08 for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 35/04 specific for metastasis
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07K 5/0808 the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
• CPC Class Codes: C07K 7/06 having 5 to 11 amino acids

Abstract

The present invention provides a compound represented by the following formula (1);

wherein

• • R¹ is an aryl group etc.;
  • R² is —CO—NH— etc.;
  • R³ is a methyl group having an aromatic group or a cycloalkyl group;
  • R⁴ is a hydrogen atom etc.;
  • R⁵ is a methyl group having an aromatic group; and
  • R⁶ is an amino group or an N-alkyl substituted amino group, having a low-molecular weight and a superior GPR54 agonist activity, and a pharmaceutical composition containing the compound.

Claims

1. A compound represented by the following formula (1):

2. The compound of claim 1, wherein R¹ is any one kind selected from the group consisting of a 2-pyrrolyl group, a 4-methoxyphenyl group, a 4-chlorophenyl group and a 4-fluorophenyl group.

3. The compound of claim 1, wherein R³ is any one kind selected from the group consisting of a benzyl group, a naphthylmethyl group and a cyclohexylmethyl group.

4. The compound of claim 1, wherein R⁴ is a hydrogen atom.

5. The compound of claim 1, wherein R⁵ is any one kind selected from the group consisting of a 3-indolylmethyl group, a naphthylmethyl group, a benzyl group and a hydroxybenzyl group.

6. A pharmaceutical composition comprising a compound of claim 1, and a pharmaceutically acceptable excipient, a diluent or a carrier.

7. The pharmaceutical composition of claim 6, wherein the activation of GPR54 is for a prophylactically or therapeutically effective disease.

8. A cancer metastasis suppressor comprising a compound of claim 1.

9. The metastasis suppressor of claim 8, wherein the cancer is melanoma or pancreatic cancer.

10. A therapeutic agent for infertility comprising the compound of claim 1.