CR665

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CR665
FE 200665.svg
Names
IUPAC name
(R)-2-((R)-2-((R)-2-amino-3-phenylpropanamido)-3-phenylpropanamido)-N-((R)-5-guanidino-1-oxo-1-((pyridin-4-ylmethyl)amino)pentan-2-yl)hexanamide
Other names
CR 665; JNJ 38488502
Identifiers
228546-92-7 YesY
3D model (Jmol) Interactive image
ChemSpider 32702094
Properties
C36H49N9O4
Molar mass 671.85 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

CR665 (H-D-Phe-D-Phe-D-Nle-D-Arg-NH-4-Picolyl), also known by the previous developmental code names FE-200665 and JNJ-38488502, is an all D-amino acid peptide that acts as a peripherally restricted κ-opioid receptor agonist. The selectivity for FE 200665 is 1/16,900/84,600 for the human κ, μ, and δ opioid receptors, respectively. The dose of FE 200665 required to produce motor impairment (measure of CNS penetration) was 548 times higher than the dose required for antinociceptive activity.[1] It is being developed for use by Cara Therapeutics under the code name CR665.

A small, double blind study was done in healthy humans to determine the analgesic effects. CR665 was dosed at 0.36 mg/kg I.V., and was compared to 15 mg oxycodone orally. CR665 had analgesic effects on visceral pain, but produced a hyperalgesic response in a skin pinch test.[2]

See also[edit]

References[edit]

  1. ^ Vanderah, T. W.; Largent-Milnes, T.; Lai, J.; Porreca, F.; Houghten, R. A.; Menzaghi, F.; Wisniewski, K.; Stalewski, J.; Sueiras-Diaz, J.; Galyean, R.; Schteingart, C.; Junien, J. L.; Trojnar, J.; Rivière, P. J. (2008). "Novel D-Amino Acid Tetrapeptides Produce Potent Antinociception by Selectively Acting at Peripheral κ-Opioid Receptors". European Journal of Pharmacology. 583 (1): 62–72. doi:10.1016/j.ejphar.2008.01.011. PMID 18282565. 
  2. ^ Arendt-Nielsen, L.; Olesen, A. E.; Staahl, C.; Menzaghi, F.; Kell, S.; Wong, G. Y.; Drewes, A. M. (2009). "Analgesic Efficacy of Peripheral κ-Opioid Receptor Agonist CR665 Compared to Oxycodone in a Multi-modal, Multi-Tissue Experimental Human Pain Model: Selective Effect on Visceral Pain". Anesthesiology. 111 (3): 616–624. doi:10.1097/ALN.0b013e3181af6356. PMID 19672186.