Chemistry:Frakefamide
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Short description: Opioid agonist peptide compound
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| Other names | L-Tyrosyl-D-alanyl-4-fluoro-L-phenylalanyl-L-phenylalaninamide |
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| Formula | C30H34FN5O5 |
| Molar mass | 563.630 g·mol−1 |
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Frakefamide (INN) is a synthetic, fluorinated linear tetrapeptide with the amino acid sequence Tyr-D-Ala-(p-F)Phe-Phe-NH2 which acts as a peripherally-specific, selective μ-opioid receptor agonist.[1][2] Despite its inability to penetrate the blood-brain-barrier and enter the central nervous system,[1] frakefamide has potent analgesic effects and, unlike centrally-acting opioids like morphine, does not produce respiratory depression, indicating that its antinociceptive effects are mediated by peripheral μ-opioid receptors.[1][3] It was under development for the treatment of pain by AstraZeneca and Shire but was shelved after phase II clinical trials.[4][5]
See also
References
- ↑ 1.0 1.1 1.2 "A novel molecule (frakefamide) with peripheral opioid properties: the effects on resting ventilation compared with morphine and placebo". Anesthesia and Analgesia 100 (3): 713–717. March 2005. doi:10.1213/01.ANE.0000145011.75545.C5. PMID 15728057.
- ↑ Meyler's Side Effects of Analgesics and Anti-Inflammatory Drugs. Elsevier. 30 November 2009. p. 84. ISBN 978-0-444-53273-2. https://books.google.com/books?id=2WxotnWiiWkC&pg=PA84. Retrieved 27 April 2012.
- ↑ "A novel molecule with peripheral opioid properties: the effects on hypercarbic and hypoxic ventilation at steady-state compared with morphine and placebo". Anesthesia and Analgesia 102 (1): 104–109. January 2006. doi:10.1213/01.ANE.0000184254.85567.80. PMID 16368813.
- ↑ "Introduction". Practical Process Research and Development: A Guide for Organic Chemists. Academic Press. 15 April 2012. p. 4. ISBN 978-0-12-386537-3. https://books.google.com/books?id=I_nwhvhp1BAC&pg=PA4. Retrieved 27 April 2012.
- ↑ "An overview of current and investigational drugs for the treatment of acute and chronic pain". Pain: Current Understanding, Emerging Therapies, And Novel Approaches To Drug Discovery. CRC Press. 13 May 2003. p. 400. ISBN 978-0-8247-8865-0. https://books.google.com/books?id=anRzslvfcUwC&pg=PA400. Retrieved 27 April 2012.
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