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Befiradol Reference Vidi još Spoljašnje veze Мени за навигацију208110-64-998653848041076RAT9OHA1YHCHEMBL453051259574910.1159/0000684041269481010.1016/S0014-2999(03)01566-81625413110.1124/jpet.105.0951091751292710.1016/j.ejphar.2007.04.022Bernard Vacher, Bernard Bonnaud, Wouter Koek. Pyridin-2-yl-methylamine derivatives, method of preparing and application as medicine. US Patent 6020345, May 21, 1999.2086038110.1021/jm100835qуу

АналгетициПиридиниАминиОрганофлуоридиПиперидиниАмидиХлороарени


potentanselektivanpun agonist5-HT1A receptoraanalgetskoantialodinskoopioidnihlekova protiv bolovatolerancijebenzotiofenilomMPSOPSImeprdsrdodbpasspecspvoprocN5A5B5C6A6B6D










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Befiradol




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Befiradol
F-13640 structure.png

IUPAC ime
3-​hloro-​4-​fluorofenil-​[4-​fluoro-​4-​([(5-​metilpiridin-​2-il)metilamino]metil)piperidin-​1-​il]metanon
Pravni status
Pravni status

  • Nije kontrolisan

Identifikatori
CAS broj
208110-64-9 ДаY
ATC kodnone
PubChemCID 9865384
ChemSpider
8041076 ДаY
UNII
RAT9OHA1YH ДаY
ChEMBL
CHEMBL45305 ДаY
Hemijski podaci
Formula
C20H22ClF2N3O
Molarna masa393.857 g/mol



Befiradol (F-13,640) je veoma potentan i visoko selektivan pun agonist 5-HT1A receptora. On ima veoma moćno analgetsko i antialodinsko dejstvo koje je uporedivo sa visokim dozama opioidnih lekova protiv bolova, ali sa malobrojnijim i manje izraženim nuspojavama, kao i zanemarljivim razvojem tolerancije pri dužoj upotrebi.[1][2][3][4][5][6] Jedna SAR studija je pokazala da zamena dihalofenil grupe sa 3-benzotiofenilom povećava maksimalnu efikasnost od 84% na 124% (Ki=2.7 nM)[7]



Reference




  1. ^ Bardin L, Tarayre JP, Malfetes N, Koek W, Colpaert FC (2003). „Profound, non-opioid analgesia produced by the high-efficacy 5-HT(1A) agonist F 13640 in the formalin model of tonic nociceptive pain”. Pharmacology. 67 (4): 182—94. PMID 12595749. doi:10.1159/000068404. 


  2. ^ Bruins Slot LA, Koek W, Tarayre JP, Colpaert FC (2003). „Tolerance and inverse tolerance to the hyperalgesic and analgesic actions, respectively, of the novel analgesic, F 13640”. European Journal of Pharmacology. 466 (3): 271—9. PMID 12694810. doi:10.1016/S0014-2999(03)01566-8. 


  3. ^ pages=1034–42


  4. ^ Colpaert FC, Deseure K, Stinus L, Adriaensen H (2006). „High-efficacy 5-hydroxytryptamine 1A receptor activation counteracts opioid hyperallodynia and affective conditioning”. The Journal of Pharmacology and Experimental Therapeutics. 316 (2): 892—9. PMID 16254131. doi:10.1124/jpet.105.095109. 


  5. ^ Deseure K, Bréand S, Colpaert FC (2007). „Curative-like analgesia in a neuropathic pain model: parametric analysis of the dose and the duration of treatment with a high-efficacy 5-HT(1A) receptor agonist”. European Journal of Pharmacology. 568 (1–3): 134—41. PMID 17512927. doi:10.1016/j.ejphar.2007.04.022. 


  6. ^ Bernard Vacher, Bernard Bonnaud, Wouter Koek. Pyridin-2-yl-methylamine derivatives, method of preparing and application as medicine. US Patent 6020345, May 21, 1999.


  7. ^ Bollinger S, Hübner H, Heinemann FW, Meyer K, Gmeiner P (2010). „Novel pyridylmethylamines as highly selective 5-HT(1A) superagonists”. J. Med. Chem. 53 (19): 7167—79. PMID 20860381. doi:10.1021/jm100835q. 



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