JWH-051

JWH-051
(IUPAC) ime
	((6aR,10aR)-6,6-dimetil-3-(2-metiloktan-2-il)-6a,7,10,10a-tetrahidrobenzo[c]hromen-9-il)metanol
Klinički podaci
Identifikatori
ATC kod	nije dodeljen
PubChem	9799540
Hemijski podaci
Formula	C25H38O2
Mol. masa	370,567 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C25H38O2/c1-6-7-8-9-14-24(2,3)19-11-12-20-21-15-18(17-26)10-13-22(21)25(4,5)27-23(20)16-19/h10-12,16,21-22,26H,6-9,13-15,17H2,1-5H3 ; Key: ORTVDISIJXKUAV-UHFFFAOYSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

JWH-051 je analgetik koji je kanabinoidni agonist. Njegova hemijska struktura je blisko srodna sa potentnim kanabinoidnim agonistom HU-210. Jedina razlika je u uklonjenoj hidroksilnoj grupi u poziciji 1 aromatičnog prstena.

JWH-051 ima visok afinitet za CB₁ receptor, ali je jači agonist za CB₂, sa Ki vrednošću od 14nM na CB₂ vs 19nM na CB₁.^[3] On je bio jedan od prvih CB₂-selektivnih liganda, mada je njegova selektivnost za CB₂ umerena u poređenju sa novijim jedinjenjima, poput HU-308.

On proizvodi slične efekte kao i drugi kanabinoidni agonisti, kao što su sedacija i analgezija, ali ima relativno jako antiinflamatorno dejstvo usled njegovog visokog afiniteta za CB₂.^[4]^[5]^[6]

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Huffman JW, Yu S, Showalter V, Abood ME, Wiley JL, Compton DR, Martin BR, Bramblett RD i dr.. (1996). „Synthesis and pharmacology of a very potent cannabinoid lacking a phenolic hydroxyl with high affinity for the CB2 receptor”. Journal of Medical Chemistry 39 (20): 3875–7. DOI:10.1021/jm960394y. PMID 8831752.
↑ Huffman JW (2000). „The search for selective ligands for the CB2 receptor”. Current pharmaceutical design 6 (13): 1323–37. DOI:10.2174/1381612003399347. PMID 10903395.
↑ Klein TW, Newton C, Friedman H (1998). „Cannabinoid receptors and the cytokine network”. Advances in experimental medicine and biology. Advances in Experimental Medicine and Biology 437: 215–22. DOI:10.1007/978-1-4615-5347-2_24. ISBN 978-0-306-45838-5. PMID 9666274.
↑ Griffin G, Fernando SR, Ross RA, McKay NG, Ashford ML, Shire D, Huffman JW, Yu S i dr.. (1997). „Evidence for the presence of CB2-like cannabinoid receptors on peripheral nerve terminals”. European Journal of Pharmacology 339 (1): 53–61. DOI:10.1016/S0014-2999(97)01336-8. PMID 9450616.

Spoljašnje veze

	Portal Medicina
	Portal Hemija

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Huffman JW, Yu S, Showalter V, Abood ME, Wiley JL, Compton DR, Martin BR, Bramblett RD i dr.. (1996). „Synthesis and pharmacology of a very potent cannabinoid lacking a phenolic hydroxyl with high affinity for the CB2 receptor”. Journal of Medical Chemistry 39 (20): 3875–7. DOI:10.1021/jm960394y. PMID 8831752.

[4] Huffman JW (2000). „The search for selective ligands for the CB2 receptor”. Current pharmaceutical design 6 (13): 1323–37. DOI:10.2174/1381612003399347. PMID 10903395.

[5] Klein TW, Newton C, Friedman H (1998). „Cannabinoid receptors and the cytokine network”. Advances in experimental medicine and biology. Advances in Experimental Medicine and Biology 437: 215–22. DOI:10.1007/978-1-4615-5347-2_24. ISBN 978-0-306-45838-5. PMID 9666274.

[6] Griffin G, Fernando SR, Ross RA, McKay NG, Ashford ML, Shire D, Huffman JW, Yu S i dr.. (1997). „Evidence for the presence of CB2-like cannabinoid receptors on peripheral nerve terminals”. European Journal of Pharmacology 339 (1): 53–61. DOI:10.1016/S0014-2999(97)01336-8. PMID 9450616.

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