18,19-Dehydrobuprenorphine

18,19-Dehydrobuprenorphine Structure.svg skin-invert-image 200px 17-Cyclopropylmethyl-4,5α-epoxy-6α,14α etheno-7α-(1-hydroxy-1,2,2-trimethylpropyl)-6β-methoxymorphinan-3-ol HS 599 155203-05-7 correct correct FDA BB3EB8AQ3P 110805155 101720618 1S/C29H39NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-11,17,20-21,24,31-32H,6-7,12-16H2,1-5H3/t20-,21-,24-,26+,27+,28+,29?/m1/s1 XXEUUFWMPBSHCE-NFCPXPRCSA-N C[C@]([C@H]1C[C@]23C=CC1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)(C(C)(C)C)O 29 39 1 4 18,19-Dehydrobuprenorphine (HS-599) is a didehydro derivative of buprenorphine. It has about twice the potency of buprenorphine. It has produced a long-lasting antinociceptive response in animal tests.1572965 11564664 10.1038/sj.bjp.0704280 134 HS-599: a novel long acting opioid analgesic does not induce place-preference in rats Br J Pharmacol 441–7 Lattanzi R Negri L Giannini E Schmidhammer H Schutz J Improta G 2001 2 18,19-Dehydrobuprenorphine never induced conditioned place-preference in test animals, unlike buprenorphine and morphine. 18,19-Dehydrobuprenorphine has about three times higher affinity for the μ-opioid receptor but lower affinity for δ- and κ-opioid receptors when compared with buprenorphine. SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF18,19-DEHYDROBUPRENORPHINE Archive.org References Category:Oripavines Category:Semisynthetic opioids Category:4,5-Epoxymorphinans Category:Methoxy compounds Category:Tert-butyl compounds Category:Cyclopropyl compounds Category:Hydroxyarenes Category:Tertiary alcohols