18,19-Dehydrobuprenorphine

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18,19-Dehydrobuprenorphine
18,19-Dehydrobuprenorphine (HS-599).svg
Names
IUPAC name
17-Cyclopropylmethyl-4,5α-epoxy-6α,14α etheno-7α-(1-hydroxy-1,2,2-trimethylpropyl)-6β-methoxymorphinan-3-ol
Other names
HS 599
Identifiers
Properties
C29H39NO4
Molar mass 465.63 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

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.[1]

18,19-Dehydrobuprenorphine never induced conditioned place-preference in test animals, unlike buprenorphine and morphine.[1]

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.[1][2]

References[edit]

  1. ^ a b c Lattanzi, R; Negri, L; Giannini, E; Schmidhammer, H; Schutz, J; Improta, G. "HS-599: a novel long acting opioid analgesic does not induce place-preference in rats". Br J Pharmacol. 134: 441–7. doi:10.1038/sj.bjp.0704280. PMC 1572965Freely accessible. PMID 11564664. 
  2. ^ SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF18,19-DEHYDROBUPRENORPHINE Archive.org