18,19-Dehydrobuprenorphine
Appearance
![]() | |
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 | |
3D model (JSmol)
|
|
PubChem CID
|
|
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C29H39NO4 | |
Molar mass | 465.634 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
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]- ^ a b c Lattanzi, R; Negri, L; Giannini, E; Schmidhammer, H; Schutz, J; Improta, G (2001). "HS-599: a novel long acting opioid analgesic does not induce place-preference in rats". Br J Pharmacol. 134 (2): 441–7. doi:10.1038/sj.bjp.0704280. PMC 1572965. PMID 11564664.
- ^ SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF18,19-DEHYDROBUPRENORPHINE Archive.org