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CAS 78715-23-8

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Norbuprenorphine

Description:
Norbuprenorphine is a semi-synthetic opioid derived from buprenorphine, primarily known for its role as a metabolite of buprenorphine in the human body. It exhibits analgesic properties and interacts with the opioid receptors in the central nervous system, specifically the mu-opioid receptor, albeit with a lower affinity compared to its parent compound. Norbuprenorphine is characterized by its ability to act as a partial agonist, which means it can activate opioid receptors but to a lesser extent than full agonists, potentially leading to a reduced risk of respiratory depression. This compound is often studied for its implications in pain management and opioid dependence treatment. In terms of physical properties, norbuprenorphine is typically a white to off-white solid, and it is soluble in organic solvents but has limited solubility in water. Its pharmacokinetics and dynamics are of significant interest in both clinical and research settings, particularly regarding its role in opioid metabolism and its potential therapeutic applications.
Formula:C25H35NO4
InChI:InChI=1S/C25H35NO4/c1-21(2,3)22(4,28)16-13-23-8-9-25(16,29-5)20-24(23)10-11-26-17(23)12-14-6-7-15(27)19(30-20)18(14)24/h6-7,16-17,20,26-28H,8-13H2,1-5H3/t16-,17-,20-,22+,23-,24+,25-/m1/s1
InChI key:InChIKey=YOYLLRBMGQRFTN-IOMBULRVSA-N
SMILES:O(C)[C@@]12[C@]3([C@@]45[C@@]([C@@](CC6=C4C(O3)=C(O)C=C6)(NCC5)[H])(C[C@@]1([C@]([C@](C)(C)C)(C)O)[H])CC2)[H]
Synonyms:
  • N-De(cyclopropylmethyl)buprenorphine
  • 6,14-Ethenomorphinan-7-methanol, α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-, (αS,5α,7α)-
  • Norbuprenorphine
  • 6,14-Ethenomorphinan-7-methanol, α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-, [5α,7α(S)]-
  • (αS,5α,7α)-α-(1,1-Dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanol
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