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Norbuprenorphine
Systematic (IUPAC) name
(5α,6β,14β,18R)-18-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol
Identifiers
CAS number 78715-23-8
ATC code  ?
PubChem 6426801
ChemSpider 4932224
Chemical data
Formula C25H35NO4
Mol. mass 413.55 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

Norbuprenorphine is the primary active metabolite of buprenorphine. Norbuprenorphine acts as a μ-opioid, δ-opioid, and nociceptin receptor full agonist,[1][2] as well as a κ-opioid receptor partial agonist.[2] Norbuprenorphine crosses the blood-brain-barrier similarly to buprenorphine and likely contributes to its effects.[3]

See also

References

  1. ^ Yassen A, Kan J, Olofsen E, Suidgeest E, Dahan A, Danhof M (May 2007). "Pharmacokinetic-pharmacodynamic modeling of the respiratory depressant effect of norbuprenorphine in rats". The Journal of Pharmacology and Experimental Therapeutics 321 (2): 598–607. doi:10.1124/jpet.106.115972. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=17283225.  
  2. ^ a b Huang P, Kehner GB, Cowan A, Liu-Chen LY (May 2001). "Comparison of pharmacological activities of buprenorphine and norbuprenorphine: norbuprenorphine is a potent opioid agonist". The Journal of Pharmacology and Experimental Therapeutics 297 (2): 688–95. PMID 11303059. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=11303059.  
  3. ^ Jensen ML, Foster D, Upton R, Grant C, Martinez A, Somogyi A (April 2007). "Comparison of cerebral pharmacokinetics of buprenorphine and norbuprenorphine in an in vivo sheep model". Xenobiotica; the Fate of Foreign Compounds in Biological Systems 37 (4): 441–57. doi:10.1080/00498250701251126. PMID 17455115. http://informahealthcare.com/doi/abs/10.1080/00498250701251126.  







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