norbuprenorphine

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Names

[ CAS No. ]:
78715-23-8

[ Name ]:
norbuprenorphine

[Synonym ]:
6-Methylamino-4,4-diphenyl-3-heptanol-acetat
7a-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydronororipavine
Noracetylmethadol
paracymethadol
Noracetylmethadone
Noracymethadole

Chemical & Physical Properties

[ Density]:
1.27g/cm3

[ Boiling Point ]:
562.7ºC at 760 mmHg

[ Melting Point ]:
221-224ºC

[ Molecular Formula ]:
C25H35NO4

[ Molecular Weight ]:
413.55000

[ Flash Point ]:
294.1ºC

[ Exact Mass ]:
413.25700

[ PSA ]:
70.95000

[ LogP ]:
3.62020

[ Index of Refraction ]:
1.627

Safety Information

[ Symbol ]:

GHS02, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H311 + H331-H370

[ Precautionary Statements ]:
P210-P260-P280-P301 + P310-P311

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol, solution

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • [5α,7α]-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-α-methyl-6,14-ethenomorphinan-7-methanol
  • 1-[(5α,7α)-3-methoxy-4,5-epoxy-18,19-dihydro-7-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-6,14-ethenomorphinan-17-yl]ethanone

DownStream

  • buprenorphine

Articles

P-glycoprotein is a major determinant of norbuprenorphine brain exposure and antinociception.

J. Pharmacol. Exp. Ther. 343(1) , 53-61, (2012)

Norbuprenorphine is a major metabolite of buprenorphine and potent agonist of μ, δ, and κ opioid receptors. Compared with buprenorphine, norbuprenorphine causes minimal antinociception but greater res...

Chemical and enzyme-assisted syntheses of norbuprenorphine-3-β-D-glucuronide.

Bioconjug. Chem. 22(4) , 752-8, (2011)

Norbuprenorphine-3-β-d-glucuronide (nBPN-3-β-d-G, 1) is a major phase II metabolite of buprenorphine, a pharmaceutical used for the treatment of opioid addiction. The pharmacological activity of compo...

Preliminary buprenorphine sublingual tablet pharmacokinetic data in plasma, oral fluid, and sweat during treatment of opioid-dependent pregnant women.

Ther. Drug Monit. 33(5) , 619-26, (2011)

Buprenorphine is currently under investigation as a pharmacotherapy to treat pregnant women for opioid dependence. This research evaluates buprenorphine (BUP), norbuprenophine (NBUP), buprenorphine-gl...


More Articles

Related Compounds

  • Norbuprenorphine-D3
  • 3-O-methyl-norbuprenorphine
  • 3-O-Methyl Norbuprenorphine
  • N-(3-Butenyl)norbuprenorphine
  • Norbuprenorphine 3-O-glucuronide
  • N-Cyano-3-O-methyl Norbuprenorphine
  • 4,6-Dimethoxyquinoline-2-carboxylic acid
  • N-(3-methoxypropyl)-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-amine
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • 3-methyl-6-phenyl-2-sulfanylidene-1H-pyrimidin-4-one