- Norbuprenorphine
-
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 Clinical data Pregnancy cat. ? Legal status ? Identifiers CAS number 78715-23-8 ATC code ? PubChem CID 6426801 ChemSpider 4932224 Chemical data Formula C25H35NO4 Mol. mass 413.55 g/mol SMILES eMolecules & PubChem 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
- ^ 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. PMID 17283225. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=17283225.
- ^ 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.
- ^ 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 37 (4): 441–457. doi:10.1080/00498250701251126. PMID 17455115. http://informahealthcare.com/doi/abs/10.1080/00498250701251126.
Anxiolytics (N05B) GABAA PAMs Adinazolam • Alprazolam • Bretazenil • Bromazepam • Camazepam • Chlordiazepoxide • Clobazam • Clonazepam • Clorazepate • Clotiazepam • Cloxazolam • Diazepam • Ethyl Loflazepate • Etizolam • Fludiazepam • Halazepam • Imidazenil • Ketazolam • Lorazepam • Medazepam • Nordazepam • Oxazepam • Pinazepam • PrazepamAbecarnil • Adipiplon • Alpidem • CGS-8216 • CGS-9896 • CGS-13767 • CGS-20625 • Divaplon • ELB-139 • Fasiplon • GBLD-345 • Gedocarnil • L-838,417 • NS-2664 • NS-2710 • Ocinaplon • Pagoclone • Panadiplon • Pipequaline • RWJ-51204 • SB-205,384 • SL-651,498 • Taniplon • TP-003 • TP-13 • TPA-023 • Y-23684 • ZK-93423PyrazolopyridinesCartazolate • Etazolate • ICI-190,622 • TracazolateOthersChlormezanone • Ethanol (Alcohol) • Etifoxine • Kavalactones (Kava Kava) • Skullcap • Valerenic Acid (Valerian)α2δ VDCC Blockers 5-HT1A Agonists H1 Antagonists Diphenylmethanes: Captodiame • Hydroxyzine; Others: Brompheniramine • Chlorpheniramine • PheniramineCRH1 Antagonists NK2 Antagonists GR-159,897 • SaredutantMCH1 antagonists ATC-0175 • SNAP-94847mGluR2/3 Agonists mGluR5 NAMs TSPO agonists σ1 agonists Afobazole • OpipramolOthers Benzoctamine • Carbetocin • Demoxytocin • Mephenoxalone • Mepiprazole • Oxanamide • Oxytocin • Promoxolane • Tofisopam • Trimetozine • WAY-267,464#WHO-EM. ‡Withdrawn from market. Clinical trials: †Phase III. §Never to phase III Opioids Opium and
poppy straw
derivativesCrude opiate extracts/
whole opium productsCompote/Kompot/Polish heroin • Diascordium • B & O Supprettes • Dover's powder • Kendal Black Drop • Laudanum • Mithridate • Opium • Paregoric • Poppy straw concentrate • Poppy tea • Smoking opium • Theriac
Natural opiates Opium alkaloids
see also: Components of opiumAlkaloid salts mixtures Semisynthetics
including
Bentley compoundsMorphine family 3,6-diesters of morphine Acetylpropionylmorphine • Diacetyldihydromorphine (Dihydroheroin, Acetylmorphinol) • Dibenzoylmorphine • Dipropanoylmorphine • Heroin (Diacetylmorphine) • Nicomorphine
Codeine-dionine family Morphinones and morphols 14-Cinnamoyloxycodeinone • 14-Ethoxymetopon • 14-Methoxymetopon • 14-Phenylpropoxymetopon • 7-Spiroindanyloxymorphone • Acetylmorphone • Codeinone • Codorphone • Codoxime • Thebacon (Acetyldihydrocodeinone / Dihydrocodeinone enol acetate) • Hydrocodone • Hydromorphone • Metopon • Morphinone • N-Phenethyl-14-ethoxymetopon • Oxycodone • Oxymorphol • Oxymorphone • Pentamorphone • Semorphone
Morphides Dihydrocodeine series 14-hydroxydihydrocodeine • Acetyldihydrocodeine • Dihydrocodeine • Nicocodeine • Nicodicodeine
Hydrazones Halogenated morphine derivatives 1-Iodomorphine
Active opiate
metabolitesMorphinans Morphinan series Cyclorphan • Dextrallorphan • Levorphanol • Levophenacylmorphan • Levomethorphan • Norlevorphanol • Oxilorphan • Phenomorphan • Methorphan / Racemethorphan • Morphanol / Racemorphanol • Ro4-1539 • Xorphanol
Others Benzomorphans 8-Carboxamidocyclazocine • Alazocine • Bremazocine • Dezocine • Ketazocine • Metazocine • Pentazocine • Phenazocine
4-Phenylpiperidines Pethidines
(Meperidines)4-Fluoromeperidine • Allylnorpethidine • Anileridine • Benzethidine • Carperidine • Difenoxin • Diphenoxylate • Etoxeridine (Carbetidine) • Furethidine • Hydroxypethidine (Bemidone) • Morpheridine • Oxpheneridine (Carbamethidine) • Pethidine (Meperidine) • Pethidine Intermediate A • Pethidine Intermediate B (Norpethidine) • Pethidine Intermediate C (Pethidinic Acid) • Pheneridine • Phenoperidine • Piminodine • Properidine (Ipropethidine) • Sameridine
Prodines Ketobemidones Others Open chain
opioidsAmidones Methadols Moramides Dextromoramide • Levomoramide • Racemoramide
Thiambutenes Phenalkoxams Ampromides Others IC-26 • Isoaminile • Lefetamine • R-4066
Anilidopiperidines 3-Allylfentanyl • 3-Methylfentanyl • 3-Methylthiofentanyl • 4-Phenylfentanyl • Alfentanil • α-methylacetylfentanyl • α-methylfentanyl • α-methylthiofentanyl • β-hydroxyfentanyl • β-hydroxythiofentanyl • β-methylfentanyl • Brifentanil • Carfentanil • Fentanyl • Lofentanil • Mirfentanil • Ocfentanil • Ohmefentanyl • Parafluorofentanyl • Phenaridine • Remifentanil • Sufentanil • Thiofentanyl • Trefentanil
Oripavine
derivatives7-PET • Acetorphine • BU-48 • Buprenorphine • Cyprenorphine • Dihydroetorphine • Etorphine • Norbuprenorphine
Phenazepanes Pirinitramides Benzimidazoles Indoles Diphenylmethylpiperazines Opioid peptides
see also: Opioid neuropeptidesAdrenorphin • Amidorphin • Casomorphin • DADLE • DAMGO • Dermorphin • Dynorphin • Endomorphin • Endorphins • Enkephalin • Gliadorphin • Morphiceptin • Nociceptin • Octreotide • Opiorphin • Rubiscolin • TRIMU 5
Others AD-1211 • AH-7921 • Azaprocin • BDPC • BRL-52537 • Bromadoline • C-8813 • Ciramadol • Doxpicomine • Enadoline • Faxeladol • GR-89696 • Herkinorin • ICI-199,441 • ICI-204,448 • J-113,397 • JTC-801 • Ketamine • LPK-26 • Methopholine • MT-45 • N-Desmethylclozapine • NNC 63-0532 • Nortilidine • O-Desmethyltramadol • Phencyclidine • Prodilidine • Profadol • Ro64-6198 • Salvinorin A • SB-612,111 • SC-17599 • RWJ-394,674 • TAN-67 • Tapentadol • Tifluadom • Tilidine • Tramadol • Trimebutine • U-50,488 • U-69,593 • Viminol • W-18
Opioid antagonists
&
inverse agonists5'-Guanidinonaltrindole • Alvimopan • Chlornaltrexamine • Cyclazocine • Cyprodime • Diprenorphine (M5050) • JDTic • Levallorphan • Methylnaltrexone • Nalfurafine • Nalmefene • Naloxazone • Naloxonazine • Naloxone • Nalorphine • Naltrexone • Naltriben • Naltrindole • Norbinaltorphimine • Oxilorphan
List of opioids 
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