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BU-48

BU-48 is a drug that is used in scientific research. It is from the oripavine family, related to better-known drugs such as etorphine and buprenorphine.

BU-48
Identifiers
  • N-Cyclopropylmethyl-[7α,8α,2',3']-cyclohexano-1'[S]-hydroxy-6,14-endo-ethenotetrahydronororipavine
PubChem CID
  • 10003114
ChemSpider
  • 58178410
Chemical and physical data
FormulaC27H33NO4
Molar mass435.564 g·mol−1
3D model (JSmol)
  • Interactive image
  • CO[C@]12C=C[C@@]3([C@H]4[C@@H]1[C@H](CCC4)O)[C@H]5Cc6ccc(c7c6[C@]3([C@H]2O7)CCN5CC8CC8)O
  • InChI=1S/C27H33NO4/c1-31-27-10-9-25(17-3-2-4-18(29)22(17)27)20-13-16-7-8-19(30)23-21(16)26(25,24(27)32-23)11-12-28(20)14-15-5-6-15/h7-10,15,17-18,20,22,24,29-30H,2-6,11-14H2,1H3/t17-,18+,20-,22-,24-,25-,26+,27-/m1/s1
  • Key:LMFRYUPWVALVRA-QDFTYCMYSA-N
  (verify)

The parent compound from which BU-48 was derived (with N-methyl rather than methylcyclopropyl on the nitrogen and lacking the aliphatic hydroxyl group) is a powerful μ-opioid agonist 1000 times more potent than morphine,[1] but in contrast BU-48 has only weak analgesic effects and instead acts primarily as a δ-opioid agonist. Its main effects are to produce convulsions,[2] but it may also have antidepressant effects.[3]

See also edit

References edit

  1. ^ Lewis JW, Bentley KW, Cowan A (1971). "Narcotic analgesics and antagonists". Annual Review of Pharmacology. 11: 241–70. doi:10.1146/annurev.pa.11.040171.001325. PMID 4948499.
  2. ^ Broom DC, Guo L, Coop A, Husbands SM, Lewis JW, Woods JH, Traynor JR (September 2000). "BU48: a novel buprenorphine analog that exhibits delta-opioid-mediated convulsions but not delta-opioid-mediated antinociception in mice". The Journal of Pharmacology and Experimental Therapeutics. 294 (3): 1195–200. PMID 10945877.
  3. ^ Broom DC, Jutkiewicz EM, Rice KC, Traynor JR, Woods JH (September 2002). "Behavioral effects of delta-opioid receptor agonists: potential antidepressants?". Japanese Journal of Pharmacology. 90 (1): 1–6. doi:10.1254/jjp.90.1. PMID 12396021.

drug, that, used, scientific, research, from, oripavine, family, related, better, known, drugs, such, etorphine, buprenorphine, identifiersiupac, name, cyclopropylmethyl, cyclohexano, hydroxy, endo, ethenotetrahydronororipavinepubchem, cid10003114chemspider581. BU 48 is a drug that is used in scientific research It is from the oripavine family related to better known drugs such as etorphine and buprenorphine BU 48IdentifiersIUPAC name N Cyclopropylmethyl 7a 8a 2 3 cyclohexano 1 S hydroxy 6 14 endo ethenotetrahydronororipavinePubChem CID10003114ChemSpider58178410Chemical and physical dataFormulaC 27H 33N O 4Molar mass435 564 g mol 13D model JSmol Interactive imageSMILES CO C 12C C C 3 C H 4 C H 1 C H CCC4 O C H 5Cc6ccc c7c6 C 3 C H 2O7 CCN5CC8CC8 OInChI InChI 1S C27H33NO4 c1 31 27 10 9 25 17 3 2 4 18 29 22 17 27 20 13 16 7 8 19 30 23 21 16 26 25 24 27 32 23 11 12 28 20 14 15 5 6 15 h7 10 15 17 18 20 22 24 29 30H 2 6 11 14H2 1H3 t17 18 20 22 24 25 26 27 m1 s1Key LMFRYUPWVALVRA QDFTYCMYSA N verify The parent compound from which BU 48 was derived with N methyl rather than methylcyclopropyl on the nitrogen and lacking the aliphatic hydroxyl group is a powerful m opioid agonist 1000 times more potent than morphine 1 but in contrast BU 48 has only weak analgesic effects and instead acts primarily as a d opioid agonist Its main effects are to produce convulsions 2 but it may also have antidepressant effects 3 See also editBU72 BU08028References edit Lewis JW Bentley KW Cowan A 1971 Narcotic analgesics and antagonists Annual Review of Pharmacology 11 241 70 doi 10 1146 annurev pa 11 040171 001325 PMID 4948499 Broom DC Guo L Coop A Husbands SM Lewis JW Woods JH Traynor JR September 2000 BU48 a novel buprenorphine analog that exhibits delta opioid mediated convulsions but not delta opioid mediated antinociception in mice The Journal of Pharmacology and Experimental Therapeutics 294 3 1195 200 PMID 10945877 Broom DC Jutkiewicz EM Rice KC Traynor JR Woods JH September 2002 Behavioral effects of delta opioid receptor agonists potential antidepressants Japanese Journal of Pharmacology 90 1 1 6 doi 10 1254 jjp 90 1 PMID 12396021 nbsp This drug article relating to the nervous system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title BU 48 amp oldid 1182464962, wikipedia, wiki, book, books, library,

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