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词条 7-PET
释义

  1. See also

  2. References

{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477226838
| IUPAC_name = (2R)-2-((4R,7S,7aR,12bS,14R)-7,9-dimethoxy-3-methyl-1,2,3,4,7,7a-hexahydro-7,4a-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-14-yl)-4-phenylbutan-2-ol
| image = 7-PET2DCSD.svg
| width = 150px
| image2 = 7-PET3DanJ.gif
| width2 = 300px
| tradename =
| legal_status =
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 13965-63-4
| PubChem = 203125
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 21106246
| C=31 | H=39 | N=1 | O=4
| smiles = O[C@](C)(CCc1ccccc1)[C@H]7CC64\\C=C/[C@@]7(OC)[C@@H]5Oc2c3c(ccc2OC)C[C@H]6N(CC[C@@]345)C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C31H39NO4/c1-28(33,13-12-20-8-6-5-7-9-20)23-19-29-14-15-31(23,35-4)27-30(29)16-17-32(2)24(29)18-21-10-11-22(34-3)26(36-27)25(21)30/h5-11,23-24,27,33H,12-19H2,1-4H3/t23?,24-,27?,28?,29-,30+,31-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = CSZMZMPPNJFGRW-TZBHJBKBSA-N
}}7-PET was discovered by K.W. Bentley[1] and is a potent opioid analgesic drug, 300 times the potency of morphine by weight.[2] It is related to the more well-known oripavine derivative opioid etorphine, which is used as a very potent veterinary painkiller and anesthetic medication, used primarily for the sedation of large animals such as elephants, giraffes and rhinos. 7-PET itself has a 3-O-methyl ether which reduces potency, but the 3-OH derivative is around 2200x morphine, almost the same potency as etorphine as a μ agonist,[3][4] and unexpectedly the 3-desoxy compound is also around the same potency of 2000x morphine.[5]

Unlike etorphine however, 7-PET is not an illegal drug, and is not controlled under the UN drug conventions, but it might still be considered to be a controlled substance analogue of etorphine on the grounds of its related chemical structure in some jurisdictions such as the United States, Canada, Australia and New Zealand.

See also

  • 14-Cinnamoyloxycodeinone
  • 14-Phenylpropoxymetopon
  • N-Phenethylnormorphine
  • N-Phenethyl-14-ethoxymetopon
  • Phenomorphan
  • RAM-378
  • Ro4-1539

References

1. ^{{ cite journal |author1=Bentley, K. W. |author2=Hardy, D. G. |author3=Meek, B. | title = Novel analgesics and molecular rearrangements in the morphine-thebaine group. II. Alcohols derived from 6,14-endo-etheno- and 6,14-endo-ethanotetrahydrothebaine | journal = Journal of the American Chemical Society | year = 1967 | volume = 89 | issue = 13 | pages = 3273–3280 | doi = 10.1021/ja00989a031 | pmid=6042763}}
2. ^{{ cite journal |author1=Lewis, J. W. |author2=Bentley, K. W. |author3=Cowan, A. | title = Narcotic Analgesics and Antagonists | journal = Annual Review of Pharmacology | year = 1971 | volume = 11 | pages = 241–270 | doi = 10.1146/annurev.pa.11.040171.001325 | pmid = 4948499 }}
3. ^{{ cite journal |author1=Feinberg, A. P. |author2=Creese, I. |author3=Snyder, S. H. | title = The opiate receptor: a model explaining structure-activity relationships of opiate agonists and antagonists | journal = Proceedings of the National Academy of Sciences of the United States of America | year = 1976 | volume = 73 | issue = 11 | pages = 4215–4219 | pmid = 186791 | pmc = 431391 | url = https://www.ncbi.nlm.nih.gov/pmc/articles/PMC431391/pdf/pnas00041-0437.pdf | format = pdf | doi=10.1073/pnas.73.11.4215}}
4. ^{{ cite book |author1=Bentley, K. W. |author2=Lewis, J. W. |editor1=Kosterlitz, H. W. |editor2=Collier, H. O. J. |editor3=Villarreal, J. E. | title = Agonist and Antagonist Actions of Narcotic Analgesic Drugs | pages = 7–16 | publisher = University Park Press | location = Baltimore | year = 1973 | isbn = 978-0839107255 | lccn = 72012612 }}
5. ^{{cite journal | author = | year = 1970 | title = Novel analgetics and molecular rearrangements in the morphine-thebaine group. XVIII. 3-Deoxy-6,14-endo-etheno-6,7,8,14-tetrahydrooripavines | journal = Journal of Medicinal Chemistry | volume = 13 | issue = 3 | pmid = 5441135| pages = 525–527 | url = | format = | accessdate = | doi = 10.1021/jm00297a041 | last1 = Lewis | first1 = J. W. | last2 = Readhead | first2 = M. J. }}
{{Opioidergics}}{{analgesic-stub}}

5 : Semisynthetic opioids|Mu-opioid agonists|Morphinans|Phenol ethers|Alcohols

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