Английская Википедия:Codeinone

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Версия от 02:22, 20 февраля 2024; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{chembox | Verifiedfields = changed | verifiedrevid = 460106136 | ImageFile = Codeinone.svg | ImageSize = | IUPACName = 3-Methoxy-17-methyl-7,8-didehydro-4,5α-epoxymorphinan-6-one | PIN = (4''R'',4a''R'',7a''R'',12b''S'')-9-Methoxy-3-methyl-2,3,4,4a,7,7a-hexahydro-1''H''-4,12-methano[1]benzofuro[3,2-''e'']isoquinolin-7-one | OtherNames = |Section1={{Chembox Identifiers | ChemSpider...»)
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Шаблон:Chembox

Codeinone is an isoquinolone alkaloid[1] found in the opium poppy.[2] As an analgesic, it is one-third the potency of codeine. It is an important intermediate in the production of hydrocodone–a painkiller about three-quarters the potency of morphineШаблон:Citation needed–as well as of oxycodone,[3] though the latter can also be synthesized from thebaine.[4]

Chemical structure

Codeinone can be described as the methylether of morphinone: 3-methyl-morphinone.

Codeinone can be also described as the ketone of codeine: codeine-6-one.

Apoptotic activity

Through renewed interest into possible anti-tumor activities of some of the opium alkaloids and derivatives, unrelated to their antinociceptive properties and habit-forming effects, the oxidation product of codeine has been found to induce cell death in three different human cancer cell lines in vitro.[5]

References

Шаблон:Reflist

Шаблон:Analgesics Шаблон:Opioidergics


Шаблон:Analgesic-stub

  1. Шаблон:Cite web
  2. Шаблон:Cite journal
  3. Synthesis of Oxycodone from Codeine. Aug 2004 static snapshot of Rhodium site archive hosted by Erowid, May 2005
  4. Oxycodone / 14-hydroxydihydrocodeinone Synthesis; with alternative synthesis of 14-hydroxycodeinone intermediate. J. Med. Chem., 1974, 17, 1117
  5. Hitosugi N, Nagasaka H, Sakagami H, Matsumoto I, Kawase M (2003). Anticancer Res. 23(3B):2569-76. Шаблон:PMID