GB843908A - Novel morphinan derivatives and the manufacture thereof - Google Patents

Novel morphinan derivatives and the manufacture thereof

Info

Publication number
GB843908A
GB843908A GB40830/58A GB4083058A GB843908A GB 843908 A GB843908 A GB 843908A GB 40830/58 A GB40830/58 A GB 40830/58A GB 4083058 A GB4083058 A GB 4083058A GB 843908 A GB843908 A GB 843908A
Authority
GB
United Kingdom
Prior art keywords
methyl
manufacture
morphinane
methoxy
general formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB40830/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB843908A publication Critical patent/GB843908A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/06—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
    • C07D489/08—Oxygen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)

Abstract

The invention comprises compounds of the general formula: <FORM:0843908/IV(b)/1> (wherein R1 represents a hydrogen atom or a methyl group, R2 a methyl or ethyl group and R3 a methyl, ethyl or ethynyl group) and their acid addition salts, and the preparation thereof by reacting 3-hydroxy- or 3-methoxy-morphinane (racemic or optically active) with an alkyl halide of the general formula: <FORM:0843908/IV(b)/2> (wherein X represents a halogen atom), and, if desired, converting the product into an acid addition salt. (-)-3-Methoxy-N-(Y : Y-dimethylallyl) - morphinane can also be made by methylating the corresponding 3-hydroxy compound with phenyltrimethylammonium hydroxide. The products are useful as antitussive agents, and the laevo-rotatory isomers also as analgesics.
GB40830/58A 1957-12-20 1958-12-18 Novel morphinan derivatives and the manufacture thereof Expired GB843908A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH843908X 1957-12-20

Publications (1)

Publication Number Publication Date
GB843908A true GB843908A (en) 1960-08-10

Family

ID=4541608

Family Applications (1)

Application Number Title Priority Date Filing Date
GB40830/58A Expired GB843908A (en) 1957-12-20 1958-12-18 Novel morphinan derivatives and the manufacture thereof

Country Status (1)

Country Link
GB (1) GB843908A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0657163A1 (en) * 1993-06-30 1995-06-14 Toray Industries, Inc. Antitussive
EP0663401A1 (en) * 1993-07-23 1995-07-19 Toray Industries, Inc. Morphinan derivative and medicinal use

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0657163A1 (en) * 1993-06-30 1995-06-14 Toray Industries, Inc. Antitussive
EP0657163A4 (en) * 1993-06-30 1995-12-13 Toray Industries Antitussive.
US5739145A (en) * 1993-06-30 1998-04-14 Toray Industries, Inc. Antitussive agents
EP0663401A1 (en) * 1993-07-23 1995-07-19 Toray Industries, Inc. Morphinan derivative and medicinal use
EP0663401A4 (en) * 1993-07-23 1996-06-26 Toray Industries Morphinan derivative and medicinal use.

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