GB1071304A - Novel substituted morphinans and a process for the manufacture thereof - Google Patents

Novel substituted morphinans and a process for the manufacture thereof

Info

Publication number
GB1071304A
GB1071304A GB2761/66A GB276166A GB1071304A GB 1071304 A GB1071304 A GB 1071304A GB 2761/66 A GB2761/66 A GB 2761/66A GB 276166 A GB276166 A GB 276166A GB 1071304 A GB1071304 A GB 1071304A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
cyclobutylmethyl
cyclopropylmethyl
acid addition
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
GB2761/66A
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 GB1071304A publication Critical patent/GB1071304A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/20Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/22Bridged ring systems
    • C07D221/28Morphinans

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Novel racemic and laevorotatory compounds of the formula <FORM:1071304/C2/1> and acid addition salts thereof, wherein R is H, a C1- 5 unsaturated or saturated aliphatic radical, or acyl; and R2 is cyclopropylmethyl or cyclobutylmethyl, are prepared either by reacting a compound of formula <FORM:1071304/C2/2> with an agent which yields the cyclopropylcarbonyl or cyclobutylcarbonyl group, and reducing the carbonyl group in the resulting morphinan of the general formula <FORM:1071304/C2/3> wherein R1 has the above significance and R3 is a cyclopropyl or cyclobutyl group to CH2, e.g. by means of LiAlH4, or by condensing the compound of the second formula given above with a cyclopropylmethyl or cyclobutylmethyl halide and when required converting the product to an ether, ester or acid addition salt. Pharmaceutical compositions comprise a compound of the first formula given above, or a salt thereof with a medicinally acceptable acid, in admixture with a compatible pharmaceutical carrier. They may take the form of a solid or liquid, suitable for oral or injection administration.
GB2761/66A 1965-01-22 1966-01-21 Novel substituted morphinans and a process for the manufacture thereof Expired GB1071304A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH95765 1965-01-22
CH613165 1965-05-03

Publications (1)

Publication Number Publication Date
GB1071304A true GB1071304A (en) 1967-06-07

Family

ID=25686210

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2761/66A Expired GB1071304A (en) 1965-01-22 1966-01-21 Novel substituted morphinans and a process for the manufacture thereof

Country Status (6)

Country Link
BE (1) BE675430A (en)
BR (1) BR6676561D0 (en)
ES (1) ES322095A1 (en)
FR (2) FR1463708A (en)
GB (1) GB1071304A (en)
NL (1) NL6517169A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120122848A1 (en) * 2009-07-29 2012-05-17 Green Cross Corporation (+)-3-hydroxymorphinan derivatives as neuroprotectants

Also Published As

Publication number Publication date
BE675430A (en) 1966-07-22
FR4929M (en) 1967-03-20
FR1463708A (en) 1966-06-03
BR6676561D0 (en) 1973-09-11
ES322095A1 (en) 1966-07-16
NL6517169A (en) 1966-07-25

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