GB1146272A - Novel thebaine and oripavine derivatives - Google Patents
Novel thebaine and oripavine derivativesInfo
- Publication number
- GB1146272A GB1146272A GB2194/66A GB219466A GB1146272A GB 1146272 A GB1146272 A GB 1146272A GB 2194/66 A GB2194/66 A GB 2194/66A GB 219466 A GB219466 A GB 219466A GB 1146272 A GB1146272 A GB 1146272A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbons
- substituted
- group
- aryl
- dehydro
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic 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
- C07D221/22—Bridged ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,146,272. Thebaine and oripavine derivatives. RECKITT & SONS Ltd. 17 Jan., 1967 [17 Jan., 1966], No. 2194/66. Heading C2C. Novel compounds of the general formula (and acid salts thereof) wherein Y is an etheno (-CH=CH-) or ethano (-CH 2 -CH 2 ) group; R and R<SP>1</SP> are both H, Me, Et, Pr, the group C n H 2n+1 CO- (n is 1, 2 or 3), benzoyl or nicotinoyl, provided that when R is H, R<SP>1</SP> is also H and that when R is acyl, R<SP>1</SP> is the same acyl group; R<SP>2</SP> is H, acetonyl, phenacyl, alkyl, alkenyl or alkynyl, which alkyl, alkenyl or alkynyl groups may contain up to 8 carbons and may be substituted on carbons 1 to 5 (the carbon numbered 1 being adjacent to the nitrogen atom) by alicyclic, aryl, substituted aryl, alkoxy, aryloxy, substituted aryloxy, heterocyclic, or substituted amino groups; R<SP>3</SP> is alkyl, alkenyl or alkynyl with up to 3 carbons, an aryl or substituted aryl group; R<SP>4</SP> is an alkyl, alkenyl or alkynyl group with up to 8 carbons and which may be substituted on carbons 1 to 4 (the carbon numbered 1 being adjacent to the carbon atoms having the double bond) by alicyclic, aryl, substituted aryl, alkoxy, aryloxy or substituted aryloxy groups or R<SP>4</SP> is an alicyclic group containing 3 to 7 carbons, are prepared by acid hydrolysis, with or without dehydration, of 5,14-etheno- or 5,14-ethano-thebaine or oripavine derivatives possessing the appropriate tertiary alcoholic group (-COH.R<SP>3</SP>R<SP>4</SP>) at the 7-position. Pharmaceutical compositions which affect the central nervous system contain as the active ingredient the above novel compounds in association with a carrier and the compositions are in unit dosage form. 4,6 - Dehydro - 6 - o - methyl - 5,14 - (1 - 2<SP>1</SP>- hydroxyprop - 21 - ylethano) thebainiol is prepared by the interaction of 4,6-dehydro-6-o-methyl- 5,14 - (1 - acetylethano) thebainol and methyl lithium. 5,7 - Dehydro - 4,6 - o - dimethyl - 6,14 - endoetheno - 7 - (2 - hydroxyprop - 2 - yl) - dihydrothebainol is prepared by the interaction of 5,7 - dehydro - 4,6 - o - dimethyl-6,14-endoetheno - 7 - acetyldihydrothebainol and methyl magnesium iodide.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2194/66A GB1146272A (en) | 1966-01-17 | 1966-01-17 | Novel thebaine and oripavine derivatives |
LU52808D LU52808A1 (en) | 1966-01-17 | 1967-01-13 | |
NL6700612A NL6700612A (en) | 1966-01-17 | 1967-01-13 | |
BE692664D BE692664A (en) | 1966-01-17 | 1967-01-16 | |
ES0335707A ES335707A1 (en) | 1966-01-17 | 1967-01-16 | Procedure for the preparation of derivatives of the theory (Machine-translation by Google Translate, not legally binding) |
FR91484A FR1517875A (en) | 1966-01-17 | 1967-01-17 | Process for the preparation of thebaine and oripavine derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2194/66A GB1146272A (en) | 1966-01-17 | 1966-01-17 | Novel thebaine and oripavine derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1146272A true GB1146272A (en) | 1969-03-26 |
Family
ID=9735246
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2194/66A Expired GB1146272A (en) | 1966-01-17 | 1966-01-17 | Novel thebaine and oripavine derivatives |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE692664A (en) |
ES (1) | ES335707A1 (en) |
FR (1) | FR1517875A (en) |
GB (1) | GB1146272A (en) |
LU (1) | LU52808A1 (en) |
NL (1) | NL6700612A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1164671A (en) * | 1967-03-31 | 1969-09-17 | Reckitt & Sons Ltd | Novel Derivatives of Thebaine and Oripavine to their Salts, and to processes for their preparation |
GB1164672A (en) * | 1967-03-31 | 1969-09-17 | Reckitt & Sons Ltd | Novel Derivatives of Thebaine and Oripavine, their Pharmaceutically Acceptable Salts, and to processes of their production |
DE2230154A1 (en) * | 1972-06-21 | 1974-01-17 | Boehringer Sohn Ingelheim | N- (HETEROARYL-METHYL) -6,14-ENDOAETHENO7ALPHA-HYDROXYALKYL-TETRAHYDRO-NORORIPAVIN AND -THEBAINE, THEIR HYDROGENATION PRODUCTS AND ACID ADDITIONAL SALTS AND THE PROCESS FOR THEIR PRODUCTION |
-
1966
- 1966-01-17 GB GB2194/66A patent/GB1146272A/en not_active Expired
-
1967
- 1967-01-13 LU LU52808D patent/LU52808A1/xx unknown
- 1967-01-13 NL NL6700612A patent/NL6700612A/xx unknown
- 1967-01-16 ES ES0335707A patent/ES335707A1/en not_active Expired
- 1967-01-16 BE BE692664D patent/BE692664A/xx unknown
- 1967-01-17 FR FR91484A patent/FR1517875A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL6700612A (en) | 1967-07-18 |
BE692664A (en) | 1967-07-03 |
ES335707A1 (en) | 1967-12-16 |
FR1517875A (en) | 1968-03-22 |
LU52808A1 (en) | 1967-03-13 |
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