GB1152984A - New Methanobenzazocine Derivatives and Processes for their production - Google Patents
New Methanobenzazocine Derivatives and Processes for their productionInfo
- Publication number
- GB1152984A GB1152984A GB1966166A GB1966166A GB1152984A GB 1152984 A GB1152984 A GB 1152984A GB 1966166 A GB1966166 A GB 1966166A GB 1966166 A GB1966166 A GB 1966166A GB 1152984 A GB1152984 A GB 1152984A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methanobenzazocine
- derivatives
- products
- iii
- compounds
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 abstract 2
- FJNCXZZQNBKEJT-UHFFFAOYSA-N 8beta-hydroxymarrubiin Natural products O1C(=O)C2(C)CCCC3(C)C2C1CC(C)(O)C3(O)CCC=1C=COC=1 FJNCXZZQNBKEJT-UHFFFAOYSA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000000954 anitussive effect Effects 0.000 abstract 1
- 239000005557 antagonist Substances 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 125000004981 cycloalkylmethyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229960005181 morphine Drugs 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
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
- C07D221/26—Benzomorphans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Connections Arranged To Contact A Plurality Of Conductors (AREA)
- Clamps And Clips (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
Abstract
1,152,984. Methanobenzazocine derivatives. J. R. GEIGY A.G. 5 May, 1966 [5 May, 1965], No. 19661/66. Heading C2C. Compounds of the formula (wherein R 1 is H, halogen, CF 3 or OH; R 2 is H, OH, C 1-4 alkoxy or C 1-6 alkanoyloxy; Y is H or cycloalkylmethyl, or C 1-5 alkyl which may be phenyl- or aminophenyl-substituted; and X is H or C 1-3 alkyl) are prepared by reduction of compounds of the Formulµ II and III (wherein one Z is -CO- and the other is -CO- or -CH 2 -) compounds (III) giving products wherein X is H only. 8-Hydroxy products may be alkylated or alkanoylated and 8-alkylatesalkanoates may be hydrolysed. Acid-addition salts of the products may be prepared; and the products may be resolved into their d- and lforms. Starting materials of the Formulµ (II) and (III) are prepared, for example, by methods illustrated in the following reaction sequences The methanobenzazocine derivatives of the invention, which are stated to have analgetic and anti-tussive action, and to be, in some instances, antagonists of morphine, may be made up into pharmaceutical compositions for oral or parenteral administration with suitable carriers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45347265A | 1965-05-05 | 1965-05-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1152984A true GB1152984A (en) | 1969-05-21 |
Family
ID=23800715
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1966066A Expired GB1154570A (en) | 1965-05-05 | 1966-05-05 | New Methanobenzazocine Derivatives and processes for their production |
| GB1966166A Expired GB1152984A (en) | 1965-05-05 | 1966-05-05 | New Methanobenzazocine Derivatives and Processes for their production |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1966066A Expired GB1154570A (en) | 1965-05-05 | 1966-05-05 | New Methanobenzazocine Derivatives and processes for their production |
Country Status (12)
| Country | Link |
|---|---|
| AT (2) | AT260265B (en) |
| BE (2) | BE680526A (en) |
| BR (2) | BR6679232D0 (en) |
| CH (2) | CH470395A (en) |
| DE (2) | DE1695073A1 (en) |
| DK (2) | DK125092B (en) |
| ES (3) | ES326314A1 (en) |
| GB (2) | GB1154570A (en) |
| IL (2) | IL25700A (en) |
| NL (2) | NL6606056A (en) |
| NO (2) | NO123387B (en) |
| SE (2) | SE341188B (en) |
-
1966
- 1966-05-04 NL NL6606056A patent/NL6606056A/xx unknown
- 1966-05-04 NO NO16286966A patent/NO123387B/no unknown
- 1966-05-04 BE BE680526D patent/BE680526A/xx unknown
- 1966-05-04 AT AT421866A patent/AT260265B/en active
- 1966-05-04 DE DE19661695073 patent/DE1695073A1/en active Pending
- 1966-05-04 ES ES0326314A patent/ES326314A1/en not_active Expired
- 1966-05-04 DE DE19661695072 patent/DE1695072A1/en active Pending
- 1966-05-04 DK DK227666A patent/DK125092B/en unknown
- 1966-05-04 NO NO16287066A patent/NO123721B/no unknown
- 1966-05-04 ES ES0326316A patent/ES326316A1/en not_active Expired
- 1966-05-04 ES ES0326315A patent/ES326315A1/en not_active Expired
- 1966-05-04 BR BR17923266A patent/BR6679232D0/en unknown
- 1966-05-04 IL IL2570066A patent/IL25700A/en unknown
- 1966-05-04 SE SE609866A patent/SE341188B/xx unknown
- 1966-05-04 NL NL6606057A patent/NL6606057A/xx unknown
- 1966-05-04 BE BE680525D patent/BE680525A/xx unknown
- 1966-05-04 IL IL2569966A patent/IL25699A/en unknown
- 1966-05-04 DK DK227766A patent/DK124200B/en unknown
- 1966-05-04 AT AT421966A patent/AT260266B/en active
- 1966-05-04 BR BR17923166A patent/BR6679231D0/en unknown
- 1966-05-04 SE SE609966A patent/SE341189B/xx unknown
- 1966-05-05 GB GB1966066A patent/GB1154570A/en not_active Expired
- 1966-05-05 GB GB1966166A patent/GB1152984A/en not_active Expired
- 1966-05-05 CH CH649166A patent/CH470395A/en not_active IP Right Cessation
- 1966-05-05 CH CH649266A patent/CH469712A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1695073A1 (en) | 1970-12-10 |
| NO123721B (en) | 1972-01-03 |
| GB1154570A (en) | 1969-06-11 |
| NL6606056A (en) | 1966-11-07 |
| BE680525A (en) | 1966-11-04 |
| IL25700A (en) | 1971-02-25 |
| BR6679232D0 (en) | 1973-10-23 |
| CH469712A (en) | 1969-03-15 |
| DK125092B (en) | 1972-12-27 |
| DE1695072A1 (en) | 1970-12-10 |
| ES326315A1 (en) | 1967-07-01 |
| ES326314A1 (en) | 1967-03-01 |
| NL6606057A (en) | 1966-11-07 |
| SE341188B (en) | 1971-12-20 |
| AT260266B (en) | 1968-02-26 |
| AT260265B (en) | 1968-02-26 |
| BR6679231D0 (en) | 1973-09-18 |
| NO123387B (en) | 1971-11-08 |
| BE680526A (en) | 1966-11-04 |
| ES326316A1 (en) | 1967-03-01 |
| DK124200B (en) | 1972-09-25 |
| SE341189B (en) | 1971-12-20 |
| CH470395A (en) | 1969-03-31 |
| IL25699A (en) | 1971-05-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 49R | Reference inserted (sect. 9/1949) | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |