GB1227965A - - Google Patents
Info
- Publication number
- GB1227965A GB1227965A GB1227965DA GB1227965A GB 1227965 A GB1227965 A GB 1227965A GB 1227965D A GB1227965D A GB 1227965DA GB 1227965 A GB1227965 A GB 1227965A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- oxadiaza
- spirodecane
- oxadiazo
- july
- 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
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- HXAOUYGZEOZTJO-UHFFFAOYSA-N 4-chloro-1-(4-fluorophenyl)butan-1-one Chemical compound FC1=CC=C(C(=O)CCCCl)C=C1 HXAOUYGZEOZTJO-UHFFFAOYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- 230000002908 adrenolytic effect Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 230000001484 cataleptigenic effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000003176 neuroleptic agent Substances 0.000 abstract 1
- 230000000701 neuroleptic effect Effects 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- CTDQAGUNKPRERK-UHFFFAOYSA-N spirodecane Chemical compound C1CCCC21CCCCC2 CTDQAGUNKPRERK-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
1,227,965. Derivatives of 1,3,8-oxadiazo[4,5]- spirodecane. FRANCE, ARMED FORCES, MINISTER OF. 3 July, 1968 [5 July, 1967; 21 June, 1968], No. 31702/68. Heading C2C. Novel derivatives of 1,3,8-oxadiazo-[4,5] spirodecane of the Formula I wherein R 1 and R 2 each are C 1-3 alkyl, substituted or unsubstituted aryl or C 7-10 aralkyl and R 1 can also be H; or R 1 and R 2 together form, with the carbon atom to which they are attached, a cycloalkyl ring having up to 6 carbon atoms; and R 3 is H or C 1-3 alkyl and the non-toxic acid addition salts thereof are prepared by reacting 3-(4-fluorobenzoyl) propyl chloride in an inert organic solvent in the presence of an alkaline condensation agent and traces of iodine with 1,3,8 oxadiaza [4,5] spirodecanes of the Formula V which are obtained by hydrogenolysis of the corresponding 8 - benzyl - 1,3,8 - oxadiaza [4,5]- spiro decanes, obtained by reacting compounds of the formula R 1 COR 2 with the appropriate N- benzyl - 4 - hydroxy - 4 - (R 3 - carbamoyl)- piperidines. Pharmaceutical compositions, having neuroleptic, sedative, cataleptogenic and adrenolytic properties and suitable for oral or rectal administration, contain the above novel compounds or acid addition salts and pharmaceutical supports or carriers.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR113106 | 1967-07-05 | ||
| FR156048A FR7463M (en) | 1967-07-05 | 1968-06-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1227965A true GB1227965A (en) | 1971-04-15 |
Family
ID=26177848
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1227965D Expired GB1227965A (en) | 1967-07-05 | 1968-07-03 |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE717405A (en) |
| CH (1) | CH487925A (en) |
| DE (1) | DE1770791A1 (en) |
| FR (2) | FR7463M (en) |
| GB (1) | GB1227965A (en) |
| NL (1) | NL6809501A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4110334A (en) * | 1976-02-14 | 1978-08-29 | Hoechst Aktiengesellschaft | Derivatives of 1-oxa-3,8-diaza-spiro-[4,5]-decanes |
| USH1209H (en) | 1985-10-04 | 1993-07-06 | The United States Of America As Represented By The United States Department Of Energy | No-carrier-added (18F)-N-methylspiroperidol |
-
0
- FR FR1541715D patent/FR1541715A/en active Active
-
1968
- 1968-06-21 FR FR156048A patent/FR7463M/fr not_active Expired
- 1968-06-28 BE BE717405D patent/BE717405A/xx unknown
- 1968-07-03 GB GB1227965D patent/GB1227965A/en not_active Expired
- 1968-07-04 CH CH996668A patent/CH487925A/en not_active IP Right Cessation
- 1968-07-04 DE DE19681770791 patent/DE1770791A1/en active Pending
- 1968-07-05 NL NL6809501A patent/NL6809501A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4110334A (en) * | 1976-02-14 | 1978-08-29 | Hoechst Aktiengesellschaft | Derivatives of 1-oxa-3,8-diaza-spiro-[4,5]-decanes |
| USH1209H (en) | 1985-10-04 | 1993-07-06 | The United States Of America As Represented By The United States Department Of Energy | No-carrier-added (18F)-N-methylspiroperidol |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1770791A1 (en) | 1971-12-02 |
| FR7463M (en) | 1969-11-24 |
| BE717405A (en) | 1968-12-30 |
| FR1541715A (en) | |
| CH487925A (en) | 1970-03-31 |
| NL6809501A (en) | 1969-01-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 435 | Patent endorsed 'licences of right' on the date specified (sect. 35/1949) | ||
| PCNP | Patent ceased through non-payment of renewal fee |