GB1000891A - Improvements in or relating to substituted 2,8-diazaspiro[4,5]decanes - Google Patents
Improvements in or relating to substituted 2,8-diazaspiro[4,5]decanesInfo
- Publication number
- GB1000891A GB1000891A GB35477/61A GB3547761A GB1000891A GB 1000891 A GB1000891 A GB 1000891A GB 35477/61 A GB35477/61 A GB 35477/61A GB 3547761 A GB3547761 A GB 3547761A GB 1000891 A GB1000891 A GB 1000891A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- benzyl
- formula
- halo
- reacting
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention comprises compounds of general formula <FORM:1000891/C2/1> wherein R1 is hydrogen, alkyl (1-4 C), or benzyl, and R2 is hydrogen, fluorine, chlorine, bromine, alkyl (1-4 C) or alkoxy (1-4 C); and their acid addition salts; and their preparation by reacting a succinimide of formula <FORM:1000891/C2/2> with a halo-ketone of formula <FORM:1000891/C2/3> in the presence of an alkaline condensation agent. Succinimides II are prepared for example by reacting 1-benzyl-4-piperidone with a cyanoacetic acid alkyl ester using a dehydration catalyst: the (1 - benzyl - 4 - piperidylidene)-cyanoacetic acid alkyl ester results and to this compound addition of HCN across the double bond, saponification and decarboxylation are effected: the compound of formula <FORM:1000891/C2/4> results and yields dialkyl esters which are reacted with compounds R1-NH2 yielding the N-benzyl-compounds II which are then hydrogenated. Halo-ketones III are prepared for example by Friedel-Crafts reaction of 4-chloro-p-methyl-butyrophenone and g - chlorobutyric acid chloride. Pharmaceutical compositions comprise compounds I and salts of the invention with carriers. Enteral, parenteral and intranasal administration of tablets, dragees, syrups, solutions, suppositories, ointments, suspensions and emulsions are mentioned. The compounds act on the peripheral and central nervous system, e.g. as neuroleptics.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1213560A CH392534A (en) | 1960-10-31 | 1960-10-31 | Process for the preparation of new heterocyclic compounds |
| CH747161 | 1961-06-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1000891A true GB1000891A (en) | 1965-08-11 |
Family
ID=25701417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35477/61A Expired GB1000891A (en) | 1960-10-31 | 1961-10-02 | Improvements in or relating to substituted 2,8-diazaspiro[4,5]decanes |
Country Status (7)
| Country | Link |
|---|---|
| CY (1) | CY383A (en) |
| ES (1) | ES271677A1 (en) |
| FR (1) | FR1742M (en) |
| GB (1) | GB1000891A (en) |
| LU (1) | LU40767A1 (en) |
| MY (1) | MY6700073A (en) |
| OA (1) | OA00712A (en) |
-
1961
- 1961-10-02 GB GB35477/61A patent/GB1000891A/en not_active Expired
- 1961-10-30 LU LU40767A patent/LU40767A1/xx unknown
- 1961-10-31 ES ES0271677A patent/ES271677A1/en not_active Expired
-
1962
- 1962-01-29 FR FR886272A patent/FR1742M/en not_active Expired
-
1964
- 1964-12-08 OA OA50784A patent/OA00712A/en unknown
-
1967
- 1967-04-13 CY CY38367A patent/CY383A/en unknown
- 1967-12-31 MY MY196773A patent/MY6700073A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MY6700073A (en) | 1967-12-31 |
| LU40767A1 (en) | 1962-04-30 |
| OA00712A (en) | 1967-07-15 |
| FR1742M (en) | 1963-03-25 |
| ES271677A1 (en) | 1962-06-16 |
| CY383A (en) | 1967-04-13 |
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