GB1503551A - 4-piperidylureas - Google Patents
4-piperidylureasInfo
- Publication number
- GB1503551A GB1503551A GB20695/75A GB2069575A GB1503551A GB 1503551 A GB1503551 A GB 1503551A GB 20695/75 A GB20695/75 A GB 20695/75A GB 2069575 A GB2069575 A GB 2069575A GB 1503551 A GB1503551 A GB 1503551A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- piperidyl
- formula
- novel
- reaction
- 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
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- QHDXPJMOWRLLRV-UHFFFAOYSA-N 1-(4-fluorophenyl)butan-1-one Chemical compound CCCC(=O)C1=CC=C(F)C=C1 QHDXPJMOWRLLRV-UHFFFAOYSA-N 0.000 abstract 1
- YMQKNCXIAQYUQU-UHFFFAOYSA-N 1-piperidin-4-ylimidazolidin-2-one Chemical class O=C1NCCN1C1CCNCC1 YMQKNCXIAQYUQU-UHFFFAOYSA-N 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 229940125723 sedative agent Drugs 0.000 abstract 1
- 150000003672 ureas Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Novel 1-[N-(p-fluorobenzoylpropyl)-4-piperidyl]ureas of the formula I below, in which R is a hydrogen atom, an acetyl group, an alkyl group with 1 to 3 carbon atoms or the phenyl group, are prepared by reacting a correspondingly substituted N-(4-piperidyl)-2-imidazolidinone with a p-fluorobutyrophenone which has in the omega position a group which can be eliminated under the reaction conditions. The products of the process can be converted into their physiologically tolerated acid addition salts. It is additionally possible for resulting compounds of the formula I in which R is hydrogen to be acetylated by reaction with acetyl chloride or acetic anhydride. The novel compounds show the typical range of effects of the neuroleptics and can therefore be employed as CNS-depressant agents, sedatives and tranquillizers. <IMAGE>
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2423896A DE2423896A1 (en) | 1974-05-16 | 1974-05-16 | NEW SINGLE SQUARE BRACKETS ON N- (P-FLUOROBENZOYLPROPYL) -4-PIPERIDYL SQUARE BRACKETS FOR -UURA AND METHOD FOR MANUFACTURING IT |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1503551A true GB1503551A (en) | 1978-03-15 |
Family
ID=5915759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20695/75A Expired GB1503551A (en) | 1974-05-16 | 1975-05-15 | 4-piperidylureas |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS50160280A (en) |
| AT (1) | AT343673B (en) |
| BE (1) | BE829139A (en) |
| CH (1) | CH613448A5 (en) |
| DE (1) | DE2423896A1 (en) |
| DK (1) | DK213575A (en) |
| ES (2) | ES437081A1 (en) |
| FI (1) | FI59407C (en) |
| FR (1) | FR2270876B1 (en) |
| GB (1) | GB1503551A (en) |
| NL (1) | NL7505711A (en) |
| NO (1) | NO142348C (en) |
| SE (1) | SE413504B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001032649A1 (en) * | 1999-10-29 | 2001-05-10 | Boehringer Ingelheim Pharma Kg | Arylalkane, arylalkene and aryl azaalkane, medicaments containing said compounds and method for the production thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6838858B2 (en) | 2001-10-29 | 2005-01-04 | Visteon Global Technologies, Inc. | Power management system and method for an automobile |
-
1974
- 1974-05-16 DE DE2423896A patent/DE2423896A1/en not_active Withdrawn
-
1975
- 1975-04-23 AT AT310375A patent/AT343673B/en not_active IP Right Cessation
- 1975-04-28 ES ES437081A patent/ES437081A1/en not_active Expired
- 1975-05-06 FI FI751333A patent/FI59407C/en not_active IP Right Cessation
- 1975-05-13 CH CH611975A patent/CH613448A5/en not_active IP Right Cessation
- 1975-05-15 SE SE7505586A patent/SE413504B/en unknown
- 1975-05-15 NO NO751725A patent/NO142348C/en unknown
- 1975-05-15 JP JP50057904A patent/JPS50160280A/ja active Pending
- 1975-05-15 GB GB20695/75A patent/GB1503551A/en not_active Expired
- 1975-05-15 DK DK213575A patent/DK213575A/en not_active Application Discontinuation
- 1975-05-15 NL NL7505711A patent/NL7505711A/en not_active Application Discontinuation
- 1975-05-15 BE BE156407A patent/BE829139A/en not_active IP Right Cessation
- 1975-05-16 FR FR7515384A patent/FR2270876B1/fr not_active Expired
- 1975-10-02 ES ES441439A patent/ES441439A1/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001032649A1 (en) * | 1999-10-29 | 2001-05-10 | Boehringer Ingelheim Pharma Kg | Arylalkane, arylalkene and aryl azaalkane, medicaments containing said compounds and method for the production thereof |
| US7230001B1 (en) | 1999-10-29 | 2007-06-12 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Arylalkane, arylalkene and aryl azaalkane, medicaments containing said compounds and method for the production thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| NO751725L (en) | 1975-11-18 |
| AT343673B (en) | 1978-06-12 |
| AU8119675A (en) | 1976-11-18 |
| FI59407B (en) | 1981-04-30 |
| NL7505711A (en) | 1975-11-18 |
| JPS50160280A (en) | 1975-12-25 |
| DK213575A (en) | 1975-11-17 |
| ES441439A1 (en) | 1977-03-01 |
| NO142348C (en) | 1980-08-06 |
| CH613448A5 (en) | 1979-09-28 |
| SE7505586L (en) | 1975-11-17 |
| SE413504B (en) | 1980-06-02 |
| FR2270876B1 (en) | 1980-01-25 |
| ATA310375A (en) | 1977-10-15 |
| DE2423896A1 (en) | 1975-11-27 |
| FI751333A7 (en) | 1975-11-17 |
| BE829139A (en) | 1975-11-17 |
| ES437081A1 (en) | 1977-01-16 |
| NO142348B (en) | 1980-04-28 |
| FR2270876A1 (en) | 1975-12-12 |
| FI59407C (en) | 1981-08-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |