GB1441420A - N-substituted-piperidino-imidazolidinones orhexahydropyrimidin nones and process for their manufacture - Google Patents
N-substituted-piperidino-imidazolidinones orhexahydropyrimidin nones and process for their manufactureInfo
- Publication number
- GB1441420A GB1441420A GB3974473A GB3974473A GB1441420A GB 1441420 A GB1441420 A GB 1441420A GB 3974473 A GB3974473 A GB 3974473A GB 3974473 A GB3974473 A GB 3974473A GB 1441420 A GB1441420 A GB 1441420A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- imidazolidinone
- reacting
- alkyl
- 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
- -1 N-substituted-piperidino-imidazolidinones Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- HKCFTGZESMCKJA-UHFFFAOYSA-N 1-pyridin-4-ylimidazolidin-2-one Chemical compound O=C1NCCN1C1=CC=NC=C1 HKCFTGZESMCKJA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003610 charcoal Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 abstract 1
- 150000003053 piperidines Chemical class 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
1441420 Substituted piperidines CIBAGEIGY AG 22 Aug 1973 [24 Aug 1972 3 July 1973] 39744/73 Heading C2C [Also in Division A5] The invention comprises compounds of the formula wherein R 1 represents an optionally substituted aryl radical, R 2 represents H, C 1 to C 7 alkyl, C 2 to C 7 alkenyl, carboxylic acyl or α-aryl-(C 1 to C 7 ) alkyl, R 3 represents a free, etherified or esterified OH group, 'alk' represents a C 2 to C 7 alkylene radical which separates the two N atoms from one another by 2 or 3 C atoms, R 4 represents H or C 1 to C 7 alkyl and n represents 1 to 4 and their acid addition salts. They may be obtained either by reacting a compound of the formula with a compound of the formula wherein either X is R 3 and Z is a reactive esterified OH group or X and Z together form an epoxy group, or by reacting a compound of the formula R 1 OH with a compound of the formula Examples are given for the preparation of the compounds. They are useful in pharmaceutical preparations. 1-[Piperidyl-(4)]-imidazolidinone-(2) is obtained by hydrogenating 1-(4-pyridyl)-imidazolidinone in the presence of Ru/charcoal catalyst. 1-(4-pyridyl)-imidazolidinone-(2) is obtained by heating with a solution of sodium ethylate in ethanol N-(4-piperidyl) -N-#-chloroethyl-urea which is itself obtained by reacting #-chloroethyl isocyanate with a solution of 4-aminopiperidine in DMF.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1175675A CH598251A5 (en) | 1972-08-24 | 1972-08-24 | |
| CH1253972A CH574953A5 (en) | 1972-08-24 | 1972-08-24 | |
| CH967073 | 1973-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1441420A true GB1441420A (en) | 1976-06-30 |
Family
ID=27176276
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1294876A Expired GB1446222A (en) | 1972-08-24 | 1973-08-20 | Carboxylic acid derivatives and processes for their manufacture |
| GB3974473A Expired GB1441420A (en) | 1972-08-24 | 1973-08-22 | N-substituted-piperidino-imidazolidinones orhexahydropyrimidin nones and process for their manufacture |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1294876A Expired GB1446222A (en) | 1972-08-24 | 1973-08-20 | Carboxylic acid derivatives and processes for their manufacture |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS4956985A (en) |
| AT (1) | AT330174B (en) |
| BE (1) | BE803934A (en) |
| CA (1) | CA1033736A (en) |
| CH (3) | CH574953A5 (en) |
| DE (1) | DE2341229A1 (en) |
| FR (1) | FR2196809B1 (en) |
| GB (2) | GB1446222A (en) |
| NL (1) | NL7311514A (en) |
| OA (1) | OA04549A (en) |
| SE (1) | SE405855B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK141752B (en) * | 1974-07-31 | 1980-06-09 | Ciba Geigy Ag | Aalogy process for preparing piperidines or salts thereof. |
| EP0000485A1 (en) * | 1977-07-08 | 1979-02-07 | Ciba-Geigy Ag | Piperidino-propanols, their preparation and pharmaceutical compounds containing them |
| FR2803298A1 (en) * | 1999-12-30 | 2001-07-06 | Adir | NOVEL LINEAR OR CYCLIC UREAS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
-
1972
- 1972-08-24 CH CH1253972A patent/CH574953A5/xx not_active IP Right Cessation
- 1972-08-24 CH CH1175675A patent/CH598251A5/xx not_active IP Right Cessation
- 1972-08-24 CH CH57976A patent/CH574954A5/xx not_active IP Right Cessation
-
1973
- 1973-07-23 SE SE7310218A patent/SE405855B/en unknown
- 1973-08-15 CA CA178,893A patent/CA1033736A/en not_active Expired
- 1973-08-16 DE DE19732341229 patent/DE2341229A1/en not_active Ceased
- 1973-08-20 GB GB1294876A patent/GB1446222A/en not_active Expired
- 1973-08-21 NL NL7311514A patent/NL7311514A/xx not_active Application Discontinuation
- 1973-08-21 FR FR7330352A patent/FR2196809B1/fr not_active Expired
- 1973-08-22 GB GB3974473A patent/GB1441420A/en not_active Expired
- 1973-08-23 BE BE134858A patent/BE803934A/en unknown
- 1973-08-23 OA OA54993A patent/OA04549A/en unknown
- 1973-08-23 AT AT733273A patent/AT330174B/en not_active IP Right Cessation
- 1973-08-24 JP JP48095658A patent/JPS4956985A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL7311514A (en) | 1974-02-26 |
| FR2196809B1 (en) | 1977-06-17 |
| CH574953A5 (en) | 1976-04-30 |
| DE2341229A1 (en) | 1974-03-07 |
| OA04549A (en) | 1980-04-30 |
| SE405855B (en) | 1979-01-08 |
| GB1446222A (en) | 1976-08-18 |
| JPS4956985A (en) | 1974-06-03 |
| ATA733273A (en) | 1975-09-15 |
| FR2196809A1 (en) | 1974-03-22 |
| AU5949573A (en) | 1975-02-27 |
| CH574954A5 (en) | 1976-04-30 |
| BE803934A (en) | 1974-02-25 |
| CA1033736A (en) | 1978-06-27 |
| AT330174B (en) | 1976-06-25 |
| CH598251A5 (en) | 1978-04-28 |
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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 |