IE41708L - 2,6-dioxo-tetra- and -hexa-hydropyridine derivatives - Google Patents
2,6-dioxo-tetra- and -hexa-hydropyridine derivativesInfo
- Publication number
- IE41708L IE41708L IE751347A IE134775A IE41708L IE 41708 L IE41708 L IE 41708L IE 751347 A IE751347 A IE 751347A IE 134775 A IE134775 A IE 134775A IE 41708 L IE41708 L IE 41708L
- Authority
- IE
- Ireland
- Prior art keywords
- methyl
- alkyl
- dioxo
- piperidyl
- piperidine
- Prior art date
Links
- LXKNAUOWEJWGTE-UHFFFAOYSA-N 2-(3-methoxyphenyl)acetonitrile Chemical compound COC1=CC=CC(CC#N)=C1 LXKNAUOWEJWGTE-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 1,1 - dimethyl - 2 - ethoxyethyl Chemical group 0.000 abstract 1
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 abstract 1
- OVMRRCXDBKEQIU-UHFFFAOYSA-N 2-(1-methylpiperidin-2-yl)ethanol Chemical compound CN1CCCCC1CCO OVMRRCXDBKEQIU-UHFFFAOYSA-N 0.000 abstract 1
- ZYKYCKCMUAAUKJ-UHFFFAOYSA-N 2-(1-methylpyridin-1-ium-2-yl)ethanol Chemical compound C[N+]1=CC=CC=C1CCO ZYKYCKCMUAAUKJ-UHFFFAOYSA-N 0.000 abstract 1
- UMYMWCKSANKFPI-UHFFFAOYSA-N 2-(2-chloroethyl)-1-methylpiperidine Chemical compound CN1CCCCC1CCCl UMYMWCKSANKFPI-UHFFFAOYSA-N 0.000 abstract 1
- HFABQBRMDHCHRG-UHFFFAOYSA-N 2-(3-methoxyphenyl)-4-(1-methylpiperidin-2-yl)butanenitrile Chemical compound COC=1C=C(C=CC1)C(C#N)CCC1N(CCCC1)C HFABQBRMDHCHRG-UHFFFAOYSA-N 0.000 abstract 1
- OWLADLSMDLZDRZ-UHFFFAOYSA-N 3-(3-methoxyphenyl)-4,4-dimethyl-3-[2-(1-methylpiperidin-2-yl)ethyl]piperidine-2,6-dione Chemical compound CC1(C(C(NC(C1)=O)=O)(CCC1N(CCCC1)C)C1=CC(=CC=C1)OC)C OWLADLSMDLZDRZ-UHFFFAOYSA-N 0.000 abstract 1
- HEIYJLDZQLPKMJ-UHFFFAOYSA-M FS(=O)(=O)[O-].C(C)OC(C=C(C)C)=[N+]1CCOCC1 Chemical compound FS(=O)(=O)[O-].C(C)OC(C=C(C)C)=[N+]1CCOCC1 HEIYJLDZQLPKMJ-UHFFFAOYSA-M 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000003386 piperidinyl group Chemical class 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001225 therapeutic effect Effects 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
-
- 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
-
- 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D211/80—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 two double bonds between ring members or between ring members and non-ring members
- C07D211/84—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 two 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 directly attached to ring carbon atoms
- C07D211/86—Oxygen atoms
- C07D211/88—Oxygen atoms attached in positions 2 and 6, e.g. glutarimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1457619 2,6 - Dioxo - tetra- and hexahydropyridines ASPRO-NICHOLAS Ltd 23 June 1975 [22 June 1974] 27819/74 Heading C2C The invention comprises the title compounds, and their acid addition salts and quaternary ammonium derivatives, which contain (a) possibly a 1-alkyl substituent, (b) 3- (optionally substituted) Ph and 3-heterocyclyl- C 1-5 -alkyl substituents, as well as (c) 4- and/or 5-attached C 1-4 alkyl or C 3-8 (inclusive of the attached ring carbon atom or atoms) alkylene substituent, the "heterocyclyl" being derived from a non-aromatic N-containing 5-7 membered ring. The "alkyl" and "alkylene" radicals include unsaturated analogues. In an example, 1 - methyl - 2 - (2 - hydroxyethyl)pyridinium methosulphate is reduced to 1-methyl-2-(2- hydroxyethyl)piperidine which with SOCl 2 affords 1 - methyl - 2 - (2 - chloroethyl)piperidine, the latter condensed with m-methoxybenzyl cyanide to give 2 - (m - methoxyphenyl) - 4- (N - methyl - 2 - piperidyl)butyronitrile and then with 4 - (1 - ethoxy - 3 - methylbut - 2 - enylidene)morpholinium fluorosulphonate to give 2 - (1,1 - dimethyl - 2 - ethoxyethyl) - 2 - (mmethoxyphenyl) - 4 - (N - methyl - 2 - piperidyl)- butyronitrile, the latter being cyclized to 4,4-dimethyl - 2,6 - dioxo - 3 - m - methoxyphenyl- 3 - [2 - (N - methyl - 2 - piperidyl)ethyl]piperidine. Therapeutic compositions having C.N.S. activity comprise the title compounds, substituted as described above, and may be administered orally, parenterally or rectally.
[GB1457619A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2781974A GB1457619A (en) | 1974-06-22 | 1974-06-22 | 2,6-dioxo-tetra and hexahydropyridine derivatives apparatuses for transferring threads from spinning and finishing parts of machines for continuous production of artificial threads to take-up and winding arrangements thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE41708L true IE41708L (en) | 1975-12-22 |
| IE41708B1 IE41708B1 (en) | 1980-03-12 |
Family
ID=10265816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1347/75A IE41708B1 (en) | 1974-06-22 | 1975-06-16 | 2,6-dioxo-tetra and hexahydro-pyridine derivatives |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS51136675A (en) |
| AU (1) | AU8222775A (en) |
| BE (1) | BE830462A (en) |
| DE (1) | DE2527581A1 (en) |
| DK (1) | DK277275A (en) |
| FR (1) | FR2275201A1 (en) |
| GB (1) | GB1457619A (en) |
| IE (1) | IE41708B1 (en) |
| NL (1) | NL7507421A (en) |
| ZA (1) | ZA753902B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995011234A1 (en) * | 1993-10-22 | 1995-04-27 | Australian Nuclear Science & Technology Organisation | Radiolabelled ligands for muscarinic receptors |
-
1974
- 1974-06-22 GB GB2781974A patent/GB1457619A/en not_active Expired
-
1975
- 1975-06-16 IE IE1347/75A patent/IE41708B1/en unknown
- 1975-06-18 ZA ZA3902A patent/ZA753902B/en unknown
- 1975-06-18 AU AU82227/75A patent/AU8222775A/en not_active Expired
- 1975-06-19 DK DK277275A patent/DK277275A/en unknown
- 1975-06-20 NL NL7507421A patent/NL7507421A/en unknown
- 1975-06-20 BE BE157524A patent/BE830462A/en unknown
- 1975-06-20 DE DE19752527581 patent/DE2527581A1/en active Pending
- 1975-06-23 JP JP50077445A patent/JPS51136675A/en active Pending
- 1975-06-23 FR FR7519511A patent/FR2275201A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| ZA753902B (en) | 1977-01-26 |
| DE2527581A1 (en) | 1976-01-08 |
| IE41708B1 (en) | 1980-03-12 |
| FR2275201A1 (en) | 1976-01-16 |
| GB1457619A (en) | 1976-12-08 |
| BE830462A (en) | 1975-12-22 |
| JPS51136675A (en) | 1976-11-26 |
| NL7507421A (en) | 1975-12-24 |
| DK277275A (en) | 1975-12-23 |
| AU8222775A (en) | 1976-12-23 |
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