JPH01203361A - 新規の３―ピぺリジンカルバルデヒドのオキシムの誘導体、それらの製造方法及びそれらの薬剤としての使用 - Google Patents
新規の３―ピぺリジンカルバルデヒドのオキシムの誘導体、それらの製造方法及びそれらの薬剤としての使用Info
- Publication number
- JPH01203361A JPH01203361A JP63328092A JP32809288A JPH01203361A JP H01203361 A JPH01203361 A JP H01203361A JP 63328092 A JP63328092 A JP 63328092A JP 32809288 A JP32809288 A JP 32809288A JP H01203361 A JPH01203361 A JP H01203361A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- group
- compound
- carbon atoms
- acid addition
- 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.)
- Pending
Links
- 239000003814 drug Substances 0.000 title claims 4
- 229940079593 drug Drugs 0.000 title claims 4
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 150000002923 oximes Chemical class 0.000 title claims 2
- GPWNWKWQOLEVEQ-UHFFFAOYSA-N 2,4-diaminopyrimidine-5-carbaldehyde Chemical compound NC1=NC=C(C=O)C(N)=N1 GPWNWKWQOLEVEQ-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 27
- 150000003839 salts Chemical class 0.000 claims abstract 17
- 239000002253 acid Substances 0.000 claims abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 6
- 238000000034 method Methods 0.000 claims abstract 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract 4
- 239000003638 chemical reducing agent Substances 0.000 claims abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 14
- 150000007522 mineralic acids Chemical class 0.000 claims 9
- 150000007524 organic acids Chemical class 0.000 claims 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 229920006395 saturated elastomer Polymers 0.000 claims 7
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims 7
- 125000004122 cyclic group Chemical group 0.000 claims 6
- 239000000126 substance Substances 0.000 claims 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000006239 protecting group Chemical group 0.000 claims 2
- 101100490437 Mus musculus Acvrl1 gene Proteins 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- JWEMXWZCRLSJKA-UHFFFAOYSA-N N-methoxy-1-(1-methylpiperidin-3-yl)methanimine Chemical compound CON=CC1CCCN(C)C1 JWEMXWZCRLSJKA-UHFFFAOYSA-N 0.000 abstract 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 abstract 1
- 229960001231 choline Drugs 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 230000004936 stimulating effect Effects 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 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
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- C07D211/26—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 nitrogen atoms
- C07D211/28—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 nitrogen atoms to which a second hetero atom is attached
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hospice & Palliative Care (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Psychiatry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT23280A/87 | 1987-12-30 | ||
| IT8723280A IT1233446B (it) | 1987-12-30 | 1987-12-30 | Derivati della 3 piperidinocarbaldeide ossima, loro procedimento di preparazione e loro applicazione come farmaci |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01203361A true JPH01203361A (ja) | 1989-08-16 |
Family
ID=11205608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63328092A Pending JPH01203361A (ja) | 1987-12-30 | 1988-12-27 | 新規の３―ピぺリジンカルバルデヒドのオキシムの誘導体、それらの製造方法及びそれらの薬剤としての使用 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4927837A (en, 2012) |
| JP (1) | JPH01203361A (en, 2012) |
| CH (1) | CH675998A5 (en, 2012) |
| DE (1) | DE3844415A1 (en, 2012) |
| ES (1) | ES2009689A6 (en, 2012) |
| FR (1) | FR2625502B1 (en, 2012) |
| GB (1) | GB2213152B (en, 2012) |
| IT (1) | IT1233446B (en, 2012) |
| NL (1) | NL8803210A (en, 2012) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE63906B1 (en) * | 1987-11-13 | 1995-06-14 | Novo Nordisk As | Azabicyclic compounds and their preparation and use |
| AU3301689A (en) * | 1988-04-15 | 1989-10-26 | Beecham Group Plc | 1-azabicyclo-alkyl derivatives |
| DK0392803T3 (da) * | 1989-04-13 | 2004-10-18 | Beecham Group Plc | Hidtil ukendte forbindelser |
| IT1240603B (it) * | 1990-03-14 | 1993-12-17 | Roussel Maestretti Spa | Derivati della 1,2,5,6-tetraidropiridina 3- carbossaldeide ossima, loro procedimento di preparazione e loro impiego come sostanza medicinale |
| PT98742A (pt) * | 1990-08-24 | 1992-07-31 | Beecham Group Plc | Processo para a preparacao de compostos azabicilicos |
| GB9019095D0 (en) * | 1990-09-01 | 1990-10-17 | Beecham Group Plc | Novel compounds |
| JPH06501933A (ja) * | 1990-10-12 | 1994-03-03 | ビーチャム・グループ・パブリック・リミテッド・カンパニー | １，２，５，６−テトラヒドロピリジン・オキシム誘導体 |
| DE69817557T2 (de) | 1997-05-14 | 2004-06-17 | Neurosearch A/S | Piperidine derivate als inhibitoren der neurotransmitter-wiederaufbaunahme |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3004979A (en) * | 1961-10-17 | Oximes of certain tetrahydropyridine | ||
| FR1258847A (fr) * | 1960-02-12 | 1961-04-21 | Ciba Geigy | Procédé de préparation de nouveaux dérivés pyridiniques, entre autres de l'oxime de la l-méthyl-3 ou 4-acétyl-1, 2, 5, 6-tétrahydropyridine |
| US4408054A (en) * | 1981-11-12 | 1983-10-04 | Hoechst-Roussel Pharmaceuticals Inc. | Oximes of 4-benzoyl-piperidines |
| IL81610A (en) * | 1986-02-27 | 1990-12-23 | Roussel Uclaf | Derivatives of 1,2,5,6-tetrahydropyridin-3-carboxaldehyde oxime,their preparation and pharmaceutical compositions containing them |
| US4710508A (en) * | 1986-12-08 | 1987-12-01 | Warner-Lambert Company | O-substituted tetrahydropyridine oxime cholinergic agents |
-
1987
- 1987-12-30 IT IT8723280A patent/IT1233446B/it active
-
1988
- 1988-12-27 JP JP63328092A patent/JPH01203361A/ja active Pending
- 1988-12-29 FR FR8817394A patent/FR2625502B1/fr not_active Expired - Fee Related
- 1988-12-29 ES ES8804010A patent/ES2009689A6/es not_active Expired
- 1988-12-29 CH CH4859/88A patent/CH675998A5/fr not_active IP Right Cessation
- 1988-12-30 US US07/292,257 patent/US4927837A/en not_active Expired - Fee Related
- 1988-12-30 DE DE3844415A patent/DE3844415A1/de not_active Withdrawn
- 1988-12-30 NL NL8803210A patent/NL8803210A/nl not_active Application Discontinuation
- 1988-12-30 GB GB8830390A patent/GB2213152B/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CH675998A5 (en, 2012) | 1990-11-30 |
| IT8723280A0 (it) | 1987-12-30 |
| FR2625502A1 (fr) | 1989-07-07 |
| GB2213152A (en) | 1989-08-09 |
| FR2625502B1 (fr) | 1992-11-06 |
| ES2009689A6 (es) | 1989-10-01 |
| IT1233446B (it) | 1992-04-01 |
| GB2213152B (en) | 1991-04-24 |
| GB8830390D0 (en) | 1989-03-01 |
| NL8803210A (nl) | 1989-07-17 |
| DE3844415A1 (de) | 1989-07-13 |
| US4927837A (en) | 1990-05-22 |
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