FI60558C - Foerfarande foer framstaellning av nya farmakologiskt vaerdefulla 1-substituerade 4-aroyl-4-hydroxipiperidiner - Google Patents
Foerfarande foer framstaellning av nya farmakologiskt vaerdefulla 1-substituerade 4-aroyl-4-hydroxipiperidiner Download PDFInfo
- Publication number
- FI60558C FI60558C FI761093A FI761093A FI60558C FI 60558 C FI60558 C FI 60558C FI 761093 A FI761093 A FI 761093A FI 761093 A FI761093 A FI 761093A FI 60558 C FI60558 C FI 60558C
- Authority
- FI
- Finland
- Prior art keywords
- compound
- hydrogen
- piperidine
- fluorobenzoyl
- mixture
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 8
- 230000000144 pharmacologic effect Effects 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000001589 carboacyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 229940126214 compound 3 Drugs 0.000 claims 1
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- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- BDVMVZADJRCUGK-UHFFFAOYSA-N piperidin-4-yl-[3-(trifluoromethyl)phenyl]methanol Chemical compound C=1C=CC(C(F)(F)F)=CC=1C(O)C1CCNCC1 BDVMVZADJRCUGK-UHFFFAOYSA-N 0.000 description 1
- PDVVRWPFYGBBSK-UHFFFAOYSA-N piperidin-4-yl-[3-(trifluoromethyl)phenyl]methanone;hydrochloride Chemical compound Cl.FC(F)(F)C1=CC=CC(C(=O)C2CCNCC2)=C1 PDVVRWPFYGBBSK-UHFFFAOYSA-N 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004673 propylcarbonyl group Chemical group 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 208000020016 psychiatric disease Diseases 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 230000001624 sedative effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 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
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/48—Oxygen atoms attached in position 4 having an acyclic carbon atom attached in position 4
- C07D211/50—Aroyl radical
-
- 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
- A61P25/20—Hypnotics; Sedatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Anesthesiology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB19222/75A GB1535791A (en) | 1975-05-07 | 1975-05-07 | Derivatives of 4-piperidinol |
| GB1922275 | 1975-05-07 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI761093A7 FI761093A7 (en, 2012) | 1976-11-08 |
| FI60558B FI60558B (fi) | 1981-10-30 |
| FI60558C true FI60558C (fi) | 1982-02-10 |
Family
ID=10125766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI761093A FI60558C (fi) | 1975-05-07 | 1976-04-21 | Foerfarande foer framstaellning av nya farmakologiskt vaerdefulla 1-substituerade 4-aroyl-4-hydroxipiperidiner |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4021564A (en, 2012) |
| JP (2) | JPS52279A (en, 2012) |
| AT (1) | AT349017B (en, 2012) |
| BE (1) | BE841540A (en, 2012) |
| CA (1) | CA1086742A (en, 2012) |
| CH (1) | CH626880A5 (en, 2012) |
| DE (1) | DE2617955A1 (en, 2012) |
| DK (1) | DK196376A (en, 2012) |
| ES (1) | ES447677A1 (en, 2012) |
| FI (1) | FI60558C (en, 2012) |
| FR (1) | FR2310131A1 (en, 2012) |
| GB (1) | GB1535791A (en, 2012) |
| LU (1) | LU74891A1 (en, 2012) |
| NL (1) | NL7604833A (en, 2012) |
| NO (1) | NO147150C (en, 2012) |
| SE (1) | SE7605204L (en, 2012) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4200641A (en) * | 1976-12-21 | 1980-04-29 | Janssen Pharmaceutica, N.V. | 1-[(Heterocyclyl)-alkyl]-4-diarylmethoxy piperidine derivatives |
| US4366162A (en) * | 1977-11-09 | 1982-12-28 | Ab Ferrosan | Aryl ethers of N-alkyl-piperidines and acid addition salts thereof |
| US4283404A (en) * | 1979-09-04 | 1981-08-11 | Richardson-Merrell Inc. | Aroylethenylpiperidinobutyrophenone antipsychotic agents |
| US4284636A (en) * | 1979-09-04 | 1981-08-18 | Richardson-Merrell Inc. | Cinnamoylpiperidinobutyrophenone antipsychotic agents |
| ZA806501B (en) * | 1979-10-27 | 1981-10-28 | Richardson Merrell Inc | 4-(4-alkyl-aroyl-1-piperidino)butyrophenone antipsychotic agents |
| JPS59190739U (ja) * | 1983-06-01 | 1984-12-18 | 田川 桂子 | 延反機における生地繰出し装置 |
| US5057611A (en) * | 1985-04-22 | 1991-10-15 | Hoechst-Roussel Pharmaceuticals Inc. | Benzoylpiperidines |
| US4654336A (en) * | 1985-04-22 | 1987-03-31 | Hoechst-Roussel Pharmaceuticals Inc. | Ethanobenzazepines |
| FR2581993B1 (fr) * | 1985-05-14 | 1988-03-18 | Synthelabo | Derives de (benzoyl-4 piperidino)-2 phenyl-1 alcanols, leur preparation et leur application en therapeutique |
| US5171557A (en) * | 1991-05-28 | 1992-12-15 | Ford Motor Company | Method for silicon nitride precursor solids recovery |
| US20210108967A1 (en) * | 2019-10-14 | 2021-04-15 | Justin Thrash | TempTech |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3029244A (en) * | 1959-08-31 | 1962-04-10 | Research Corp | Aroylpiperidinols and esters thereof |
| GB895309A (en) * | 1959-11-18 | 1962-05-02 | Res Lab Dr C Janssen Nv | Pyrrolidine and piperidine derivatives |
| GB963639A (en) * | 1960-10-20 | 1964-07-15 | Arnold Heyworth Beckett | New piperidine derivatives and processes for preparing the same |
| DE2116316A1 (de) * | 1970-04-08 | 1971-10-28 | Sandoz Ag, Basel (Schweiz) | Verfahren zur Herstellung neuer heterocyclischer Verbindungen |
| JPS4718878U (en, 2012) * | 1971-04-05 | 1972-11-02 |
-
1975
- 1975-05-07 GB GB19222/75A patent/GB1535791A/en not_active Expired
-
1976
- 1976-04-21 FI FI761093A patent/FI60558C/fi not_active IP Right Cessation
- 1976-04-24 DE DE19762617955 patent/DE2617955A1/de not_active Withdrawn
- 1976-04-27 CH CH527976A patent/CH626880A5/de not_active IP Right Cessation
- 1976-05-03 US US05/682,582 patent/US4021564A/en not_active Expired - Lifetime
- 1976-05-03 DK DK196376A patent/DK196376A/da not_active Application Discontinuation
- 1976-05-04 CA CA251,709A patent/CA1086742A/en not_active Expired
- 1976-05-06 NO NO761565A patent/NO147150C/no unknown
- 1976-05-06 SE SE7605204A patent/SE7605204L/xx not_active Application Discontinuation
- 1976-05-06 JP JP51051674A patent/JPS52279A/ja active Granted
- 1976-05-06 LU LU74891A patent/LU74891A1/xx unknown
- 1976-05-06 BE BE166802A patent/BE841540A/xx not_active IP Right Cessation
- 1976-05-06 AT AT332076A patent/AT349017B/de not_active IP Right Cessation
- 1976-05-06 FR FR7613616A patent/FR2310131A1/fr active Granted
- 1976-05-06 NL NL7604833A patent/NL7604833A/xx not_active Application Discontinuation
- 1976-05-07 ES ES447677A patent/ES447677A1/es not_active Expired
-
1978
- 1978-07-17 JP JP8703278A patent/JPS5436277A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB1535791A (en) | 1978-12-13 |
| FI60558B (fi) | 1981-10-30 |
| CA1086742A (en) | 1980-09-30 |
| DE2617955A1 (de) | 1976-11-18 |
| NO761565L (en, 2012) | 1976-11-09 |
| ES447677A1 (es) | 1977-06-16 |
| JPS5531148B2 (en, 2012) | 1980-08-15 |
| JPS5436277A (en) | 1979-03-16 |
| NO147150C (no) | 1983-02-09 |
| LU74891A1 (en, 2012) | 1977-01-14 |
| FI761093A7 (en, 2012) | 1976-11-08 |
| CH626880A5 (en, 2012) | 1981-12-15 |
| BE841540A (fr) | 1976-09-01 |
| JPS52279A (en) | 1977-01-05 |
| AT349017B (de) | 1979-03-12 |
| NL7604833A (nl) | 1976-11-09 |
| NO147150B (no) | 1982-11-01 |
| ATA332076A (de) | 1978-08-15 |
| FR2310131A1 (fr) | 1976-12-03 |
| JPS5654316B2 (en, 2012) | 1981-12-24 |
| US4021564A (en) | 1977-05-03 |
| FR2310131B1 (en, 2012) | 1979-01-12 |
| SE7605204L (sv) | 1976-11-08 |
| DK196376A (da) | 1976-11-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: AB FERROSAN |