IE35369B1 - Tetrahydropyridine derivatives and a process for the manufacture thereof - Google Patents
Tetrahydropyridine derivatives and a process for the manufacture thereofInfo
- Publication number
- IE35369B1 IE35369B1 IE769/71A IE76971A IE35369B1 IE 35369 B1 IE35369 B1 IE 35369B1 IE 769/71 A IE769/71 A IE 769/71A IE 76971 A IE76971 A IE 76971A IE 35369 B1 IE35369 B1 IE 35369B1
- Authority
- IE
- Ireland
- Prior art keywords
- cycloalkyl
- alkyl
- compound
- compounds
- phenyltetrahydropyridine
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
- C07D265/06—1,3-Oxazines; Hydrogenated 1,3-oxazines not condensed with other rings
-
- 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
- C07D211/52—Oxygen atoms attached in position 4 having an aryl radical as the second substituent in position 4
-
- 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
- C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
- C07D211/70—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 one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Cleaning In General (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
1338056 Tetrahydropyridine derivatives F HOFFMANN-LA ROCHE & CO AG 16 June 1971 [19 June 1970] 28136/71 Heading C2C The invention comprises compounds of formula and their acid addition salts, wherein R<SP>1</SP> is H, alkanoyl, alkylsulphonyl, alkyl, cycloalkyl or cycloalkyl-alkyl, R<SP>2</SP> is H, alkyl, cycloalkyl or cycloalkyl-alkyl, X is O or S, and Y is F, Cl or alkoxy, each of the specified organic radicals containing up to 6 carbon atoms. These compounds may be prepared by (1) condensing together the correspondingly substituted (a) phenoxyethyl or phenylthioethyl compound and phenyltetrahydropyridine, or (b) phenyltetrahydro-1- pyridylethyl compound and p-R<SP>1</SP>R<SP>2</SP>NC 6 H 4 XM (M = alkali metal or Mg-halide); (2) dehydrating the corresponding 4-hydroxypiperidine; (3) treating with mineral acid the corresponding 6-methyl-1,3-oxazine (whereby the oxazine rearranges to the tetrahydropyridine); (4) reducing a corresponding 1-(p-nitrophenoxyethyl- or p-nitrophenylthioethyl)-4-phenyltetrahydropyridine or the 1-(p-aminophenoxyacetyl- or p-aminophenylthioacetyl-), or the 1-(p-nitrophenoxyacetyl- or p - nitrophenylthioacetyl-) analogues; and optionally (5) alkanoylating, alkylsulphonylating, alkylating, cycloalkylating or cycloalkyl-alkylating the amine, or hydrolysing the alkanoylamino compound. Therapeutic compositions for oral, parenteral or rectal administration comprise compounds of the above formula, which have psychosedative activity.
[GB1338056A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH931870A CH547802A (en) | 1970-06-19 | 1970-06-19 | PROCESS FOR THE PRODUCTION OF TETRAHYDROPYRIDE DERIVATIVES. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE35369L IE35369L (en) | 1971-12-19 |
| IE35369B1 true IE35369B1 (en) | 1976-01-21 |
Family
ID=4350687
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE769/71A IE35369B1 (en) | 1970-06-19 | 1971-06-15 | Tetrahydropyridine derivatives and a process for the manufacture thereof |
Country Status (16)
| Country | Link |
|---|---|
| AT (5) | AT311971B (en) |
| BE (1) | BE768689A (en) |
| CA (1) | CA984844A (en) |
| CH (1) | CH547802A (en) |
| DE (1) | DE2128836A1 (en) |
| DK (1) | DK132887C (en) |
| ES (1) | ES392388A1 (en) |
| FR (1) | FR2100797B1 (en) |
| GB (5) | GB1338057A (en) |
| HU (1) | HU162417B (en) |
| IE (1) | IE35369B1 (en) |
| IL (1) | IL36827A (en) |
| NL (1) | NL7108416A (en) |
| NO (1) | NO133548C (en) |
| SE (1) | SE378814B (en) |
| ZA (1) | ZA713032B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4985074A (en) * | 1972-12-22 | 1974-08-15 | ||
| US4320131A (en) * | 1981-03-16 | 1982-03-16 | Mead Johnson & Company | N-[(4-Phenyl-1,2,3,6-tetrahydropyridin-1-yl)alkylene]azaspiroalkanediones and N-[(4-hydroxy-4-phenylpiperidin-1-yl)alkylene]azaspiroalkanediones |
| CN1131031C (en) * | 1996-03-08 | 2003-12-17 | 弗·哈夫曼-拉罗切有限公司 | Use of 4-phenyl-3,6-dihydro-2H-pyridyl derivatives ad NMDA receptor subtype blockers |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH543508A (en) * | 1968-12-24 | 1973-10-31 | Hoffmann La Roche | Process for the production of aromatic ethers |
-
1970
- 1970-06-19 CH CH931870A patent/CH547802A/en not_active IP Right Cessation
- 1970-06-22 NO NO2418/70A patent/NO133548C/no unknown
- 1970-06-23 DK DK323270A patent/DK132887C/en active
- 1970-06-24 SE SE7008767A patent/SE378814B/xx unknown
-
1971
- 1971-05-10 ZA ZA713032A patent/ZA713032B/en unknown
- 1971-05-11 IL IL36827A patent/IL36827A/en unknown
- 1971-06-09 DE DE19712128836 patent/DE2128836A1/en active Pending
- 1971-06-15 IE IE769/71A patent/IE35369B1/en unknown
- 1971-06-16 GB GB4688372A patent/GB1338057A/en not_active Expired
- 1971-06-16 GB GB4688472A patent/GB1338058A/en not_active Expired
- 1971-06-16 GB GB4688672A patent/GB1338060A/en not_active Expired
- 1971-06-16 GB GB4688572A patent/GB1338059A/en not_active Expired
- 1971-06-16 GB GB2813671A patent/GB1338056A/en not_active Expired
- 1971-06-17 HU HUHO1386A patent/HU162417B/hu unknown
- 1971-06-18 AT AT777172A patent/AT311971B/en not_active IP Right Cessation
- 1971-06-18 NL NL7108416A patent/NL7108416A/xx unknown
- 1971-06-18 AT AT776972A patent/AT309432B/en not_active IP Right Cessation
- 1971-06-18 CA CA116,015A patent/CA984844A/en not_active Expired
- 1971-06-18 AT AT776872A patent/AT309431B/en not_active IP Right Cessation
- 1971-06-18 ES ES392388A patent/ES392388A1/en not_active Expired
- 1971-06-18 BE BE768689A patent/BE768689A/en unknown
- 1971-06-18 AT AT777072A patent/AT309433B/en not_active IP Right Cessation
- 1971-06-18 AT AT529271A patent/AT309428B/en not_active IP Right Cessation
- 1971-06-18 FR FR7122334A patent/FR2100797B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7108416A (en) | 1971-12-21 |
| AT309433B (en) | 1973-08-27 |
| CA984844A (en) | 1976-03-02 |
| IE35369L (en) | 1971-12-19 |
| FR2100797B1 (en) | 1974-08-23 |
| IL36827A (en) | 1974-10-22 |
| NO133548C (en) | 1976-05-19 |
| ES392388A1 (en) | 1973-08-01 |
| GB1338060A (en) | 1973-11-21 |
| IL36827A0 (en) | 1971-07-28 |
| CH547802A (en) | 1974-04-11 |
| AT309432B (en) | 1973-08-27 |
| AT309431B (en) | 1973-08-27 |
| GB1338059A (en) | 1973-11-21 |
| NO133548B (en) | 1976-02-09 |
| HU162417B (en) | 1973-02-28 |
| SE378814B (en) | 1975-09-15 |
| AT311971B (en) | 1973-12-10 |
| GB1338058A (en) | 1973-11-21 |
| GB1338057A (en) | 1973-11-21 |
| DK132887C (en) | 1976-07-26 |
| BE768689A (en) | 1971-12-20 |
| DE2128836A1 (en) | 1971-12-23 |
| FR2100797A1 (en) | 1972-03-24 |
| ZA713032B (en) | 1972-01-26 |
| AT309428B (en) | 1973-08-27 |
| GB1338056A (en) | 1973-11-21 |
| DK132887B (en) | 1976-02-23 |
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