GB1475151A - Piperidin-4-ol-derivatives - Google Patents
Piperidin-4-ol-derivativesInfo
- Publication number
- GB1475151A GB1475151A GB2685074A GB2685074A GB1475151A GB 1475151 A GB1475151 A GB 1475151A GB 2685074 A GB2685074 A GB 2685074A GB 2685074 A GB2685074 A GB 2685074A GB 1475151 A GB1475151 A GB 1475151A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- cycloalkyl
- june
- reacting
- piperidin
- 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
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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1475151 Derivatives of piperidin-4-ol SANDOZ Ltd 18 June 1974 [22 June 1973 28 June 1973 29 June 1973 2 July 1973] 26850/74 Heading C2C The invention comprises compounds of formula and their acid addition salts, wherein R 1 is Ph(CH 2 ) 2 or PhCO(CH 2 ) 3 ; H 2 is OR 5 or NR 6 R 7 where R 5 is C 1-4 alkyl, C 3-5 alkenyl, or Ph, and R 6 , R 7 are each H, C 1-4 alkyl, C 4-6 cycloalkyl-C 1-4 -alkyl, C 4-6 cycloalkyl, Ph or Ph-C 1-4 alkyl, orNR 6 R 7 constitutes a saturated heterocyole having 5-6 ring members; R 3 is C 1-4 alkyl or C 4-6 cycloalkyl-C 1-4 -alkyl, C 4-6 cycloalkyl or Ph, or [when R 1 is Ph(CH 2 ) 2 ] C 2-4 alkenyl, and R 4 is H or C 1-4 alkyl, or CR 3 R 4 constitutes a C 4-6 cycloalkane ring; and the phenyl group Ph may be substituted by F, Cl, Br or C 1-3 alkyl or alkoxy. In examples, these compounds are prepared by (1) reacting the corresponding piperide-4-one with LiCR 3 R 4 COR 2 , (2) introducing R 1 into the corresponding N - unsubstituted piperidin - 4 - ol (which is itself made by hydrogenolysis of the N-benzyl derivative), (3) [for R 1 = PhCO(CH 2 ) 3 ] hydrolysing the analogue where R 1 = 3-(2-phenyl- 1,3-dioxolan-2-yl)propyl, (4) [for R 2 =NH 2 ] reacting the corresponding nitrile with H 2 O 2 , (5) [for R 2 = NR 6 R 7 ] reacting the phenyl ester with HNR 6 R 7 . Therapeutic compositions having analgesic activity comprise compounds of the above formula, and may be administered orally, parenterally or rectally.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH917773A CH587812A5 (en) | 1973-06-22 | 1973-06-22 | |
| CH941473A CH586198A5 (en) | 1973-06-22 | 1973-06-28 | |
| CH950973A CH587822A5 (en) | 1973-06-22 | 1973-06-29 | |
| CH1096676A CH587823A5 (en) | 1973-06-22 | 1973-06-29 | |
| CH959873A CH586199A5 (en) | 1973-06-22 | 1973-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1475151A true GB1475151A (en) | 1977-06-01 |
Family
ID=27509367
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2685074A Expired GB1475151A (en) | 1973-06-22 | 1974-06-18 | Piperidin-4-ol-derivatives |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS5036471A (en) |
| AT (1) | AT351535B (en) |
| BE (1) | BE816724A (en) |
| CA (1) | CA1027119A (en) |
| CH (5) | CH587812A5 (en) |
| DE (1) | DE2429373A1 (en) |
| FR (1) | FR2241313B1 (en) |
| GB (1) | GB1475151A (en) |
| NL (1) | NL7408120A (en) |
| SE (1) | SE396382B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU3676000A (en) | 1999-04-09 | 2000-11-14 | Mochida Pharmaceutical Co., Ltd. | 4-hydroxypiperidine derivatives having antiarrhythmic effect |
| EP1664798B1 (en) | 2003-09-08 | 2013-05-22 | The Government of the United States of America as represented by the Secretary of the Department of Health and Human Services | Non-peptide agonists and antagonists of adrenomedullin and gastrin releasing peptide |
-
1973
- 1973-06-22 CH CH917773A patent/CH587812A5/xx not_active IP Right Cessation
- 1973-06-28 CH CH941473A patent/CH586198A5/xx not_active IP Right Cessation
- 1973-06-29 CH CH950973A patent/CH587822A5/xx not_active IP Right Cessation
- 1973-06-29 CH CH1096676A patent/CH587823A5/xx not_active IP Right Cessation
- 1973-07-02 CH CH959873A patent/CH586199A5/xx not_active IP Right Cessation
-
1974
- 1974-06-14 SE SE7407914A patent/SE396382B/en unknown
- 1974-06-18 NL NL7408120A patent/NL7408120A/xx not_active Application Discontinuation
- 1974-06-18 GB GB2685074A patent/GB1475151A/en not_active Expired
- 1974-06-19 DE DE2429373A patent/DE2429373A1/en not_active Withdrawn
- 1974-06-20 AT AT509774A patent/AT351535B/en not_active IP Right Cessation
- 1974-06-20 JP JP49069737A patent/JPS5036471A/ja active Pending
- 1974-06-20 CA CA202,977A patent/CA1027119A/en not_active Expired
- 1974-06-21 BE BE145766A patent/BE816724A/en unknown
- 1974-06-21 FR FR7421562A patent/FR2241313B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH586198A5 (en) | 1977-03-31 |
| CH586199A5 (en) | 1977-03-31 |
| CA1027119A (en) | 1978-02-28 |
| BE816724A (en) | 1974-12-23 |
| FR2241313A1 (en) | 1975-03-21 |
| CH587823A5 (en) | 1977-05-13 |
| JPS5036471A (en) | 1975-04-05 |
| AU7030774A (en) | 1976-01-08 |
| AT351535B (en) | 1979-07-25 |
| DE2429373A1 (en) | 1975-01-16 |
| CH587812A5 (en) | 1977-05-13 |
| SE7407914L (en) | 1974-12-23 |
| NL7408120A (en) | 1974-12-24 |
| CH587822A5 (en) | 1977-05-13 |
| ATA509774A (en) | 1979-01-15 |
| FR2241313B1 (en) | 1979-01-26 |
| SE396382B (en) | 1977-09-19 |
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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 |