GB1122942A - 1,2,3,6-tetrahydropyridines and processes for their production - Google Patents
1,2,3,6-tetrahydropyridines and processes for their productionInfo
- Publication number
- GB1122942A GB1122942A GB1776/66A GB177666A GB1122942A GB 1122942 A GB1122942 A GB 1122942A GB 1776/66 A GB1776/66 A GB 1776/66A GB 177666 A GB177666 A GB 177666A GB 1122942 A GB1122942 A GB 1122942A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- salts
- inorganic
- organic acids
- formula
- 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
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/50—Ketonic 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
- C07D211/68—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/51—Acetal radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Tetrahydropyridine derivatives of the formula <FORM:1122942/C2/1> wherein R1 represents a C1- 12 alkyl radical, a C3- 5 alkenyl radical, the cyclopropymethyl radical or a C7- 9 phenylalkyl radical; R2 represents hydrogen or the methyl radical; and R3 represents a C1- 4 alkyl radical, the phenyl radical or a C7- 9 phenylalkyl radical; and their salts with inorganic or organic acids are obtained by partially reducing pyridinium compounds of the formula <FORM:1122942/C2/2> wherein R4 and R5 are each lower alkyl radicals or together represent a lower alkylene radical and X- represents a monovalent anion or the normal equivalent of a polyvalent anion, solvolysing the tetrahydropyridal ketals produced and, if desired, converting the products into salts with inorganic or organic acids. The pyridinium compound used may be obtained by reacting the hydrochloride of a 4-pyridyl ketone with an hydroxy compound, e.g. ethylene glycol, and quaternizing the 4-pyridyl ketal produced with an ester R1X. Therapeutic compositions, having antitussive and analgetic properties, contain as the active ingredient the above tetrahydropyridine derivatives or their pharmaceutically acceptable salts. The analgetic composition may be in a form suitable for oral or parenteral application.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH60565A CH451140A (en) | 1965-01-15 | 1965-01-15 | Process for the preparation of new derivatives of 1,2,3,6-tetrahydropyridine |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1122942A true GB1122942A (en) | 1968-08-07 |
Family
ID=4190851
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1776/66A Expired GB1122942A (en) | 1965-01-15 | 1966-01-14 | 1,2,3,6-tetrahydropyridines and processes for their production |
Country Status (7)
Country | Link |
---|---|
AT (1) | AT257606B (en) |
BE (1) | BE675146A (en) |
CH (1) | CH451140A (en) |
ES (1) | ES321805A1 (en) |
FR (1) | FR1463647A (en) |
GB (1) | GB1122942A (en) |
NL (1) | NL6600519A (en) |
-
1965
- 1965-01-15 CH CH60565A patent/CH451140A/en unknown
-
1966
- 1966-01-14 NL NL6600519A patent/NL6600519A/xx unknown
- 1966-01-14 GB GB1776/66A patent/GB1122942A/en not_active Expired
- 1966-01-14 BE BE675146D patent/BE675146A/xx unknown
- 1966-01-14 ES ES0321805A patent/ES321805A1/en not_active Expired
- 1966-01-14 AT AT34966A patent/AT257606B/en active
- 1966-01-15 FR FR46021A patent/FR1463647A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
BE675146A (en) | 1966-07-14 |
CH451140A (en) | 1968-05-15 |
ES321805A1 (en) | 1966-06-16 |
FR1463647A (en) | 1966-12-23 |
NL6600519A (en) | 1966-07-18 |
AT257606B (en) | 1967-10-10 |
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