GB1122942A - 1,2,3,6-tetrahydropyridines and processes for their production - Google Patents

1,2,3,6-tetrahydropyridines and processes for their production

Info

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
Application number
GB1776/66A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
JR Geigy AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by JR Geigy AG filed Critical JR Geigy AG
Publication of GB1122942A publication Critical patent/GB1122942A/en
Expired legal-status Critical Current

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.
GB1776/66A 1965-01-15 1966-01-14 1,2,3,6-tetrahydropyridines and processes for their production Expired GB1122942A (en)

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)

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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