GB1146459A - Nicotinic acid derivatives and method of preparing the same - Google Patents

Nicotinic acid derivatives and method of preparing the same

Info

Publication number
GB1146459A
GB1146459A GB5063767A GB5063767A GB1146459A GB 1146459 A GB1146459 A GB 1146459A GB 5063767 A GB5063767 A GB 5063767A GB 5063767 A GB5063767 A GB 5063767A GB 1146459 A GB1146459 A GB 1146459A
Authority
GB
United Kingdom
Prior art keywords
alkyl
formula
methyl
acid derivatives
nicotinic acid
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
GB5063767A
Inventor
Ruddy Littell
James Miller Smith
Duff Shederic Allen
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB1146459A publication Critical patent/GB1146459A/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
    • C07D213/89—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 with hetero atoms directly attached to the ring nitrogen atom
    • 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
    • C07D213/60—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 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • 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
    • C07D213/60—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 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

1,146,459. Nicotinic acid derivatives. AMERICAN CYANAMID CO. 7 Nov., 1967 [14 Nov., 1966], No. 50637/67. Addition to 1,070,620. Heading C2C. The invention comprises compounds of the Formula (I), wherein each R, the same or different, represents a trifluoromethyl, or C 1-4 alkyl radical or a halogen atom; n represents 1, 2 or 3; R 5 represents a C 1-4 alkyl radical and R 3 and R 4 represent C 1-4 alkyl or aryl radicals or R 3 and R 4 , taken together with the nitrogen atom to which they are attached, represent a pyrrolidino, piperidino, morpholino, 4-C 1-4 - alkyl - piperazino, 4 - (# - hydroxy - C 1-4 - alkyl)- piperazino or hydroxypiperidino group and their preparation by reacting a nicotinate ester of the Formula (II) with an unsymmetrical hydrazine of the Formula (III) in the presence of excess of the hydrazine as solvent or in the presence of an inert solvent. The invention also comprises N-methyl-4-(α,α,α -trinuoro-mtoluidino) nicotinamide which may be prepared by reacting methyl 4-(α,α,α-trifluoro-m-toluidino) nicotinate with methyl formamide and sodium methoxide. Therapeutic compositions in forms suitable for oral or parenteral application and having antiinflammatory, non-addicting analgesic and diuretic properties comprise compounds of the invention with a carrier.
GB5063767A 1966-11-14 1967-11-07 Nicotinic acid derivatives and method of preparing the same Expired GB1146459A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US59363866A 1966-11-14 1966-11-14

Publications (1)

Publication Number Publication Date
GB1146459A true GB1146459A (en) 1969-03-26

Family

ID=24375514

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5063767A Expired GB1146459A (en) 1966-11-14 1967-11-07 Nicotinic acid derivatives and method of preparing the same

Country Status (4)

Country Link
BE (1) BE706411A (en)
CH (1) CH494757A (en)
ES (1) ES347129A2 (en)
GB (1) GB1146459A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2544718A1 (en) * 1983-04-21 1984-10-26 Hexachimie NIFLUMIC ACID MORPHOLINOETHYL ESTER DINIFLUMATE, PREPARATION, THERAPEUTIC USE AS ANALGESIC AND ANTI-INFLAMMATORY

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2544718A1 (en) * 1983-04-21 1984-10-26 Hexachimie NIFLUMIC ACID MORPHOLINOETHYL ESTER DINIFLUMATE, PREPARATION, THERAPEUTIC USE AS ANALGESIC AND ANTI-INFLAMMATORY
EP0129449A1 (en) * 1983-04-21 1984-12-27 HEXACHIMIE Société anonyme dite: Diniflumate of morpholinoethyl ester of niflumic acid, its preparation, and its use in analgesic and antiinflammatory pharmaceutical compositions
US4595686A (en) * 1983-04-21 1986-06-17 Hexachimie Niflumic acid morpholinoethyl ester diniflumate, use as analgesic and anti-inflammatory agents and compositions

Also Published As

Publication number Publication date
CH494757A (en) 1970-08-15
ES347129A2 (en) 1969-05-01
BE706411A (en) 1968-05-13

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