CA2189652C - Nouveaux derives d'acide hydroximique, compositions pharmaceutiques les contenant, et leur procede de preparation - Google Patents

Nouveaux derives d'acide hydroximique, compositions pharmaceutiques les contenant, et leur procede de preparation Download PDF

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Publication number
CA2189652C
CA2189652C CA002189652A CA2189652A CA2189652C CA 2189652 C CA2189652 C CA 2189652C CA 002189652 A CA002189652 A CA 002189652A CA 2189652 A CA2189652 A CA 2189652A CA 2189652 C CA2189652 C CA 2189652C
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CA
Canada
Prior art keywords
acid addition
formula
addition salt
group
compound
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 - Fee Related
Application number
CA002189652A
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English (en)
Other versions
CA2189652A1 (fr
Inventor
Mihaly Barabas
Ede Marvanyos
Laszlo Urogdi
Laszlo Vereczkey
Laszlo Jaszlits
Katalin Biro
Andrea Jednakovits
Erzsebet Radvanyi
Istvanne Udvardy-Nagy
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.)
LadRx Corp
Original Assignee
Biorex Kutato Fejleszto Kft
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
Priority claimed from HU9401488A external-priority patent/HU219916B/hu
Application filed by Biorex Kutato Fejleszto Kft filed Critical Biorex Kutato Fejleszto Kft
Priority claimed from PCT/HU1995/000014 external-priority patent/WO1995030649A1/fr
Publication of CA2189652A1 publication Critical patent/CA2189652A1/fr
Application granted granted Critical
Publication of CA2189652C publication Critical patent/CA2189652C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/02—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/12—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines
    • C07C259/18—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines having carbon atoms of hydroxamidine groups bound to carbon atoms of six-membered aromatic rings
    • 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

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

Abstract

Nouveaux composés répondant à la formule (I), dans laquelle X représente halogène; Z représente un groupe aromatique, un groupe pyridinyle ou analogue; et R représente un groupe alkyle ou phénylalkyle ou un groupe -A-N(R¿1?)R¿2?, où R¿1? et R¿2?, indépendamment l'un de l'autre, représentent hydrogène ou un groupe alkyle, ou, pris ensemble avec l'atome d'azote voisin, forment un groupe hétérocyclique saturé ayant de 5 à 7 chaînons et contenant éventuellement un atome supplémentaire d'azote, d'oxygène ou de soufre, ledit groupe hétérocyclique étant éventuellement substitué par au moins un groupe alkyle; et A représente un groupe alkylène à chaîne linéaire ou ramifiée, ainsi que leurs sels d'addition d'acide pharmaceutiquement acceptables; procédés de préparation des nouveaux composés précités, et compositions pharmaceutiques renfermant, à titre d'ingrédients actifs, lesdits composés ou leurs sels d'addition d'acide pharmaceutiquement acceptables. En outre, on a prévu certains nouveaux intermédiaires répondant à la formule (II). Les composés de la formule (I) ont un effet anti-ischémique et sont donc utilisables dans le traitement des affections et maladies ischémiques telles que l'ischémie myocardique (induite, par exemple, par l'occlusion des artères coronaires).
CA002189652A 1994-05-06 1995-05-04 Nouveaux derives d'acide hydroximique, compositions pharmaceutiques les contenant, et leur procede de preparation Expired - Fee Related CA2189652C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
HUP9401488 1994-05-06
HU9401488A HU219916B (hu) 1989-12-22 1994-05-06 Hidroximsav-származékok, eljárás előállításukra és az azokat tartalmazó gyógyszerkészítmények, valamint egyes intermedierjeik
PCT/HU1995/000014 WO1995030649A1 (fr) 1994-05-06 1995-05-04 Nouveaux derives d'acide hydroximique, compositions pharmaceutiques les contenant, et leur procede de preparation

Publications (2)

Publication Number Publication Date
CA2189652A1 CA2189652A1 (fr) 1995-11-16
CA2189652C true CA2189652C (fr) 2006-12-05

Family

ID=37560802

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002189652A Expired - Fee Related CA2189652C (fr) 1994-05-06 1995-05-04 Nouveaux derives d'acide hydroximique, compositions pharmaceutiques les contenant, et leur procede de preparation

Country Status (1)

Country Link
CA (1) CA2189652C (fr)

Also Published As

Publication number Publication date
CA2189652A1 (fr) 1995-11-16

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