ES348081A1 - New imidazole derivatives, process for their production and compositions containing them - Google Patents

New imidazole derivatives, process for their production and compositions containing them

Info

Publication number
ES348081A1
ES348081A1 ES348081A ES348081A ES348081A1 ES 348081 A1 ES348081 A1 ES 348081A1 ES 348081 A ES348081 A ES 348081A ES 348081 A ES348081 A ES 348081A ES 348081 A1 ES348081 A1 ES 348081A1
Authority
ES
Spain
Prior art keywords
reacting
formula
acid addition
ethylenedioxypropane
ethylenedioxypropyl
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
ES348081A
Other languages
Spanish (es)
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 ES348081A1 publication Critical patent/ES348081A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Vertical, Hearth, Or Arc Furnaces (AREA)
  • Manufacture And Refinement Of Metals (AREA)
  • Dry Shavers And Clippers (AREA)

Abstract

Novel compounds of the Formula I where R 1 is phenyl substituted in 2, 3 or 4 position by halogen (preferably fluorine, chlorine or bromine) or methoxy or ethoxy, one of R 2 and R 3 represents CH 3 or C 2 H 5 and the other H, CH 3 or C 2 H 5 , or pharmaceutically acceptable acid addition salts thereof are obtained by desulphurizing or reducing a compound of Formula II where X is -OH or -SH, or a tautomer thereof, and, optionally, converting it into an acid addition salt with an inorganic or organic acid. Where X is -SH in Formula II, the elimination of X is effected by desulphurization of the 1 - aryl - 2 - mercapto - imidazole or corresponding 2 - thiono derivative employing Raney Ni, HNO 3 or H 2 O 2 . Where X is -OH, the elimination of X is effected by reducing the 1 - aryl - 2 - hydroxyimidazoles or corresponding imidazol - 2 - ones with LiAlH 4 . 2,2 - Ethylenedioxypropyl isothiocyanate is obtained by reacting 1 - amino - 2,2 - ethylenedioxypropane with thiophosgene. 5 - Methyl - 1 - (2 - methoxyphenyl) - 2 - mercapto - imidazole is obtained by reacting 2,2 - ethylenedioxypropyl isothiocyanate with o-anisidine. 3 - Methoxyphenylisothiocyanate is obtained by reacting m-anisidine with thiophosgene. 5 - Methyl - 1 - (3 - methoxyphenyl) - 2 - mercaptoimidazole is obtained by reacting 3 - methoxyphenylisocyanate with 1 - amino - 2,2 - ethylenedioxypropane. Pharmaceutical compositions, suitable for treatment of hyperaldosteronism and associated disorders, useful as diuretics and cardiovascular agents, comprise an amount of 0À5- 90% of a compound of Formula I or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutical carrier in forms suitable for oral or parenteral administration.
ES348081A 1966-12-09 1967-12-07 New imidazole derivatives, process for their production and compositions containing them Expired ES348081A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US60039366A 1966-12-09 1966-12-09

Publications (1)

Publication Number Publication Date
ES348081A1 true ES348081A1 (en) 1969-03-01

Family

ID=24403409

Family Applications (1)

Application Number Title Priority Date Filing Date
ES348081A Expired ES348081A1 (en) 1966-12-09 1967-12-07 New imidazole derivatives, process for their production and compositions containing them

Country Status (10)

Country Link
AT (1) AT273102B (en)
BE (1) BE707761A (en)
CH (1) CH493526A (en)
DE (1) DE1695048A1 (en)
ES (1) ES348081A1 (en)
FR (2) FR1572182A (en)
GB (1) GB1208129A (en)
GR (1) GR37782B (en)
NL (1) NL6716722A (en)
NO (1) NO119535B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013163159A2 (en) * 2012-04-24 2013-10-31 Board Of Trustees Of Northern Illinois University Design and synthesis of novel inhibitors of isoprenoid biosynthesis

Also Published As

Publication number Publication date
NL6716722A (en) 1968-06-10
FR1572182A (en) 1969-06-27
AT273102B (en) 1969-08-11
FR7546M (en) 1969-12-29
DE1695048A1 (en) 1971-04-08
CH493526A (en) 1970-07-15
BE707761A (en) 1968-06-10
GR37782B (en) 1969-07-14
GB1208129A (en) 1970-10-07
NO119535B (en) 1970-06-01

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