GB1319026A - Imidazole derivatives - Google Patents

Imidazole derivatives

Info

Publication number
GB1319026A
GB1319026A GB2340471*A GB2340471A GB1319026A GB 1319026 A GB1319026 A GB 1319026A GB 2340471 A GB2340471 A GB 2340471A GB 1319026 A GB1319026 A GB 1319026A
Authority
GB
United Kingdom
Prior art keywords
alkyl
alkoxy
prepared
trifluoromethylimidazole
cooh
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
GB2340471*A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB1319026A publication Critical patent/GB1319026A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • 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
    • C07D233/66—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 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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

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

Abstract

1319026 Imidazoles MERCK & CO Inc 19 April 1971 [16 March 1970] 23404/71 Heading C2C Compounds of the formula or their acid addition salts (where R 1 is H or 1-5C-alkyl; R 2 is naphthyl, quinolyl or cinnolyl, a 5-6 membered hetero aryl ring optionally containing 1,2 or 3 O, N or S atoms and optionally substituted by 1-5C alkyl, 1-5C alkoxy or 1-5C-alkoxy-(1-5C-alkyl) or phenyl substituted by halogen, 1-5C alkyl, sulphamoyl, 1-5C - alkylsulphamoyl, 1-5C - alkoxy, 2-5C-alkanoylamino, NO 2 , NH 2 , 1-5C-alkyl- or di-(1-5C-alkyl)amino methylene dioxy, or a fused 3-6C alkylene bridge and R 5 is COOH, (1-6C - alkoxy)carbonyl, carbamoyl, 1-3C- alkyl- or di-(1-3C-alkyl)carbamoyl, CN, PhCO or 2-6C-alkanoyl; provided that when R 5 is COOH R 2 is not p- or m-nitrophenyl) are prepared by reacting an appropriate compound (I) wherein R 5 is CF 3 with alkali to give (I R 5 = COOH) then converting this group into other values of R 5 . 2 - (2,3 or 4 - Pyridyl) - 4(5) - trifluoromethylimidazole is prepared from 1,1-dibromo- 3,3,3-trifluoroacetone, 4-pyridine carboxaldehyde and ammonia. 2-(p-Fluorophenyl)-1-methyl- 4(and 5) - trifluoromethylimidazole is prepared by methylating 2-(p-fluorophenyl)-4(5)-trifluoromethylimidazole. The 1-ethyl derivative is similarly prepared. Pharmaceutical compositions contain compounds (I) in a form suitable for oral administration. Compounds (I) are antigout agents.
GB2340471*A 1970-03-16 1971-04-19 Imidazole derivatives Expired GB1319026A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US2012670A 1970-03-16 1970-03-16

Publications (1)

Publication Number Publication Date
GB1319026A true GB1319026A (en) 1973-05-31

Family

ID=21796910

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2340471*A Expired GB1319026A (en) 1970-03-16 1971-04-19 Imidazole derivatives

Country Status (8)

Country Link
US (1) US3691178A (en)
JP (1) JPS5425028B1 (en)
CA (1) CA958709A (en)
CH (1) CH565157A5 (en)
DE (1) DE2112349A1 (en)
FR (1) FR2085714B1 (en)
GB (1) GB1319026A (en)
NL (1) NL7102531A (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7017486A (en) * 1969-12-15 1971-06-17
US3666767A (en) * 1970-01-28 1972-05-30 Warner Lambert Co 2-amino-1-(2-imidazolin-2-yl)-2-imidazolines
US4035390A (en) * 1971-06-19 1977-07-12 Lilly Industries, Ltd. Thiazole derivatives
US3812136A (en) * 1972-05-05 1974-05-21 Merck & Co Inc Tri-substituted imidazoles
US3914246A (en) * 1972-05-05 1975-10-21 Merck & Co Inc Tri-substituted imidazoles
US4058614A (en) * 1973-12-04 1977-11-15 Merck & Co., Inc. Substituted imidazole compounds and therapeutic compositions therewith
US4179512A (en) * 1977-03-01 1979-12-18 Merck & Co., Inc. 4-Substituted-2-arylimidazoles
US4139708A (en) * 1977-05-24 1979-02-13 Sk&F Lab Co. Intermediates and processes useful for preparing medicinal agents imidazolemethylphosphonium salts
US4314844A (en) * 1979-01-11 1982-02-09 Rohm And Haas Company Herbicidal substituted imidazoles
US4281005A (en) * 1979-03-05 1981-07-28 Merck & Co., Inc. Novel 2-pyridylimidazole compounds
MY100938A (en) * 1986-06-06 1991-05-31 Ciba Geigy Ag Arylkylimidazole derivatives.
US5872136A (en) * 1996-04-03 1999-02-16 Merck & Co., Inc. Arylheteroaryl inhibitors of farnesyl-protein transferase
US8198461B2 (en) * 2008-05-08 2012-06-12 Ampac Fine Chemicals Llc. Process for the preparation of 3-cyano-1,2,4-triazoles
CN101921234B (en) * 2009-06-12 2012-05-30 中国中化股份有限公司 Method for preparing dexmedetomidine
CN101805294B (en) * 2010-01-12 2015-06-10 北京华禧联合科技发展有限公司 Preparation of dexmedetomidine hydrochloride key intermediate

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3147270A (en) * 1961-11-03 1964-09-01 Warner Lambert Pharmaceutical Substituted 2-imidazolines
FR1487345A (en) * 1965-04-16 1967-07-07 Merck & Co Inc New process for the preparation of hydroxylated or hydroxyalkylated alkyl-imidazoles in position 1

Also Published As

Publication number Publication date
CA958709A (en) 1974-12-03
JPS5425028B1 (en) 1979-08-24
NL7102531A (en) 1971-09-20
CH565157A5 (en) 1975-08-15
FR2085714B1 (en) 1974-08-02
US3691178A (en) 1972-09-12
FR2085714A1 (en) 1971-12-31
DE2112349A1 (en) 1971-10-14

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee