GB1077691A - 5-nitroimidazole compounds - Google Patents

5-nitroimidazole compounds

Info

Publication number
GB1077691A
GB1077691A GB31567/64A GB3156764A GB1077691A GB 1077691 A GB1077691 A GB 1077691A GB 31567/64 A GB31567/64 A GB 31567/64A GB 3156764 A GB3156764 A GB 3156764A GB 1077691 A GB1077691 A GB 1077691A
Authority
GB
United Kingdom
Prior art keywords
alkyl
formula
radical
hydrogen
nitroimidazole
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
GB31567/64A
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 GB1077691A publication Critical patent/GB1077691A/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
    • C07D233/66—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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • C07D233/94—Nitro radicals attached in position 4 or 5 with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to other ring members
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

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

Abstract

Novel compounds of formula <FORM:1077691/C2/1> in which R is C1- 5 alkyl, or a -(CH2)nOX radical where n is 2,3 or 4 and X is a hydrogen atom or an acyl radical, R2 is hydrogen or C1- 5 alkyl, and R3 is hydrogen, or a C1- 5 alkyl, hydroxyalkyl, aryl, aralkyl, heteroaryl, amino, phenylamino, glucosamino, or carbamoylalkyl radical, or -NR2R3 represents a morpholino, piperidinyl, piperazinyl or pyrrolidinyl ring, and the water-soluble acid addition salts thereof, are prepared (1) when R is a C1- 5 alkyl radical, by contacting a 1-(C1- 5 alkyl)-5-nitroimidazole -2-carbonyl halide or a C1- 8 hydrocarbonyl ester of a 1-(C1- 5 alkyl)-5-nitroimidazole-2-carboxylic acid with an amine of formula HNR2R3, (2) when R is -(CH2)nOH, by contacting a 1-(o -hydroxyalkyl) - 5 - nitroimidazole - 2 - carboxylic acid lactone with an amine of formula HNR2R3, and (3) when R is -(CH2)nOX and X is an acyl radical, by esterification of the corresponding compounds in which X is hydrogen. The starting materials for processes (1) and (2) may be prepared by the process claimed in Specifications 1,077,694 and 1,077,695. Pharmaceutical compositions active against trichomoniasis, which may be administered orally, contain as active ingredient a compound of Formula A above. Veterinary compositions active against histomoniasis, which may be administered orally mixed in foodstuff or drinking water, contain as active ingredient a compound of Formula A above. Compounds of Formula A also exhibit anti-bacterial activity.
GB31567/64A 1963-08-07 1964-08-04 5-nitroimidazole compounds Expired GB1077691A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US30062963A 1963-08-07 1963-08-07

Publications (1)

Publication Number Publication Date
GB1077691A true GB1077691A (en) 1967-08-02

Family

ID=23159914

Family Applications (3)

Application Number Title Priority Date Filing Date
GB31567/64A Expired GB1077691A (en) 1963-08-07 1964-08-04 5-nitroimidazole compounds
GB18021/66A Expired GB1077694A (en) 1963-08-07 1964-08-04 5-nitroimidazole derivatives
GB18883/66A Expired GB1077695A (en) 1963-08-07 1966-08-04 5-nitroimidazole derivatives

Family Applications After (2)

Application Number Title Priority Date Filing Date
GB18021/66A Expired GB1077694A (en) 1963-08-07 1964-08-04 5-nitroimidazole derivatives
GB18883/66A Expired GB1077695A (en) 1963-08-07 1966-08-04 5-nitroimidazole derivatives

Country Status (11)

Country Link
BE (1) BE651422A (en)
BR (1) BR6461529D0 (en)
CH (3) CH455807A (en)
DE (1) DE1795342A1 (en)
DK (2) DK108920C (en)
FR (2) FR1568706A (en)
GB (3) GB1077691A (en)
IL (2) IL29386A (en)
NL (1) NL140854B (en)
NO (1) NO116086B (en)
SE (1) SE318572B (en)

Also Published As

Publication number Publication date
NL140854B (en) 1974-01-15
DK108920C (en) 1968-02-26
IL29386A (en) 1968-06-20
DK109987C (en) 1968-08-19
CH455808A (en) 1968-05-15
DE1470078A1 (en) 1969-09-25
CH444871A (en) 1967-10-15
NO116086B (en) 1969-01-27
FR1568706A (en) 1969-05-30
DE1795342A1 (en) 1972-01-05
CH455807A (en) 1968-05-15
NL6409117A (en) 1965-02-08
BR6461529D0 (en) 1973-07-17
BE651422A (en) 1965-02-05
IL21744A (en) 1969-05-28
FR3937M (en) 1966-02-21
GB1077694A (en) 1967-08-02
DE1470078B2 (en) 1973-01-18
SE318572B (en) 1969-12-15
GB1077695A (en) 1967-08-02

Similar Documents

Publication Publication Date Title
GB1047935A (en) Substituted piperazines and preparation thereof
ES478228A1 (en) Phenoxyalkylcarboxylic-acid derivatives, process for their preparation and medicaments containing them.
ES303009A1 (en) Procedure for the preparation of imidazolidine compounds. (Machine-translation by Google Translate, not legally binding)
JPS56103168A (en) Thiazole derivative, its preparation, and antihistaminic agent containing the same
ES343692A1 (en) N-(1-alkyl-2-pyrrolidylmethyl)-3-alkoxy-(or hydroxy)-indoles-2-carboxamides
GB1185045A (en) Amine Derivatives
GB1122756A (en) Amino-substituted naphthalene derivatives
GB1077691A (en) 5-nitroimidazole compounds
GB1064900A (en) Basic ethers and preparation thereof
GB1042480A (en) Substituted pyridyl coumarins
GB1086338A (en) Basically substituted derivatives of 5,6-dihydro-dibenzo-[b,e]-azepine-6,11-dione-11-oxime
JPS5225740A (en) Preparation of o-acyl-amidinophenols or acid addition salts thereof
GB1155037A (en) Salts of Tetracycline Antibiotics
ES8307233A1 (en) Derivatives of 1,4-thiazane-carboxylic acid, preparation and utilization thereof and compositions containing same
GB1067817A (en) Substituted piperazines
ES442009A1 (en) Method of treating fungus-infected plants with phenylazocyanoacetic ester derivatives
GB1219847A (en) Novel 3-amino-4-oxo-1h-4,5-dihydro-1,2,5-benzotriazepines, processes for their preparation, and compositions incorporating them
GB1067694A (en) A process for the preparation of 2-alkyl-4-alkylamino-6-alkoxy-s-triazines
GB1105007A (en) Nitrone derivatives and processes for preparation thereof
GB1436982A (en) Imidazole derivatives and process for preparing them
GB1156774A (en) Novel Derivatives of Iodinated Benzylamine and a Process for Producing same
GB1063364A (en) Oxazine compounds and the preparation thereof
GB1037013A (en) Naphthylacetamide derivatives
GB1042482A (en) Diamides
GB1067544A (en) Iminocycloheptatriene derivatives and a process for preparing the same