IE37319B1 - Ethers and their use in the treatment of liver fluke infections - Google Patents

Ethers and their use in the treatment of liver fluke infections

Info

Publication number
IE37319B1
IE37319B1 IE287/73A IE28773A IE37319B1 IE 37319 B1 IE37319 B1 IE 37319B1 IE 287/73 A IE287/73 A IE 287/73A IE 28773 A IE28773 A IE 28773A IE 37319 B1 IE37319 B1 IE 37319B1
Authority
IE
Ireland
Prior art keywords
formula
compounds
group
alkyl
feb
Prior art date
Application number
IE287/73A
Other versions
IE37319L (en
Original Assignee
Wellcome Found
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 US00229563A external-priority patent/US3852336A/en
Priority claimed from US230126A external-priority patent/US3862226A/en
Application filed by Wellcome Found filed Critical Wellcome Found
Publication of IE37319L publication Critical patent/IE37319L/en
Publication of IE37319B1 publication Critical patent/IE37319B1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/10—Anthelmintics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Abstract

1429852 Amides WELLCOME FOUNDATION Ltd 23 Feb 1973 [25 Feb 1972 28 Feb 1972] 8920/73 Addition to 1380882 Heading C2C [Also in Division A5] The invention comprises amides of the formula wherein L is -Z-A-Z-, where Z is when m is 0 or 1 and X 2 , X 3 and X 4 are H or C 1-3 alkyl; and A is -O.CO.O- or a divalent radical of a dicarboxylic or monocarboxylic acid containing 2 to 14 carbon atoms and having respectively two ester linkages or one ester and one other linkage, to the rest of the molecule, or -CH 2 -, -(CH 2 ) 2 -, or where X and X 1 are H or C 1-3 alkyl ; R and R<SP>1</SP> are H, optionally substituted saturated aliphatic hydrocarbon group having 1 to 7 carbon atoms or an unsaturated aliphatic hydrocarbon group having 2 to 4 carbon atoms; R<SP>2</SP> and R<SP>3</SP> are H, C 1-4 alkyl, R<SP>5</SP>CO, R<SP>6</SP>CO where R<SP>5</SP> and R<SP>6</SP> are H, optionally substituted aliphatic C 1-7 hydrocarbyl, or unsaturated aliphatic C 2-4 hydrocarbyl or together with R and R<SP>1</SP> respectively form C 2-4 alkylene, provided that when L is other than -Z-A-Z- at least one of R<SP>2</SP> and R<SP>3</SP> is, as appropriate, the group R<SP>5</SP>CO or R<SP>6</SP>CO and when one or more of the groups R, R<SP>1</SP>, R<SP>5</SP> and R<SP>6</SP> is a saturated aliphatic C 1-7 hydrocarbyl group substituted by NH 2 , C 1-4 alkylamino or di-(C 1-4 alkyl) amino, acid addition salts thereof. The compounds are obtained by one of the following methods:- (a) reacting in liquid mediums compounds of the Formula III wherein Alk is an alkali metal, D is R or R<SP>1</SP> and E is R<SP>2</SP> or R<SP>3</SP> with compounds of the Formula IV where B is a reactive nucleophilic group or atom; (b) acylating amines of the Formula V wherein at least one of T<SP>1</SP>, T<SP>2</SP>, T<SP>3</SP> and T<SP>4</SP> is H and otherwise T<SP>1</SP> and T<SP>2</SP> are R<SP>1</SP>CO or RCO and T<SP>3</SP> and T<SP>4</SP> are R<SP>2</SP> and R<SP>3</SP> respectively; or (c) reacting in liquid medium compounds of the Formula VII where D is R or R<SP>1</SP> and E is R<SP>2</SP> or R<SP>3</SP> and P is H or an alkali metal with compounds of the Formula VIII wherein G is the moiety of the group A that interconnects the two terminal oxygen atoms thereof. 4<SP>1</SP>-(2-Hydroxyethoxy)acetanilide is made by reacting 4-acetamidophenol with 2-chloroethanol. [GB1429852A]
IE287/73A 1972-02-25 1973-02-23 Ethers and their use in the treatment of liver fluke infections IE37319B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US00229563A US3852336A (en) 1972-02-25 1972-02-25 Anthelmintic compounds
US230126A US3862226A (en) 1972-02-28 1972-02-28 Bis-{8 beta-(4-N,N-diacetylaminophenoxy)ethyl{9 ether

Publications (2)

Publication Number Publication Date
IE37319L IE37319L (en) 1973-08-25
IE37319B1 true IE37319B1 (en) 1977-06-22

Family

ID=26923410

Family Applications (1)

Application Number Title Priority Date Filing Date
IE287/73A IE37319B1 (en) 1972-02-25 1973-02-23 Ethers and their use in the treatment of liver fluke infections

Country Status (7)

Country Link
JP (1) JPS4897828A (en)
CH (1) CH590210A5 (en)
DE (1) DE2309100C2 (en)
FR (1) FR2181761B2 (en)
GB (1) GB1429852A (en)
IE (1) IE37319B1 (en)
NL (1) NL180507C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080194859A1 (en) * 2004-05-14 2008-08-14 Kenneth I. Sawyer Polyurea Compositions and Compounds for the Preparation Thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB749907A (en) * 1952-12-04 1956-06-06 Wellcome Found Improvements in bis-(p-aminophenoxy) alkane derivatives
US3896235A (en) * 1970-09-01 1975-07-22 Burroughs Wellcome Co Anthelmintic ethers and composition thereof

Also Published As

Publication number Publication date
FR2181761B2 (en) 1975-11-21
AU5256173A (en) 1974-08-29
CH590210A5 (en) 1977-07-29
NL7302558A (en) 1973-08-28
DE2309100C2 (en) 1985-06-13
NL180507C (en) 1987-03-02
DE2309100A1 (en) 1973-09-06
NL180507B (en) 1986-10-01
JPS4897828A (en) 1973-12-13
IE37319L (en) 1973-08-25
FR2181761A2 (en) 1973-12-07
GB1429852A (en) 1976-03-31

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