GB1429852A - 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
GB1429852A
GB1429852A GB892073A GB892073A GB1429852A GB 1429852 A GB1429852 A GB 1429852A GB 892073 A GB892073 A GB 892073A GB 892073 A GB892073 A GB 892073A GB 1429852 A GB1429852 A GB 1429852A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
group
alkyl
feb
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
GB892073A
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation Ltd
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 Foundation Ltd filed Critical Wellcome Foundation Ltd
Publication of GB1429852A publication Critical patent/GB1429852A/en
Expired legal-status Critical Current

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.
GB892073A 1972-02-25 1973-02-23 Ethers and their use in the treatment of liver fluke infections Expired GB1429852A (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 (1)

Publication Number Publication Date
GB1429852A true GB1429852A (en) 1976-03-31

Family

ID=26923410

Family Applications (1)

Application Number Title Priority Date Filing Date
GB892073A Expired GB1429852A (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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005113487A2 (en) * 2004-05-14 2005-12-01 Sawyer Kenneth I 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

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005113487A2 (en) * 2004-05-14 2005-12-01 Sawyer Kenneth I Polyurea compositions and compounds for the preparation thereof
WO2005113487A3 (en) * 2004-05-14 2006-06-01 Kenneth I Sawyer Polyurea compositions and compounds for the preparation thereof

Also Published As

Publication number Publication date
AU5256173A (en) 1974-08-29
FR2181761A2 (en) 1973-12-07
DE2309100C2 (en) 1985-06-13
NL180507B (en) 1986-10-01
JPS4897828A (en) 1973-12-13
FR2181761B2 (en) 1975-11-21
CH590210A5 (en) 1977-07-29
NL180507C (en) 1987-03-02
NL7302558A (en) 1973-08-28
DE2309100A1 (en) 1973-09-06
IE37319L (en) 1973-08-25
IE37319B1 (en) 1977-06-22

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Legal Events

Date Code Title Description
416 Proceeding under section 16 patents act 1949
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee