GB871856A - Pyrimidine derivatives - Google Patents

Pyrimidine derivatives

Info

Publication number
GB871856A
GB871856A GB43407/59A GB4340759A GB871856A GB 871856 A GB871856 A GB 871856A GB 43407/59 A GB43407/59 A GB 43407/59A GB 4340759 A GB4340759 A GB 4340759A GB 871856 A GB871856 A GB 871856A
Authority
GB
United Kingdom
Prior art keywords
tertiary
group
hydroxypyrimidines
mercapto
alkoxy
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
GB43407/59A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB871856A publication Critical patent/GB871856A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/56—One oxygen atom and one sulfur atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/38—One sulfur atom

Abstract

The invention comprises compounds of the general formula <FORM:0871856/IV (b)/1> (wherein R1 and R2 each represent a hydrogen atom or an alkyl, aryl or haloaryl radical, R3 represents an alkyl, cycloalkyl, alkoxyalkyl or alkenyl radical, R4 represents an alkylene radical and X represents a tertiary or quaternary basic nitrogen-containing group), and the preparation thereof by the p processes of the examples, which may be summarized as follows (a): (when X is tertiary) subjecting 2-mercapto-4-hydroxypyrimidines to aminoalkylation at the sulphur atom followed by etherification of the hydroxy group to an alkoxy or alkoxyalkoxy group; (b) (when X is tertiary and R1 is other than hydrogen) condensing basic-substituted isothiourea ethers with b -ketocarboxylic acid esters to form 4-hydroxypyrimidines, and replacing the hydroxy group by a halogen atom and the latter by an alkoxy or alkoxyalkoxy group; (c) (when X is quaternary) quaternating the products of (a) or (b). The products are useful as cytostatic agents. 2 - Mercapto - 4 - hydroxy - 6 - p - chloro - phenylpyrimidine is prepared by condensing ethyl p-chlorobenzoylacetate with thiourea in the presence of sodium methoxide.
GB43407/59A 1958-12-31 1959-12-21 Pyrimidine derivatives Expired GB871856A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE871856X 1958-12-31

Publications (1)

Publication Number Publication Date
GB871856A true GB871856A (en) 1961-07-05

Family

ID=6815793

Family Applications (1)

Application Number Title Priority Date Filing Date
GB43407/59A Expired GB871856A (en) 1958-12-31 1959-12-21 Pyrimidine derivatives

Country Status (1)

Country Link
GB (1) GB871856A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150152077A1 (en) * 2012-06-07 2015-06-04 Georgia State University Research Foundation, Inc. SecA Inhibitors and Methods of Making and Using Thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150152077A1 (en) * 2012-06-07 2015-06-04 Georgia State University Research Foundation, Inc. SecA Inhibitors and Methods of Making and Using Thereof
US9957247B2 (en) * 2012-06-07 2018-05-01 Georgia State University Research Foundation, Inc. SecA inhibitors and methods of making and using thereof

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