Synthesis of 1-(3-halotetrahydro-2-furyl) derivatives of uracil, 5-substituted uracils, and cytosine

Journal Article · Wed Jul 01 04:00:00 EDT 1987 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00475481· OSTI ID:5774992

Kaulinya, L T; Lidak, M Yu

The cis and trans isomers of 1-(3-halotetrahydro-2-furyl) derivatives of uracil, 5-substituted uracils, and cytosine were obtained by alkylation of 2,4-bis(trimethylsilyl) derivatives of uracil, 5-substituted uracils, and cytosine with 2,3-dihalotetrahydrofurans. 2,3'-Anhydro compounds are also formed in the alkylation of 5-halouracil derivatives. The physicochemical properties of the compounds obtained and the antineoplastic activities of the 5-fluorouracil derivatives were studied.

• Research Organization: Institute of Organic Synthesis, Riga, USSR
• OSTI ID: 5774992
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 23:1; ISSN CHCCA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
550200 -- Biochemistry
59 BASIC BIOLOGICAL SCIENCES
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Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALKYLATION
AMINES
ANIMALS
ANTINEOPLASTIC DRUGS
AZINES
BIOCHEMISTRY
BIOLOGICAL EFFECTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHEMISTRY
COUPLING
COUPLING CONSTANTS
CYTOSINE
DEUTERIUM COMPOUNDS
DMSO
DOSE-RESPONSE RELATIONSHIPS
DRUGS
ELECTRONIC STRUCTURE
FURANS
HALOGENATION
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INTERMEDIATE COUPLING
J-J COUPLING
MAMMALS
MICE
MOLECULAR STRUCTURE
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PYRIMIDINES
RODENTS
SPECTRA
SULFOXIDES
SYNTHESIS
TETRAHYDROFURAN
URACILS
VERTEBRATES