2950-82-5

Usage

Uses

Used in Analytical Chemistry:
1-(2-carboxyethyl)uracil is used as an analytical reagent for the study of double functionalization of carbon nanotubes with purine and pyrimidine derivatives. Its carboxyethyl group allows for the attachment of the compound to the surface of carbon nanotubes, enabling the investigation of their properties and potential applications.
Used in Nanotechnology:
In the field of nanotechnology, 1-(2-carboxyethyl)uracil is used as a functionalizing agent for the modification of carbon nanotubes. The attachment of 1-(2-carboxyethyl)uracil to the nanotubes can enhance their solubility, dispersibility, and compatibility with other materials, making them suitable for various applications such as sensors, energy storage devices, and electronic components.
Used in Pharmaceutical Research:
1-(2-carboxyethyl)uracil may also have potential applications in pharmaceutical research, particularly in the development of new drugs and drug delivery systems. Its unique structure and properties could be exploited to design novel therapeutic agents or to improve the delivery and efficacy of existing drugs.
Used in Material Science:
In material science, 1-(2-carboxyethyl)uracil can be used as a building block for the synthesis of new materials with specific properties. Its carboxyethyl group can participate in various chemical reactions, allowing for the creation of new polymers, composites, or other materials with tailored characteristics for specific applications.
Overall, 1-(2-carboxyethyl)uracil is a versatile compound with a wide range of potential applications across different industries, including analytical chemistry, nanotechnology, pharmaceutical research, and material science. Its unique structure and properties make it a valuable tool for researchers and scientists working in these fields.

InChI:InChI=1/C7H8N2O4/c10-5-1-3-9(7(13)8-5)4-2-6(11)12/h1,3H,2,4H2,(H,11,12)(H,8,10,13)

Upstream product

• 20924-02-1 3-(2,4-dioxo-3,4-dihydro-2H-pyrimidine-1-yl)propionic acid ethyl ester 
• 107-13-1 acrylonitrile 
• 66-22-8 uracil 
• 90007-75-3 3-(3,4-dihydro-2,4-dioxopyrimidin-1(2H)-yl)propanoic acid methyl ester 

Downstream Products

• 89224-96-4 pentafluorophenyl 3-(1-uracilyl)propionate 
• 34386-72-6 1-(2-aminoethyl)pyrimidine-2,4(1H,3H)-dione 
• 1370292-99-1 N,N-dibenzyl-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanamide 
• 1370293-00-7 N-benzhydryl-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanamide 
• 1370293-04-1 3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(1-hydroxy-2-methyl-1,1-diphenylpropan-2-yl)propanamide 
• 1370293-01-8 3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(2,2-diphenylethyl)propanamide 
• 1370293-02-9 3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(3,3-diphenylpropyl)propanamide 
• 1204659-31-3 (S)-1-(3-(2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)-3-oxopropyl)pyrimidine-2,4(1H,3H)-dione 
• 1370293-03-0 1-(3-(4-benzylpiperidin-1-yl)-3-oxopropyl)pyrimidine-2,4(1H,3H)-dione 

Relevant academic research and scientific papers

Semiconductive and magnetic one-dimensional coordination polymers of Cu(II) with modified nucleobases

Four new copper(II) coordination complexes, obtained by reaction of CuX2 (X = acetate or chloride) with thymine-1-acetic acid and uracil-1-propionic acid as ligands, of formulas [Cu(TAcO)2(H 2O)4]·4H2O (1), [Cu(TAcO) 2(H2O)2]n (2), [Cu 3(TAcO)4(H2O)2(OH)2] n·4H2O (3), and [Cu3(UPrO) 2Cl2(OH)2(H2O)2] n (4) (TAcOH = thymine-1-acetic acid, UPrOH = uracil-1-propionic acid) are described. While 1 is a discrete complex, 2-4 are one-dimensional coordination polymers. Complexes 2-4 present dc conductivity values between 10-6 and 10-9 S/cm-1. The magnetic behavior of complex 2 is typical for almost isolated Cu(II) metal centers. Moderate-weak antiferromagnetic interactions have been found in complex 3, whereas a combination of strong and weak antiferromagnetic interactions have been found in complex 4. Quantum computational calculations have been done to estimate the individual "J" magnetic coupling constant for each superexchange pathway in complexes 3 and 4. Compounds 2-4 are the first known examples of semiconductor and magnetic coordination polymers containing nucleobases.

Carbon nanotube-nucleobase hybrids: Nanorings from uracil-modified single-walled carbon nanotubes

Single-walled carbon nanotubes (SWCNTs) have been covalently functionalized with uracil nucleobase. The hybrids have been characterized by using complementary spectroscopic and microscopic techniques including solid-state NMR spectroscopy. The uracil-functionalized SWCNTs are able to self-assemble into regular nanorings with a diameter of 50-70 nm, as observed by AFM and TEM. AFM shows that the rings do not have a consistent height and thickness, which indicates that they may be formed by separate bundles of CNTs. The simplest model for the nanoring formation likely involves two bundles of CNTs interacting with each other via uracil-uracil base-pairing at both CNT ends. These nanorings can be envisaged for the development of advanced electronic circuits. Copyright

Symmetrical and unsymmetrical α,ω-nucleobase amide-conjugated systems

We present the synthesis and selected physicochemical properties of several novel symmetrical and unsymmetrical α,ω-nucleobase mono-and bis-amide conjugated systems containing aliphatic, aromatic or saccharidic linkages. The final stage of the synthesis i

Novel acyclic amide-conjugated nucleosides and their analogues

An effective one-step synthesis of new amide-conjugated nucleosides and their analogues, in the presence of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4- methylmorpholinium chloride (DMT-MM) as the condensing agent, is presented. Substrate subunits carrying carboxylic group were obtained by acidic hydrolysis of Michael-type adducts of various 5-substituted uracil derivatives to methyl acrylate. Amine substrate was synthesized by reduction of 1-(2′- cyanoethyl)thymine with sodium borohydride in the presence of nickel (II) chloride as catalyst. Other applied amine substrates were 5′-amino- 5′-deoxythymidine and 5-aminouracil. Copyright Taylor & Francis Group, LLC.

Oligopyrrole carboxamides linked with a nucleobase as potential DNA minor groove binding ligands: Synthesis, DNA binding and biological evaluation

The synthesis of a series of new oligopyrrole carboxamides closely related to netropsin and distamycin A, linked with a nucleobase is reported. The new compounds possess similar structure elements as the known peptide nucleic acids which are interesting s

SYNTHESIS OF REGIOSPECIFICALLY SUBSTITUTED PYRIMIDYL DERIVATIVES AND THEIR INCORPORATION INTO PENEMS

Syntheses of regiospecifically substituted pyrimidines are described.Depending on the reaction conditions, N1- or N3-substituted pyrimidines are obtained.It has been shown that substitution on uracil under Mitsunobu conditions yields N1-substituted products.Incorporation of these derivatives into the penem nucleus gives penem antibiotics with extremely long half-lives.

ACYLATION OF POLYMETHYLENEDIAMINES BY 3-(1-URACILYL)PROPIONIC ACID

The reaction of pentafluorophenyl 3-(1-uracilyl)propionate with polymethylenediamines gives N,N'-bispolymethylenediamines.

Synthesis of 1,2:5,6-Di-O-isopropylidene-3-O--α-D-glucofuranose and 1,2-Mono-O-isopropylidene-6-O--α-D-glucofuranose

1,2:5,6-Di-O-isopropylidene-3-O--α-D-glucofuranose and 1,2-mono-O-isopropylidene-6-O--α-D-glucofuranose were synthesized.