Month: September 2022

Mather, Brian D.;Lizotte, Jeremy R.;Long, Timothy E. published 《Synthesis of end functional multiple hydrogen bonded polystyrenes and poly(alkyl acrylates) using controlled radical polymerization》. The research results were published in《Polymer Preprints (American Chemical Society, Division of Polymer Chemistry)》 in 2004.HPLC of Formula: 18592-13-7 The article conveys some information:

Uracil-containing alkoxyamines involving both TEMPO and N-tert-butyl-N-(1-diethylphosphono-2,2-dimethylpropyl) nitroxide (DEPN) were synthesized and used in the stable free radical polymerization of styrene and Bu acrylate. The resultant polymers exhibited narrow mol. weight distributions (Mw/Mn ∼1.20) and controlled mol. weights characteristic of stable free radical polymerizations Characterization of the polymers using proton NMR spectroscopy and melt rheol. demonstrated the presence of the hydrogen bonding interaction. The experimental procedure involved many compounds, such as 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 HPLC of Formula: 18592-13-7) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C5H5ClN2O2《Affinity adsorption of bovine hyaluronidase with ligands targeting to active site》 was published in 2018. The authors were Xin, Yu;Hao, Mengyao;Fan, Guangming;Zhang, Yao;Zheng, Mengling;Zhang, Liang, and the article was included in《Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences》. The author mentioned the following in the article:

Four affinity ligands were designed from 6-chloromethyluracil and 2-aminobenzimidazole and simulated for the interaction with bovine hyaluronidase-1. Regarding sequence alignment, bovine hyaluronidase-1 precursor showed circa 83.6% similarity with human hyaluronidase-1. Regarding structural modeling and mol. docking, bovine hyaluronidase-1 interacted with ligands in the active site. Using epichlorohydrin, 1,3-propanediamine and cyanuric chloride as spacers, 6-chloromethyluracil and 2-aminobenzimidazole were composed to Sepharose beads. The modified Sepharose beads were then subjected to adsorption anal. with bovine hyaluronidase. After one step of affinity adsorption, the samples extracted from bovine testes were subjected to sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE) anal. and activity assay. As calculated, the densities of four ligands on sorbents (entitled as L-1, L-2, L-3 and L-4) were 37.7 ± 2.3, 36.4 ± 3.2, 42.4 ± 4.2 and 33.7 ± 2.3 μmol/g wet gel; the theor. maximum adsorption (Q_max) of bovine hyaluronidase on the four sorbents were 63.6 ± 1.6, 72.0 ± 0.7, 111.0 ± 4.1 and 121.7 ± 2.3 mg/g wet gel, resp.; the dissociation constants (K_d) of the four sorbents were 18.5 ± 0.8, 48.1 ± 4.3, 35.0 ± 3.0, 40.6 ± 2.7 μg/g wet gel, resp. After optimization, the proteins captured by sorbents attaching 2-aminobenzimidazole based ligands (L-3 and L-4) revealed the main single band at approx. 50 kDa, and the purities were about 85.2 and 96.4%; the bioactivity recoveries were 83.5 and 89.4%. In addition, the bands on SDS-PAGE gel were also extracted and confirmed with linear trap quadropole mass spectrometry (LTQ-MS) anal. And 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) was used in the research process.

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Formula: C5H5ClN2O2) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Category: pyrimidinesIn 1998, Kim, Jack C.;Lee, Min-Hwa;Choi, Soon-Kyu published 《Synthesis and antitumor evaluation of cis-(1,2-diaminoethane)dichloroplatinum(II) complexes linked to 5- and 6-methyleneuracil and -uridine analogs》. 《Archives of Pharmacal Research》published the findings. The article contains the following contents:

The search for platinum(II)-based compounds with improved therapeutic properties prompted the design and synthesis of a new family of water-soluble, 3rd generation cis-diaminedichloroplatinum(II) complexes linked to uracil and uridine. Six heretofore unreported uracil and uridine-platinum(II) complexes are [N-(uracil-5-ylmethyl)ethane-1,2-diamine]dichloroplatinum(II) (3a), [N-(uracil-6-ylmethyl)ethane-1,2-diamine]dichloroplatinum(II) (3b), {[N-(2′,3′,5′-tri-O-acetyl)uridine-5-ylmethyl]ethane-1,2-diamine}dichloroplatinum(II) (6a), {[N-(2′,3′,5′-tri-O-acetyl)uridine-6-ylmethyl]ethane-1,2-diamine}dichloroplatinum(II) (6b), [N-(uridine-5-ylmethyl)ethane-1,2-diamine]dichloroplatinum(II) (7a) and [N-(uridine-6-ylmethyl)ethane-1,2-diamine]dichloroplatinum(II) (7b). These analogs were prepared from the key starting materials, 5-chloromethyluracil (1a) and 6-chloromethyluracil (1b) which were reacted with ethylenediamine to afford the resp. 5-[(2-aminoethyl)aminomethyl]uracil (2a) and 6-[(2-aminoethyl)aminomethyl]uracil (2b). The cis-platin complexes 3a and 3b were obtained through the reaction of the resp. 2a and 2b with potassium tetrachloroplatinate(II). The heterocyclic nucleic acid bases 1a and 1b were efficiently introduced on the β-D-ribose ring via a Vorbruggen-type nucleoside coupling procedure with hexamethyldisilazane, trimethylchlorosilane and stannic chloride under anhydrous acetonitrile to yield the stereospecific β-anomeric 5-chloromethyl-2′,3′,5′-tri-O-acetyluridine (4a) and 6-chloromethyl-2′,3′,5′-tri-O-acetyluridine (4b) resp. The nucleosides 4a and 4b were coupled with ethylenediamine to provide the resp. 5-[(2-aminoethyl)amino]methyl-2′,3′,5′-tri-O-acetyluridine (5a) and 6-[(2-aminoethyl)amino]methyl-2′,3′,5′-tri-O-acetyluridine (5b). The diaminouridines 5a and 5b were reacted with potassium tetrachloroplatinate(II) to give the novel nucleoside complexes 6a and 6b, resp., which were deacetylated into the free nucleosides 7a and 7b by treatment with CH₃ONa. The cytotoxic activities were evaluated against three cell lines (FM-3A, P-388 and J-82) and none of the synthesized compounds showed any significant activity. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Category: pyrimidines) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione《Nucleosides. LXXVIII. Synthesis of some 6-substituted uracils and uridines by the Wittig reaction》 was published in 1972. The authors were Klein, Robert S.;Fox, Jack J., and the article was included in《Journal of Organic Chemistry》. The author mentioned the following in the article:

Orotaldehyde (I) was treated with various alkylidene phosphoranes to afford α,β-unsaturated 6-substituted uracils. 6-Chloromethyluracil was converted to the 6-triphenyl-phosphonium salt (II) by reaction with Ph3P. This salt gave 6-styryluracil when treated with PhCHO. With I, II afforded 1,2-bis-(6-uracilyl)ethene which was converted to 1,2-bis-(6-uracilyl)ethane. With HCHO, II yielded 6-vinyluracil (III) which was polymerized to poly(6-vinyluracil). Bromination of III afforded the 5-bromo analog exclusively. With NaHSO3, III was converted quant. to the Na salt of 2-(6-uracilyl)ethanesulfonic acid. Synthesis of 6-methylcytidine from N4-acetyl-6-methylcytosine by the Hg(CN)2-MeNO2 procedure was achieved and the nucleoside converted via a bisulfite adduct to 6-methyluridine which was subsequently oxidized to tri-O-acetylorotidine aldehyde (IV). With carbethoxymethylenetriphenylphosphorane, IV was converted to the Et ester of trans-3-(6-uridinyl)acrylic acid. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Name: 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Iltzsch, Max H.;Tankersley, Kevin O. published 《Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii》 in 1994. The article was appeared in 《Biochemical Pharmacology》. They have made some progress in their research.Reference of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione The article mentions the following:

One hundred compounds were evaluated as ligands of Toxoplasma gondii, uracil phosphoribosyltransferase (UPRTase, EC 2.4.2.9) by examining their ability to inhibit this enzyme in vitro. Inhibition was quantified by determining apparent K_i values fo those compounds that inhibited T. gondii UPRTase by greater than 10% at a concentration of 2 mM. Five compounds (4-thiopyridine, 2-thiopyrimidine, trihiocyanuric acid, 1-deazauracil and 2,4-dithiouracil) bound to the enzyme better than two known substrates for T. gondii UPRTase, 5-fluorouracil and emimycin, which have antitoxoplasmal activity (Pfefferkorn ER, Exp Parasitol 44: 26-35, 1978; Pfefferkorn et al., Exp Parasitol 69: 129-139, 1989). In addition, several selected compounds were evaluated as substrates for T. gondii UPRTase, and it was found that 2,4-dithiouracil is also a substrate for this enzyme. On the basis of these data, a structure-activity relationship for the binding of ligands to T. gondii UPRTase was determined using uracil as a reference compound To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Reference of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C5H5ClN2O2In 2019, Noikham, Medena;Yotphan, Sirilata published 《Copper-Catalyzed Regioselective Direct C-H Thiolation and Thiocyanation of Uracils》. 《European Journal of Organic Chemistry》published the findings. The article contains the following contents:

A novel copper-catalyzed direct C-H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts resp. as coupling partners are described. These reactions enable the C-H bond cleavage and C-S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives These protocols exhibit several merits including simple exptl. procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Formula: C5H5ClN2O2) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione《Synthesis of polymers containing pyrimidine base as chemically amplified resist》 was published in 1995. The authors were Sugiki, Takanori;Wada, Takehiko;Inaki, Yoshiaki, and the article was included in《Journal of Photopolymer Science and Technology》. The author mentioned the following in the article:

This paper deals with the preparation of enol ether derivatives of poly(6-vinyluracil), and the application to chem. amplified resists developed in alk. aqueous solution and in organic solvent. The experimental procedure involved many compounds, such as 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Application In Synthesis of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Filichev, Vyacheslav V.;Pedersen, Erik B. published 《Synthesis of 1′-aza-C-nucleosides from (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol》 in 2001. The article was appeared in 《Tetrahedron》. They have made some progress in their research.Category: pyrimidines The article mentions the following:

Pyrimidine 1′-aza-C-nucleosides are synthesized by the fusion of 5-bromouracil, 5-bromocytosine and 5-bromoisocytosine with (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol in 40-41% yield. A homolog of 1′-aza-Ψ-uridine is obtained in a Mannich reaction in 65% yield by treatment of the azasugar, paraformaldehyde and uracil. N-Alkylation of (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol with 6-chloromethyluracil gives the 6-regioisomeric homolog. (3R,4R)-4-(Hydroxymethyl)pyrrolidin-3-ol is synthesized in 25% overall yield from diacetone-D-glucose via 3-C-(azidomethyl)-3-deoxy-D-allose which is subjected to an intramol. reductive amino alkylation reaction to give (3R,4S)-4-[(1S,2R)-1,2,3-trihydroxypropyl]pyrrolidin-3-ol followed by Fmoc protection, oxidative cleavage of the triol group with further reduction of the obtained aldehyde and subsequent deprotection of the nitrogen atom. The experimental procedure involved many compounds, such as 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Category: pyrimidines) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Product Details of 18592-13-7In 2019, Ozturk, Nuri published 《Crystal structure, spectroscopic and electronic features of 6-(Chloromethyl)uracil》. 《Journal of Molecular Structure》published the findings. The article contains the following contents:

The structural, spectroscopic and electronic features of the 6-(Chloromethyl)uracil (6CMU) have been characterized by using single crystal X-ray diffraction (XRD), ¹H and ¹³C NMR, UV-Vis. and vibrational (FT-IR and Raman) spectroscopies. The classical geometry analyses of intermol. interactions, which were performed on the basis of exptl. crystal structure, have been supported by Hirshfeld surface anal. Theor. mol. geometry optimization parameters (bond lengths and angles), vibrational wavenumbers, proton and carbon NMR chem. shifts, UV-Vis. parameters (wavelengths, excitation energies, oscillator strength) and the HOMO and the LUMO energies have been calculated using d. functional theory (DFT/B3LYP) quantum chem. method with 6-311++G (d,p) basis set to compare with the exptl. results. Assignments of the vibrational wavenumbers have been carried out by Potential Energy Distribution (PED) analyses by using VEDA 4 software. UV-Vis. electronic absorption parameters, HOMO-LUMO analyses, Natural Bond Orbital (NBO) results and Mol. Electrostatic Potential (MEP) surface of 6CMU have been studied to explicate electronic transitions, intramol. charge transfer and interaction sites in the mol. The computed vibrational wavenumbers, NMR chem. shifts and UV-Vis. parameters have been in good agreement with the corresponding exptl. data and literature. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Product Details of 18592-13-7) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Cole, Christian;Reigan, Philip;Gbaj, Abdul;Edwards, Philip N.;Douglas, Kenneth T.;Stratford, Ian J.;Freeman, Sally;Jaffar, Mohammed published 《Potential Tumor-Selective Nitroimidazolylmethyluracil Prodrug Derivatives: Inhibitors of the Angiogenic Enzyme Thymidine Phosphorylase》 in 2003. The article was appeared in 《Journal of Medicinal Chemistry》. They have made some progress in their research.Application of 18592-13-7 The article mentions the following:

Thymidine phosphorylase (TP) is an angiogenic growth factor and a target for anticancer drug design. Mol. modeling suggested that 2′-aminoimidazolylmethyluracils would be potent inhibitors of TP. The novel 5-halo-2-aminoimidazolylmethyluracils were very potent inhibitors of E. coli TP (IC₅₀ ∼ 20 nM). Contrastingly, the corresponding 2′-nitroimidazolylmethyluracil (as bioreductively activated) prodrugs were 1000-fold less active (IC₅₀ 22-24 μM). This approach may be used to selectively deliver TP inhibitors into hypoxic regions of solid tumors where TP is overexpressed. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Application of 18592-13-7) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia