Category: 18592-13-7

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

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

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

Corelli, Federico;Botta, Maurizio;Lossani, Andrea;Pasquini, Serena;Spadari, Silvio;Focher, Federico published 《Microwave-assisted synthesis and biological evaluation of novel uracil derivatives inhibiting human thymidine phosphorylase》. The research results were published in《Farmaco》 in 2004.Product Details of 18592-13-7 The article conveys some information:

New 5-chloro-6-substituted-uracil derivatives have been prepared by microwave assisted-synthesis and tested in vitro as thymidine phosphorylase inhibitors. One of these compounds showed potent inhibitory activity, with an IC₅₀ value in the submicromolar range. The biol. activity of the new compounds is discussed in terms of structure-activity relationship. 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

Rambacher, P.;Kaniss, N. published 《Preparation of orotic acid from 4-(chloromethyl)uracil》. The research results were published in《Angewandte Chemie, International Edition in English》 in 1968.Electric Literature of C5H5ClN2O2 The article conveys some information:

4-Chloromethyluracil, prepared from urea and ClCH2COCH2COCl, gave upon H2O2 treatment orotic acid in good yield. 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 Electric Literature of 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

Sugiki, Takanori;Inaki, Yoshiaki published 《Synthesis and lithographic characterization of poly(6-vinyluracil) derivative》 in 2001. The article was appeared in 《Journal of Photopolymer Science and Technology》. They have made some progress in their research.SDS of cas: 18592-13-7 The article mentions the following:

Enol ether derivative of poly(6-vinyluracil) was synthesized. The polymer released completely the tert-Bu groups above 190°C and gave poly(6-vinyluracil) which was stable up to 350°C. The resist film as spin coated from chloroform solution containing photo-acid generator released completely the tert-Bu groups after UV light irradiation followed by post exposure baking. Solubility of the obtained polymer containing uracil unit was significantly different from the original polymer containing alkoxy units in both polar (TMAH aqueous) and nonpolar (anisole) solvents as developer. The resist film was found to have high sensitivity and high contrast as both pos. and neg. type deep-UV resist materials. 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 SDS of cas: 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

Klosa, J. published 《Synthesis of new uracil derivatives. Reactivity of 4-chloromethyluracil》. The research results were published in《Arzneimittel-Forschung》 in 1980.Name: 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione The article conveys some information:

The Cl of the title compound (I; R = Cl) was easily exchanged with amines, N₂H₄, and phenols to give I [R = (substituted)NH₂, substituted PhO, NHNH₂]. 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 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

Saladino, Raffaele;Danti, Maria Chiara;Mincione, Enrico;Crestini, Claudia;Palamara, Anna Teresa;Savini, Patrizia;Marini, Stefano;Botta, Maurizio published 《A potent and selective inhibition of parainfluenza 1 (sendai) virus by new 6-oxiranyl-, 6-methyloxiranyluracils, and 4(3H)-pyrimidinone derivatives》. The research results were published in《Bioorganic & Medicinal Chemistry Letters》 in 1998.Name: 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione The article conveys some information:

Several new 6-oxiranyl-, 6-methyloxiranyluracils, and pyrimidinone derivatives, I (R¹ = Me, Ph, CMe₃, R² = R³ = H; R¹ = R³ = Me, R² = H; R¹ = R² = Me, R³ = H; R¹R² = CH₂CH₂CH₂, CH₂CH₂CH₂CH₂, R³ = H), II (R⁴ = Me, H, R⁵ = Ph; R⁴ = Ph, R⁵ = H) and III (R¹R² = CH₂CH₂CH₂CH₂, R³ = H, R⁶ = CH₂CH₂Me; R¹ = Ph, R² = R³ = H, R⁶ = CH₂CH₂Me, cyclohexyl; R¹ = R³ = Me, R² = H, R⁶ = cyclohexyl), synthesized by the lithiation-alkylation sequence of 1,3,6-trimethyluracil (IV; R⁷ = Me), 1,3-dimethyl-6-chloromethyluracil(IV; R⁷ = CH₂Cl), and 2-alkoxy-6-methyl-4(3H)-pyrimidinones (V; R⁶ = Pr, cyclohexyl), resp., showed a potent and selective antiviral activity against the parainfluenza 1 (Sendai) virus replication. 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 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

Name: 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione《Synthesis of a novel fused tricyclic heterocycle, pyrimido[5,4-e][1,4]thiazepine, and its derivatives》 was published in 2013. The authors were Bazazan, Tahmineh;Bakavoli, Mehdi;Rahimizadeh, Mohammad;Eshghi, Hossein;Nikpour, Mohsen, and the article was included in《Heterocyclic Communications》. The author mentioned the following in the article:

Sequential treatment of 5-bromo-2,4-dichloro-6-(chloromethyl)pyrimidine with 2-aminothiophenol and secondary amines afforded a series of 2-[(5-bromo-2-chloro-6-aminopyrimidin-4-yl)methylthio]anilines. Reaction of the latter compounds with secondary amines in ethanol gave a family of new 5,11-dihydropyrimido[5,4-e][1,4]benzothiazepines I [R¹ = N(Et)₂, morpholinyl; R² = pyrrolidinyl, piperidinyl, 1-methylpiperazinyl, etc.]. 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 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

Janietz, D.;Goldmann, B.;Rudorf, W. D. published 《Chloromethyl substituted heterocycles from methyl chlorotetrolate》. The research results were published in《Journal fuer Praktische Chemie (Leipzig)》 in 1988.Related Products of 18592-13-7 The article conveys some information:

Reaction of ClCH₂CCCO₂Me with RNHCR¹:NH (R = H, Ph, R¹ = SMe; R = H, R¹ = Ph, 4-O₂NC₆H₄) gave pyrimidones I which were hydrolyzed to the uracils. Thiazinones II (R² = H, Me, Et) were similarly prepared from R²NHCSNH₂ and were hydrolyzed to the diones. Isomeric chloromethylthiazolopyrimidinones were obtained from ClCH₂CCCO₂Me or ClCH₂COCH₂CO₂Et and aminothiazoles. An imidazothiazinone was similarly obtained from the mercaptoimidazole. 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 Related Products 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