New progress of cas: 18592-13-7 | Biochemical Pharmacology 1994

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.

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 Ki 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

Application of cas: 18592-13-7 | Klein, Robert S. et al. published an article in 1972

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.

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

Learn more about cas: 18592-13-7 | Archives of Pharmacal Research 1998

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.

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

Explore more uses of cas: 18592-13-7 | Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences

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.

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 (Qmax) 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 (Kd) 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

Explore more uses of cas: 18592-13-7 | Polymer Preprints (American Chemical Society, Division of Polymer Chemistry)

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.

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

New progress of cas: 18592-13-7 | Farmaco 2004

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.

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

Cas: 18592-13-7 was involved in experiment | Angewandte Chemie, International Edition in English 1968

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.

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

New progress of cas: 18592-13-7 | Journal of Photopolymer Science and Technology 2001

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.

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

Arzneimittel-Forschung | Cas: 18592-13-7 was involved in experiment

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.

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

Bioorganic & Medicinal Chemistry Letters | Cas: 18592-13-7 was involved in experiment

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.

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