Tag: M.W=150-200

Wu, Xiao-qiong published the artcile< New method for synthesis of 4,6-dichloro-5-methoxypyrimidine>, Category: pyrimidines, the main research area is dichloro methoxypyrimidine aminolysis cyclization chlorination.

The research aimed to improve the synthesis method of 4,6-dichloro-5-methoxypyrimidine. 2-Methoxy di-Me malonate was used to prepare 4,6-dichloro-5- methoxypyrimidine by aminolysis, cyclization and chlorination. Results showed that the synthetic product was analyzed by IR spectrum, hydrogen NMR and mass spectrometry. The overall yield was 42%. It was concluded that the synthesis method was suitable for industrial production, because of its warm condition and higher yield.

Anhui Nongye Kexue published new progress about Aminolysis. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, Category: pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Al-Masoudi, Najim A.; Pfleiderer, Wolfgang; Lazrek, Hassan B. published the artcile< Synthesis of some novel 1-(5-thio-β-D-glucopyranosyl)-6-azauracil derivatives. Thio sugar nucleosides>, Quality Control of 4956-05-2, the main research area is thio sugar azauracil nucleoside; thioglucopyranosyl azauracil; glycosidation thioglucopyranose azauracil.

Title compounds I (R = H, Br, SBn, NHBn) were prepared via glycosidation of azauracil with thioglucopyranose derivatives

Nucleosides & Nucleotides published new progress about 4956-05-2. 4956-05-2 belongs to class pyrimidines, and the molecular formula is C3H2BrN3O2, Quality Control of 4956-05-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Li, Ruoxi; Ling, Dazheng; Tang, Tongke; Huang, Zhenghui; Wang, Manjiong; Mao, Fei; Zhu, Jin; Jiang, Lubin; Li, Jian; Li, Xiaokang published the artcile< Repurposing of antitumor drug candidate Quisinostat lead to novel spirocyclic antimalarial agents>, Safety of Ethyl 2-chloropyrimidine-5-carboxylate, the main research area is pyrimidine containing spirocyclic linker preparation cytotoxicity antimalarial human SAR.

Herein, 30 novel spirocyclic linker derivatives I [R = Ph, N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl, etc.] were designed and synthesized based on Quisinostat as lead compound and then evaluated for their antimalarial activities and cytotoxicity. Among them, compounds I [R = N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl] could effectively eliminate wild-type and multi-drug resistant P. falciparum parasites, and display weakened cytotoxicity and good metabolic stability. Western blot assay demonstrated that they could inhibit Plasmodium falciparum histone deacetylase (PfHDAC) activity like Quisinostat. In addition, both I [R = N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl] showed certain antimalarial efficacy in rodent malaria model, and the animal toxicity of I [R = N-Me-indolin-2-yl] was significantly improved compared with Quisinostat. Overall, I [R = N-Me-indolin-2-yl, N-Me-6-F-indolin-3-yl] were structurally novel PfHDAC inhibitors and provided prospective prototype for further antimalarial drug research.

Chinese Chemical Letters published new progress about Antimalarials. 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, Safety of Ethyl 2-chloropyrimidine-5-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ibrahim, Hany S.; Abdelsalam, Mohamed; Zeyn, Yanira; Zessin, Matthes; Mustafa, Al-Hassan M.; Fischer, Marten A.; Zeyen, Patrik; Sun, Ping; Buelbuel, Emre F.; Vecchio, Anita; Erdmann, Frank; Schmidt, Matthias; Robaa, Dina; Barinka, Cyril; Romier, Christophe; Schutkowski, Mike; Kraemer, Oliver H.; Sippl, Wolfgang published the artcile< Synthesis, Molecular Docking and Biological Characterization of Pyrazine Linked 2-Aminobenzamides as New Class I Selective Histone Deacetylase (HDAC) Inhibitors with Anti-Leukemic Activity>, Electric Literature of 89793-12-4, the main research area is pyrazine linked aminobenzamide preparation SAR docking antileukemic HDAC inhibitor; 2-aminobenzamides; HDAC1; HDAC2; HDAC3; SAR studies; acute myeloid leukemia (AML); docking; histone deacetylases.

Synthesis of a novel series of class-I selective HDAC inhibitors (HDACi) containing a 2-aminobenzamide moiety as a zinc-binding group connected with a central (piperazin-1-yl)pyrazine or (piperazin-1-yl)pyrimidine moiety I [R1 = H, Me, CH2-2-pridinyl, etc.; R2 = H, F; R3 = H, F, Cl; X = CH, N; Y = CH, N], II [R4 = H, Me; R5 = H, F, 2-FC6H4, etc.; R6 = H, F, Cl, etc.] was reported. Some of the compounds were addnl. substituted with an aromatic capping group. Compounds I and II were tested in vitro against human HDAC1, 2, 3, and 8 enzymes and compared to reference class I HDACi (Entinostat (MS-275), Mocetinostat, CI994 and RGFP-966). The most promising compounds were found to be highly selective against HDAC1, 2 and 3 over the remaining HDAC subtypes from other classes. Mol. docking studies and MD simulations were performed to rationalize the in vitro data and to deduce a complete structure activity relationship (SAR) anal. of this novel series of class-I HDACi. The most potent compounds, including I [R1 = CH2-3-indolyl, etc.; R2 = H; R3 = H; X = CH; Y = N], which blocked HDAC1, HDAC2, and HDAC3, as well as the selective HDAC1/HDAC2 inhibitors II [R4 = H, (CH2)2-1-methyl-indol-3-yl; R5 = 2-thienyl; R6 = H] were selected for further cellular testing against human acute myeloid leukemia (AML) and erythroleukemic cancer (HEL) cells, took into consideration their low toxicity against human embryonic HEK293 cells. Compound I [R1 = CH2-3-indolyl, etc.; R2 = H; R3 = H; X = CH; Y = N] was superior to the clin. tested class-I HDACi Entinostat (MS-275). Thus, I [R1 = CH2-3-indolyl, etc.; R2 = H; R3 = H; X = CH; Y = N] was a new and specific HDACi with the potential to eliminate blood cancer cells of various origins.

International Journal of Molecular Sciences published new progress about Acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 89793-12-4 belongs to class pyrimidines, and the molecular formula is C7H7ClN2O2, Electric Literature of 89793-12-4.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Nakazawa, Junichi; Watatani, Mitsuo published the artcile< Pyrimidine derivatives. I. Sulfanilamide derivatives>, Product Details of C5H6ClN3O, the main research area is .

4-Sulfanilamido-2,6-disubstituted pyrimidines were prepared A mixture of 3.8 g. 2,6-dihydroxypyrimidine, 38 cc. POCl3, and 9 g. PhNMe2 was refluxed 2 hrs., excess of POCl3 removed, the residue decomposed with ice, the mixture adjusted to pH 2.8, and kept overnight to give 3.9 g. 2,6-dichloro-4-aminopyrimidine (I), needles, m. 270-1° (MeOH). A mixture of 16.3 g. 2-methoxy-4-amino-6-hydroxypyrimidine, 23.6 g. Ac2O, and 23.6 g. AcOH was refluxed 1 hr. to give 19.3 g. 2-methoxy-4-acetamido-6-hydroxypyrimidine (II), m. 275-80° (decomposition). Similarly was prepared 2-ethoxy-4-acetamido-6-hydroxypyrimidine (needles, m. 258-9° (decomposition) (EtOH)). A mixture of II (9 g.) 30.2 POCl3, and 6 g. PhNMe2 was refluxed 1.5 hrs., the excess of POCl3 removed, and the residue decomposed with ice to give 8.6 g. 2-methoxy-4-acetamido-6-chloropyrimidine (III), columns, m. 197-8° (AcOEt). Similarly was prepared 2-ethoxy-4-acetamido-6-chloropyrimidine, columns, m. 193° (C6H6 or AcOEt). III (13 g.) was heated 10 min. with 5.2 g. NaOH and 200 cc. 90% MeOH, the whole neutralized, the MeOH removed, H2O added, and the resulting crystals recrystallized from C6H6 to give 9.1 g. 2-methoxy-4-amino-6-chloropyrimidine (IV), needles, m. 128-9°. Similarly was prepared 2-ethoxy-4-amino-6-chloropyrimidine, needles, m. 128-9° (C6H6). I (1.7 g.) was refluxed 4 hrs. with 1.2 g. NaOH and 12 cc. MeOH, the mixture, filtered, the filtrate concentrated, and H2O added to give 1.5 g. 2,6-dimethoxy-4-aminopyrimidine (V), columns, m. 151-2° (C6H6). Refluxing III or IV with NaOH in MeOH also gave V in 90% yield. Similarly were prepared the following 2,6-RR’ derivatives of 4-aminopyrimidines (R, R’, m.p., and % yield given): OEt, OEt, 107-8°, 95.3; SMe, SMe, 122-3°, 91.6; SEt, SEt, 78-80°, 84; OEt, OMe, 107-8.5°, -; OPh, OMe, 137-8°, 59.9; SMe, OMe, 94-5°, 54.5; SEt, OMe, 78-80°, 52.1; OMe, OEt, 142-3°, 87.6; OEt, SEt, (b1.5 165-9°), 87.3; SPh, OEt, 108.5-9.5°, 70.2. A solution of 4.4 g. V and 7.3 g. 4-acetylsulfanilyl chloride in 14.6 g. C5H5N was kept at room temperature overnight, heated 1 hr. on a steam bath with 73 cc. 10% NaOH solution, H2O added and the mixture evaporated in vacuo, the residue adjusted to pH 4 with HCl, and the resulting crystals recrystallized from MeOH to give 7.8 g. 4-sulfanilamido-2,6-dimethoxypyrimidine, columns, m. 201-2°. Similarly were prepared the following N:C(R).N:C(R’).CH:CNHSO2C6H4NH2-p (data as before): OEt, OEt, 195-6°, 77.8; SMe, SMe, 178-9°, 74.1; SEt, SEt, 178-9°, 79.7; OMe, OEt, -, -; OMe, OPh, 108-10°, 51.4; OMe, SMe, 172-3°, 71.6; OMe, SEt, 175-6°, 73.0; OEt, OMe, 185-6°, 77.9; SEt, OEt, 177-8°, 46.2; OEt, SPh, 206-8°, 61.5.

Takamine Kenkyusho Nenpo published new progress about Alcoholysis. 3286-55-3 belongs to class pyrimidines, and the molecular formula is C5H6ClN3O, Product Details of C5H6ClN3O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Winkeler, Heinz Dieter; Seela, Frank published the artcile< Synthesis of 2-amino-7-(2'-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, a new isostere of 2'-deoxyguanosine>, Application of C7H8N4O, the main research area is pyrrolopyrimidine deoxynucleoside; deoxyerythropentofuranosylpyrrolopyrimidinone.

The title compound (I) was prepared by treating 2-amino-4-methoxypyrrolo[2,3-d]pyrimidine with the sugar II, acidifying to deacylate, and demethylating with 4-MeC6H4SNa.

Journal of Organic Chemistry published new progress about Nucleosides. 84955-32-8 belongs to class pyrimidines, and the molecular formula is C7H8N4O, Application of C7H8N4O.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Anderson, Neal G.; Ary, Thomas D.; Berg, James L.; Bernot, Peter J.; Chan, Yeung Y.; Chen, Chien-Kuang; Davies, Merrill L.; DiMarco, John D.; Dennis, Ronald D.; Deshpande, Rajan P.; Do, Hoang D.; Droghini, Roberto; Early, William A.; Gougoutas, Jack Z.; Grosso, John A.; Harris, John C.; Haas, Oscar W.; Jass, Paul A.; Kim, Daniel H.; Kodersha, Gus A.; Kotnis, Atul S.; LaJeunesse, Jean; Lust, David A.; Madding, Gary D.; Modi, Sandeep P.; Moniot, Jerome L.; Nguyen, Andrew; Palaniswamy, Venkatapuram; Phillipson, Douglas W.; Simpson, James H.; Thoraval, Dominique; Thurston, David A.; Tse, Kai; Polomski, Robert E. published the artcile< Process Development of 5-Fluoro-3-[3-[4-(5-methoxy-4-pyrimidinyl)-1- piperazinyl]propyl]-1H-indole Dihydrochloride>, SDS of cas: 5018-38-2, the main research area is fluoromethoxy pyrimidinyl piperazinylpropyl indole dihydrochloride synthesis; antidepressant fluoromethoxypyrimidinyl piperazinylpropyl indole dihydrochloride preparation.

5-Fluoro-3-[3-[4-(5-methoxy-4-pyrimidinyl)-1-piperazinyl]propyl]-1H-indole dihydrochloride (1) facilitates 5-HT neurotransmission and was an antidepressant drug candidate. The development of a safe, rugged process for the large-scale, chromatog.-free preparation of this compound is described. The main areas of optimization included a Fischer indole synthesis, preparation and chlorination of a monohydroxypyrimidine, and coupling of the resultant fragments to prepare the drug substance.

Organic Process Research & Development published new progress about Antidepressants. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, SDS of cas: 5018-38-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Fun, Hoong-Kun; Yeap, Chin Sing; Chidan Kumar, C. S.; Yathirajan, H. S.; Siddegowda, M. S. published the artcile< 4,6-Dichloro-5-methoxypyrimidine>, SDS of cas: 5018-38-2, the main research area is crystal structure dichloromethoxypyrimidine; mol structure chloromethoxypyrimidine; pyrimidine dichloromethoxy crystal mol structure.

The mol. of 4,6-dichloro-5-methoxypyrimidine, C5H4Cl2N2O, is close to being planar (root-mean-square deviation = 0.013 Å), apart from the C atom of the methoxy group, which deviates by 1.082(2) Å from the mean plane of the other atoms. In the crystal, short Cl···N contacts [3.0940(15) and 3.1006(17) Å] generate a 3-dimensional framework. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about Crystal structure. 5018-38-2 belongs to class pyrimidines, and the molecular formula is C5H4Cl2N2O, SDS of cas: 5018-38-2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia