Category: pyrimidines

Li, Ruoxi’s team published research in Chinese Chemical Letters in 2021-05-31 | 89793-12-4

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.

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’s team published research in International Journal of Molecular Sciences in 2022 | 89793-12-4

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.

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

Arvadiya, Abhishek’s team published research in World Journal of Pharmaceutical Research in 2020 | CAS: 1193-21-1

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Product Details of 1193-21-1

《Synthesis, characterization and biological evaluation of some novel carboxamide derivatives of pyrazole》 was published in World Journal of Pharmaceutical Research in 2020. These research results belong to Arvadiya, Abhishek; Patel, Bony; Patel, Khyati; Zala, Mayursinh. Product Details of 1193-21-1 The article mentions the following:

A series of I [R = Ph, 4-fluorophenyl,…etc] was synthesized by using different acids. All steps were synthesized by green procedure with excellent yield. Product obtained were characterised by means of the NMR, IR and Mass spectral anal. The synthesized compounds were evaluated for their in-vitro antimicrobial activity against different bacterial and fungal strains using Mueller-Hinton Broth dilution method and also invitro antitubercular activity was performed. The results came from multiple reactions, including the reaction of 4,6-Dichloropyrimidine(cas: 1193-21-1Product Details of 1193-21-1)

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Product Details of 1193-21-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Fawcett, Alexander’s team published research in Journal of the American Chemical Society in 2019 | CAS: 3934-20-1

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Computed Properties of C4H2Cl2N2

In 2019,Journal of the American Chemical Society included an article by Fawcett, Alexander; Murtaza, Amna; Gregson, Charlotte H. U.; Aggarwal, Varinder K.. Computed Properties of C4H2Cl2N2. The article was titled 《Strain-Release-Driven Homologation of Boronic Esters: Application to the Modular Synthesis of Azetidines》. The information in the text is summarized as follows:

Azetidines are important motifs in medicinal chem., but there are a limited number of methods for their synthesis. Herein, the authors present a new method for their modular construction by exploiting the high ring strain associated with azabicyclo[1.1.0]butane. Generation of azabicyclo[1.1.0]butyl lithium followed by its trapping with a boronic ester gives an intermediate boronate complex which, upon N-protonation with acetic acid, undergoes 1,2-migration with cleavage of the central C-N bond to relieve ring strain. The methodol. is applicable to primary, secondary, tertiary, aryl, and alkenyl boronic esters and occurs with complete stereospecificity. The homologated azetidinyl boronic esters can be further functionalized through reaction of the N-H azetidine, and through transformation of the boronic ester. The methodol. was applied to a short, stereoselective synthesis of the azetidine-containing pharmaceutical, cobimetinib. After reading the article, we found that the author used 2,4-Dichloropyrimidine(cas: 3934-20-1Computed Properties of C4H2Cl2N2)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Computed Properties of C4H2Cl2N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hale, William J.’s team published research in Journal of the American Chemical Society in 1912 | CAS: 14001-69-5

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Product Details of 14001-69-5

The author of 《Formation of Pyrimidines by Use of Nitromalonic Aldehyde》 were Hale, William J.; Brill, Harvey C.. And the article was published in Journal of the American Chemical Society in 1912. Product Details of 14001-69-5 The author mentioned the following in the article:

Urea and Na nitromalonic aldehyde in H2O condense in presence of a little piperidine to nitromalonic aldehyde monoureide, NH2CON : C2H2(NO2)CHO, m. 154° (corrected). Sodium salt + 3 H2O. On passing dry HCl into an alc. solution of nitromalonic aldehyde nonanil and urea, there appeared nitromalonic aldehyde ureideanil, PhN : CCH(NO2)CH:NCONH2, red, needle-like crystals m. 211° (corrected). Nitromalonic aldehyde ureideoxime, yellow leaf-like crystals, m. 174-5° (corrected). On treating the monourcide with phenylhydrazine, the urea nucleus was displaced and 1-phenyl-4-nitropyrazole resulted. The mother liquor from the nitromalonic aldehyde monureide on standing slowly deposited 5-nitro-2-hydroxypyrimidine, HOC : NCH : CNO2, small yellow plates, m. 203.5° (corrected). Sodium salt + 2 H2O, red crystals. Potassium salt + H2O yellow prismatic crystals. Barium salt + 4 H2O, reddish brown. Silver salt, reddish yellow color. On warming the Na salt with MeI in alc., 5-nitro-2-methoxypyrimidine, platelike crystals m. 168-9° (corrected). Benzamidine hydrochloride, and Na nitromalonic nldehyde in H2O gave 5-nitro-2-phenylpyrimidine, soft plates m. 219° (corrected). Guanidine carbonate and Na nitromalonic aldehyde in presence of a little piperidine give a quant. yield of 5-nitro-2-aminopyrimidine, colorless needles, m. 236° (corrected); on b. with alkali, NH3 is evolved. 5-Nitro-2-acetylaminopyrimidine, crystals, m. 172-5° (corrected). On adding a little KOH to 5-nitro-2-aminopyrimidine in CS2, 5,5′-dinitro-2,2′-dipyrimidylthiocarbamide, leaflets, m. 230-1° (corrected) was obtained. Nitromalonic aldehyde monophenylureide, crystalline, 176-7° (corrected). Nitromalonic aldehyde monobenzylureide, crystalline, m. 150-1° (corrected). Nitromalonic aldehyde monomethylureide, yellow crystals. In the experimental materials used by the author, we found 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Product Details of 14001-69-5)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Product Details of 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Maruyama, Tatsuya’s team published research in European Journal of Medicinal Chemistry in 2009 | CAS: 63155-11-3

Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Recommanded Product: 63155-11-3

Maruyama, Tatsuya; Onda, Kenichi; Hayakawa, Masahiko; Matsui, Tetsuo; Takasu, Toshiyuki; Ohta, Mitsuaki published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of novel acetanilide derivatives as potent and selective β3-adrenergic receptor agonists》.Recommanded Product: 63155-11-3 The author mentioned the following in the article:

In the search for potent and selective human β3-adrenergic receptor (AR) agonists as potential drugs for the treatment of obesity and noninsulin-dependent (type II) diabetes, a novel series of acetanilide-based analogs were prepared and their biol. activities were evaluated at the human β3-, β2-, and β1-ARs. Among these compounds, 2-pyridylacetanilide, pyrimidin-2-ylacetanilide, and pyrazin-2-ylacetanilide derivatives exhibited potent agonistic activity at the β3-AR with functional selectivity over the β1- and β2-ARs. In particular, pyrimidin-2-ylacetanilide was found to be the most potent and selective β3-AR agonist with an EC50 value of 0.11 μM and no agonistic activity for either the β1- or β2-AR. In addition, these three compounds showed significant hypoglycemic activity in a rodent diabetic model. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3Recommanded Product: 63155-11-3)

Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Recommanded Product: 63155-11-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Venturella, Vincent S.’s team published research in Journal of Pharmaceutical Sciences in 1968 | CAS: 29458-38-6

6-Methoxypyrimidine-2,4(1H,3H)-dione(cas: 29458-38-6) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Safety of 6-Methoxypyrimidine-2,4(1H,3H)-dione

In 1968,Journal of Pharmaceutical Sciences included an article by Venturella, Vincent S.. Safety of 6-Methoxypyrimidine-2,4(1H,3H)-dione. The article was titled 《Selective acid-catalyzed hydrolyses of methoxysulfanilamidodiazines》. The information in the text is summarized as follows:

The dilute acid hydrolysis of 3-methoxy-6-sulfanilamidopyridazine and several methoxysulfanilamidopyrimidines was studied. Experiments show that in cases where an intermediate 2-pyrimidone is a possible postulation, further hydrolysis usually leads to the formation of sulfanilamide and the corresponding hydroxypyrimidine. A multistage route for the acidic degradation of 3-methoxy-6-sulfanilamidopyridazine, 2,4-dimethoxy-6-sulfanilamidopyrimidine, and 2-methylthio-4-methoxy-6-sulfanilamidopyrimidine is proposed. 26 references. In the experimental materials used by the author, we found 6-Methoxypyrimidine-2,4(1H,3H)-dione(cas: 29458-38-6Safety of 6-Methoxypyrimidine-2,4(1H,3H)-dione)

6-Methoxypyrimidine-2,4(1H,3H)-dione(cas: 29458-38-6) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Safety of 6-Methoxypyrimidine-2,4(1H,3H)-dione

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Dugar, Sundeep’s team published research in Bioorganic & Medicinal Chemistry Letters in 2015 | CAS: 1190423-36-9

tert-Butyl (tert-butoxycarbonyl)(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate(cas: 1190423-36-9) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Product Details of 1190423-36-9

Dugar, Sundeep; Hollinger, Frank P.; Kuila, Bilash; Arora, Reena; Sen, Somdutta; Mahajan, Dinesh published their research in Bioorganic & Medicinal Chemistry Letters on August 15 ,2015. The article was titled 《Synthesis and evaluation of pyrrolotriazine based molecules as PI3 kinase inhibitors》.Product Details of 1190423-36-9 The article contains the following contents:

Over activation of the PI3K/Akt/mTOR pathway is found in most cancer tumor types. Controlled regulation of this pathway using PI3K inhibitors can provide therapeutic significance in cancer treatment. Herein, we report the synthesis and evaluation of pyrrolotriazine based novel small mols. as pan-PI3K inhibitors. The SAR studies based on in vitro potency along with microsomal metabolic stability screening, identified one compound I as a preclin. lead found to be suitable for in vivo evaluation. The identified lead was also found to be a selective inhibitor of PI3K isoforms and mTOR when screened across a panel of 23 homologous kinases. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (tert-butoxycarbonyl)(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate(cas: 1190423-36-9Product Details of 1190423-36-9)

tert-Butyl (tert-butoxycarbonyl)(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)carbamate(cas: 1190423-36-9) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Product Details of 1190423-36-9

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sandeep, Thummar’s team published research in Research Journal of Chemistry and Environment in 2019 | CAS: 3764-01-0

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Name: 2,4,6-Trichloropyrimidine

The author of 《Synthesis, biological profile and computational studies of some trichloropyrimidine derivatives》 were Sandeep, Thummar; Vasishta, Bhatt. And the article was published in Research Journal of Chemistry and Environment in 2019. Name: 2,4,6-Trichloropyrimidine The author mentioned the following in the article:

A series of (((oxadiazolyl-thio)(nitrophenyl-amino)pyrimidinyl)hydrazinyl)-N-phenylacetamide motifs I [R = Ph, 2-furyl, 3-pyridyl, etc.] was synthesized and studied for their antibacterial and antifungal activities as well as for mol. docking and FMO studies. All the synthesized mols. were characterized by 1H NMR and 13C NMR spectroscopic anal. Compounds I [R = 3-pyridyl, 4-pyridyl] were found to be potentially active against gram neg. and gram-pos. bacteria with MIC value between 62.5 to 500μg/mL. The mol. docking studies of compounds I [R = Ph, 3-pyridyl] were further carried out to discover the interaction with active sites. In the experimental materials used by the author, we found 2,4,6-Trichloropyrimidine(cas: 3764-01-0Name: 2,4,6-Trichloropyrimidine)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Name: 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rajendra Prasad Reddy, Bhoomireddy’s team published research in New Journal of Chemistry in 2015 | CAS: 640769-70-6

3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Related Products of 640769-70-6They have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

The author of 《Efficient solvent free synthesis of tertiary α-aminophosphonates using H2Ti3O7 nanotubes as a reusable solid-acid catalyst》 were Rajendra Prasad Reddy, Bhoomireddy; Vasu Govardhana Reddy, Peddiahgari; Reddy, Bijivemula N.. And the article was published in New Journal of Chemistry in 2015. Related Products of 640769-70-6 The author mentioned the following in the article:

In this paper, TiO2 fine particles, TiO2-P25, protonated trititanate (H2Ti3O7) nanorods and nanotubes were used as recyclable solid-acid catalysts for the solvent free synthesis of tertiary α-aminophosphonates through Kabachnik-Fields reaction. Among them, H2Ti3O7 nanotubes showed remarkable catalytic performance and it was due to strong and sufficient Lewis and Bronsted acid sites on a large nanotubular surface. More importantly, for the first time we reported some novel 5,8-dioxa-10-azadispiro[2.0.4.3]undecane bearing tertiary α-aminophosphonates. After reading the article, we found that the author used 3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6Related Products of 640769-70-6)

3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Related Products of 640769-70-6They have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia