Pyrimidines

On February 11, 2016, Claremon, David A.; Dong, Chengguo; Fan, Yi; Leftheris, Katerina; Lotesta, Stephen D.; Singh, Suresh B.; Tice, Colin M.; Zhao, Wei; Zheng, Yajun; Zhuang, Linghang published a patent.Quality Control of 2,5-Dichloro-4-(trifluoromethyl)pyrimidine The title of the patent was Preparation of piperazine derivatives as liver X receptor modulators. And the patent contained the following:

Provided are novel compounds of formula I, pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are liver X receptor modulators, and which are useful in the treatment of diseases and disorders associated with the liver X receptor. Also provided are the compounds of formula I and pharmaceutical compositions thereof for treating atherosclerosis, cardiovascular disease, Alzheimer’s disease, dermatitis, dyslipidemia, cancer and other diseases or disorders. Title compounds I [Q = alkyl-OC(O), heteroaryl, aryl-alkyl-OC(O), etc.; R1 = alkyl, cycloalkyl, aryl-alkyl, etc.; R2 = H, halo, cyano, etc.; R3 = alkyl, halo-alkyl, cycloalkyl, etc.; R4 = H or alkyl], and their pharmaceutically acceptable salts, are prepared Thus, e.g., II was prepared by reaction of (R)-tert-Bu 2-isopropylpiperazine-1-carboxylate with [3-(methylsulfonyl)phenyl]boronic acid. Compounds of the invention were evaluated for their LXr α/β binding ad agonist activity, e.g., II showed Ki value of 1690 nM and 157 nM on LXRα and LXRβ, resp. The experimental process involved the reaction of 2,5-Dichloro-4-(trifluoromethyl)pyrimidine(cas: 785777-98-2).Quality Control of 2,5-Dichloro-4-(trifluoromethyl)pyrimidine

The Article related to piperazine derivative preparation liver receptor lxr modulator, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Quality Control of 2,5-Dichloro-4-(trifluoromethyl)pyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On October 14, 1999, Matsuno, Kenji; Nomoto, Yuji; Ichimura, Michio; Ide, Shin-ichi; Oda, Shoji published a patent.COA of Formula: C7H3ClFN3 The title of the patent was Preparation of nitrogenous heterocyclic compounds for inhibiting phosphorylation of PDGF receptors. And the patent contained the following:

Nitrogenous heterocyclic compounds [I; W = 1,4-piperazinediyl, etc.; U = NR1R2 (wherein R1 = H, (un)substituted alkyl, etc.; R2 = H, etc.), OR4 or SR5 (wherein R4, R5 = (un)substituted alkyl, alicyclic alkyl, heterocyclic, etc.); V = O, S, NR6, or CR7R8 (wherein R6 = R1, cyano, OH, NO2, etc.; R7, R8 = H, cyano, NO2, etc.); at least one of X, Y, and Z = N and the remainder are the same or different and each represents N or CRA (wherein RA = R1, halo, cyano, NO2, etc.); and D1, D2, D3, and D4 each independently = N, O, S, CRB (wherein RB = RA), etc. or any adjacent two of D1-D4 in combination = N, O, S, etc.] or pharmacol. acceptable salts thereof, effective in inhibiting phosphorylation of PDGF receptors and in treating cell proliferation diseases such as arteriosclerosis, vascular reocclusion, cancers, glomerulosclerosis, etc., are prepared CF3CO2H was added to a solution of tert-Bu 4-[(4-phenoxyphenyl)carbamoyl]-1-piperazinecarboxylate in CH2Cl2 with stirring under cooling, the concentrate was dissolved in DMF containing Et3N and the solution was treated with 6-chloropurine under Ar at room temperature to give 71% N-(4-phenoxyphenyl)-4-(6-purinyl)-1-piperazinecarboxamide, which showed IC50 of 0.29 μM against phosphorylation of PDGF receptor. Four addnl. I showed 66-95% inhibition. Tablet, powder and syrup formulations were given. The experimental process involved the reaction of 4-Chloro-6-fluoropyrido[3,4-d]pyrimidine(cas: 175357-98-9).COA of Formula: C7H3ClFN3

The Article related to phosphorylation inhibitor pdgf piperazinylquinazoline piperazinylpurine heterocyclylpiperazine preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.COA of Formula: C7H3ClFN3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On August 4, 2010, Marhold, Albrecht; Ebenbeck, Wolfgang; Knauer, Stephan published a patent.Computed Properties of 785777-98-2 The title of the patent was Preparation of polyfluoro-N-heteroaromatics. And the patent contained the following:

A process for the preparation of title compounds I [X = N-heteroaromatic with provisos; A = fluoroalkyl, fluoroalkoxy, fluoroalkylthio; R1 = (R1′)n; R1′ = alkyl, aryl, arylalkyl; n = 0-1; Y = (Y’)m; Y’ = Cl, Br, F; m = 1-3] was disclosed. For example, HF/Autoclave(150°C) mediated fluorination of 2,4-dichloro-5-trichloropyrimidine afforded claimed polyfluoro-N-heteroaromatic II in 68% yield. The experimental process involved the reaction of 2,5-Dichloro-4-(trifluoromethyl)pyrimidine(cas: 785777-98-2).Computed Properties of 785777-98-2

The Article related to polyfluoropyrazine preparation fluorination, polyfluoropyrimidine preparation fluorination, polyfluoropyridazine preparation fluorination, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Computed Properties of 785777-98-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On February 5, 2019, Xing, Qifeng; Li, Zhiyang; Liu, Shuyao; Ren, Xueyan published a patent.Recommanded Product: 160377-42-4 The title of the patent was 2,6,9,10-Tetrasubstituted anthracene compound, and its application in organic light-emitting device. And the patent contained the following:

The inventive organic light-emitting device comprises a substrate, an anode layer, a 2,6,9,10-tetrasubstituted anthracene compound-containing organic functional layer (I; where Ar1 is a substituted or unsubstituted nitrogen containing heteroaryl group; Ar3 is a substituted or unsubstituted Ph, naphthyl, or biphenyl group; Ar2 is a substituted or unsubstituted aryl or ring group; and R1 can be a hydrogen, alkyl, halogen, nitro, cyano, or aryl group) and a cathode layer. The organic functional layer comprises a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, and an electron injection layer. One 2,6,9,10-tetrasubstituted anthracene compound (A1: 2,2′-((2,6-diphenylanthracene-9,10-diyl)bis(4,1-phenylene))dipyridine) is prepared by (1) stirring 2,6-dibromoanthracene-9,10-dione, phenylboronic acid, potassium carbonate, Pd2(dba)3, toluene, ethanol, and water under protection of nitrogen gas, heating to 100°C, and reacting under reflux for 12 h to obtain intermediate M2; (2) adding 2-(4-bromophenyl)pyridine and THF in a reactor, stirring, cooling to (-90)-(-80)°C, dropwise adding Bu lithium in 30 min, adding the intermediate M2, and stirring at room temperature for 8 h to obtain intermediate M3; (3) adding acetic acid in a reactor, stirring, heating to 60°C, adding the intermediate M3, KI, and sodium dihydrogen phosphate, and reacting under reflux at 120°C for 5 h. The invention has good voltage, efficiency and long service life. The experimental process involved the reaction of 5-(4-Bromophenyl)pyrimidine(cas: 160377-42-4).Recommanded Product: 160377-42-4

The Article related to organic light emitting device tetrasubstituted anthracene, Optical, Electron, and Mass Spectroscopy and Other Related Properties: Spectrometers and Optical Apparatus and other aspects.Recommanded Product: 160377-42-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On October 12, 2020, Culver, Heidi R.; Sinha, Jasmine; Prieto, Tania R.; Calo, Christopher J.; Fairbanks, Benjamin D.; Bowman, Christopher N. published an article.COA of Formula: C5H6N2O2 The title of the article was Click Nucleic Acid-DNA Binding Behavior: Dependence on Length, Sequence, and Ionic Strength. And the article contained the following:

Click nucleic acids (CNAs) are a new, low-cost class of xeno nucleic acid (XNA) oligonucleotides synthesized by an efficient and scalable thiol-ene polymerization In this work, a thorough characterization of oligo(thymine) CNA-oligo(adenine) DNA ((dA)20) hybridization was performed to guide the future implementation of CNAs in applications that rely on sequence-specific interactions. Microscale thermophoresis provided a convenient platform to rapidly and systematically investigate the effects of several factors (i.e., sequence, length, and salt concentration) on the CNA-DNA dissociation constant (Kapp). Because CNAs have limited water solubility, all studies were performed in aqueous-DMSO mixtures CNA-DNA hybrids between oligo(thymine) CNA (average length of 16 bases) and (dA)20 DNA have good stability despite the high organic content, a favorable attribute for many emerging applications of XNAs. In particular, the Kapp of CNA-DNA hybrids in 65 vol % DMSO with 10 mM sodium chloride (NaCl) was 0.74 ± 0.1μM, whereas the Kapp for (dT)20-(dA)20 DNA-DNA was found to be 45 ± 2μM in a buffer without DMSO but at the same NaCl concentration CNA hybridized with DNA following Watson-Crick base pairing with excellent sequence specificity, discriminating even a single-base-pair mismatch, with Kapp values of 0.74 ± 0.1 and 3.7 ± 0.6μM for complementary and single-base-pair mismatch sequences, resp. As with dsDNA, increasing CNA length led to more stable hybrids as a result of increased base pairing, where Kapp decreased from 5.6 ± 0.8 to 0.27 ± 0.1μM as the CNA average length increased from 7 to 21 bases. However, unlike DNA-DNA duplexes, which are largely unstable at low salt concentrations, the CNA-DNA stability does not depend on salt concentration, with Kapp remaining consistent between 1.0 and 1.9μM over a NaCl concentration range of 1.25-30 mM. The experimental process involved the reaction of 5-Methylpyrimidine-2,4(1H,3H)-dione(cas: 65-71-4).COA of Formula: C5H6N2O2

The Article related to oligonucleotide click nucleic acid dna binding, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.COA of Formula: C5H6N2O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mejdrova, Ivana; Brulikova, Lucie; Volna, Tereza; Hlavac, Jan published an article in 2017, the title of the article was Regioselective synthesis of 5-[(2,3-dihydroxypropoxy)methyl]uracil analogues.Computed Properties of 4433-40-3 And the article contains the following content:

Herein, the authors report the regioselective synthesis of 5-[(2,3-dihydroxypropoxy)methyl]uracil analogs with hydroxy alkyl chains that mimic the natural C-nucleoside pseudouridine. The authors developed multiple disparate synthetic procedures and approaches for the preparation of a wide range of derivatives, such as amino, acyl, halogen or azido compounds Their synthesis was based on the different reactivity of the primary and secondary hydroxy groups. The final compounds might be further considered as new building blocks for oligonucleotide synthesis. The experimental process involved the reaction of 5-(Hydroxymethyl)pyrimidine-2,4(1H,3H)-dione(cas: 4433-40-3).Computed Properties of 4433-40-3

The Article related to dihydroxypropoxymethyluracil analog regioselective preparation, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Computed Properties of 4433-40-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On May 31, 2014, Gimadieva, A. R.; Myshkin, V. A.; Mustafin, A. G.; Chernyshenko, Yu. N.; Borisova, N. S.; Zimin, Yu. S.; Abdrakhmanov, I. B. published an article.Reference of 6-Methylpyrimidine-2,4(1H,3H)-dione The title of the article was Preparation and Antihypoxic Activity of Complexes of Uracil Derivatives with Dicarboxylic Acids. And the article contained the following:

Water-soluble low-toxicity complexes of 6-methyluracil and its derivatives with succinic acid and fumaric acids were prepared The synthesized complexes were tested for anti-hypoxic activity. The title compounds thus formed included butanedioic acid compound with 6-methyl-2,4(1H,3H)-pyrimidinedione (uracil-succinic acid complex), butanedioic acid compound with 5-hydroxy-6-methyl-2,4(1H,3H)-pyrimidinedione (oxymetacil-succinic acid complex), (2E)-2-butenedioic acid compound with 6-methyl-2,4(1H,3H)-pyrimidinedione (uracil-fumaric acid complex). etc. Butanedioic acid compound with 2-ethyl-6-methyl-3-pyridinol (1:1) (mexidol) was used as a reference compound The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Reference of 6-Methylpyrimidine-2,4(1H,3H)-dione

The Article related to succinic fumaric acid uracil complex preparation hypoxia treatment, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Reference of 6-Methylpyrimidine-2,4(1H,3H)-dione

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Michalak, Olga; Cmoch, Piotr; Krzeczynski, Piotr; Cybulski, Marcin; Les, Andrzej published an article in 2019, the title of the article was A diversity of alkylation/acylation products of uracil and its derivatives: Synthesis and a structural study.COA of Formula: C5H6N2O2 And the article contains the following content:

Tert-Bu dicarbonate (Boc2O) and Et iodide react with uracil (U), thymine (T) and 6-methyluracil (6-MU) following routine procedures in pyridine/DMF solvents and with DMAP as the catalyst. Among 20 synthesized compounds, a derivative of 6-methyluracil substituted by the Boc-pyridine moiety at the C5 position appeared unexpectedly. The NMR spectra confirmed the mol. structure of all uracil derivatives Parallel quantum mech. DFT calculations supported the exptl. findings. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).COA of Formula: C5H6N2O2

The Article related to alkylation acylation uracil thymine methyluracil regioselectivity dft, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.COA of Formula: C5H6N2O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On November 5, 2021, Michalak, Olga; Cmoch, Piotr; Les, Andrzej; Cybulski, Marcin; Krzeczynski, Piotr; Trzcinska, Kinga; Miszta, Przemyslaw; Mehta, Pakhuri; Filipek, Slawomir published an article.SDS of cas: 626-48-2 The title of the article was Unexpected Reaction Products of Uracil and Its Methyl Derivatives with Acetic Anhydride and Methylene Chloride. And the article contained the following:

New acetyl derivatives of uracil, 6-methyluracil, and thymine were obtained in the course of an unconventional synthesis in methylene chloride. It was shown that products with the acetyloxymethyl fragment are formed according to a mechanism different from that for products with the acetyloxyethyl group. In particular, for uracil it was proven that the reaction with Ac2O, TEA, and CH2Cl2 leads to 1-acetyloxymethyluracil, where the N1 substituent is composed of the -CH2- fragment that originated from CH2Cl2 and the 1-acetyloxy moiety from Ac2O. The reaction of uracil with Ac2O, TEA, CH2Cl2, and DMAP leads to an acetyloxyethyl derivative in which the -CH2-CH2- fragment originates from TEA and the 1-acetyloxy moiety from Ac2O. A possible mechanism for the formation of new compounds was suggested and supported by the d. functional theory/B3LYP quantum mech. calculations New compounds (39 in total, including seven deuterated) were fully characterized by NMR and high-resolution mass spectrometry techniques. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).SDS of cas: 626-48-2

The Article related to uracil thymine methyluracil acetic anhydride dichloromethane reaction, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.SDS of cas: 626-48-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

On March 31, 2022, Gimadieva, A. R.; Khazimullina, Yu. Z.; Abdrakhmanov, I. B.; Mustafin, A. G. published an article.Synthetic Route of 626-48-2 The title of the article was A Procedure for Preparing Effective Immunomodulators and Antioxidants: 5-Hydroxy-6-methyluracil and 5-Hydroxy-1,3,6-trimethyluracil. And the article contained the following:

5-Hydroxy-6-methyluracil is an acting agent of Oxymethyluracilum drug, an immunostimulator with a broad spectrum of pharmacol. activity. Its synthesis is based on the 6-methyluracil oxidation with (NH4)2S2O8 under the conditions of Elbs reaction. The Elbs oxidation of 6-methyluracil in the presence of metal phthalocyanine oxidation catalysts was studied. Conditions allowing the 5-hydroxy-6-methyluracil yield to be increased to 95% were found. The most active catalysts are Fe(II), Fe(III), and Co phthalocyanines. The experimental process involved the reaction of 6-Methylpyrimidine-2,4(1H,3H)-dione(cas: 626-48-2).Synthetic Route of 626-48-2

The Article related to hydroxymethyluracil hydroxytrimethyluracil preparation immunomodulator antioxidant, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Synthetic Route of 626-48-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia