Pyrimidines

Synthesis and bioevaluation of diaryl urea derivatives as potential antitumor agents for the treatment of human colorectal cancer was written by Wu, Chun-Feng;Wang, Qing-Chen;Chen, Rui;Zhou, Hai-Ling;Wu, Ting-Ting;Du, Yao;Zhang, Na-Na;Zhang, Hui-Min;Fan, Zu-Yan;Wang, Li-Li;Hu, Chu-Jiao;Sang, Zhi-Pei;Li, Hong-Liang;Wang, Ling;Tang, Lei;Zhang, Ji-Quan. And the article was included in European Journal of Medicinal Chemistry in 2022.Category: pyrimidines This article mentions the following:

The development of inhibitors targeting the PI3K-Akt-mTOR signaling pathway has been greatly hindered by the on-target AEs, such as hyperglycemia and hepatotoxicities. In this study, a series of diaryl urea derivatives has been designed and synthesized based on clin. candidate gedatolisib, and most of the newly synthesized derivatives showed kinase inhibitory and antiproliferative activities within nanomolar and submicromolar level, resp. The terminal L-proline amide substituted derivative I showed 8.6-fold more potent PI3K浼?inhibitory activity (0.7 nM) and 4.6-fold more potent antiproliferative effect against HCT116 cell lines (0.11娓璏) compared with control gedatolisib. The potential antitumor mechanism and efficacy of I in HCT116 xenograft models have also been evaluated, and found I showed comparable in vivo antitumor activity with gedatolisib. The safety investigations revealed that compound I exhibited more safer profiles in the selectivity of liver cells (selectivity index: >6.6 vs 1.85) and blood glucose regulation than gedatolisib. In addition, the in vitro stability assays also indicated that developed compound I possessed good metabolic stabilities. In the experiment, the researchers used many compounds, for example, 4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0Category: pyrimidines).

4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reactivity of pyrimidinylphosphazenes with acetylenic esters: Competitive [4 + 2] and [2 + 2] tandem cycloaddition or retro-cycloaddition approaches was written by Cobo, Justo;Molina, Sebastian;Sanchez, Adolfo;Nogueras, Manuel;Insuasty, Braulio;Orozco-Lopez, Fabian. And the article was included in Journal of Heterocyclic Chemistry in 2022.Related Products of 54030-56-7 This article mentions the following:

In the search for new intermediates for heterocyclic synthesis, the reactivity of 6-iminophosphoranepyrimidines against di-Me acetylenedicarboxylate (DMAD) and Et propiolate as dienophiles, was studied. The presence of a viable 2-azadienic moiety in pyrimidin-4-one rings (oxo derivatives) favored reaction of DMAD by [4 + 2]/retro-[4 + 2] sequence, in addition to the expected [2 + 2] cycloaddition/retrocycloaddn. involving phosphazene moiety. In contrast, pyrimidine derivatives lacking a viable 2-azadienic residue reacted only through phosphazene group by the aforementioned [2 + 2]/retro-[2 + 2] tandem process. Et propiolate (nonsym. dienophile) proved less reactive giving rise to undesired side reactions. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Related Products of 54030-56-7).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Related Products of 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Structure-based drug design of 1,3,5-triazine and pyrimidine derivatives as novel FGFR3 inhibitors with high selectivity over VEGFR2 was written by Kuriwaki, Ikumi;Kameda, Minoru;Hisamichi, Hiroyuki;Kikuchi, Shigetoshi;Iikubo, Kazuhiko;Kawamoto, Yuichiro;Moritomo, Hiroyuki;Kondoh, Yutaka;Amano, Yasushi;Tateishi, Yukihiro;Echizen, Yuka;Iwai, Yoshinori;Noda, Atsushi;Tomiyama, Hiroshi;Suzuki, Tomoyuki;Hirano, Masaaki. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Reference of 59864-30-1 This article mentions the following:

Fibroblast growth factor receptor 3 (FGFR3) is an attractive therapeutic target for the treatment of bladder cancer. We identified 1,3,5-triazine derivative 18b and pyrimidine derivative 40a as novel structures with potent and highly selective FGFR3 inhibitory activity over vascular endothelial growth factor receptor 2 (VEGFR2) using a structure-based drug design (SBDD) approach. X-ray crystal structure anal. suggests that interactions between 18b and amino acid residues located in the solvent region (Lys476 and Met488), and between 40a and Met529 located in the back pocket of FGFR3 may underlie the potent FGFR3 inhibitory activity and high kinase selectivity over VEGFR2. In the experiment, the researchers used many compounds, for example, 2,6-Dimethoxypyrimidine-4-carboxylic acid (cas: 59864-30-1Reference of 59864-30-1).

2,6-Dimethoxypyrimidine-4-carboxylic acid (cas: 59864-30-1) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Reference of 59864-30-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A facile three-components, one-pot synthesis of pyrimido[4,5-d]pyrimidine-2,5-dione derivatives under microwave-assisted conditions was written by Dabiri, Minoo;Arvin-Nezhad, Hamid;Khavasi, Hamid R.;Bazgir, Ayoob. And the article was included in Journal of Heterocyclic Chemistry in 2007.HPLC of Formula: 54030-56-7 This article mentions the following:

Pyrimido[4,5-d]pyrimidine-2,5-dione derivatives were synthesized in high yields in a novel, 1-pot, and efficient process by condensation of 6-amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one, aldehydes and urea under microwave-assisted conditions. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7HPLC of Formula: 54030-56-7).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.HPLC of Formula: 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A novel reaction of 6-aminouracils and isatins was written by Dabiri, Minoo;Azimi, Seyyedeh Cobra;Khavasi, Hamid Reza;Bazgir, Ayoob. And the article was included in Tetrahedron in 2008.Product Details of 54030-56-7 This article mentions the following:

A simple and novel cyclocondensation reaction of 6-aminouracils and isatins for the synthesis of spiro[pyrimido[4,5-b]quinoline-5,5′-pyrrolo[2,3-d]pyrimidine] derivatives, e.g., I, is reported. I was subjected to x-ray anal. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Product Details of 54030-56-7).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Product Details of 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The exposure levels and health risk assessment of antibiotics in urine and its association with platelet mitochondrial DNA methylation in adults from Tianjin, China: A preliminary study was written by Zhang, Jing;Liu, Ziquan;Song, Shanjun;Fang, Junkai;Wang, Lei;Zhao, Lei;Li, Chenguang;Li, Weixia;Byun, Hyang-Min;Guo, Liqiong;Li, Penghui. And the article was included in Ecotoxicology and Environmental Safety in 2022.SDS of cas: 1220-83-3 This article mentions the following:

There has been extensive research on antibiotics exposure in adults by biomonitoring, but the biol. mechanisms and potential risks to human health remain limited. In this study, 102 adults aged 26-44 years in Tianjin were studied and 23 common antibiotics in urine were analyzed by Liquid chromatog.-mass spectrometry (LC-MS). All antibiotics were detected in urine, with an overall detection frequency of 40.4% (the detection frequencies of phenothiazines, quinolones, sulfonamides, tetracyclines, and chloramphenicol were 77%, 54%, 24%, 28%, and 49%, resp.). Ofloxacin and enrofloxacin had the highest detection frequencies (85% and 81%), with median concentrations of 0.26 (IQR: 0.05-1.36) and 0.09 (IQR: 0.03-0.14) ng/mL, resp. Based on health risk assessment, the predicted estimated daily exposures (EDEs) ranged from 0 铻爂/kg/day to 13.98 铻爂/kg/day. The hazard quotient (HQ) values of all the antibiotics except ofloxacin and ciprofloxacin were bellow one, which are considered safe. For all blood samples, the mitochondrial DNA (mtDNA) methylation levels in the MT-ATP6 (ranging between 3.86% and 34.18%) were slightly higher than MT-ATP8 and MT-ND5 (ranging between 0.57% and 9.32%, 1.08% and 19.62%, resp.). Furthermore, mtDNA methylation from MT-ATP6, MT-ATP8 and MT-ND5 were measured by bisulfite-PCR pyrosequencing. The association (P < 0.05) was found between mtDNA methylation level (MT-ATP8 and MT-ND5) and individual antibiotics including chlorpromazine, ciprofloxacin, enrofloxacin, norfloxacin, pefloxacin, sulfaquinoxaline, sulfachloropyridazine, chloramphenicol, and thiamphenicol, indicating that persistent exposure to low-dose multiple antibiotics may affect the mtDNA methylation level and in turn pose health risks. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3SDS of cas: 1220-83-3).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.SDS of cas: 1220-83-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Photocatalytic degradation of sulfamonomethoxine by mesoporous phosphorus-doped titania under simulated solar light irradiation was written by Li, Jiang;Su, Qi;Yuan, Huayu;Zhang, Lin;Hou, Li’an;Wang, Yuehu;Liu, Baojun;Wang, Bing;Li, Yancheng. And the article was included in Chemosphere in 2021.Application In Synthesis of 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide This article mentions the following:

Photocatalytic degradation of sulfamonomethoxine (SMM) by mesoporous phosphorus-doped TiO2 (P-TiO₂) was studied under simulated solar light irradiation The morphol. structure and chem. composition of P-TiO₂ were analyzed by XRD, SEM, HRTEM, BET, XPS and FTIR. Using the central composite design (CCD) of response surface methodol. (RSM), the degradation of SMM was investigated with a range of antibiotic concentrations (4-8 mg L^-1), catalyst dosages (400-900 mg L^-1), P doping amounts (5-15 wt%) and irradiation time (90-150 min). The Ti-O-P bond formed during the calcination of TiO₂, thereby generating plate-like P-TiO₂, where P was uniformly distributed. Phosphorus doping can stabilize anatase TiO₂, which has a larger sp. surface area and a lower average particle and pore size than bare TiO₂. The result obtained from the RSM model showed a significant correlation between the predicted values and the exptl. results of SMM degradation (P < 0.05). Under the optimal exptl. conditions (antibiotic concentration = 6 mg/L, catalyst dosage = 800 mg/L, P doping = 5 wt% and irradiation time = 90 min), the degradation rate of SMM was 99.51%, and the TOC was 50%. Toxicity showed a considerable reduction towards Vibrio-qinghaiensis sp.-Q67 after SMM photocatalytic degradation Through free radical capture experiments, LC-MS detection and DFT calculations, the possible photocatalytic degradation mechanism of SMM using P-TiO₂ as the catalyst was revealed. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3Application In Synthesis of 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Application In Synthesis of 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hydrophilic crosslinking agent-incorporated magnetic imprinted materials with enhanced selectivity for sulfamethazine adsorption was written by Cui, Yahan;Lin, Jiasheng;Xu, Yang;Li, Qiaoyan;Chen, Yanhua;Ding, Lan. And the article was included in Separation and Purification Technology in 2021.Recommanded Product: 1220-83-3 This article mentions the following:

In this study, magnetic molecularly imprinted polymers (MMIPs) with enhanced selectivity were synthesized using sulfamethazine (SMZ) as template mol. and hydrophilic triethylene glycol dimethacrylate as cross-linker. Compared with that of imprinted polymers (MMIPs@EGDMA) prepared with commonly used ethylene glycol dimethacrylate, MMIPs with increased hydrophilicity could achieve efficient adsorption and preferred binding ability for template SMZ (selectivity factor increased from 0.9 of MMIPs@EGDMA to 1.9) in the presence of structural analogs with significant similarities (i.e. sulfamonomethoxine). Under the optimal extraction conditions, the developed MMIPs-MSPE-HPLC-DAD method showed wide linear range (1.6-250娓璯/L), low detection limit (0.44娓璯/L) and satisfactory precision (RSD < 7%). The proposed strategy offers a potential and simple way to obtain imprinted polymers with high recognition capability, providing a perspective method in the accurate determination of SMZ in environmental water. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3Recommanded Product: 1220-83-3).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Recommanded Product: 1220-83-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Action of guanidine and urea on some hydroxymethylene ketones was written by Benayr, Erich. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1930.Formula: C6H9N3 This article mentions the following:

In general, aliphatic and aliphatic-aromatic hydroxymethylene ketones readily yield the corresponding aminomethylene compounds with primary or secondary organic bases (C. A 24, 4507). In this connection the behavior of MeCOCH:CHOH (I) toward guanidine (II) was also studied. The Na derivative of I reacts with salts of II in alc. at room temperature with formation of 2-amino-4-methylpyrimidine (III), i. e., not only is the HO group replaced by the guanidine residue but ring formation, with further elimination of water, also takes place. The reaction is quite general: analogous products were obtained with the hydroxymethylene derivatives of MeCOEt, MeCOPr, methylheptenone (IV), MeCOPh, MeCOC₆H₄Me and MeCOC₆H₄OMe. The III, now readily available, gives with Br in water a Br derivative (V) in which the Br is held exceedingly firmly and must, therefore, be on the nucleus, probably in position 5. With acid chlorides, however, it readily forms N-derivatives; the ClCH₂CO compound (VI) with hot alc. NH₃ regenerates III in most part while a small part remains unchanged. The pyrimidine formation also takes place with the derivatives of cyclic ketones. Hydroxymethylenecyclohexanone yields Bz-tetrahydro-2-aminoquinazoline (VII) and the hydroxymethylene derivatives of cyclopentanone, menthone and carvone behave in the same way; as these require heat for the reaction and are, in general, more stable than the aliphatic compounds, the desired products are most simply obtained by boiling the free hydroxymethylene compounds with I carbonate in alc. The reaction can be used quite generally to characterize those cyclic ketones which can yield hydroxymethylene derivatives All the bases so obtained do not turn litmus blue and their NH₂ group is held very firmly. The bases can be boiled a long time with dilute HCl without appreciable change and HNO₂ also generally has no action on them. Hydroxymethylenecamphor (VIII) treated as above gives only a trace of quinazoline (IX) which, however, is obtained quite smoothly in boiling AmOH instead of EtOH. Rupe found that with urea VIII splits off only 1 mol. water to form methylenecamphorurea, and B. has now found that ring formation likewise does not occur in the reaction of VIII with CS(NH₂)₂ or of hydroxymethylenecyclohexanone with urea. MeCOC(:CHOH)Me behaves in the same way. The hydroxymethylene ketones, therefore, resemble AcCH₂CO₂Et in their behavior toward urea and II. With hydroxymethyleneacetoacetic ester, II gives iminomethyluracil, resulting from the action of II on AcCH₂CO₂Et, i. e., the HOCH group is split off in the reaction. III is obtained in 51% yield. 5-Br derivative (V), m. 195鎺? N-Chloroacetyl derivative (VI), turns green about 165鎺? then brown and completely decomposes 235鎺? 5-Me derivative, from MeCOC(:CHOH)Me, m. 216-7鎺?(N-chloroacetyl derivative, m. 145-8鎺?. 4-Pr homolog of III, m. 122-3鎺? 4-Ph analog, m. 165鎺? easily soluble in dilute HCl. 4-p-Tolyl homolog, m. 189-91鎺? 4-p-Methoxyphenyl compound, m. 185-7鎺? 4-(4′-Methyl-4′-pentene)-2-aminopyrimidine, from the hydroxymethylene derivative of IV, m. 155-9鎺? VII, m. 206-10鎺? 4,5-Trimethylene-2-aminopyrimidine, from hydroxymethylenecyclopentanone, m. 206-8鎺? 5-Methyl-8-isopropyl-2-aminoquinazoline, m. 139-41鎺? Ac derivative, m. 125-7鎺? 2-Amino-5,6-dihydro-5-isopropenyl-8-methylquinazoline, from hydroxymethylenecarvone, m. 165-7鎺?(13 g. from 45 g. carvone). 2-Aminobornylenepyrimidine (IX) (yield, 55%), m. 249-53鎺? Ac derivative, m. 154-5鎺? chloroacetyl derivative, m. 156-9鎺? Methylenecamphorthiourea, m. 213-4鎺? Methylenecyclohexanoneurea, light yellow, m. 229-30鎺?(decomposition). Methylenemethylethyl ketoneurea, MeCOC(:CHNHCONH₂)Me, m. 156鎺? In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Formula: C6H9N3).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Formula: C6H9N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hemilabile MICN^{铏?/sup> ligands allow oxidant-free Au(I)/Au(III) arylation-lactonization of 绾?alkenoic acids was written by Font, Pau;Valdes, Hugo;Guisado-Barrios, Gregorio;Ribas, Xavi. And the article was included in Chemical Science in 2022.Name: 2-Ethynylpyrimidine This article mentions the following:}

Here authors describe the synthesis of two Au(I) complexes bearing bidentate hemilabile MICN^{铏?/sup> ligands ligands, [AuI(MICN铏?/sup>)Cl], and their ability to stabilize square-planar Au(III) species (MIC = mesoionic carbene). The presence of the hemilabile N-ligand contributed to stabilize the ensuing Au(III) species acting as a five-membered ring chelate upon its coordination to the metal center. The Au(III) complexes can be obtained either by using external oxidants or, alternatively, by means of feasible oxidative addition with strained biphenylene C_sp2-C_sp2 bonds as well as with aryl iodides. Based on the fundamental knowledge gained on the redox properties on these Au(I)/Au(III) systems, authors successfully develop a novel Au(I)-catalytic procedure for the synthesis of 绾?substituted 绾?butyrolactones through the arylation-lactonization reaction of the corresponding 绾?alkenoic acid. The oxidative addition of the aryl iodide, which in turn is allowed by the hemilabile nature of the MICN铏?/sup> ligand, is an essential step for this transformation. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Name: 2-Ethynylpyrimidine).}

2-Ethynylpyrimidine (cas: 37972-24-0) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Name: 2-Ethynylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia