Category: pyrimidines

The author of 《Zwitterionic σ-complexes: their role as intermediates in phosphorylation of aromatics by phosphorus compounds》 were Gololobov, Yu. G.; Onys’ko, P. P.. And the article was published in ACS Symposium Series in 1981. COA of Formula: C5H5N3O3 The author mentioned the following in the article:

Reaction of P(III) compounds with 1,3,5-(O2N)3C6H3 in Me2SO gave σ-complexes I [PR3 = P(OEt)3, PPh(OEt)2, P(OEt)Ph2, P(O)(OEt)2], which were stabilized without a dissociated cation in contrast to ordinary Meisenheimer σ-complexes. 5-Nitropyrimidines do not form stable σ-complexes with (RO)3P or (RO)2P(O)H without bases. II [R = alkyl; R1 = H, MeO, Ph, R2 = H; R1 = H, MeO, R2 = MeO] were prepared only in the presence of Et3N. In addition to this study using 2-Methoxy-5-nitropyrimidine, there are many other studies that have used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5COA of Formula: C5H5N3O3) was used in this study.

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.COA of Formula: C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Onys’ko, P. P.; Gololobov, Yu. G.; Remennikov, G.; Cherkasov, V. M. published an article in Zhurnal Obshchei Khimii. The title of the article was 《Anion σ-complexes of phosphorus compounds. VII. σ-Complexes of dialkylphosphites with 5-nitropyrimidines》.Formula: C5H5N3O3 The author mentioned the following in the article:

Reaction of I (R = H, MeO, Ph; R1 = H) with (R2O)2P(O)H (R2 = Me, Et) in presence of Et3N gave II (R, R1, R2, as above). Similar reaction of I (R = H, MeO, R1 = MeO) with (R2O)2P(O)H (R2 = Me, Et) gave III via the corresponding intermediate II. In the experiment, the researchers used many compounds, for example, 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Formula: C5H5N3O3)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Formula: C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Dreher, Spencer D.; Ikemoto, Norihiro; Gresham, Venita; Liu, Jinchu; Dormer, Peter G.; Balsells, Jaume; Mathre, David; Novak, Thomas J.; Armstrong, Joseph D. published an article in Tetrahedron Letters. The title of the article was 《Highly selective synthesis of 2-substituted-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid derivatives using a novel protected dihydroxyfumarate》.Recommanded Product: 5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid The author mentioned the following in the article:

A high yielding (50-96%) route to 2-substituted-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid derivatives, e.g. I, has been developed using a rationally designed dihydroxyfumarate derivative The fully unprotected pyrimidinone heterocycle II was prepared in quant. yield upon treatment of I with HCl. In the experiment, the researchers used 5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid(cas: 62222-38-2Recommanded Product: 5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid)

5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid(cas: 62222-38-2) 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. Recommanded Product: 5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

COA of Formula: C5H6N2O3On November 20, 1995 ,《Metabolism of ALS inhibitory herbicide Bispyribac-sodium [KIH-2023] in rats》 appeared in Nippon Noyaku Gakkaishi. The author of the article were Fukai, Yasushi; Unai, Tadaaki; Ishikawa, Kanji; Yusa, Yoshio; Wada, Nobuhide; Tezuka, Masakatsu; Okada, Shoji. The article conveys some information:

Absorption, distribution and metabolism of Bispyribac-sodium [sodium 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoate] or [KIH-2023] in rats orally dosed with 14C-KIH-2023 were investigated. More than 90% of the dosed radioactivity was detected in the excreta within 96 h after dosing. Level of the radioactivity in the blood of male and female rats reached maximum at 2 and 1 h after dosing, resp., and then decreased rapidly to about a half level of maximum (C1/2). The radioactivity of tissues was lower at 96 h after dosing than that at C1/2-time. Most of the radioactivity in the urine, feces, liver, and plasma was detected as unchanged KIH-2023. The major radioactive compounds excreted into the bile were KIH-2023 and its glucuronide. Repeated oral administration of KIH-2023 for 15 days gave similar results from the single oral one in the excretion, tissue distribution and metabolism of 14C-KIH-2023. In the experiment, the researchers used many compounds, for example, 6-Methoxypyrimidine-2,4(1H,3H)-dione(cas: 29458-38-6COA of Formula: C5H6N2O3)

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.COA of Formula: C5H6N2O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Second-generation tricyclic pyrimido-pyrrolo-oxazine mTOR inhibitor with predicted blood-brain barrier permeability》 was written by Borsari, Chiara; Keles, Erhan; Treyer, Andrea; De Pascale, Martina; Hebeisen, Paul; Hamburger, Matthias; Wymann, Matthias P.. Computed Properties of C4HCl3N2This research focused ontricyclic pyrimido pyrrolooxazine mTOR inhibitor blood brain barrier permeability. The article conveys some information:

Highly selective mTOR inhibitors have been discovered through the exploration of the heteroaromatic ring engaging the binding affinity region in mTOR kinase. Compound 11 showed predicted BBB permeability in a MDCK-MDR1 permeability in vitro assay, being the first pyrimido-pyrrolo-oxazine with potential application in the treatment of neurol. disorders. In addition to this study using 2,4,6-Trichloropyrimidine, there are many other studies that have used 2,4,6-Trichloropyrimidine(cas: 3764-01-0Computed Properties of C4HCl3N2) was used in this study.

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Computed Properties of C4HCl3N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Structure-Guided Optimization Provides a Series of TTK Protein Inhibitors with Potent Antitumor Activity》 was written by Elsner, Jan; Cashion, Dan; Robinson, Dale; Bahmanyar, Sogole; Tehrani, Lida; Fultz, Kimberly E.; Narla, Rama Krishna; Peng, Xiaohui; Tran, Tam; Apuy, Julius; LeBrun, Laurie; Leftheris, Katerina; Boylan, John F.; Zhu, Dan; Riggs, Jennifer R.. Product Details of 90213-66-4This research focused onTTK kinase inhibitor preparation cancer. The article conveys some information:

TTK is an essential spindle assembly checkpoint enzyme in many organisms. It plays a central role in tumor cell proliferation and is aberrantly overexpressed in a wide range of tumor types. We recently reported on a series of potent and selective TTK inhibitors with strong antiproliferative activity in triple neg. breast cancer (TNBC) cell lines (8: TTK IC50 = 3.0 nM; CAL-51 IC50 = 84.0 nM). Inspired by previously described potent tricyclic TTK inhibitor 6 (TTK IC50 = 0.9 nM), we embarked on a structure-enabled design and optimization campaign to identify an improved series with excellent potency, TTK selectivity, solubility, CYP inhibition profile, and in vivo efficacy in a TNBC xenograft model. These efforts culminated in the discovery of 25 (TTK IC50 = 3.0 nM; CAL-51 IC50 = 16.0 nM), which showed significant single-agent efficacy when dosed iv in a TNBC xenograft model without body weight loss. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Product Details of 90213-66-4)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) 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 90213-66-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Extrusion of sulfur from [(acylmethyl)thio]pyrimidinones》 was written by Roth, Barbara; Laube, Renee; Tidwell, Mary Y.; Rauckman, Barbara S.. Category: pyrimidines And the article was included in Journal of Organic Chemistry on August 29 ,1980. The article conveys some information:

Thermally mediated S extrusion from the (phenacylthio)pyrimidinones I (R = H, R1 = Br, H, MeO; R = Me, R1 = Br) occurs rapidly in solution at 125° to yield the (benzoylmetheylene)pyrimidinones II. However, III rearranges via an episulfide intermediate to IV. Adjacent 3- or 5-Me substituents in the pyrimidine ring assist S extrusion. No reaction occurs in the absence of a 2-oxo function or on replacement of it by a 2-amino group. On the other hand, 2-amino-4[(1-methylacetonyl)thio]-6(1H)-pyrimidinone cyclizes very readily to give the thieno pyrimidinone V. 2-(Phenacylthio)-4(3H)-pyrimidinones lose S at about one-seventh the rate of the 4-phenacylthio isomers. No thermally mediated reaction occurs with 2-(acetonylthio)-4-pyrimidinones under the conditions described here. In the part of experimental materials, we found many familiar compounds, such as 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Category: pyrimidines)

2-Methoxy-4-methylpyrimidine(cas: 14001-60-6) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Discovery of the Clinical Candidate MAK683: An EED-Directed, Allosteric, and Selective PRC2 Inhibitor for the Treatment of Advanced Malignancies》 was written by Huang, Ying; Sendzik, Martin; Zhang, Jeff; Gao, Zhenting; Sun, Yongfeng; Wang, Long; Gu, Justin; Zhao, Kehao; Yu, Zhengtian; Zhang, Lijun; Zhang, Qiong; Blanz, Joachim; Chen, Zijun; Dubost, Valerie; Fang, Douglas; Feng, Lijian; Fu, Xingnian; Kiffe, Michael; Li, Ling; Luo, Fangjun; Luo, Xiao; Mi, Yuan; Mistry, Prakash; Pearson, David; Piaia, Alessandro; Scheufler, Clemens; Terranova, Remi; Weiss, Andreas; Zeng, Jue; Zhang, Hailong; Zhang, Jiangwei; Zhao, Mengxi; Dillon, Michael P.; Jeay, Sebastien; Qi, Wei; Moggs, Jonathan; Pissot-Soldermann, Carole; Li, En; Atadja, Peter; Lingel, Andreas; Oyang, Counde. Application of 69696-35-1 And the article was included in Journal of Medicinal Chemistry on April 14 ,2022. The article conveys some information:

Polycomb Repressive Complex 2 (PRC2) plays an important role in transcriptional regulation during animal development and in cell differentiation, and alteration of PRC2 activity has been associated with cancer. On a mol. level, PRC2 catalyzes methylation of histone H3 lysine 27 (H3K27), resulting in mono-, di-, or trimethylated forms of H3K27, of which the trimethylated form H3K27me3 leads to transcriptional repression of polycomb target genes. Previously, we have shown that binding of the low-mol.-weight compound EED226 to the H3K27me3 binding pocket of the regulatory subunit EED can effectively inhibit PRC2 activity in cells and reduce tumor growth in mouse xenograft models. Here, we report the stepwise optimization of the tool compound EED226 toward the potent and selective EED inhibitor MAK683 (compound 22) and its subsequent preclin. characterization. Based on a balanced PK/PD profile, efficacy, and mitigated risk of forming reactive metabolites, MAK683 has been selected for clin. development.5-Bromo-4-chloro-2,6-dimethylpyrimidine(cas: 69696-35-1Application of 69696-35-1) was used in this study.

5-Bromo-4-chloro-2,6-dimethylpyrimidine(cas: 69696-35-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Application of 69696-35-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Quality Control of 2,4,6-TrichloropyrimidineIn 2015 ,《Design, synthesis, and biological evaluation of pyrimidine-2-carboxamide analogs: investigation for novel RAGE inhibitors with reduced hydrophobicity and toxicity》 appeared in Archives of Pharmacal Research. The author of the article were Kim, Seok-Ho; Han, Young Taek. The article conveys some information:

This paper describes an investigation of novel RAGE inhibitors with improved drug-like properties. To identify the improved drug-like RAGE inhibitor, the authors designed and synthesized pyrimidine-2-carboxamide analogs based on the previous work. Several potent analogs with improved hydrophilicity were identified by evaluation of RAGE inhibitory activity. In particular, one of the potent (diethylamino)ethoxymethoxy analogs did not exhibit undesired cytotoxicity in contrast with the parent RAGE inhibitors. In the experimental materials used by the author, we found 2,4,6-Trichloropyrimidine(cas: 3764-01-0Quality Control of 2,4,6-Trichloropyrimidine)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 2,4-DichloropyrimidineIn 2019 ,《Structure-based design and synthesis of pyrimidine-4,6-diamine derivatives as Janus kinase 3 inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Yu, Ru-Nan; Chen, Cheng-Juan; Shu, Lei; Yin, Yuan; Wang, Zhi-Jian; Zhang, Tian-Tai; Zhang, Da-Yong. The article conveys some information:

Janus kinases (JAKs) play a key role in the proliferation, apoptosis and differentiation of immune cells, and JAKs are considered as an attractive target for the treatment of inflammatory and autoimmune diseases. Here we show the design and optimization of pyrimidine-4,6-diamine derivatives as selectivity JAK3 inhibitors. Compound I, which might interact with unique cysteine (Cys909) residue in JAK3, exhibited excellent JAK3 inhibitory activity (IC50 = 2.1 nM) and high JAK kinase selectivity. In cellular assay, I showed moderate potency inhibiting IL-2-stimulated T cell proliferation. The data supports the further development of novel JAKs inhibitors. The experimental part of the paper was very detailed, including the reaction process of 2,4-Dichloropyrimidine(cas: 3934-20-1Application In Synthesis of 2,4-Dichloropyrimidine)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Application In Synthesis of 2,4-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia