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Wang, Jian team published research in Organic Process Research & Development in 2020 | 2927-71-1

2927-71-1, 2,4-Dichloro-5-fluoropyrimidine is a useful research compound. Its molecular formula is C4HCl2FN2 and its molecular weight is 166.97 g/mol. The purity is usually 95%.
2,4-Dichloro-5-fluoropyrimidine is an aromatic hydrocarbon that has been shown to inhibit the growth of mouse tumor cells in vitro. It also inhibits the production of amines by reacting with industrial chemicals and sodium carbonate. This compound has potent inhibitory activity against autoimmune diseases and cytotoxic potency on mcf-7 cells. Furthermore, 2,4-Dichloro-5-fluoropyrimidine has been shown to have a chlorinating effect on cancer cells., COA of Formula: C4HCl2FN2

The nomenclature of pyrimidines is straightforward. However, like other heterocyclics, tautomeric hydroxyl groups yield complications since they exist primarily in the cyclic amide form. 2927-71-1, formula is C4HCl2FN2, Name is 2,4-Dichloro-5-fluoropyrimidine. For example, 2-hydroxypyrimidine is more properly named 2-pyrimidone. A partial list of trivial names of various pyrimidines exists. COA of Formula: C4HCl2FN2.

Wang, Jian;Li, Yan-Hui;Pan, Song-Cheng;Li, Ming-Fang;Du, Wenting;Yin, Hong;Li, Jing-Hua research published 《 Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis》, the research content is summarized as follows. The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl₂ has been effectively performed by refluxing with 5 weight % 4-(dimethylamino)pyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wang, Yan team published research in Bioorganic & Medicinal Chemistry Letters in 2018 | 2927-71-1

COA of Formula: C4HCl2FN2, 2,4-Dichloro-5-fluoropyrimidine is a useful research compound. Its molecular formula is C4HCl2FN2 and its molecular weight is 166.97 g/mol. The purity is usually 95%.
2,4-Dichloro-5-fluoropyrimidine is an aromatic hydrocarbon that has been shown to inhibit the growth of mouse tumor cells in vitro. It also inhibits the production of amines by reacting with industrial chemicals and sodium carbonate. This compound has potent inhibitory activity against autoimmune diseases and cytotoxic potency on mcf-7 cells. Furthermore, 2,4-Dichloro-5-fluoropyrimidine has been shown to have a chlorinating effect on cancer cells., 2927-71-1.

The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. 2927-71-1, formula is C4HCl2FN2, Name is 2,4-Dichloro-5-fluoropyrimidine. It is also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. COA of Formula: C4HCl2FN2.

Wang, Yan;Liu, Wen-Jian;Yin, Lei;Li, Heng;Chen, Zhen-Hua;Zhu, Dian-Xi;Song, Xiu-Qing;Cheng, Zhen-Zhen;Song, Peng;Wang, Zhan;Li, Zhi-Gang research published 《 Design and synthesis of 4-(2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-7-yl)-N-(5-(piperazin-1-ylmethyl)pyridine-2-yl)pyrimidin-2-amine as a highly potent and selective cyclin-dependent kinases 4 and 6 inhibitors and the discovery of structure-activity relationships》, the research content is summarized as follows. Cyclin-dependent kinases 4/6 play an important role in regulation of cell cycle, and overexpress in a variety of cancers. New CDK inhibitors still need to be developed due to its poor selectivity. Herein the authors report a novel series of 4-(2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazole-7-yl)-N-(5-(piperazin-1-ylmethyl)pyridine-2-yl)pyrimidin-2-amine analogs as potent CDK 4/6 inhibitors based on LY2835219 (Abemaciclib). Compound N-(5-((4-ethylpiperazin-1-yl)methyl)pyridin-2-yl)-5-fluoro-4-(5-fluoro-1,1-dimethyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-7-yl)pyrimidin-2-amine , which exhibits approx. potency on CDK4/6 (IC₅₀=7.4/0.9 nM), has both good pharmacokinetic characters and high selectivity on CDK1 compared with LY2835219. Overall, compound N-(5-((4-ethylpiperazin-1-yl)methyl)pyridin-2-yl)-5-fluoro-4-(5-fluoro-1,1-dimethyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-7-yl)pyrimidin-2-amine could be a promising candidate and a good starting point as anticancer drugs.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wang, Yazhou team published research in Bioorganic & Medicinal Chemistry in 2017 | 2927-71-1

SDS of cas: 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine is a useful research compound. Its molecular formula is C4HCl2FN2 and its molecular weight is 166.97 g/mol. The purity is usually 95%.
2,4-Dichloro-5-fluoropyrimidine is an aromatic hydrocarbon that has been shown to inhibit the growth of mouse tumor cells in vitro. It also inhibits the production of amines by reacting with industrial chemicals and sodium carbonate. This compound has potent inhibitory activity against autoimmune diseases and cytotoxic potency on mcf-7 cells. Furthermore, 2,4-Dichloro-5-fluoropyrimidine has been shown to have a chlorinating effect on cancer cells., 2927-71-1.

Pyrimidine is a nitrogenous base similar to benzene (a six-membered ring) and includes cytosine, thymine, and uracil as bases used for DNA or RNA. 2927-71-1, formula is C4HCl2FN2, Name is 2,4-Dichloro-5-fluoropyrimidine. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. SDS of cas: 2927-71-1.

Wang, Yazhou;Huang, Wei;Xin, Minhang;Chen, Pan;Gui, Li;Zhao, Xinge;Tang, Feng;Wang, Jia;Liu, Fei research published 《 Identification of 4-(2-furanyl)pyrimidin-2-amines as Janus kinase 2 inhibitors》, the research content is summarized as follows. Janus kinases inhibitor is considered to have therapeutic potential for the treatment of oncol. and immune-inflammatory diseases. Two series of 4-(2-benzofuranyl)pyrimidin-2-amine and 4-(4,5,6,7-tetrahydrofuro[3,2-c]pyridin-2-yl)pyrimidin-2-amine derivatives have been designed and synthesized. Primary SAR studies resulted in the discovery of a novel class of 4,5,6,7-tetrahydrofuro[3,2-c]pyridine based JAK2 inhibitors with higher potency (IC₅₀ of 0.7 nM) and selectivity (>30 fold) to JAK3 kinase than tofacitinib.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tamizharasan, Natarajan team published research in Bioorganic Chemistry in 2020 | 2927-71-1

Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has the nitrogen atoms at positions 1 and 3 in the ring. 2927-71-1, formula is C4HCl2FN2, Name is 2,4-Dichloro-5-fluoropyrimidine. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Name: 2,4-Dichloro-5-fluoropyrimidine.

Tamizharasan, Natarajan;Gajendran, Chandru;Kristam, Rajendra;Sulochana, Suresh P.;Sivanandhan, Dhanalakshmi;Mullangi, Ramesh;Mathivathanan, Logesh;Hallur, Gurulingappa;Suresh, Palaniswamy research published 《 Discovery and optimization of novel phenyldiazepine and pyridodiazepine based Aurora kinase inhibitors》, the research content is summarized as follows. The synthesis and evaluation of phenyl/pyridine diazepine analogs I [R¹ = piperazin-1-yl, morpholino, 4-methylpiperazin-1-yl, 4-acetylpiperazin-1-yl], II [R² = 1-methylpyrazol-3-yl, 4-carboxyphenyl, 4-(4-methylpiperazin-1-yl)phenyl, etc.] and III [R³ = 1-methylpyrazol-3-yl, 4-sulfamoylphenyl, 4-morpholinophenyl, etc.] was described. The diazepane aniline pyrimidine I [R¹ = 4-methylpiperazin-1-yl] was identified as an initial hit (Aurora B IC₅₀ 6.9μM). Mol. modeling guided SAR optimization lead to the identification of 8-fluorobenzodiazepine III [R³ = 4-sulfamoylphenyl] with single digit nM potency (Aurora B IC₅₀ 8 nM). In the antiproliferation assay compound III [R³ = 4-sulfamoylphenyl] showed activity across the cell lines with IC₅₀ of 0.57, 0.42, and 0.69μM for MCF-7, MDA-MB 231 and SkoV3 resp. In the in-vivo PK profile. compound III [R³ = 4-sulfamoylphenyl] was showed higher bioavailability (73%) along with good exposure (AUC of 1360 ng.h/mL).

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tan, Li team published research in Journal of Medicinal Chemistry in 2015 | 2927-71-1

The systematic study of pyrimidines began in 1884 with Pinner, who synthesized derivatives by condensing ethyl acetoacetate with amidines. Pinner first proposed the name “pyrimidin” in 1885. 2927-71-1, formula is C4HCl2FN2, Name is 2,4-Dichloro-5-fluoropyrimidine. The parent compound was first prepared by Gabriel and Colman in 1900, by conversion of barbituric acid to 2,4,6-trichloropyrimidine followed by reduction using zinc dust in hot water. Application of C4HCl2FN2.

Tan, Li;Akahane, Koshi;McNally, Randall;Reyskens, Kathleen M. S. E.;Ficarro, Scott B.;Liu, Suhu;Herter-Sprie, Grit S.;Koyama, Shohei;Pattison, Michael J.;Labella, Katherine;Johannessen, Liv;Akbay, Esra A.;Wong, Kwok-Kin;Frank, David A.;Marto, Jarrod A.;Look, Thomas A.;Arthur, J. Simon C.;Eck, Michael J.;Gray, Nathanael S. research published 《 Development of Selective Covalent Janus Kinase 3 Inhibitors》, the research content is summarized as follows. The Janus kinases (JAKs) and their downstream effectors, signal transducer and activator of transcription proteins (STATs), form a critical immune cell signaling circuit, which is of fundamental importance in innate immunity, inflammation, and hematopoiesis, and dysregulation is frequently observed in immune disease and cancer. The high degree of structural conservation of the JAK ATP binding pockets has posed a considerable challenge to medicinal chemists seeking to develop highly selective inhibitors as pharmacol. probes and as clin. drugs. Here we report the discovery and optimization of 2,4-substituted pyrimidines as covalent JAK3 inhibitors that exploit a unique cysteine (Cys909) residue in JAK3. Investigation of structure-activity relationship (SAR) utilizing biochem. and transformed Ba/F3 cellular assays resulted in identification of potent and selective inhibitors such as compounds 9 and 45. A 2.9 Å cocrystal structure of JAK3 in complex with 9 confirms the covalent interaction. Compound 9 exhibited decent pharmacokinetic properties and is suitable for use in vivo. These inhibitors provide a set of useful tools to pharmacol. interrogate JAK3-dependent biol.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tang, Zhaocheng team published research in Journal of Catalysis in 2019 | 2927-71-1

Tang, Zhaocheng;Li, Jia;Lin, Fulin;Bao, Wenhao;Zhang, Shiwei;Guo, Baodang;Huang, Shuping;Zhang, Yan;Rao, Yijian research published 《 Cercosporin-bioinspired photoreductive activation of aryl halides under mild conditions》, the research content is summarized as follows. Bioinspired by the naturally-occurring cercosporin-driven infection process of plant pathogenic fungi Cercospora sp., here we took advantage of the photophys. properties of cercosporin, and used it as a metal-free photocatalyst to develop an unprecedented cercosporin-driven photocatalysis under mild conditions. Furthermore, the forming conditions and excited-state dynamics of radical anions of cercosporin have been systematically investigated. In particular, transient femtosecond absorption spectroscopy was employed to unveil the excited-state dynamics of cercosporin, a key step that dictates its function in photocatalysis. We showed that cercosporin was able to be sufficiently activated through a two-step excitation, ultimately boosting its photocatalytic activity for the reductive activation of substrates with very low reactivity. Since large quantities of cercosporin can be easily produced through microbial fermentation like other com. available perylenequinonoid pigments, such as hypocrellin A and hypocrellin B, we expect that all advantages of these naturally-occurring perylenequinonoid pigments as green photocatalysts can be further explored to a wide range of synthetic transformations.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Song, Anran team published research in Bioorganic & Medicinal Chemistry in 2017 | 2927-71-1

HPLC of Formula: 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine is a useful research compound. Its molecular formula is C4HCl2FN2 and its molecular weight is 166.97 g/mol. The purity is usually 95%.
2,4-Dichloro-5-fluoropyrimidine is an aromatic hydrocarbon that has been shown to inhibit the growth of mouse tumor cells in vitro. It also inhibits the production of amines by reacting with industrial chemicals and sodium carbonate. This compound has potent inhibitory activity against autoimmune diseases and cytotoxic potency on mcf-7 cells. Furthermore, 2,4-Dichloro-5-fluoropyrimidine has been shown to have a chlorinating effect on cancer cells., 2927-71-1.

Song, Anran;Zhang, Jianbin;Ge, Yang;Wang, Changyuan;Meng, Qiang;Tang, Zeyao;Peng, Jinyong;Liu, Kexin;Li, Yanxia;Ma, Xiaodong research published 《 C-2 (E)-4-(Styryl)aniline substituted diphenylpyrimidine derivatives (Sty-DPPYs) as specific kinase inhibitors targeting clinical resistance related EGFR^T790M mutant》, the research content is summarized as follows. With the aim to overcome the drug resistance induced by the EGFR T790M mutation (EGFR^T790M), herein, a family of diphenylpyrimidine derivatives (Sty-DPPYs) bearing a C-2 (E)-4-(styryl)aniline functionality were designed and synthesized as potential EGFR^T790M inhibitors. Among them, the compound 10e (N-[3-[[5-fluoro-2-[(E)-4-(3,5-dimethylstyryl)phenylamino]-4-pyrimidinyl]amino]phenyl]-2-acrylamide) displayed strong potency against the EGFR^T790M enzyme, with the IC₅₀ of 11.0 nM. Compound 10e also showed a higher SI value (SI = 49.0) than rociletinib (SI = 21.4), indicating its less side effect. In addition, compound 10e could effectively inhibit the proliferation of H1975 cells harboring the EGFR^T790M mutation, within the concentration of 2.91 μM. Significantly, compound 10e has low toxicity against the normal HBE cell (IC₅₀ = 22.48 μM). This work provided new insights into the discovery of potent and selective inhibitor against EGFR^T790M over wild-type (EGFR^WT).

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Song, Zhendong team published research in Bioorganic & Medicinal Chemistry in 2016 | 2927-71-1

Song, Zhendong;Jin, Yue;Ge, Yang;Wang, Changyuan;Zhang, Jianbin;Tang, Zeyao;Peng, Jinyong;Liu, Kexin;Li, Yanxia;Ma, Xiaodong research published 《 Synthesis and biological evaluation of azole-diphenylpyrimidine derivatives (AzDPPYs) as potent T790M mutant form of epidermal growth factor receptor inhibitors》, the research content is summarized as follows. A series of novel azole-diphenylpyrimidine derivatives (AzDPPYs) were synthesized and biol. evaluated as potent EGFR^T790M inhibitors. Among these analogs, the most active inhibitor 6e not only displayed high activity against EGFR^T790M/L858R kinase (IC₅₀ = 3.3 nM), but also was able to repress the replication of H1975 cells harboring EGFR^T790M mutation at a concentration of 0.118 μmol/L. In contrast to the lead compound rociletinib, 6e slightly reduces the key EGFRT790M-induced drug resistance. Significantly, inhibitor 6e demonstrates high selectivity (SI = 299.3) for T790M-containing EGFR mutants over wild type EGFR, hinting that it will cause less side effects.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Song, Zhendong team published research in European Journal of Medicinal Chemistry in 2017 | 2927-71-1

Song, Zhendong;Huang, Shanshan;Yu, Haiqing;Jiang, Yu;Wang, Changyuan;Meng, Qiang;Shu, Xiaohong;Sun, Hunjun;Liu, Kexin;Li, Yanxia;Ma, Xiaodong research published 《 Synthesis and biological evaluation of morpholine-substituted diphenylpyrimidine derivatives (Mor-DPPYs) as potent EGFR T790M inhibitors with improved activity toward the gefitinib-resistant non-small cell lung cancers (NSCLC)》, the research content is summarized as follows. Potential new EGFR^T790M inhibitors comprising of structurally modified diphenylpyrimidine derivatives bearing a morpholine functionality (Mor-DPPYs), e.g., I were synthesized and used to improve the activity and selectivity of gefitinib-resistant non-small cell lung cancer (NSCLC) treatment. This led to the identification of inhibitor I, which displayed high activity against EGFR^T790M/L858R kinase (IC₅₀ = 0.71 nM) and repressed H1975 cell replication harboring EGFR^T790M mutations at a concentration of 0.037 μM. Inhibitor I demonstrated high selectivity (SI = 631.9) for T790M-containing EGFR mutants over wild type EGFR and suggested that it will cause few side effects. Moreover, this compound also shows promising antitumor efficacy in a murine EGFR^T790M/L858R-driven H1975 xenograft model without affecting body weight This study provides new potential lead compounds for further development of anti-NSCLC drugs.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Su, Yue team published research in European Journal of Medicinal Chemistry in 2019 | 2927-71-1

The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, 2927-71-1, formula is C4HCl2FN2, Name is 2,4-Dichloro-5-fluoropyrimidine. including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Name: 2,4-Dichloro-5-fluoropyrimidine.

Su, Yue;Li, Ridong;Ning, Xianling;Lin, Zhiqiang;Zhao, Xuyang;Zhou, Juntuo;Liu, Jia;Jin, Yan;Yin, Yuxin research published 《 Discovery of 2,4-diarylaminopyrimidine derivatives bearing dithiocarbamate moiety as novel FAK inhibitors with antitumor and anti-angiogenesis activities》, the research content is summarized as follows. A series of 2,4-diarylaminopyrimidine derivatives containing dithiocarbamate moiety were designed by mol. hybridization strategy and synthesized for screening as inhibitors of focal adhesion kinase (FAK). Most of these compounds exhibit significant antiproliferative activities on human cancer cell lines expressing high levels of FAK at nanomolar concentrations The compound I was identified as the most potent FAK inhibitor among these candidates. I has excellent anti-proliferative effect with IC₅₀ values from 0.001 μM to 0.06 μM on HCT116, PC-3, U87-MG and MCF-7 cell lines and relatively less cytotoxicity to a nonmalignant cell line MCF-10A compared with MCF-7 cells (SI value > 10). I also exhibits significant FAK inhibitory activity (IC₅₀ = 0.07 nM). In addition, compound I causes cell cycle arrest at G2/M and prompted apoptosis in both HCT116 and MCF-7 cells in a dose-dependent manner. Further studies show that compound I inhibits migration of MCF-7 and has anti-angiogenesis effect on HUVEC cells.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia