Tag: 100-200

In 2019,Chemistry – A European Journal included an article by Noda, Hidetoshi; Asada, Yasuko; Maruyama, Tatsuro; Takizawa, Naoki; Noda, Nobuo N.; Shibasaki, Masakatsu; Kumagai, Naoya. Reference of 4,6-Dichloropyrimidine. The article was titled 《A C4N4 Diaminopyrimidine Fluorophore》. The information in the text is summarized as follows:

A new scaffold for producing efficient organic fluorescent materials was identified: 2,5-diamino-4,6-diarylpyrimidine featuring a C4N4 elemental composition Single-step installation of two aryl groups at the 4,6-positions of the pyrimidine core delivered fluorescent organic materials in a modular fashion. A range of fluorescent compounds with distinct absorption/emission properties was readily accessed by changing the aromatic attachments. A generally high absorption coefficient and quantum yield were observed, including C4N4 derivatives that could fluoresce even in the solid state. The two amino groups at the 2,5-positions of the pyrimidine were essential for intense fluorescence with a large Stokes shift, which was corroborated by structural relaxation to a p-iminoquinone-like structure in the excited state. Besides live-cell imaging capabilities, fluorescent labeling of a protein involved in autophagy elucidated a new protein-protein interaction, supporting potential utility in bioimaging applications. The experimental process involved the reaction of 4,6-Dichloropyrimidine(cas: 1193-21-1Reference of 4,6-Dichloropyrimidine)

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.Reference of 4,6-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2019,Journal of Medicinal Chemistry included an article by Wu, Tsung-Sheng; Lin, Wen-Hsing; Tsai, Hui-Jen; Hsueh, Ching-Cheng; Hsu, Tsu; Wang, Pei-Chen; Lin, Hui-You; Peng, Yi-Hui; Lu, Cheng-Tai; Lee, Lung-Chun; Tu, Chih-Hsiang; Kung, Fang-Chun; Shiao, Hui-Yi; Yeh, Teng-Kuang; Song, Jen-Shin; Chang, Jia-Yu; Su, Yu-Chieh; Chen, Li-Tzong; Chen, Chiung-Tong; Jiaang, Weir-Torn; Wu, Su-Ying. Synthetic Route of C4H2Cl2N2. The article was titled 《Discovery of Conformational Control Inhibitors Switching off the Activated c-KIT and Targeting a Broad Range of Clinically Relevant c-KIT Mutants》. The information in the text is summarized as follows:

Drug resistance due to acquired mutations that constitutively activate c-KIT is a significant challenge in the treatment of patients with gastrointestinal stromal tumors (GISTs). Herein, we identified 1-(5-ethyl-isoxazol-3-yl)-3-(4-{2-[6-(4-ethylpiperazin-1-yl)pyrimidin-4-ylamino]-thiazol-5-yl}phenyl)urea (10a) as a potent inhibitor against unactivated and activated c-KIT. The binding of 10a induced rearrangements of the DFG motif, αC-helix, juxtamembrane domain, and the activation loop to switch the activated c-KIT back to its structurally inactive state. To the best of our knowledge, it is the first structural evidence demonstrating how a compound can inhibit the activated c-KIT by switching back to its inactive state through a sequence of conformational changes. Moreover, 10a can effectively inhibit various c-KIT mutants and the proliferation of several GIST cell lines. The distinct binding features and superior inhibitory potency of 10a, together with its excellent efficacy in the xenograft model, establish 10a as worthy of further clin. evaluation in the advanced GISTs.4,6-Dichloropyrimidine(cas: 1193-21-1Synthetic Route of C4H2Cl2N2) was used in this study.

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.Synthetic Route of C4H2Cl2N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2018,Bioorganic & Medicinal Chemistry included an article by Fuerst, Rita; Yong Choi, Jun; Knapinska, Anna M.; Smith, Lyndsay; Cameron, Michael D.; Ruiz, Claudia; Fields, Gregg B.; Roush, William R.. Product Details of 90213-66-4. The article was titled 《Development of matrix metalloproteinase-13 inhibitors – A structure-activity/structure-property relationship study》. The information in the text is summarized as follows:

A structure-activity/structure-property relationship study based on the physicochem. as well as in vitro pharmacokinetic properties of a first generation matrix metalloproteinase (MMP)-13 inhibitor (2) was undertaken. After systematic variation of inhibitor 2, compound 31 was identified which exhibited microsomal half-life higher than 20 min, kinetic solubility higher than 20 μM, and a permeability coefficient greater than 20 × 10-6 cm/s. Compound 31 also showed excellent in vivo PK properties after IV dosing (Cmax = 56.8 μM, T1/2 (plasma) = 3.0 h, Cl = 0.23 mL/min/kg) and thus is a suitable candidate for in vivo efficacy studies in an OA animal model. The experimental part of the paper was very detailed, including the reaction process of 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. 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. Product Details of 90213-66-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2018,Li, Shu-Wei; Yu, Cheng-Hung; Ko, Chang-Lun; Chatterjee, Tanmay; Hung, Wen-Yi; Wong, Ken-Tsung published 《Cyanopyrimidine-Carbazole Hybrid Host Materials for High-Efficiency and Low-Efficiency Roll-Off TADF OLEDs》.ACS Applied Materials & Interfaces published the findings.Application of 3764-01-0 The information in the text is summarized as follows:

Two isomeric host materials (Sy and Asy) comprising carbazole (donor) and CN-substituted pyrimidine (acceptor) were synthesized, characterized, and utilized as host materials for green and blue thermally activated delayed fluorescence (TADF) organic light emitting diodes (OLEDs). Both mols. have high triplet energy and small energy difference between singlet and triplet states, leading to feasible TADF. The different linking topologies of carbazole and CN groups on the pyrimidine core provide distinct photophys. properties and mol. packing manners, which further influence the efficiency as they served as hosts in TADF OLEDs. As compared to Asy-based cases, the Sy-hosted TADF OLED device gave higher maximum external quantum efficiencies (EQE) of 24.0% (vs 22.5%) for green (4CzIPN as a dopant) and 20.4% (vs 15.0%) for blue (2CzTPN as a dopant) and low efficiency roll-off. The high horizontal dipole ratio (Θ ≈ 88%) for both emitters dispersed in Sy and Asy hosts accounts for the high device efficiency. A clear mol. structure-phys. property-device performance relationship has been established to highlight the importance of sym. structure in TADF host material design. After reading the article, we found that the author used 2,4,6-Trichloropyrimidine(cas: 3764-01-0Application of 3764-01-0)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) 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.Application of 3764-01-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2018,Wu, Chien-Huang; Song, Jen-Shin; Kuan, Hsuan-Hao; Wu, Szu-Huei; Chou, Ming-Chen; Jan, Jiing-Jyh; Tsou, Lun K.; Ke, Yi-Yu; Chen, Chiung-Tong; Yeh, Kai-Chia; Wang, Sing-Yi; Yeh, Teng-Kuang; Tseng, Chen-Tso; Huang, Chen-Lung; Wu, Mine-Hsine; Kuo, Po-Chu; Lee, Chia-Jui; Shia, Kak-Shan published 《Development of Stem-Cell-Mobilizing Agents Targeting CXCR4 Receptor for Peripheral Blood Stem Cell Transplantation and Beyond》.Journal of Medicinal Chemistry published the findings.Related Products of 3764-01-0 The information in the text is summarized as follows:

The function of the CXCR4/CXCL12 axis accounts for many disease indications, including tissue/nerve regeneration, cancer metastasis, and inflammation. Blocking CXCR4 signaling with its antagonists may lead to moving out CXCR4+ cell types from bone marrow to peripheral circulation. We have discovered a novel series of pyrimidine-based CXCR4 antagonists, a representative (i.e., 16) of which was tolerated at a higher dose and showed better HSC-mobilizing ability at the maximal response dose relative to the approved drug 1 (AMD3100), and thus considered a potential drug candidate for PBSCT indication. Docking compound 16 into the X-ray crystal structure of CXCR4 receptor revealed that it adopted a spider-like conformation striding over both major and minor subpockets. This putative binding mode provides a new insight into CXCR4 receptor-ligand interactions for further structural modifications. The experimental process involved the reaction of 2,4,6-Trichloropyrimidine(cas: 3764-01-0Related Products of 3764-01-0)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) 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.Related Products of 3764-01-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 1995,Serafinowski, Pawel; Dorland, Erwin; Balzarini, Jan; De Clercq, Erik published 《The synthesis and antiviral activity of some new S-adenosyl-L-homocysteine derivatives and their nucleoside precursors》.Nucleosides & Nucleotides published the findings.Application of 90213-66-4 The information in the text is summarized as follows:

S-adenosyl-L-homocysteine derivatives I (R = Cl, Me) were prepared and tested for their antiviral activity. In the experimental materials used by the author, we found 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Application of 90213-66-4)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Application of 90213-66-4They 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

In 1974,Journal of Organic Chemistry included an article by Banerjee, Sujit; Tee, Oswald S.. Safety of 5-Bromo-4,6-dihydroxypyrimidine. The article was titled 《Bromide ion induced debromination of the 5,5-dibromo derivatives of 4,6-dihydroxy pyrimidine and 6-methyluracil》. The information in the text is summarized as follows:

In aqueous solutions 4,6-dihydroxypyrimidine and 6-methyluracil react rapidly with 2 equiv of Br to yield first the corresponding 5-bromo compounds and second the 5,5-dibromo derivatives Under acidic conditions the latter compounds react with Br-to yield the monobromo derivatives and Br. The liberated Br is consumed in the presence of unreacted substrate to give a second equiv of the 5-bromopyrimidinedione. The kinetics of debromination were measured, and probable mechanisms for these processes were discussed. In the experimental materials used by the author, we found 5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2Safety of 5-Bromo-4,6-dihydroxypyrimidine)

5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2) 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.Safety of 5-Bromo-4,6-dihydroxypyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 1972,Canadian Journal of Chemistry included an article by Neville, G. A.; Avdovich, H. W.. Name: 6-Methoxypyrimidine-2,4(1H,3H)-dione. The article was titled 《Isomeric pyrimidone and uracil derivatives obtained by reaction of barbiturates with diazomethane》. The information in the text is summarized as follows:

Studies of the action of CH2N2 on barbituric acid, 1-methylbarbituric acid, and 5-ethyl-and 5-phenylbarbituric acids resulted in assignment of structures for possible positional isomers. The results came from multiple reactions, including the reaction of 6-Methoxypyrimidine-2,4(1H,3H)-dione(cas: 29458-38-6Name: 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.Name: 6-Methoxypyrimidine-2,4(1H,3H)-dione

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 5-Bromo-4,6-dihydroxypyrimidineOn November 1, 1989 ,《Inhibition of uridine phosphorylase from Giardia lamblia by pyrimidine analogs》 appeared in Biochemical Pharmacology. The author of the article were Jimenez, Barbara M.; Kranz, Peter; Lee, Choy Soong; Gero, Annette M.; O’Sullivan, William J.. The article conveys some information:

Fifty-six pyrimidine analogs were tested as possible inhibitors of uridine phosphorylase from G. lamblia. Values of Ki were determined for eight of these which demonstrated an inhibition >60% under the standard conditions of uridine at 1 mM (approx. 1.5 times the Km) and inhibitor at 1 mM. All were competitive with respect to uridine. The most effective inhibitors were uracil analogs substituted at the C-5 position with electron-withdrawing groups (nitro groups or halogens). The inhibitory effect at the 5-position appeared to be further enhanced by substitution at the C-6 position with electron-releasing groups. The order of effectiveness as inhibitors was 6-methyl-5-nitrouracil > 6-amino-5-nitrouracil > 5-benzylacyclouridine > 5-nitrouracil > 5-fluorouracil > 5-bromouracil > 6-benzyl-2-thiouracil > 1,3-dimethyluracil, with Ki values of 10, 12, 44, 56, 119, 230, 190 and >1000 μM, resp. The compounds were also effective inhibitors of the thymidine phosphorylase activity of the enzyme. The results are discussed in relation to the use of these pyrimidine analogs to treat G. lamblia infections. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2Application In Synthesis of 5-Bromo-4,6-dihydroxypyrimidine)

5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2) 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.Application In Synthesis of 5-Bromo-4,6-dihydroxypyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

SDS of cas: 90213-66-4In 2010 ,《Synthesis and SAR of Novel 4-Morpholinopyrrolopyrimidine Derivatives as Potent Phosphatidylinositol 3-Kinase Inhibitors》 appeared in Journal of Medicinal Chemistry. The author of the article were Chen, Zecheng; Venkatesan, Aranapakam M.; Dehnhardt, Christoph M.; Ayral-Kaloustian, Semiramis; Brooijmans, Natasja; Mallon, Robert; Feldberg, Larry; Hollander, Irwin; Lucas, Judy; Yu, Ker; Kong, Fangming; Mansour, Tarek S.. The article conveys some information:

A series of (4-morpholino)pyrrolopyrimidine derivatives were synthesized and evaluated as inhibitors of PI3Kα and mTOR, leading to the discovery of PI3Kα selective inhibitors (e.g., I) and dual PI3Kα/mTOR kinase inhibitors (e.g., II). PI3Kα/mTOR dual inhibitors demonstrated inhibition of tumor cell growth in vitro and in vivo and caused suppression of the pathway specific biomarkers [e.g., the phosphorylation of Akt at Thr308 (T308) and Ser473 (S473)] in the human breast cancer cell line MDA361. In addition, compound II demonstrated good in vivo efficacy in the MDA361 human breast tumor xenograft model. In the part of experimental materials, we found many familiar compounds, such as 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4SDS of cas: 90213-66-4)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. 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. SDS of cas: 90213-66-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia