Category: pyrimidines

In 1977,Heterocycles included an article by Sakamoto, Takao; Konno, Shoetsu; Yamanaka, Hiroshi. Computed Properties of C6H8N2O. The article was titled 《Syntheses of pyrimidinyl ketones》. The information in the text is summarized as follows:

Acylpyrimidines were prepared by nitrosation of alkylpyrimidines and hydrolysis of the oximes. Nitrosation of methylpyrimidines and dehydration with POCl3 gave cyanopyrimidines which underwent Grignard reaction with EtMgBr to give ethyldihydropyrimidines. Some acetylpyrimidines were also obtained by homolytic acetylation and underwent Willgerodt-Kindler reaction to give pyrimidinethioacetamides. In the experiment, the researchers used many compounds, for example, 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Computed Properties of C6H8N2O)

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.Computed Properties of C6H8N2O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Synthesis of Indolizines via Reaction of 2-Substituted Azaarenes with Enals by an Amine-NHC Relay Catalysis》 was written by Li, Hongxian; Li, Xiangmin; Yu, Yang; Li, Jianjun; Liu, Yuan; Li, Hao; Wang, Wei. Recommanded Product: 63155-11-3 And the article was included in Organic Letters on April 21 ,2017. The article conveys some information:

A metal-free catalytic strategy for the facile synthesis of biol. relevant mol. architectures indolizines and imidazopyridines was developed. The process is promoted by amine and N-heterocyclic carbene (NHC) relay catalysis via Michael addition-[3 + 2] fusion of simple azaarenes and α,β-unsaturated aldehydes. The preparative power is demonstrated in the synthesis of anxiolytic drug saripidem via two simple 1-pot operations with overall 45% yield. The experimental process involved the reaction of Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3Recommanded Product: 63155-11-3)

Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Recommanded Product: 63155-11-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Studies on pyrimidine derivatives. IV. Synthesis of hydroxymethylpyrimidines by means of homolytic hydroxymethylation》 was published in Heterocycles in 1977. These research results belong to Sakamoto, Takao; Kanno, Kazuko; Ono, Takayasu; Yamanaka, Hiroshi. Reference of 2-Methoxy-4-methylpyrimidine The article mentions the following:

The hydroxymethylpyrimidines I (R = HOCH2, R1 = Me, Ph, MeO, R2 = Me; R = Ph, MeO, R1 = HOCH2, R2 = Me; R = Me, R1 = HOCH2, R2 = Ph, MeO) were prepared by hydroxymethylation of I (R = H or R1 = H) with the hydroxymethyl radical generated from MeOH and (NH4)2S2O8. The experimental process involved the reaction of 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Reference of 2-Methoxy-4-methylpyrimidine)

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.Reference of 2-Methoxy-4-methylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of C6H3Cl2N3In 2012 ,《Synthesis of 4-aryl-, 2,4-diaryl- and 2,4,7-triarylpyrrolo[2,3-d]pyrimidines by a combination of the Suzuki cross-coupling and N-arylation reactions》 appeared in Tetrahedron. The author of the article were Dodonova, Jelena; Skardziute, Lina; Kazlauskas, Karolis; Jursenas, Saulius; Tumkevicius, Sigitas. The article conveys some information:

A simple and facile synthesis of novel 4-aryl-2-chloro-, 2,4-diaryl- and 2,4,7-triarylpyrrolo[2,3-d]pyrimidines with various aryl and heteroaryl assemblies in the heterocyclic framework by a combination of Suzuki cross-coupling and N-arylation reactions of 2,4-dichloropyrrolo[2,3-d]pyrimidine with arylboronic acids and haloarenes are described. The majority of the synthesized compounds emit in a near UV-blue spectral range with fluorescence quantum yields up to 67%. The effect of aryl groups attached to the pyrrole ring of pyrrolopyrimidine derivatives on optical properties is discussed.2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Synthetic Route of C6H3Cl2N3) was used in this study.

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. Synthetic Route of C6H3Cl2N3They 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 2016,Galeta, Juraj; Sala, Michal; Dracinsky, Martin; Vrabel, Milan; Havlas, Zdenek; Nencka, Radim published 《Single-Step Formation of Pyrimido[4,5-d]pyridazines by a Pyrimidine-Tetrazine Tandem Reaction》.Organic Letters published the findings.Application In Synthesis of 2,4,6-Trichloropyrimidine The information in the text is summarized as follows:

A straightforward synthesis of pyrimido[4,5-d]pyridazines from pyrimidines and tetrazines under basic conditions is reported. Deprotonated, substituted 5-halopyrimidines readily react with variously substituted tetrazines in a highly regioselective manner via a complex reaction pathway, which was supported by DFT calculations This mechanism leads to the empirically observed regioisomers without going through the conceivable hetaryne intermediate. These results on 5-halopyrimidines led to development of the methodol. for preparation of opposite regioisomers based on 6-halopyrimidines. After reading the article, we found that the author used 2,4,6-Trichloropyrimidine(cas: 3764-01-0Application In Synthesis of 2,4,6-Trichloropyrimidine)

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 In Synthesis of 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Bouffard, Elise; Zaro, Balyn W.; Dix, Melissa M.; Cravatt, Benjamin; Wong, Chi-Huey published their research in Tetrahedron Letters in 2021. The article was titled 《Refinement of covalent EGFR inhibitor AZD9291 to eliminate off-target activity》.Recommanded Product: 2,4-Dichloropyrimidine The article contains the following contents:

Non-small-cell lung cancer (NSCLC) is a major disease that accounts for 85% of all lung cancer cases which claimed around 1.8 billion lives worldwide in 2020. Tyrosine kinase inhibitors (TKIs) that target EGFR have been used for the treatment of NSCLC, but often develop drug resistance, and the covalent inhibitor AZD9291 (I) has been developed to tackle the problem of drug resistance mediated by the T790M EGFR mutation; however, there is a side effect of hyperglycemia that may be due to off-target activity. This study examines analogs of AZD9291 by chem. proteomics, identifying analogs that maintain T790M-EGFR engagement while showing reduced cross-reactivity with off-targets. In the experimental materials used by the author, we found 2,4-Dichloropyrimidine(cas: 3934-20-1Recommanded Product: 2,4-Dichloropyrimidine)

2,4-Dichloropyrimidine(cas: 3934-20-1) 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.Recommanded Product: 2,4-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Synthesis and biological evaluation of 6-phenylpurine linked hydroxamates as novel histone deacetylase inhibitors》 was written by Chen, Dizhong; Soh, Chang Kai; Goh, Wei Huang; Wang, Zilong; Wang, Haishan. Product Details of 90213-66-4 And the article was included in Bioorganic Chemistry in 2020. The article conveys some information:

A series of 6-phenylpurine based hydroxamates I (R = morpholin-4-yl, diethylaminyl, dimethylaminyl, pyrrolidin-1-yl; R1 = Et, iso-Pr, Pr, cyclopentyl, pentan-3-yl; R2 = 3-[(hydroxycarbamoyl)methyl]oxidanyl, 4-[4-(hydroxycarbamoyl)butoxy]methyl, 3-[4-(hydroxycarbamoyl)piperidin-1-yl]methyl, etc.) have been designed, synthesized and evaluated. Compound I (R = morpholin-4-yl; R1 = isopropyl; R2 = 3-[3-(hydroxycarbamoyl)propyl]oxidanyl (A)) and its analogs are potent histone deacetylase (HDAC) but weak PI3K/mTOR inhibitors. These compounds demonstrated broad anti-cancer activities against 38 cancer cell lines with leukemia, lymphoma, and the majority of liver cancer cell lines exhibiting the most sensitivity towards these compounds Compound (A) demonstrated modulation of HDAC targets in vitro in a dose-dependent manner. It has good in vitro ADME profile that translated into a greatly improved pharmacokinetic profile., the compound (A) also demonstrated modulation of HDACs in tumors in a PC-3 xenograft model. It was further evaluated in combination therapies in vitro. It exhibited additive or synergistic growth inhibition effect in HepG2 cells when combined with a number of approved drugs such as sorafenib, sunitinib, and erlotinib. Hence, compound (A) has the potential to be combined with the above to treat advanced liver cancer. As such, current data warrant further evaluation, optimization, and subsequent in vivo validation of the potential combination therapies. In the experimental materials used by the author, we found 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

《Sulfatase-cleavable linkers for antibody-drug conjugates》 was published in Chemical Science in 2020. These research results belong to Bargh, Jonathan D.; Walsh, Stephen J.; Isidro-Llobet, Albert; Omarjee, Soleilmane; Carroll, Jason S.; Spring, David R.. Reference of 2,4,6-Trichloropyrimidine The article mentions the following:

Antibody-drug conjugates (ADCs) are a class of targeted drug delivery agents combining the cell-selectivity of monoclonal antibodies (mAbs) and the cytotoxicity of small mols. These two components are joined by a covalent linker, whose nature is critical to the efficacy and safety of the ADC. Enzyme-cleavable dipeptidic linkers have emerged as a particularly effective ADC linker type due to their ability to selectively release the payload in the lysosomes of target cells. However, these linkers have a number of drawbacks, including instability in rodent plasma and their inherently high hydrophobicity. Here we show that arylsulfate-containing ADC linkers are cleaved by lysosomal sulfatase enzymes to tracelessly release their payload, while circumventing the instability problems associated with dipeptide-linkers. When incorporated with trastuzumab and the highly potent monomethyl auristatin E (MMAE) payload, the arylsulfate-containing ADC 2 and ADC 3 were more cytotoxic than the non-cleavable ADC 4 against HER2-pos. cells, while maintaining selectivity over HER2-neg. cells. We propose that the stability, solubility and synthetic tractability of our arylsulfate linkers make them an attractive new motif for cleavable ADC linkers, with clear benefits over the widely used dipeptidic linkers. After reading the article, we found that the author used 2,4,6-Trichloropyrimidine(cas: 3764-01-0Reference of 2,4,6-Trichloropyrimidine)

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.Reference of 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The author of 《Iron(II) complexes with diazinyl-NHC ligands: impact of π-deficiency of the azine core on photophysical properties》 were Darari, Mohamed; Domenichini, Edoardo; Frances-Monerris, Antonio; Cebrian, Cristina; Magra, Kevin; Beley, Marc; Pastore, Mariachiara; Monari, Antonio; Assfeld, Xavier; Haacke, Stefan; Gros, Philippe C.. And the article was published in Dalton Transactions in 2019. Application In Synthesis of 2,4-Dichloropyrimidine The author mentioned the following in the article:

Ligand field enhancing N-heterocyclic carbene (NHC) ligands were recently shown to prevent photo-induced spin crossover in Fe(II) complexes due to their intricate effects on the electronic excited state structure. Due to their pico- to nanosecond lifetimes, these complexes are now good candidates for photo-sensitizing applications. Herein authors report the synthesis and photophys. characterization of a new family of homoleptic Fe(II) complexes with C^N^C ligands involving diazines as the central N-heteroaromatic ligand. For these four carbene bond complexes, ultrafast transient absorption spectroscopy revealed a significant improvement of the excited-state lifetime. A record 32 ps lifetime was measured for a complex bearing a ligand combining a π-deficient pyrazine nucleus and a benzimidazolylidene as NHC. When compared to other azine-based ligands investigated, they argue that the lifetimes are modulated by a small excited state barrier expressing the ability of the ligand to reach the Fe-N distance needed for internal conversion to the ground state. 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 chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Application In Synthesis of 2,4-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Moreno-Manas, Marcial; Pleixats, Roser; Villarroya, Merce published an article on February 12 ,1993. The article was titled 《Palladium-catalyzed allylation of pyrimidine-2,4-diones (uracils) and of 6-membered heterocyclic ambident sulfur nucleophiles》, and you may find the article in Tetrahedron.Recommanded Product: 6-Methoxypyrimidine-2,4(1H,3H)-dione The information in the text is summarized as follows:

Pd(0)-catalyzed allylation of six-membered ambident heterocycles (e.g., 2-pyridone, 6-methyl-2-thiouracil, and 2-thiobarbituric acid) bearing NH-CO, NH-CS and CH2-CO moieties obey the regioselectivity rules: C > O; N > O; S > H, NH-CO > NH-CS. Uracil and 5-methyluracil (thymine) do not show regioselectivity (N-1 = N-3) whereas 6-methyluracil is regioselectively allylated at N-3 (N-3 > N-1). In addition to this study using 6-Methoxypyrimidine-2,4(1H,3H)-dione, there are many other studies that have used 6-Methoxypyrimidine-2,4(1H,3H)-dione(cas: 29458-38-6Recommanded Product: 6-Methoxypyrimidine-2,4(1H,3H)-dione) was used in this study.

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.Recommanded Product: 6-Methoxypyrimidine-2,4(1H,3H)-dione

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia