Month: October 2022

In 1972,Acta Biochimica Polonica included an article by Kazimierczuk, Z.; Lipski, M.; Shugar, D.. Recommanded Product: 6297-80-9. The article was titled 《Intermediates in the synthesis of purines and pteridines. Selective hydrolysis of chloropyrimidines》. The information in the text is summarized as follows:

Alk. hydrolysis of 2,4,6-trichloropyrimidine gave 4,6-dichloro-2-hydroxypyrimidine (I), which gave 6-chlorouracil on acid hydrolysis. Treatment of I with NH3 in anhydrous EtOH gave 4,6-diamino-2-hydroxypyrimidine, but Me2NH in anhydrous EtOH gave 4,6-bis(methylamino)-2-hydroxypyrimidine. Alk. hydrolysis of 2,4-dichloropyrimidine gave 4-chloro-2-hydroxypyrimidine (II), which reacted with NH3 in anhydrous EtOH to give cytosine. Treatment of II with Na and anhydrous EtOH gave 4-ethoxy-2-hydroxypyrimidine. The experimental process involved the reaction of 4,6-Dichloropyrimidin-2(1H)-one(cas: 6297-80-9Recommanded Product: 6297-80-9)

4,6-Dichloropyrimidin-2(1H)-one(cas: 6297-80-9) 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.Recommanded Product: 6297-80-9

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ryabova, O. B.; Khmel’nitskaya, E. Yu.; Makarov, V. A.; Alekseeva, L. M.; Grigor’ev, N. B.; Granik, V. G. published their research in Russian Chemical Bulletin on December 31 ,2005. The article was titled 《4-[(Dialkylthiocarbamoyl)thio]-5-nitropyrimidines as new potential nitric oxide donors》.Name: 4-Chloro-6-methoxy-5-nitropyrimidine The article contains the following contents:

On heating at pH 6.86, the title compounds (I; X = H, Me; R = OMe, OPh, NHMe, NMe2, etc.; NR1R2 = 1-pyrrolidinyl, piperidino, hexahydro-1-azepinyl, NMeEt, etc.) are transformed into dithiolopyrimidines, which are either oxidized to bis(dialkylthiocarbamoylpyrimidin-5-yl) disulfides (II; n = 1, 2, 3) or converted to aminonitropyrimidines (III; n = 1, 2) with carbon disulfide elimination. The direction of the reaction is determined by the nature of the substituent in position 2 of the pyrimidine and the bulk of the thiocarbamate substituent. Mechanistic schemes for these processes are proposed. Refluxing most I in EtOH containing a phosphate buffer (pH 6.86) resulted in degradation to form nitrite anion, a measure of NO-donor ability. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-6-methoxy-5-nitropyrimidine(cas: 52854-14-5Name: 4-Chloro-6-methoxy-5-nitropyrimidine)

4-Chloro-6-methoxy-5-nitropyrimidine(cas: 52854-14-5) 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.Name: 4-Chloro-6-methoxy-5-nitropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The author of 《2-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid with inbuilt β-N-hydroxy-γ-keto-acid pharmacophore as HCV NS5B polymerase inhibitors》 were Deore, R. R.; Chen, G. S.; Chen, C.-S.; Chang, P.-T.; Chuang, M.-H.; Chern, T.-R.; Wang, H.-C.; Chern, J.-W.. And the article was published in Current Medicinal Chemistry in 2012. Computed Properties of C11H8N2O4 The author mentioned the following in the article:

The inbuilt 2-N-hydroxy-1-oxo-3-carboxylic acid of isoquinolone was designed as pyrophosphate mimic for hepatitis C NS5B polymerase. Various 2-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid derivatives 11a-p were synthesized and evaluated as HCV NS5B polymerase inhibitors. Compound 11c exhibited moderate inhibitory potency based on the inorganic pyrophosphate generation (IC50 = 9.5 μM) and based on NTP incorporation by NS5B enzyme (IC50 = 5.9 μM). Compound 11c demonstrated antiviral activity (EC50 = 15.7 μM) and good selectivity in HCV genotype 1b replicon Ava.5 cells. Compound 11c reduced the interaction of NTP to NS5B polymerase. Docking model showed that 11c situated in similar orientation to the bound uridine triphosphate in the active site of NS5B polymerase. As a result, 2-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid was disclosed as a novel inbuilt β-N-hydroxy-γ-keto-acid pharmacophore for HCV NS5B polymerase inhibitors. In the part of experimental materials, we found many familiar compounds, such as 5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid(cas: 62222-38-2Computed Properties of C11H8N2O4)

5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid(cas: 62222-38-2) 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. Computed Properties of C11H8N2O4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2015,Satz, Alexander Lee; Cai, Jianping; Chen, Yi; Goodnow, Robert; Gruber, Felix; Kowalczyk, Agnieszka; Petersen, Ann; Naderi-Oboodi, Goli; Orzechowski, Lucja; Strebel, Quentin published 《DNA Compatible Multistep Synthesis and Applications to DNA Encoded Libraries》.Bioconjugate Chemistry published the findings.Reference of 2,4,6-Trichloropyrimidine The information in the text is summarized as follows:

Complex mixtures of DNA encoded small mols. may be readily interrogated via high-throughput sequencing. These DNA encoded libraries (DELs) are commonly used to discover mols. that interact with pharmaceutically relevant proteins. The chem. diversity displayed by the library is key to successful discovery of potent, novel, and drug-like chem. matter. The small mol. moieties of DELs are generally synthesized though a multistep process, and each chem. step is accomplished while it is simultaneously attached to an encoding DNA oligomer. Hence, library chem. diversity is often limited to DNA compatible synthetic reactions. Herein, protocols for 24 reactions are provided that have been optimized for high-throughput production of DELs. These protocols detail the multistep synthesis of benzimidazoles, imidazolidinones, quinazolinones, isoindolinones, thiazoles, and imidazopyridines. Addnl., protocols are provided for a diverse range of useful chem. reactions including BOC deprotection (under pH neutral conditions), carbamylation, and Sonogashira coupling. Last, step-by-step protocols for synthesizing functionalized DELs from trichloronitropyrimidine and trichloropyrimidine scaffolds are detailed. 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. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Reference of 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gao, Ping; Song, Shu; Wang, Zhao; Sun, Lin; Zhang, Jian; Pannecouque, Christophe; De Clercq, Erik; Zhan, Peng; Liu, Xinyong published their research in Bioorganic & Medicinal Chemistry in 2021. The article was titled 《Design, synthesis and anti-HIV evaluation of novel 5-substituted diarylpyrimidine derivatives as potent HIV-1 NNRTIs》.Application of 3934-20-1 The article contains the following contents:

Non-nucleoside reverse transcriptase inhibitors (NNRTIs) are widely used in combination therapies against HIV-1. As a continuation of authors’ efforts to discover and develop ”me-better” drugs of DAPYs, novel diarylpyrimidine derivatives I (R = Ph, 2-furyl, 3-pyridyl, etc.) were designed, synthesized and evaluated for their anti-HIV activities in MT-4 cells. All the compounds demonstrated strong inhibition activity against wide-type HIV-1 strain (IIIB) with EC50 values in the range of 2.5 nM ~0.93μM. Among them, compounds I (R = 4-pyridyl, 3-pyridyl) were the most potent ones which showed anti-HIV-1IIIB activity much superior than that of nevirapine, comparable to efavirenz and etravirine. What’s more, some compounds also showed low nanomole activity against some mutant strains such as K103N and E138K. The selected compound I (R = 4-pyridyl) was also evaluated for the activity against reverse transcriptase (RT), and exhibited submicromolar IC50 values indicating that this series compounds are specific RT inhibitors. Preliminary structure-activity relationships and modeling studies of these new analogs provide valuable avenues for future mol. optimization. In the experiment, the researchers used 2,4-Dichloropyrimidine(cas: 3934-20-1Application of 3934-20-1)

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 of 3934-20-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

HPLC of Formula: 3934-20-1In 2021 ,《Structural modifications on indole and pyrimidine rings of osimertinib lead to high selectivity towards L858R/T790M double mutant enzyme and potent antitumor activity》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Liu, Qiao; Luo, Yanli; Li, Zerui; Chen, Chen; Fang, Lei. The article conveys some information:

Utilizing osimertinib as the lead compound, this work has explored the structural modifications on the indole and pyrimidine rings of osimertinib to generate novel osimertinib derivatives I (R = acetyl, cyclopropyl, prop-2-en-1-yl, oxetan-3-yl, etc; R1 = H, CF3). The in vitro enzymic and cellular studies showed that the derivatives I possessed high selectivity towards double mutant EGFR and potent antitumor activity. Particularly, compound I (R = cyclopropyl, R1 = H), the most active compound, exhibited excellent inhibitory activity against double mutant EGFR (IC50 = 0.18 nM) and wild-type EGFR (IC50 = 2.89 nM) as well as H1975 cells (IC50 = 1.44 nM). Western blot anal. showed that I (R = cyclopropyl, R1 = H) completely inhibited double mutant EGFR and Erk phosphorylation. In vivo test using xenograft model indicated that compound I (R = cyclopropyl, R1 = H) had better antitumor efficacy than osimertinib. More importantly, I (R = cyclopropyl, R1 = H) displayed many advantages in the pharmacokinetic study, including better oral bioavailability and metabolism character.2,4-Dichloropyrimidine(cas: 3934-20-1HPLC of Formula: 3934-20-1) was used in this study.

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.HPLC of Formula: 3934-20-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Category: pyrimidinesIn 2021 ,《Discovery and Synthesis of a Pyrimidine-Based Aurora Kinase Inhibitor to Reduce Levels of MYC Oncoproteins》 appeared in Journal of Medicinal Chemistry. The author of the article were Chi, Ya-Hui; Yeh, Teng-Kuang; Ke, Yi-Yu; Lin, Wen-Hsing; Tsai, Chia-Hua; Wang, Wan-Ping; Chen, Yen-Ting; Su, Yu-Chieh; Wang, Pei-Chen; Chen, Yan-Fu; Wu, Zhong-Wei; Yeh, Jen-Yu; Hung, Ming-Chun; Wu, Mine-Hsine; Wang, Jing-Ya; Chen, Ching-Ping; Song, Jen-Shin; Shih, Chuan; Chen, Chiung-Tong; Chang, Chun-Ping. The article conveys some information:

The design and synthesis of a series of pyrimidine-based derivatives I (R1 = phenylcarbonyl, (3-chloro-2-fluorophenyl)carbonyl, (6-chloro-2-fluoropyridin-3-yl)carbonyl, etc.; R2 = 4-ethylpiperazin-1-yl, 3-(dimethylamino)azetidin-1-yl, (3S)-3-(dimethylamino)pyrrolidin-1-yl, etc.), which able to inhibit Aurora A kinase activity and reduce levels of cMYC and MYCN were described. Through structure-based drug design of a small mol. that induces the DFG-out conformation of Aurora A kinase, lead compound I (R1 = (4-chloro-2-fluorophenyl)carbonyl; R2 = 4-ethylpiperazin-1-yl) was identified, which potently (IC50 <200 nM) inhibited the proliferation of high-MYC expressing small-cell lung cancer (SCLC) cell lines. Pharmacokinetic optimization of I (R1 = (4-chloro-2-fluorophenyl)carbonyl; R2 = 4-ethylpiperazin-1-yl) by prodrug strategies resulted in orally bioavailable II, which demonstrated an 8-fold higher oral AUC (F = 62.3%). Pharmacodynamic studies of II showed it to effectively reduce cMYC protein levels, leading to >80% tumor regression of NCI-H446 SCLC xenograft tumors in mice. These results support the potential of II for the treatment of MYC-amplified cancers including SCLC. The experimental process involved the reaction of 2,4,6-Trichloropyrimidine(cas: 3764-01-0Category: pyrimidines)

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.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of Methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylateOn March 9, 2006, Koch, Uwe; Attenni, Barbara; Malancona, Savina; Colarusso, Stefania; Conte, Immacolata; Di Filippo, Marcello; Harper, Steven; Pacini, Barbara; Giomini, Claudia; Thomas, Steven; Incitti, Ilario; Tomei, Licia; De Francesco, Raffaele; Altamura, Sergio; Matassa, Victor G.; Narjes, Frank published an article in Journal of Medicinal Chemistry. The article was 《2-(2-Thienyl)-5,6-dihydroxy-4-carboxypyrimidines as Inhibitors of the Hepatitis C Virus NS5B Polymerase: Discovery, SAR, Modeling, and Mutagenesis》. The article mentions the following:

Infections caused by hepatitis C virus (HCV) are a significant world health problem for which novel therapies are in urgent demand. The polymerase of HCV is responsible for the replication of viral RNA. The authors recently disclosed dihydroxypyrimidine carboxylates as novel, reversible inhibitors of the HCV NS5B polymerase. This series was further developed into 5,6-dihydroxy-2-(2-thienyl)pyrimidine-4-carboxylic acids such as (I) (EC50 9.3 μM), which now show activity in the cell-based HCV replication assay. The structure-activity relation of these inhibitors is discussed in the context of their physicochem. properties and of the polymerase crystal structure. We also report the results of mutagenesis experiments which support the proposed binding model, which involves pyrophosphate-like chelation of the active site Mg ions. In addition to this study using Methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylate, there are many other studies that have used Methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylate(cas: 519032-07-6Application In Synthesis of Methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylate) was used in this study.

Methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylate(cas: 519032-07-6) 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. Application In Synthesis of Methyl 2-benzyl-5,6-dihydroxypyrimidine-4-carboxylate

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2022,Nucleic Acids Research included an article by Baddock, Hannah T.; Brolih, Sanja; Yosaatmadja, Yuliana; Ratnaweera, Malitha; Bielinski, Marcin; Swift, Lonnie P.; Cruz-Migoni, Abimael; Fan, Haitian; Keown, Jeremy R.; Walker, Alexander P.; Morris, Garrett M.; Grimes, Jonathan M.; Fodor, Ervin; Schofield, Christopher J.; Gileadi, Opher; McHugh, Peter J.. Electric Literature of C11H8N2O4. The article was titled 《Characterization of the SARS-CoV-2 ExoN (nsp14ExoN-nsp10) complex: implications for its role in viral genome stability and inhibitor identification》. The information in the text is summarized as follows:

The SARS-CoV-2 coronavirus is the causal agent of the current global pandemic. SARS-CoV-2 belongs to an order, Nidovirales, with very large RNA genomes. It is proposed that the fidelity of coronavirus (CoV) genome replication is aided by an RNA nuclease complex, comprising the non-structural proteins 14 and 10 (nsp14-nsp10), an attractive target for antiviral inhibition. Our results validate reports that the SARS-CoV-2 nsp14-nsp10 complex has RNase activity. Detailed functional characterization reveals nsp14-nsp10 is a versatile nuclease capable of digesting a wide variety of RNA structures, including those with a blocked 3′-terminus. Consistent with a role in maintaining viral genome integrity during replication, we find that nsp14-nsp10 activity is enhanced by the viral RNA-dependent RNA polymerase complex (RdRp) consisting of nsp12-nsp7-nsp8 (nsp12-7-8) and demonstrate that this stimulation is mediated by nsp8. We propose that the role of nsp14-nsp10 in maintaining replication fidelity goes beyond classical proofreading by purging the nascent replicating RNA strand of a range of potentially replication-terminating aberrations. Using our developed assays, we identify drug and drug-like mols. that inhibit nsp14-nsp10, including the known SARS-CoV-2 major protease (Mpro) inhibitor ebselen and the HIV integrase inhibitor raltegravir, revealing the potential for multifunctional inhibitors in COVID-19 treatment. The experimental process involved the reaction of 5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid(cas: 62222-38-2Electric Literature of C11H8N2O4)

5,6-Dihydroxy-2-phenylpyrimidine-4-carboxylic acid(cas: 62222-38-2) 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. Electric Literature of C11H8N2O4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2018,Murthy Bandaru, Siva Sankar; Bhilare, Shatrughn; Chrysochos, Nicolas; Gayakhe, Vijay; Trentin, Ivan; Schulzke, Carola; Kapdi, Anant R. published 《Pd/PTABS: Catalyst for Room Temperature Amination of Heteroarenes》.Organic Letters published the findings.Quality Control of 2,4,6-Trichloropyrimidine The information in the text is summarized as follows:

A mild and highly efficient catalytic amination procedure for chloroheteroarenes at ambient temperature using the Pd/PTABS catalytic system is reported. The protocol is selective for the amination of chloroheteroarenes using secondary amines such as piperidine, pyrrolidine, and several others. The exceptional mildness of the developed protocol is beneficial for the synthesis of a crucial Buparlisib intermediate as well as the formal synthesis of Alogliptin in competitive yields. The experimental part of the paper was very detailed, including the reaction process of 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. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Quality Control of 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia