Month: October 2022

Category: pyrimidinesOn October 15, 2010 ,《One-Pot Etherification of Purine Nucleosides and Pyrimidines》 was published in Organic Letters. The article was written by Kokatla, Hari Prasad; Lakshman, Mahesh K.. The article contains the following contents:

A one-pot synthesis of ethers derived from inosine, guanosine, 2′-deoxyguanosine, and pyrimidinones is described. Exposure of the heterocycle to 1H-benzotriazol-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and Cs2CO3 produces a reactive intermediate, which is converted to the desired ether by subsequent addition of an appropriate alc. or phenol and Cs2CO3. Although rapid formation of HMPA from BOP can occur in the presence of an alc. and base, as demonstrated by the reaction with methanol, under appropriate conditions these heteroaryl ethers can be efficiently synthesized. After reading the article, we found that the author used 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Category: pyrimidines)

2-Methoxy-4-methylpyrimidine(cas: 14001-60-6) 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.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

HPLC of Formula: 213743-31-8On May 17, 2013 ,《Chemical Interrogation of the Neuronal Kinome Using a Primary Cell-Based Screening Assay》 appeared in ACS Chemical Biology. The author of the article were Al-Ali, Hassan; Schurer, Stephan C.; Lemmon, Vance P.; Bixby, John L.. The article conveys some information:

A fundamental impediment to functional recovery from spinal cord injury (SCI) and traumatic brain injury is the lack of sufficient axonal regeneration in the adult central nervous system. There is thus a need to develop agents that can stimulate axon growth to re-establish severed connections. Given the critical role played by protein kinases in regulating axon growth and the potential for pharmacol. intervention, small mol. protein kinase inhibitors present a promising therapeutic strategy. Here, the authors report a robust cell-based phenotypic assay, utilizing primary rat hippocampal neurons, for identifying small mol. kinase inhibitors that promote neurite growth. The assay is highly reliable and suitable for medium-throughput screening, as indicated by its Z’-factor of 0.73. A focused structurally diverse library of protein kinase inhibitors was screened, revealing several compound groups with the ability to strongly and consistently promote neurite growth. The best performing bioassay hit robustly and consistently promoted axon growth in a postnatal cortical slice culture assay. This study can serve as a jumping-off point for structure activity relationship (SAR) and other drug discovery approaches toward the development of drugs for treating SCI and related neurol. pathologies. In the part of experimental materials, we found many familiar compounds, such as 7-Cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine(cas: 213743-31-8HPLC of Formula: 213743-31-8)

7-Cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine(cas: 213743-31-8) 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. HPLC of Formula: 213743-31-8

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Senthamarai, Thirusangumurugan; Chandrashekhar, Vishwas G.; Rockstroh, Nils; Rabeah, Jabor; Bartling, Stephan; Jagadeesh, Rajenahally V.; Beller, Matthias published an article on February 10 ,2022. The article was titled 《A “”universal”” catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides》, and you may find the article in Chem.Reference of 3-(Pyrimidin-5-yl)benzaldehyde The information in the text is summarized as follows:

Here, the preparation of graphitic layers encapsulated in Co-nanoparticles by pyrolysis of cobalt-piperazine-tartaric acid complex on carbon as a most general oxidation catalyst was reported. This unique material allows for the synthesis of simple, functionalized, and structurally diverse (hetero)aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides from alcs. in excellent yields in the presence of air. In the experiment, the researchers used 3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6Reference of 3-(Pyrimidin-5-yl)benzaldehyde)

3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Reference of 3-(Pyrimidin-5-yl)benzaldehydeThey 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 2019,Textile Research Journal included an article by Wan, Maosheng; Hua, Li; Zeng, Yiwen; Xie, Dengyu; Jiao, Peifu; Tong, Zhangfa. Application In Synthesis of 2,4-Dichloropyrimidine. The article was titled 《Synthesis of novel 4,4′-bis(2,4-pyrimidinyl)-diaminostilbene-2,2′-disulfonic acid derivatives and their whitening effect on cotton fiber as fluorescent whitening agents》. The information in the text is summarized as follows:

Some novel 4,4′-bis(2,4-pyrimidinyl)-diamino stilbene-2,2′-disulfonic acid derivatives 4a-d were designed and synthesized. Their structures were confirmed by proton NMR, elemental anal. and UV absorption spectra. All newly synthesized compounds were interrogated on their whitening effect on cotton fiber as fluorescent whitening agents. Their optical properties were evaluated by the degree of whiteness, color index, light fastness, wet rubbing fastness and dry rubbing fastness. The results indicated that compounds 4a-d showed an obvious whitening effect on cotton fiber and higher fastness than that of C186. The reflectivity of cotton fiber treated with compounds 4a-d at the critical concentration was up to 120.76%. In contrast, the reflectivity of untreated cotton fiber was only 87.23%. The UV absorption properties of compound 4d were tested under diverse pH values. The results showed that the UV absorption intensity of compound 4d decreased significantly and the absorption curve had blue shift under acidic conditions. Compound 4d was found to be the most effective mol. as a fluorescent whitening agent with a higher degree of whiteness (CIE Whiteness 135.04) compared to untreated cotton fiber (CIE Whiteness 73.02) at the critical concentration (0.1%). After reading the article, we found that the author used 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. 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-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Discovery of BIIB068: A Selective, Potent, Reversible Bruton′s Tyrosine Kinase Inhibitor as an Orally Efficacious Agent for Autoimmune Diseases》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Ma, Bin; Bohnert, Tonika; Otipoby, Kevin L.; Tien, Eric; Arefayene, Million; Bai, Judy; Bajrami, Bekim; Bame, Eris; Chan, Timothy R.; Humora, Michael; MacPhee, J. Michael; Marcotte, Douglas; Mehta, Devangi; Metrick, Claire M.; Moniz, George; Polack, Evelyne; Poreci, Urjana; Prefontaine, Annick; Sheikh, Sarah; Schroeder, Patricia; Smirnakis, Karen; Zhang, Lei; Zheng, Fengmei; Hopkins, Brian T.. Application of 3934-20-1 The article mentions the following:

Autoreactive B cell-derived antibodies form immune complexes that likely play a pathogenic role in autoimmune diseases. In systemic lupus erythematosus (SLE), these antibodies bind Fc receptors on myeloid cells and induce proinflammatory cytokine production by monocytes and NETosis by neutrophils. Bruton′s tyrosine kinase (BTK) is a non-receptor tyrosine kinase that signals downstream of Fc receptors and plays a transduction role in antibody expression following B cell activation. Given the roles of BTK in both the production and sensing of autoreactive antibodies, inhibitors of BTK kinase activity may provide therapeutic value to patients suffering from autoantibody-driven immune disorders. Starting from an inhouse proprietary screening hit followed by structure-based rational design, we have identified a potent, reversible BTK inhibitor, BIIB068 (1)(I), which demonstrated good kinome selectivity with good overall drug-like properties for oral dosing, was well tolerated across preclin. species at pharmacol. relevant doses with good ADME properties, and achieved >90% inhibition of BTK phosphorylation (pBTK) in humans.2,4-Dichloropyrimidine(cas: 3934-20-1Application of 3934-20-1) was used in this study.

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.Application of 3934-20-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Xi, Sun-Chang; Guo, Hao-Nan; Yang, Chang-Yuan; Wang, Ren; Wang, Dong-Yue; Dong, Bin published their research in European Polymer Journal in 2021. The article was titled 《A bisimidazolium-based cationic covalent triazine framework for CO2 capture and dye adsorption》.Application of 1193-21-1 The article contains the following contents:

In this work, an aromatic nitrile containing the pyrimidine moiety and bisimidazolium cations (PyImCl) was synthesized and subsequently employed to prepare a bisimidazolium-based cationic covalent triazine framework (PyImCl-cCTF) through the ionothermal trimerization reaction. The chem. composition and structure of PyImCl-cCTF were carefully revealed by a series of techniques. As examined by N2 sorption isotherms at 77 K, PyImCl-cCTF exhibited large surface area and abundant microporous structures. Together with the high content of imidazolium cations derived from the bisimidazolium-based monomer, PyImCl-cCTF showed high CO2 uptake capacity of 235 and 133 mg/g at 1 bar under 273 and 298 K, resp., superior to the previously reported cCTFs. The dye adsorption performance of PyImCl-cCTF was performed for commonly used dyes. Surprisingly, PyImCl-cCTF exhibited a certain removal effect on both anionic and cationic dyes. Moreover, PyImCl-cCTF with the pos. charged skeleton can quickly remove anionic dyes through electrostatic interactions, showing almost 100% removal efficiency within 20 min. These results demonstrate that PyImCl-cCTF can behave as an efficient adsorbent for both CO2 capture and dye removal to solve environmental problems.4,6-Dichloropyrimidine(cas: 1193-21-1Application of 1193-21-1) 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.Application of 1193-21-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 2,4,6-TrichloropyrimidineIn 2019 ,《Resonance enhanced multiphoton ionisation (REMPI) detection of Cl(2Pj) atom in the photodissociation of halogenated pyrimidines at 235 nm: role of triplet states》 appeared in Molecular Physics. The author of the article were Srinivas, Doddipatla; Kawade, Monali; Upadhyaya, Hari P.. The article conveys some information:

The dynamics of chlorine atom (2Pj) formation in the photodissociation process of halogen substituted pyrimidines, namely, 2,4,6-trichloropyrimidine and 5-chloro-2,4,6-trifluoropyrimidine have been studied around 235 nm using Resonance Enhanced Multiphoton Ionisation Time-of-Flight Mass Spectrometry technique. For the chlorine atom dissociation channel, we have determined the translational energy distribution, the recoil anisotropy parameter, β, and the spin-orbit branching ratio. In both the mols., the TOF profiles for Cl (2P3/2) and Cl* (2P1/2) are found to be independent of laser polarisation suggesting a zero value for β, within the exptl. uncertainties. For 2,4,6-trichloropyrimidine, the average translational energies for Cl and Cl* elimination channels are determined to be 6.0 ± 1.2 and 7.0 ± 1.5 kcal/mol, resp. Similarly, for 5-chloro-2,4,6-trifluoropyrimidine, the average translational energies for Cl and Cl* elimination channels are determined to be 6.5 ± 1.2 and 7.9 ± 1.6 kcal/mol, resp. Computational calculations are performed to generate the potential energy curves along the dissociating C-Cl bond using equation of motion coupled cluster with single and double excitations (EOM-CCSD) method. Computational studies suggest the role of triplet states in the photodissociation process forming the Cl atom. The experimental part of the paper was very detailed, including the reaction process of 2,4,6-Trichloropyrimidine(cas: 3764-01-0Name: 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.Name: 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Human spleen dihydroorotate dehydrogenase: a study of inhibition of the enzyme》 was written by Gero, Annette M.; O’Sullivan, William J.; Brown, Desmond. Related Products of 15726-38-2 And the article was included in Biochemical Medicine on August 31 ,1985. The article conveys some information:

Numerous pyrimidine analogs were tested as possible inhibitors of human spleen mitochondrial dihydroorotate dehydrogenase (DHO DHase). Of these, 9 were demonstrated to be effective inhibitors of the enzymic activity. Two compounds, dihydro-5-azaorotate and 6-thiobarbiturate, appeared to be specific inhibitors of the DHO DHase. In addition, 3 compounds, 5-azaorotate, 5-bromoorotate, and barbiturate were also inhibitory against the 2 subsequent enzymes of the pathway, orotate phosphoribosyltransferase and orotidylate decarboxylase, so that they could act against 3 enzymes of the mammalian pyrimidine de novo biosynthetic pathway. In the experiment, the researchers used many compounds, for example, 5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2Related Products of 15726-38-2)

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.Related Products of 15726-38-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Synthesis and evaluation of antibacterial activity of some new N,N’-(5-(6-(4-substitutedphenyl)imidazo[2,1-b][1,3,4]-thiadiazol-2-yl)pyrimidine-2,4-diyl)diacetamide derivatives》 was published in Pharma Chemica in 2010. These research results belong to Sankangoud, Ramappa M.; Chatni, Nandini B.; Goudanavar, Prakash S.. Reference of Ethyl 2,4-diaminopyrimidine-5-carboxylate The article mentions the following:

A series of new N,N’-(5-(6-(4-substitutedphenyl)imidazo[2,1-b][1,3,4]-thiadiazol-2-yl)pyrimidine-2,4-diyl)diacetamide derivatives, e. g. I, were synthesized and tested for their antibacterial activity. Guanidine carbonate & Et (ethoxymethylene) cyanoacetate were used as the starting materials for the preparation of ethyl-2,4-diaminopyrimidine-5-carboxylate. The reactive amino groups were acetylated using acetic anhydride in presence of DMF to form Et 2,4-diacetamidopyrimidine-5-carboxylate. Efforts without masking the reactive amino groups on pyrimidine at this stage did not yield the target compounds Further Et group from position 5 was removed as ethanol by refluxing with 10% alc. NaOH for 10 min to form 2,4-diacetamidopyrimidine-5-carboxylic acid. This acid was refluxed for 4 h with thiosemicarbazide and phosphorous oxychloride to get N,N’-(5-(5-amino-1,3,4-thiadiazol-2-yl)pyrimidine-2,4-diyl)diacetamide. Further target compounds were synthesized using different substituted phenacyl bromides and their structureswere confirmed by IR and 1H NMR spectroscopy. They were tested for their antibacterial activities using cup-plate-agar-diffusion method and 3 compounds have shown potent activity against both gram-pos. and gram-neg. microorganisms as compared to the standard drug methotrexate. In the experimental materials used by the author, we found Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1Reference of Ethyl 2,4-diaminopyrimidine-5-carboxylate)

Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Reference of Ethyl 2,4-diaminopyrimidine-5-carboxylate

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Computed Properties of C23H22N4OOn March 31, 2010, Marcotte, Douglas J.; Liu, Yu-Ting; Arduini, Robert M.; Hession, Catherine A.; Miatkowski, Konrad; Wildes, Craig P.; Cullen, Patrick F.; Hong, Victor; Hopkins, Brian T.; Mertsching, Elisabeth; Jenkins, Tracy J.; Romanowski, Michael J.; Baker, Darren P.; Silvian, Laura F. published an article in Protein Science. The article was 《Structures of human Bruton’s tyrosine kinase in active and inactive conformations suggest a mechanism of activation for TEC family kinases》. The article mentions the following:

Bruton’s tyrosine kinase (BTK), a member of the TEC family of kinases, plays a crucial role in B-cell maturation and mast cell activation. Although the structures of the unphosphorylated mouse BTK kinase domain and the unphosphorylated and phosphorylated kinase domains of human ITK are known, understanding the kinase selectivity profiles of BTK inhibitors has been hampered by the lack of availability of a high resolution, ligand-bound BTK structure. Here, we report the crystal structures of the human BTK kinase domain bound to either Dasatinib (BMS-354825) at 1.9 Å resolution or to 4-amino-5-(4-phenoxyphenyl)-7H-pyrrolospyrimidin-7-yl-cyclopentane at 1.6 Å resolution This data provides information relevant to the development of small mol. inhibitors targeting BTK and the TEC family of nonreceptor tyrosine kinases. Anal. of the structural differences between the TEC and Src families of kinases near the Trp-Glu-Ile motif in the N-terminal region of the kinase domain suggests a mechanism of regulation of the TEC family members. In the experimental materials used by the author, we found 7-Cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine(cas: 213743-31-8Computed Properties of C23H22N4O)

7-Cyclopentyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine(cas: 213743-31-8) 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. Computed Properties of C23H22N4O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia