Tag: 100-200

Formula: C6H3Cl2N3In 2014 ,《Synthesis and biological evaluation of substituted 2-anilino-7H-pyrrolopyrimidines as PDK1 inhibitors》 appeared in Tetrahedron. The author of the article were O’Brien, Nathan J.; Brzozowski, Martin; Wilson, David J. D.; Deady, Leslie W.; Abbott, Belinda M.. The article conveys some information:

An efficient and scalable route for a series of novel substituted 2-aniline-7H-pyrrolopyrimidine compounds as potential inhibitors of PDK1, an important regulator of the PI3K/Akt pathway that is dysregulated in many cancers, was developed and is described. The synthetic strategy was designed around a Suzuki coupling and Buchwald-Hartwig cross-coupling of a boronate fragment and various customized aniline derivatives sequentially with 2,4-dichloro-7-tosyl-7H-pyrrolopyrimidine. All fragments were constructed sep. and cross-coupled to provide access to a range of novel compounds Biol. evaluation of these was undertaken, with modest inhibition observed The synthesis of the target compounds was achieved using N-[3-amino-5-[2-oxo-2-[[2-(1-piperidinyl)ethyl]amino]ethyl]phenyl]-1-pyrrolidinecarboxamide, 3-amino-N-[2-(1-piperidinyl)ethyl]benzeneacetamide, 3-amino-N-[2-(1-piperidinyl)ethyl]benzamide and 2,4-dichloro-7-[(4-methylphenyl)sulfonyl]-7H-Pyrrolo[2,3-d]pyrimidine as key intermediates.2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Formula: C6H3Cl2N3) was used in this study.

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) 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. Formula: C6H3Cl2N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Doll, Julianna S.; Eichelmann, Robert; Hertwig, Leif E.; Bender, Thilo; Kohler, Vincenz J.; Bill, Eckhard; Wadepohl, Hubert; Rosca, Dragos-Adrian published their research in ACS Catalysis in 2021. The article was titled 《Iron-Catalyzed Trimerization of Terminal Alkynes Enabled by Pyrimidinediimine Ligands: A Regioselective Method for the Synthesis of 1,3,5-Substituted Arenes》.Name: 2,4,6-Trichloropyrimidine The article contains the following contents:

The development of pyrimidine-based analogs of the well-known pyridinediimine (PDI) iron complexes e.g., I enables access to a functional-group-tolerant methodol. for the catalytic trimerization of terminal aliphatic alkynes RCC (R = 4-fluorophenyl, Bu, cyclopropyl, thiophen-2-yl, etc.). Remarkably, in contrast to established alkyne trimerization protocols, the 1,3,5-substituted arenes 1,3,5-R3C6H3 are the main reaction products. Preliminary mechanistic investigations suggest that the enhanced π-acidity of the pyrimidine ring, combined with the hemilability of the imine groups coordinated to the iron center, facilitates this transformation. The entry point in the catalytic cycle is an isolable iron dinitrogen complex. The catalytic reaction proceeds via a 1,3-substituted metallacycle, which explains the observed 1,3,5-regioselectivity. Such a metallacycle could be isolated and represents a rare 1,3-substituted ferracycle obtained through alkyne cycloaddition In the experimental materials used by the author, we found 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. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Name: 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Molecular design and preparation of 2-aminothiazole sulfanilamide oximes as membrane active antibacterial agents for drug resistant Acinetobacter baumannii》 was written by Wang, Juan; Zhang, Peng-Li; Ansari, Mohammad Fawad; Li, Shuo; Zhou, Cheng-He. Related Products of 3934-20-1 And the article was included in Bioorganic Chemistry in 2021. The article conveys some information:

A series of 2-aminothiazole sulfanilamide oximes were developed as new membrane active antibacterial agents to conquer the microbial infection. Benzoyl derivative 10c was preponderant for the treatment of drug-resistant A. baumannii infection in contrast to norfloxacin and exerted excellent biocompatibility against mammalian cells including erythrocyte and LO2 cell line. Meanwhile, it had ability to eradicate established biofilm to alleviate the resistance burden. Mechanism investigation elucidated that compound 10c was able to disturb the membrane effectively and inhibit lactic dehydrogenase, which led to cytoplasmic content leakage. The cellular redox homeostasis was interfered via the production of reactive oxygen and nitrogen species (RONS), which further contributed to respiratory pathway inactivation and reduction of GSH activity. This work indicated that 2-aminothiazole sulfanilamide oximes could be a promising start for the exploitation of novel antibacterial agents against pathogens. In addition to this study using 2,4-Dichloropyrimidine, there are many other studies that have used 2,4-Dichloropyrimidine(cas: 3934-20-1Related Products 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.Related Products of 3934-20-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2016,Wang, Mengzhou; Zhang, Yanyan; Wang, Tao; Wang, Chao; Xue, Dong; Xiao, Jianliang published 《Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one》.Organic Letters published the findings.Formula: C6H3Cl2N3 The information in the text is summarized as follows:

By the use of 1-chloro-1,2-benziodoxol-3-one, an age-old reagent, the practical and efficient chlorination method is achieved. This hypervalent iodine reagent is amenable not only to the chlorination of nitrogen-containing heterocycles but also to selected classes of arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages, such as easy preparation and recyclable, air- and moisture-stable, in combination with the success in a gram-scale experiment grant this reagent great potential for industrial application. In the part of experimental materials, we found many familiar compounds, such as 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Formula: C6H3Cl2N3)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) 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. Formula: C6H3Cl2N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2014,Liu, Qiang; Fan, Wei; Tian, Hongqi published 《A highly efficient TfOH-assisted alkylation of azaindoles with α-phenylethanols》.Tetrahedron Letters published the findings.Reference of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine The information in the text is summarized as follows:

A highly efficient TfOH-assisted alkylation of azaindoles with α-phenylethanols was developed. Under the optimal reaction condition, 3-(α-methylbenzyl)azaindoles were obtained in 98% yield. In the experimental materials used by the author, we found 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Reference of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine)

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. Reference of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidineThey 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

Safety of 6-Chloro-2,5-dimethylpyrimidin-4-amineOn November 10, 1998 ,《Crystal structure of thiaminase-I from Bacillus thiaminolyticus at 2.0 Å resolution》 appeared in Biochemistry. The author of the article were Campobasso, Nino; Costello, Colleen A.; Kinsland, Cynthia; Begley, Tadhg P.; Ealick, Steven E.. The article conveys some information:

Thiaminase I (I) catalyzes the replacement of the thiazole moiety of thiamin with a wide variety of nucleophiles, such as pyridine, aniline, catechols, quinoline, and cysteine. Here, the crystal structure of I from B. thiaminolyticus was determined at 2.5 Å resolution by multiple isomorphous replacement and refined to an R factor of 0.195 (Rfree = 0.272). Two other structures, one native and one containing a covalently bound thiamin analog inhibitor, were determined at 2.0 Å resolution by mol. replacement from a 2nd crystal form and were refined to R factors of 0.205 and 0.217 (Rfree = 0.255 and 0.263), resp. The overall structure contained 2 α/β-type domains separated by a large cleft. At the base of the cleft was Cys-113, previously identified as a key active site nucleophile. The structure with a covalently bound thiamin analog, 4-amino-6-chloro-2,5-dimethylpyrimidine, which functions as a mechanism-based inactivating agent, confirmed the location of the active site. Glu-241 appeared to function as an active site base to increase the nucleophilicity of Cys-113. I mutant E241Q was constructed and was found to exhibit no activity. I shows no sequence identity to other proteins in the sequence databases, but the 3-dimensional structure showed very high structural homol. to periplasmic binding proteins and transferrins.6-Chloro-2,5-dimethylpyrimidin-4-amine(cas: 18260-92-9Safety of 6-Chloro-2,5-dimethylpyrimidin-4-amine) was used in this study.

6-Chloro-2,5-dimethylpyrimidin-4-amine(cas: 18260-92-9) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Safety of 6-Chloro-2,5-dimethylpyrimidin-4-amine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Nucleophilic heteroaromatic substitution. XXIV. Kinetics of piperidinodechlorination of 2- and 6-alkyl-4-choropyrimidines in ethanol and toluene. Evidence for a steric hindrance to solvation of the aza-group》 was written by Calligaris, Mario; Linda, Paolo; Marino, Gianlorenzo. Recommanded Product: 2-tert-Butyl-4-chloropyrimidine And the article was included in Tetrahedron in 1967. The article conveys some information:

The rate constant for the reaction of 2- and 6-alkyl-4-chloropyrimidines with piperidine in toluene and ethanol have been determined at 30.0°. The reactivity ratio kMe/ktert-Bu increases considerably in passing from the reaction of 6-alkyl-4-chloropyrimidines (I) in toluene (1.62) to the reaction of 2-alkyl-4-chloropyrimidines in ethanol (17.3). This remarkable increase (over a factor of ten) is ascribed to a steric hindrance to solvation of the azo groups caused by the bulkier substituent. 26 references. After reading the article, we found that the author used 2-tert-Butyl-4-chloropyrimidine(cas: 18436-67-4Recommanded Product: 2-tert-Butyl-4-chloropyrimidine)

2-tert-Butyl-4-chloropyrimidine(cas: 18436-67-4) 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: 2-tert-Butyl-4-chloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Access to a new class of synthetic building blocks via trifluoromethoxylation of pyridines and pyrimidines》 was published in Chemical Science in 2016. These research results belong to Feng, Pengju; Lee, Katarzyna N.; Lee, Johnny W.; Zhan, Chengbo; Ngai, Ming-Yu. Name: 2-Methoxy-5-nitropyrimidine The article mentions the following:

A scalable and operationally simple protocol for regioselective trifluoromethoxylation of a wide range of functionalized pyridines I [R = 5-Br-6-OMe, 6-(1H-Benzo[d]imidazol-1-yl), 6-(1H-pyrazol-1-yl), etc.; R1 = OMe, Me; X = OH; Y = H] and pyrimidines II [R2 = (2-(Thiazol-4-yl)-1H-benzo[d]imidazol-1-yl), 2-OMe, 4-Cl-3,5-(Me)2-OC6H2, etc.; W = OH; Z = H] under mild reaction conditions is presented. The trifluoromethoxylated products I [X = H; Y = 2-OCF3, 4-OCF3] and II [W = H; Z = OCF3] are useful scaffolds that can be further elaborated by amidation and palladium-catalyzed cross coupling reactions. Mechanistic studies suggest that a radical O-trifluoromethylation followed by the OCF3 -migration reaction pathway is operable. The unique properties of the OCF3 group and the ubiquity of pyridine and pyrimidine in biol. active mols. and functional materials, trifluoromethoxylated pyridines I [X = H; Y = 2-OCF3, 4-OCF3] and pyrimidines II [W = H; Z = OCF3] could serve as valuable building blocks for the discovery and development of new drugs, agrochems., and materials. In the experiment, the researchers used many compounds, for example, 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Name: 2-Methoxy-5-nitropyrimidine)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) 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.Name: 2-Methoxy-5-nitropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C4HCl3N2In 2016 ,《Regioselective 2-Amination of Polychloropyrimidines》 appeared in Organic Letters. The author of the article were Smith, Sean M.; Buchwald, Stephen L.. The article conveys some information:

The regioselective amination of substituted di- and trichloropyrimidines affording the 2-substituted products is reported. While aryl- and heteroarylamines require the use of a dialkylbiarylphosphine-derived palladium catalyst for high efficiency, more nucleophilic dialkylamines produce 2-aminopyrimidines under noncatalyzed SNAr conditions. The key is the use of 5-trimethylsilyl-2,4-dichloropyrimidine as a surrogate for the parent dichloropyrimidine. For more challenging cases, the 2-chloro-4-thiomethoxy analogs were prepared and exclusively afford the desired 2-aminated-4-thiomethoxypyrimidine products. In the experimental materials used by the author, we found 2,4,6-Trichloropyrimidine(cas: 3764-01-0Formula: C4HCl3N2)

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.Formula: C4HCl3N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 4,6-DichloropyrimidineIn 2020 ,《Controlled release of pyrimidine compound using polymeric coated ZIF-8 metal-organic framework as glucagon-like peptide-1 receptor agonist carrier》 appeared in Molecules. The author of the article were AlNeyadi, Shaikha S.; Amir, Naheed; Ghattas, Mohammad A.; Atatreh, Noor; Alketbi, Shaikha S.; Al Ajeil, Ruba; Adem, Abdu. The article conveys some information:

This work demonstrates synthetic strategies for the incorporation of a synthesized pyrimidine glucagon-like peptide-1 (GLP-1) agonist into alginate-coated ZIF-8. The prepared pyrimidine GLP-1 agonist used for the treatment of diabetes type II, was trapped inside polymer coated ZIF-8. The encapsulation of the GLP-1 agonist was confirmed by UV-visible and FT-IR spectroscopies. Furthermore, the release kinetics of GLP-1 agonist drug from alginate-coated ZIF-8 were investigated in phosphate-buffered saline at 37°C at pH 8 and 1.5. The alginate-coated ZIF-8 exhibited much faster drug release at basic pH than at pH 1.5, indicating the potential of the alginate-coated ZIF-8 system to overcome the fast degradation at acidic pH of the stomach and improve the drug’s activity. This study may open the way for the synthesis of new metal organic frameworks (MOFs) to enhance drug delivery systems. In the experimental materials used by the author, we found 4,6-Dichloropyrimidine(cas: 1193-21-1Application In Synthesis of 4,6-Dichloropyrimidine)

4,6-Dichloropyrimidine(cas: 1193-21-1) 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 4,6-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia