Day: October 21, 2022

《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

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

Li, Si; Wu, Bin; Zheng, Xu; Wang, Changyuan; Zhao, Jingyuan; Sun, Huijun; Sun, Xiuli; Tang, Zeyao; Yuan, Hong; Chen, Lixue; Ma, Xiaodong published an article on January 31 ,2021. The article was titled 《Synthesis and biological activity of imidazole group-substituted arylaminopyrimidines (IAAPs) as potent BTK inhibitors against B-cell lymphoma and AML》, and you may find the article in Bioorganic Chemistry.Synthetic Route of C12H6ClN3O3S The information in the text is summarized as follows:

Bruton’s tyrosine kinase (BTK) is a member of the Tec kinase family and plays a key role in the modulation of the B-cell receptor (BCR)-mediated signaling pathway. Inhibition of BTK has been proven to be an effective therapeutic approach for various hematol. malignancies, such as chronic lymphocytic leukemia (CLL), mantle cell leukemia (MCL), diffuse large B-cell lymphoma (DLBCL) and acute myeloid leukemia (AML). Here, a new series of imidazole group-substituted arylaminopyrimidines (IAAPs) were designed and synthesized as potent inhibitors of the enzymic activity of BTK with a half maximal inhibitory concentration (IC50) ranging from 13.10 to 42.40 nM. In particular, 11a and 11b exhibited stronger antiproliferative activity against AML and B lymphomas cell lines compared with BTK inhibitor ibrutinib and showed low cytotoxicity against normal peripheral blood mononuclear cells (PBMCs). In addition, anal. of the mechanism of action of these compounds revealed that 11a and 11b induced significant apoptosis in AML and B lymphoma cells by arresting the cell cycle at the G1/G0 or G2/M stage and blocked BTK autophosphorylation as well as the ensuing abrogation of pro-survival AKT and ERK signaling. Taken together, these results suggest that 11a and 11b might serve as valuable preclin. candidates for the treatment of AML and B-cell lymphoma. After reading the article, we found that the author used 2-Chloro-4-(3-nitrophenoxy)thieno[3,2-d]pyrimidine(cas: 1353553-07-7Synthetic Route of C12H6ClN3O3S)

2-Chloro-4-(3-nitrophenoxy)thieno[3,2-d]pyrimidine(cas: 1353553-07-7) 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.Synthetic Route of C12H6ClN3O3S

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

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

《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

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

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

《Oxidation of 2,4-disubstituted pyrimidines with organic peracids》 was written by Yamanaka, Hiroshi; Ogawa, Shigeru; Sakamoto, Takao. Application of 14001-60-6 And the article was included in Heterocycles on April 1 ,1981. The article conveys some information:

Reaction of 4,6-disubstituted pyrimidines with H2O2 in glacial HOAc gave the corresponding mono N-oxides. However, oxidation of pyrimidine derivatives in which the 6-position is unsubstituted gave both mono N-oxides and ring contracted 2,4-disubstituted imidazoles. In addition to this study using 2-Methoxy-4-methylpyrimidine, there are many other studies that have used 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Application of 14001-60-6) was used in this study.

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.Application of 14001-60-6

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Viswanathan, Kishore; Frey, Kathleen M.; Scocchera, Eric W.; Martin, Brooke D.; Swain, P. Whitney III; Alverson, Jeremy B.; Priestley, Nigel D.; Anderson, Amy C.; Wright, Dennis L. published their research in PLoS One on February 29 ,2012. The article was titled 《Toward new therapeutics for skin and soft tissue infections: propargyl-linked antifolates are potent inhibitors of MRSA and Streptococcus pyogenes》.Category: pyrimidines The article contains the following contents:

Hospital- and community-acquired, complicated skin and soft tissue infections, often attributed to Staphylococcus aureus and Streptococcus pyogenes, present a significant health burden that is associated with increased health care costs and mortality. As these two species are difficult to discern on diagnosis and are associated with differential profiles of drug resistance, the development of an efficacious antibacterial agent that targets both organisms is a high priority. Herein we describe a structure-based drug development effort that has produced highly potent inhibitors of dihydrofolate reductase from both species. Optimized propargyl-linked antifolates containing a key pyridyl substituent display antibacterial activity against both methicillin-resistant S. aureus and S. pyogenes at MIC values below 0.1 μg/mL and minimal cytotoxicity against mammalian cells. Further evaluation against a panel of clin. isolates shows good efficacy against a range of important phenotypes such as hospital- and community-acquired strains as well as strains resistant to vancomycin. In the experiment, the researchers used 3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6Category: pyrimidines)

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. Category: pyrimidinesThey 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