Category: pyrimidines

An efficient synthesis of 4-chloro-2-pyrrolino[2,3-d]pyrimidin-6-one and its 7-substituted analogues was written by Vaid, Radhe K.;Spitler, Jeremy T.;Boini, Sathish;May, Scott A.;Hoying, Richard C.. And the article was included in Synthesis in 2012.Formula: C7H6Cl2N2O2 This article mentions the following:

An efficient synthesis of I [R = H] was achieved in four steps starting from di-Me malonate in 23% overall yield. This synthesis was demonstrated on 100 g scale to obtain I [R = H] in 98.5% purity. Similarly, I [R = 2,4-(MeO)₂C₆H₃, PhCH(Me)] were synthesized by the reaction of Me 2-(4,6-dichloropyrimidin-5-yl)acetate with an appropriately substituted benzylamine. In the experiment, the researchers used many compounds, for example, Methyl 2-(4,6-dichloropyrimidin-5-yl)acetate (cas: 171096-33-6Formula: C7H6Cl2N2O2).

Methyl 2-(4,6-dichloropyrimidin-5-yl)acetate (cas: 171096-33-6) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Formula: C7H6Cl2N2O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Microwave-assisted three-component synthesis and in vitro antifungal evaluation of 6-cyano-5,8-dihydropyrido[2,3-d]pyrimidin-4(3H)-ones was written by Quiroga, Jairo;Cisneros, Carlos;Insuasty, Braulio;Abonia, Rodrigo;Cruz, Silvia;Nogueras, Manuel;Manuel de la Torre, Jose;Sortino, Maximiliano;Zacchino, Susana. And the article was included in Journal of Heterocyclic Chemistry in 2006.Electric Literature of C6H9N3OS This article mentions the following:

The reaction of 6-aminopyrimidin-4-ones with benzaldehydes and β-iminobutyronitrile or benzoylacetonitrile under microwave irradiation in dry media yields 6-cyano-5,8-dihydropyrido[2,3-d]-pyrimidinones. The structure of the synthesized compounds was determined on the basis of NMR measurements, especially by ¹H,¹H-, ¹H,¹³C COSY, DEPT, and NOESY experiments In contrast with other pyrido[2,3-d]pyrimidine derivatives, these compounds did not show any antifungal in vitro activity â‰?50 μg/mL. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Electric Literature of C6H9N3OS).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Electric Literature of C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reactions of 6-aminopyrimidines with 2-dimethylaminomethylenetetralone. Regiospecific synthesis of 5,6-dihydrobenzo[h]pyrimido[4,5-b]quinolines was written by Quiroga, Jairo;Insuasty, Braulio;Insuasty, Henry;Abonia, Rodrigo;Ortiz, Antonio;Sanchez, Adolfo;Nogueras, Manuel. And the article was included in Journal of Heterocyclic Chemistry in 2001.Synthetic Route of C6H9N3OS This article mentions the following:

Benzo[h]pyrimido[4,5-b]quinolines, e.g. I (R = H, Me; X = MeO, MeS, NH₂), were prepared via a regiospecific cyclocondensation reaction between 6-aminopyrimidines, e.g. II, and 2-dimethylaminomethylentetralone hydrochloride (III). The linear structures of the final compounds were determined by NMR measurements, especially by ¹H, ¹H-, ¹H, ¹³C COSY and DEPT experiments In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Synthetic Route of C6H9N3OS).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. As nucleotides in DNA and RNA, 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 C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and characterization of some new 2-amino-4-(4′-substituted)-6-(4”-substituted)diphenyl pyrimidines was written by Hasan, Aurangzeb;Khaleeq, Musfirah;Riaz, Uzma. And the article was included in Asian Journal of Chemistry in 2010.Safety of 4,6-Diphenylpyrimidin-2-amine This article mentions the following:

Synthesis and characterization of some novel 2-amino-4-(4′-substituted)-6-(4”-substituted)diphenylpyrimidines was carried out by the conversion of variably substituted acetophenones and benzaldehydes into corresponding chalcones followed by cyclization with guanidine hydrochloride in the presence of an oxidizing agent. In the experiment, the researchers used many compounds, for example, 4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8Safety of 4,6-Diphenylpyrimidin-2-amine).

4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Safety of 4,6-Diphenylpyrimidin-2-amine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation was written by Tian, Haitao;Xue, Wenxuan;Wu, Jingtao;Yang, Ziguang;Lu, Hongcheng;Tang, Conghui. And the article was included in Organic Chemistry Frontiers in 2022.Electric Literature of C16H13N3 This article mentions the following:

A novel and highly-efficient N-heterocycle assembly methodol. catalyzed by a cobalt-N,N-bidentate complex had been established. The cobalt complex was unprecedented, phosphine-free and easily-prepared, and was used in the synthesis of pyrimidines such as I [R = NH₂, Ph; Ar¹ = Ph, 2-MeOC₆H₄, 2-naphthyl, etc.; Ar² = Ph, 2-thienyl, 4-MeC₆H₄, etc.], quinolines such as II [R¹ = H, 8-Me; R² = H, Me; R³ = t-Bu, Ph, 2-naphthyl, etc.], imidazoles III [R⁴ = H, Me; R⁵ = H, Me, Cl; R⁶ = H, Me, Cl; R⁵R⁶ = CH=CH-CH=CH; Ar³ = Ph, 2-MeC₆H₄, 3-ClC₆H₄, etc.], quinoxalines such as IV [R⁷ = H, 5-Me, 6,7-di-Me, 6,7-di-Cl] and indole from readily available alcs. and amines via acceptorless dehydrogenation. More importantly, all N-heterocycles were obtained under nearly identical reaction conditions, which further demonstrated the generality and practicability of the catalytic system. Mechanistically, this cobalt complex formed a catalytic active species upon base treatment and was capable of realizing the alc. AD process via metal-ligand cooperation. In the experiment, the researchers used many compounds, for example, 4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8Electric Literature of C16H13N3).

4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Electric Literature of C16H13N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5,5′-Methylenebis[6-amino-3-methyl-2-methylsulfanylpyrimidin-4(3H)-one]: an unusual molecular geometry within a hydrogen-bonded molecular ribbon was written by Trilleras, Jorge;Ramos, Juan;Cobo, Justo;Glidewell, Christopher. And the article was included in Acta Crystallographica, Section C: Crystal Structure Communications in 2013.Related Products of 54030-56-7 This article mentions the following:

The mols. of the title compound, C₁₃H₁₈N₆O₂S₂, lie across 2-fold rotation axes in the space group C2/c. Although the pyrimidine ring is effectively planar, the bridging methylene C atom is displaced from the plane of the pyrimidine ring by 0.213(2) Å, while the C-C-C angle at the bridging C atom is 120.3(2)°. The mol. contains two symmetry-related N-H···O H bonds, generating S(8) motifs, and intermoecular N-H···O H bonds link the mols. into a ribbon of edge-fused rings. Crystallog. data and at. coordinates are given. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Related Products of 54030-56-7).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Related Products of 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Nucleosides 11: synthesis of new derivatives of pyrido[2,3-d]pyrimidines and their nucleosides was written by Mohamed, Mosselhi A. M.;Abdel-Hafez, Shams H.;Gobouri, Adil A.. And the article was included in Nucleosides, Nucleotides & Nucleic Acids in 2021.Name: 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one This article mentions the following:

Reaction of 6-amino-2-methylthio-3-methyluracil with Et ethoxymethyleneoxaloacetate or methyl(Z)-2-acetylamino-3-dimethylaminopropenoates afforded di-Et 2-(1,6-dihydro-1-methyl-2-(methylthio)-6-oxo-pyrimidin-4-yl-amino)methylene malonate or (2E)-Me 3-(1,6-dihydro-1-methyl-2-(methylthio)-6-oxo-pyrimidin-4-yl-amino)-2-acetamidoacrylate, resp. Cyclization of each of the latter products by sodium ethoxide afforded new pyrido[2,3-d]pyrimidines, which were ribosylated with 1-O-acetyl-2,3,5-O-benzoyl-β-D-ribofuranose by the silylation method yielded the protected nucleosides. The protected nucleosides were debenzoylated by sodium methoxide to afford novel pyrido[2,3-d]pyrimidine nucleosides, e.g. I (R = CO₂Et, NHAc). The structural assignments for the new compounds were based on their elemental anal. and spectroscopic data. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Name: 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Heterocyclic compounds bearing the pyrimidine core are of tremendous interest as they constitute an important class of natural and synthetic compounds exhibiting diverse useful biological activities that hold attractive potential for clinical translation as therapeutic agents in alleviation of a myriad of diseases. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Name: 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A green approach for the synthesis of benzazolyl pyrimidinyl carbamothioates under ultrasonication and their antimicrobial activity was written by Kayathi, Narendra Babu;Panga, Siva Sankar;Adivireddy, Padmaja;Venkatapuram, Padmavathi. And the article was included in Journal of the Iranian Chemical Society in 2021.Application In Synthesis of 4,6-Diphenylpyrimidin-2-amine This article mentions the following:

A library of benzazolyl pyrimidinyl carbamothioates I [X = NH, S, O; R = H, Me, Cl, etc.] were prepared by the reaction of benzazolyl carbonothioates with pyrimidinyl-2-amine in the presence of an ionic liquid- 1-butyl-3-methylimidazolium hydroxide ([bmim]OH) under ultrasonication at a frequency of 35 kHz and tested for antimicrobial activity. Compounds I [X = NH, S; R = Cl, O₂N] displayed prominent antibacterial activity against Bacillus subtilis, while compounds I [X = NH, S; R = O₂N] showed excellent antifungal activity against Aspergilus niger. In the experiment, the researchers used many compounds, for example, 4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8Application In Synthesis of 4,6-Diphenylpyrimidin-2-amine).

4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Application In Synthesis of 4,6-Diphenylpyrimidin-2-amine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Screening and Analysis of Multiclass Veterinary Drug Residues in Animal Source Foods using UPLC-Q-Exactive Orbitrap/MS was written by Zhao, Wentao;Jiang, Rui;Guo, Wenping;Guo, Chao;Li, Shilei;Wang, Juanqiang;Wang, Shouwei;Li, Yingying. And the article was included in Bulletin of Environmental Contamination and Toxicology in 2021.Synthetic Route of C11H12N4O3S This article mentions the following:

A rapid, simple, and sensitive method of detecting veterinary drug residues in animal food sources, including poultry and pork, was developed and validated. The method was optimized for over 155 veterinary drugs of 21 different classes. Sample pretreatment included a simple solid-liquid extraction step with 0.2% formic acid-acetonitrile-water and a purification step with a PRiME HLB (hydrophile-lipophile balance) solid-phase extraction cartridge. Data were collected using ultra-high-performance liquid chromatog. coupled to Quadrupole-Exactive Orbitrap mass spectrometry. The limits of detection of 155 veterinary drugs ranged from 0.1μg/kg to 10μg/kg. The recovery rates were between 79.2 and 118.5% in all matrixes studied, with relative standard deviation values less than 15% (n = 6). The evaluated method allows the reliable screening, quantification, and identification of 155 veterinary drug residues in animal source food and has been successfully applied in authentic samples. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3Synthetic Route of C11H12N4O3S).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Synthetic Route of C11H12N4O3S

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Non-target, suspect and target screening of chemicals of emerging concern in landfill leachates and groundwater in Guangzhou, South China was written by Han, Yu;Hu, Li-Xin;Liu, Ting;Liu, Jing;Wang, Yu-Qing;Zhao, Jia-Hui;Liu, You-Sheng;Zhao, Jian-Liang;Ying, Guang-Guo. And the article was included in Science of the Total Environment in 2022.HPLC of Formula: 1220-83-3 This article mentions the following:

Landfill sites have been regarded as a significant source of chems. of emerging concern (CECs) in groundwater. However, our understanding about the compositions of CECs in landfill leachate and adjacent groundwater is still very limited. Here we investigated the CECs in landfill leachates and groundwater of Guangzhou in South China by target, suspect and non-target anal. using high-resolution mass spectrometry (HRMS). A variety of CECs (n = 242), including pharmaceuticals (n = 64), pharmaceutical intermediates (n = 18), personal care products (n = 9), food additives (n = 18), industrial chems. (n = 82, e.g., flame retardants, plasticizers, antioxidants and catalysts), pesticides (n = 26), transformation products (n = 8) and other organic compounds (n = 17) were (tentatively) identified by non-target and suspect screening. 142 CECs were quantitated with target anal., and among them 37, 24 and 27 CECs were detected resp. in the raw leachate (272-1780μg/L), treated leachate (0.25-0.81μg/L) and groundwater (0.10-53.7μg/L). The CECs in the raw leachates were efficiently removed with the removal efficiencies greater than 88.7%. Acesulfame, bisphenol F and ketoprofen were the most abundant compounds in both treated leachate and groundwater. The CECs in groundwater was found most likely to be originated from the landfill sites. Our results highlight the importance of non-target screening in identifying CECs, and reveal the contamination risk of groundwater by landfill leachate. In the experiment, the researchers used many compounds, for example, 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3HPLC of Formula: 1220-83-3).

4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide (cas: 1220-83-3) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. Pyrimidine derivatives 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.HPLC of Formula: 1220-83-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia