Tag: 100-200

The efficient one-step chlorination of methylsulfanyl group on pyrimidine ring system with sulfuryl chloride was written by Ham, Young Jin;Lee, Duck-Hyung;Choi, Hwan Geun;Hah, Jung-Mi;Sim, Taebo. And the article was included in Tetrahedron Letters in 2010.Recommanded Product: 4-Chloro-7-methylthieno[3,2-d]pyrimidine This article mentions the following:

A facile one-step transformation of methylsulfanyl and arylsulfanyl groups on pyrimidine ring system into the corresponding chloride group was achieved using sulfuryl chloride in acetonitrile/dichloromethane. In the experiment, the researchers used many compounds, for example, 4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0Recommanded Product: 4-Chloro-7-methylthieno[3,2-d]pyrimidine).

4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. 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.Recommanded Product: 4-Chloro-7-methylthieno[3,2-d]pyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Aminopyrimidines and derivatives. XIV. Preparation and study of 5-amino-4-(glycosylamino)-2-methoxy-(and 2-(methylthio))-6-oxopyrimidines was written by Nogueras Montiel, M.;Sanchez Rodrigo, A.;Asenjo Asenjo, R.;Melgarejo Sampedro, M.;Rodriguez Alonso, M.;Rodriguez Melgarejo, C.. And the article was included in Anales de Quimica, Serie C: Quimica Organica y Bioquimica in 1984.Formula: C6H9N3OS This article mentions the following:

(Glycosylamino)pyrimidinones (I; R = H, Me; R¹ = H; R² = H, CH₂OH; Z = O, S; 7 compounds) on treatment with NaNO₂ in AcOH or HCl gave the corresponding 5-nitroso compounds (I; R¹ = NO), which on reduction with (NH₄)₂S gave the title compounds (I; R¹ = NH₂). In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Formula: C6H9N3OS).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. 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.Formula: C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Highly efficient one-pot synthesis of α-aminophosphonates using nanoporous AlSBA-15 catalyst in a three-component system was written by Kolli, Murali Krishna;Palani, Elamathi;Govindasamy, Chandrasekar;Katta, Vishweshwar Rao. And the article was included in Research on Chemical Intermediates in 2020.Product Details of 90905-32-1 This article mentions the following:

Nanoporous AlSBA-15 catalysts with different nSi/nAl ratios (41, 129, and 210) were synthesized using a hydrothermal method. These catalysts were characterized by XRD, N₂ sorption, TPD-NH₃, FT-IR, SEM and TEM. XRD analyses of AlSBA-15 catalysts confirmed the presence of well-ordered crystalline structure with p6mm symmetry. The sp. surface area and specific pore volume of the AlSBA-15 catalysts are in the range of 480 to 757 m²/g and 0.65 to 0.95 cm³/g, resp. The catalytic performance of nanoporous AlSBA-15 catalysts are used as an outstanding catalytic system for one-pot synthesis of α-aminophosphonates via Kabachnik-Fields reaction in a three-component system using amines (primary/secondary), carbonyl compounds (aldehydes/ketones) and di-Et phosphite. The major advantages of the present contributions are excellent yields, short reaction time, simple exptl. technique, high chemo-selectivity, catalyst recyclability, easy work-up procedure and green approach. Three-component synthesis of α-aminophosphonates follows first imine formation from amine and aldehyde/ketone followed by phosphate addition The exptl. findings suggest that the nanoporous AlSBA-15 catalysts can be recycled and reused up to six cycles without any loss in the catalytic performance. In the experiment, the researchers used many compounds, for example, 2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1Product Details of 90905-32-1).

2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1) 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. 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.Product Details of 90905-32-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Four products from the cyanoacetylation of pyrimidines: hydrogen-bonded dimers, π-stacked hydrogen-bonded chains and hydrogen-bonded chains of edge-fused rings was written by Trilleras, Jorge;Low, John N.;Cobo, Justo;Marchal, Antonio;Glidewell, Christopher. And the article was included in Acta Crystallographica, Section C: Crystal Structure Communications in 2008.Category: pyrimidines This article mentions the following:

The mols. of 2-[6-amino-3-methyl-2-(methylsulfanyl)-4-oxo-3,4-dihydropyrimidin-5-ylcarbonyl]acetonitrile, C₉H₁₀N₄O₂S, (I), are linked in pairs by N-H···O hydrogen bonds to form cyclic centrosym. R₂²(4) dimers. Similar dimers formed by 2-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-ylcarbonyl)acetonitrile, C₉H₁₀N₄O₃, (II), are reinforced by paired N-H···N hydrogen bonds and linked into chains of rings by C-H···O hydrogen bonds. The mols. of 2-cyano-N-[6-methoxy-2-(methylsulfanyl)pyrimidin-4-yl]acetamide, C₉H₁₀N₄O₂S, (III), are linked into simple C(6) chains by an N-H···N hydrogen bond, and the chains are weakly linked into sheets by a π-π stacking interaction. A combination of one two-center N-H···N hydrogen bond and one three-center C-H···(N,O) hydrogen bond links the mols. of 2-cyano-N-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]acetamide, C₈H₇ClN₄OS, (IV), into a chain of alternating edge-fused R₂¹(6) and R₁²(6) rings. The crystal structures reported in this study, and those of some related examples from the recent literature, show a wide variation in hydrogen-bonded aggregation consequent upon rather small changes in mol. constitution. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Category: pyrimidines).

6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. The aromatic compound pyrimidine, and its derivatives, are ubiquitous in nature. They are found in nucleic acids, vitamins, amino acids, antibiotics, alkaloids, and a variety of toxins. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine derivatives. I. Synthesis of thiazolo[5,4-d]-pyrimidines and related compounds. 1 was written by Takahashi, Torizo;Naito, Takio;Inoue, Shoji. And the article was included in Chemical & Pharmaceutical Bulletin in 1958.Reference of 69785-94-0 This article mentions the following:

The title compounds were prepared as possible purine antagonists through derivatives of 4-thiocyano-5-nitropyrimidine (I) or 4-mercapto-5-aminopyrimidine (II) as intermediates. The 2,4-Cl₂ derivative (III) of 5-nitropyrimidine (IV) (1.94 g.) in 5 cc. AcOH stirred 15 min. at 10° with 0.97 g. KSCN and the mixture poured into ice water yielded 1.84 g. 2-Cl derivative (V) of I, m. 141° (C₆H₆). V (2 g.) in 10 cc. MeOH or EtOH refluxed 5 hrs. on a water bath gave unexpectedly 5-nitrouracil, m. above 300°. However, 5 g. V added below 10° to 100 cc. EtOH containing 1.2 g. Na, the mixture stirred 2 hrs., the EtOH distilled, the residue diluted with H₂O, and extracted with ether yielded from the extract 1.8-2.0 g. 2,4-(EtO)₂ derivative (VI) of IV containing 2 moles EtONa, m. 45° (also prepared from III with EtONa), and from the acidified aqueous layer 2-2.5 g. 2,4-(EtO)(HS) derivative (VII) of IV, m. 133°. Similarly, 1.1 g. V added to 30 cc. MeOH containing 0.25 g. Na at 0° yielded 0.75 g. 2,4-(MeO)₂ derivative (VIII) of IV, m. 95°. V (4.3 g.) in 60 cc. EtOH added dropwise at 0-5° to 1 mole EtSNa in 30 cc. EtOH gave after 2 hrs. at room temperature and concentration to 1/3 volume 2-(EtS) derivative (IX) of I, m. 131°. VI (3 g.) (or VIII) in 15 cc. AcOH heated 1 hr. at 60° on a water bath with 3 g. Fe powder, the filtrate from the mixture evaporated in vacuo, and the residue diluted with H₂O and extracted with ether yielded 2.1 g. 2,4-(EtO)₂ derivative of 5-aminopyrimidine (X), m. 64° [or the 2,4-(MeO)₂ derivative of X, m. 89°. IX (0.3 g.) similarly reduced with Fe and AcOH yielded through ring closure 0.24 g. 2,5-H₂N(EtS) derivative of thiazolo[5,4-d]-pyrimidine (XI), m. 123°; Ac derivative, m. 125-6°. VII (1.2 g.) in 5 cc. 10% NaOH stirred 15 min. at 50° with 5-7 g. Na₂S₂O₄, cooled, and extracted with AcOEt yielded 0.7 g. 2-EtO derivative of II, m. 127°, and this (0.2 g.) refluxed 2 hrs. with 5 cc. HCO₂H (or 5 cc. Ac₂O), excess reagent removed in vacuo, and the residue made alk. and extracted with ether was cyclized to 0.09 g. 5-EtO derivative (XII) of XI, m. 95° [or 0.1 g. 2-Me derivative (XIII) of XII, m. 93°]. VII (0.5 g.) refluxed 15 hrs. with K methylxanthate (from 0.32 g. CS₂ shaken with 0.3 g. KOH in 2 cc. H₂O and 10 cc. MeOH), the mixture concentrated on a water bath, diluted with 5 cc. H₂O, and neutralized with AcOH yielded 0.5 g. 2-HS derivative (XIV) of XII, m. about 234°, decompose above 280°. XIV (0.2 g.) refluxed 30 min. with 0.07 g. KOH in 15 cc. dilute EtOH and 0.11 g. EtBr (or 0.12 g. PhCH₂Br), the solvent removed, and the resulting oil extracted with ether yielded 0.19 g. 2-EtS derivative of XII, m. 66° [or (omitting the ether extraction) 0.22 g. 2-PhCH₂S derivative of XII, m. 102°]. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Reference of 69785-94-0).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. 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.Reference of 69785-94-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Discovery, synthesis, selectivity modulation and DMPK characterization of 5-azaspiro[2.4]heptanes as potent orexin receptor antagonists was written by Stasi, Luigi Piero;Artusi, Roberto;Bovino, Clara;Buzzi, Benedetta;Canciani, Luca;Caselli, Gianfranco;Colace, Fabrizio;Garofalo, Paolo;Giambuzzi, Silvia;Larger, Patrice;Letari, Ornella;Mandelli, Stefano;Perugini, Lorenzo;Pucci, Sabrina;Salvi, Matteo;Toro, PierLuigi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Reference of 16879-39-3 This article mentions the following:

Starting from an orexin 1 receptor selective antagonist 4,4-disubstituted piperidine series, a novel potent 5-azaspiro[2.4]heptane dual orexin 1 and orexin 2 receptor antagonist class has been discovered. SAR and pharmacokinetic optimization of this series is herein disclosed. Lead compound I exhibits potent activity against orexin 1 and orexin 2 receptors along with low cytochrome P 450 inhibition potential, good brain penetration and oral bioavailability in rats. In the experiment, the researchers used many compounds, for example, 2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3Reference of 16879-39-3).

2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3) 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.Reference of 16879-39-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Discovery of potent LPA₂ (EDG4) antagonists as potential anticancer agents was written by Beck, Hilary P.;Kohn, Todd;Rubenstein, Steven;Hedberg, Christine;Schwandner, Ralf;Hasslinger, Kerstin;Dai, Kang;Li, Cong;Liang, Lingming;Wesche, Holger;Frank, Brendon;An, Songhzu;Wickramasinghe, Dineli;Jaen, Juan;Medina, Julio;Hungate, Randall;Shen, Wang. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.Safety of 4-Chloro-7-methylthieno[3,2-d]pyrimidine This article mentions the following:

The LPA₂ protein is overexpressed in many tumor cells. We report the optimization of a series of LPA₂ antagonists using calcium mobilization assay (aequorin assay) that led to the discovery of the first reported inhibitors selective for LPA₂. Key compounds were evaluated in vitro for inhibition of LPA₂ mediated Erk activation and proliferation of HCT-116 cells. These compounds could be used to evaluate the benefits of LPA₂ inhibition both in vitro and in vivo. In the experiment, the researchers used many compounds, for example, 4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0Safety of 4-Chloro-7-methylthieno[3,2-d]pyrimidine).

4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Safety of 4-Chloro-7-methylthieno[3,2-d]pyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Studies of pyrimidine derivatives. XXXVIII. Cross-coupling reaction of N-heteroaryl iodides with ethoxycarbonylmethylzinc bromide in the presence of palladium catalyst was written by Yamanaka, Hiroshi;Annaka, Masayuki;Kondo, Yoshinori;Sakamoto, Takao. And the article was included in Chemical & Pharmaceutical Bulletin in 1985.Recommanded Product: 2-Bromo-4,6-dimethylpyrimidine This article mentions the following:

In the presence of tetrakis(triphenylphosphine)palladium, 2-iodo-4,6-dimethylpyrimidine and 4-iodo-2,6-dimethylpyrimidine reacted with ethoxycarbonylmethylzinc bromide (Reformatskii reagent) to give Et 4,6-dimethyl-2-pyrimidineacetate and Et 2,6-dimethyl-4-pyrimidineacetate, resp. In contrast, the reaction of 5-iodo-2,4-dimethylpyrimidine with the same reagent resulted in recovery of the starting iodide. Similar results were observed in the reactions of various N-heteroaryl iodides. In the experiment, the researchers used many compounds, for example, 2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3Recommanded Product: 2-Bromo-4,6-dimethylpyrimidine).

2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Recommanded Product: 2-Bromo-4,6-dimethylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia