Tag: 100-200

N-Metallacycles from [Cp^*MX₂]₂ and Alkynylpyridines: Synthesis, Reaction Pathway, and Aromaticity was written by Teo, Jing Wei;Sridevi, Venugopal Shanmugham;Leong, Weng Kee. And the article was included in Organometallics in 2014.Electric Literature of C6H4N2 This article mentions the following:

The reaction of [Cp^*MX₂]₂ (M = Rh or Ir, X = Cl, Br, or I) with alkynylpyridines afforded halogen-substituted N-metallacyclic complexes. The reaction pathway has been examined through deuterium labeling and other experiments and computational studies and is proposed to proceed via halide dissociation followed by attack at the alkyne. These N-metallacycles exhibit aromaticity and undergo Sonogashira coupling reactions. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Electric Literature of C6H4N2).

2-Ethynylpyrimidine (cas: 37972-24-0) 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. 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.Electric Literature of C6H4N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Palladium(0)/NHC-Catalyzed Reductive Heck Reaction of Enones: A Detailed Mechanistic Study was written by Raoufmoghaddam, Saeed;Mannathan, Subramaniyan;Minnaard, Adriaan J.;de Vries, Johannes G.;Reek, Joost N. H.. And the article was included in Chemistry – A European Journal in 2015.Application of 16879-39-3 This article mentions the following:

We have studied the mechanism of the palladium-catalyzed reductive Heck reaction of para-substituted enones with 4-iodoanisole by using N,N-diisopropylethylamine (DIPEA) as the reductant. Kinetic studies and in situ spectroscopic anal. have provided a detailed insight into the reaction. Progress kinetic anal. demonstrated that neither catalyst decomposition nor product inhibition occurred during the catalysis. The reaction is first order in the palladium and aryl iodide, and zero order in the activated alkene, N-heterocyclic carbene (NHC) ligand, and DIPEA. The experiments with deuterated solvent ([D₇]DMF) and deuterated base ([D₁₅]Et₃N) supported the role of the amine as a reductant in the reaction. The palladium complex [Pd⁰(NHC)(1)] has been identified as the resting state. The kinetic experiments by stopped-flow UV/Vis also revealed that the presence of the second substrate, benzylideneacetone 1, slows down the oxidative addition of 4-iodoanisole through its competing coordination to the palladium center. The kinetic and mechanistic studies indicated that the oxidative addition of the aryl iodide is the rate-determining step. Various scenarios for the oxidative addition step have been analyzed by using DFT calculations (bp86/def2-TZVP) that supported the inhibiting effect of substrate 1 by formation of resting state [Pd⁰(NHC)(1)] species at the cost of further increase in the energy barrier of the oxidative addition step. In the experiment, the researchers used many compounds, for example, 2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3Application of 16879-39-3).

2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. 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 of 16879-39-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of cyano-substituted heterocycles by tetraethylammonium cyanide was written by Hermann, Klaus;Simchen, Gerhard. And the article was included in Liebigs Annalen der Chemie in 1981.Product Details of 75833-38-4 This article mentions the following:

RCN (R = optionally substituted 2-pyridinyl, 4-pyrimidinyl, 4-quinazolinyl, 2-quinazolinyl, 2-quinoxalinyl) were prepared by treating RCl with NMe₃ and treating RN⁺Me₃ Cl^– with Et₄N⁺ CN^– to give RCN. In the experiment, the researchers used many compounds, for example, 2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4Product Details of 75833-38-4).

2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. 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.Product Details of 75833-38-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Aminopyrimidines as electron-rich azadienes: extension of the synthetic potential of hetero Diels-Alder reactions under acidic conditions was written by Garcia, Celeste;Melguizo, Manuel;Cobo, Justo;Sanchez, Adolfo;Nogueras, Manuel;Lopez, Ma Dolores;Low, John N.. And the article was included in Synlett in 2001.SDS of cas: 54030-56-7 This article mentions the following:

By addition of a catalytic amount of a strong acid and selection of the appropriate solvent, the cycloaddition reactions of MeO₂CCCCO₂Me (DMAD) to 6-pyrimidinamines drastically changed their course leading to pyrrolo[3,4-c]pyridines, while, in the absence of acid, 6-amino-3,4-pyridinedicarboxylates were obtained. This change was interpreted on the basis of acid interception of the non-isolable adducts formed by initial hetero Diels-Alder cycloaddition between the reactants. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7SDS of cas: 54030-56-7).

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.SDS of cas: 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and herbicidal activity of 2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines was written by Xue, Si Jia;Tan, Dong Yun;Sun, Chang You. And the article was included in Chinese Chemical Letters in 1998.Category: pyrimidines This article mentions the following:

The title compounds, i.e., N-([1,2,4]thiadiazolo[2,3-a]pyrimidinylidene)benzamides [2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines], were synthesized and tested for herbicidal effects. All of them are new compounds and their structures were confirmed by ¹HNMR, IR, MS. The preliminary herbicidal tests show that some of the target compounds have potent activity and very good selectivity to rice. Of the target compounds thus prepared and tested was N-(6,7-Dimethoxy-2H-[1,2,4]thiadiazolo[2,3-a]pyrimidin-2-ylidene)benzamide. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. 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.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Proton and carbon-13 nuclear magnetic resonance studies of substituted pyrimidines. 2. Monoprotonation of methyl- and aminopyrimidines was written by Riand, J.;Chenon, M. T.;Lumbroso-Bader, N.. And the article was included in Journal of the American Chemical Society in 1977.Category: pyrimidines This article mentions the following:

The monoprotonation of methyl- and aminopyrimidines was studied by C13 NMR spectroscopy. The chem.-shift parameters associated with the protonation of methylpyrimidines were determined for the aromatic and Me group C atoms from the salts of certain sym. compounds A significant difference exists for certain parameters for a given C, depending on whether a H atom or a Me group is attached to it. An especially large solvent effect exists for C atoms bearing a Me group para to the site of protonation. The percentages of the forms monoprotonated at sites N-1 or N-3 of pyrimidines were evaluated from their chem. shifts in F3CCO2H and Me2SO. For methylpyrimidines a higher percentage (∼71%) of the form in which the protonated N is in the para position to the Me group is found. For the 4-amino-6-methylpyrimidines, the influence of the amino group is greater than that of the Me group, and the percentage reaches ∼94% for the form in which the protonated N is in the para position to the amino group. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. 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

Synthesis of novel pyrimido[4,5-b]quinolin-4-ones with potential antitumor activity was written by Insuasty, Braulio;Becerra, Diana;Quiroga, Jairo;Abonia, Rodrigo;Nogueras, Manuel;Cobo, Justo. And the article was included in Journal of Heterocyclic Chemistry in 2013.Recommanded Product: 54030-56-7 This article mentions the following:

5,6,7,8,9,10-Hexahydro-2-(methylthio)pyrimido[4,5-b]quinolines and their oxidized forms, the corresponding 6,7,8,9-tetrahydropyrimido[4,5-b]quinolin-4(3H)-ones, were obtained from the reaction of 6-amino-2-(methylthio)pyrimidin-4(3H)-one or its 3-Me derivative and α,β-unsaturated ketones using BF₃.OEt₂ as catalyst and 4-chloranil as oxidizing agent. Some of the new compounds were evaluated in the US National Cancer Institute (NCI), where (9E)-9-benzylidene-3-methyl-2-(methylthio)-5-phenyl-5,6,7,8,9,10-hexahydropyrimido[4,5-b]quinolin-4(3H)-one presented remarkable activity against cancer cell lines, with the most important GI₅₀ values of 0.72-18.4 μM from in vitro assays. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Recommanded Product: 54030-56-7).

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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Recommanded Product: 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of 4-amino substituted quinolines and their β-hematin inhibitory activity was written by Singh, Jaybir;Dhakarey, R. K. S.;Singh, Shiv Vardan;Suthar, Manish K.;Saxena, J. K.;Dwivedi, Anil Kumar. And the article was included in Chemistry & Biology Interface in 2012.Related Products of 62968-37-0 This article mentions the following:

In present study, new side chain modified 4-aminoquinoline derivatives and quinoline pyrimidine hybrids were synthesized and evaluated in vitro against β-hematin formation. Compounds 20, 21, 22, 23 have shown significant inhibitory activity against β-hematin formation. In the experiment, the researchers used many compounds, for example, 4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0Related Products of 62968-37-0).

4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Related Products of 62968-37-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Discovery of 3-Oxabicyclo[4.1.0]heptane, a Non-nitrogen Containing Morpholine Isostere, and Its Application in Novel Inhibitors of the PI3K-AKT-mTOR Pathway was written by Hobbs, Heather;Bravi, Gianpaolo;Campbell, Ian;Convery, Maire;Davies, Hannah;Inglis, Graham;Pal, Sandeep;Peace, Simon;Redmond, Joanna;Summers, Declan. And the article was included in Journal of Medicinal Chemistry in 2019.Reference of 62968-37-0 This article mentions the following:

4-(Pyrimidin-4-yl)morpholines are privileged pharmacophores for PI3K and PIKKs inhibition by virtue of the morpholine oxygen, both forming the key hydrogen bonding interaction and conveying selectivity over the broader kinome. Key to the morpholine utility as a kinase hinge binder is its ability to adopt a coplanar conformation with an adjacent aromatic core favored by the morpholine nitrogen nonbonding pair of electrons interacting with the electron deficient pyrimidine π-system. Few selective morpholine replacements have been identified to date. Herein we describe the discovery of a potent non-nitrogen containing morpholine isostere with the ability to mimic this conformation and its application in a potent selective dual inhibitor of mTORC1 and mTORC2 (29b). In the experiment, the researchers used many compounds, for example, 4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0Reference of 62968-37-0).

4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0) 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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Reference of 62968-37-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Nonpeptide α_vβ₃ Antagonists. Part 11: Discovery and Preclinical Evaluation of Potent α_vβ₃ Antagonists for the Prevention and Treatment of Osteoporosis was written by Coleman, Paul J.;Brashear, Karen M.;Askew, Ben C.;Hutchinson, John H.;McVean, Carol A.;Duong, Le T.;Feuston, Bradley P.;Fernandez-Metzler, Carmen;Gentile, Michael A.;Hartman, George D.;Kimmel, Donald B.;Leu, Chih-Tai;Lipfert, Lorraine;Merkle, Kara;Pennypacker, Brenda;Prueksaritanont, Thomayant;Rodan, Gideon A.;Wesolowski, Gregg A.;Rodan, Sevgi B.;Duggan, Mark E.. And the article was included in Journal of Medicinal Chemistry in 2004.Related Products of 90905-32-1 This article mentions the following:

3-(S)-Pyrimidin-5-yl-9-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-nonanoic acid (5e) and 3-(S)-(methylpyrimidin-5-yl)-9-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-nonanoic acid (5f) were identified as potent and selective antagonists of the α_vβ₃ receptor. These compounds have excellent in vitro profiles (IC₅₀ = 0.07 and 0.08 nM, resp.), significant unbound fractions in human plasma (6 and 4%), and good pharmacokinetics in rat, dog, and rhesus monkey. On the basis of the efficacy shown in an in vivo model of bone turnover following once-daily oral administration, these two compounds were selected for clin. development for the treatment of osteoporosis. In the experiment, the researchers used many compounds, for example, 2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1Related Products of 90905-32-1).

2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1) 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.Related Products of 90905-32-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia