Tag: 100-200

Discovery and Structure-Based Optimization of Adenain Inhibitors was written by MacSweeney, Aengus;Grosche, Philipp;Ellis, David;Combrink, Keith;Erbel, Paul;Hughes, Nicola;Sirockin, Finton;Melkko, Samu;Bernardi, Anna;Ramage, Paul;Jarousse, Nadine;Altmann, Eva. And the article was included in ACS Medicinal Chemistry Letters in 2014.Category: pyrimidines This article mentions the following:

The cysteine protease adenain is the essential protease of adenovirus and, as such, represents a promising target for the treatment of ocular and other adenoviral infections. Through a concise two-pronged hit discovery approach we identified tetrapeptide nitrile 1 and pyrimidine nitrile 2 as complementary starting points for adenain inhibition. These hits enabled the first high-resolution X-ray cocrystal structures of adenain with inhibitors bound and revealed the binding mode of 1 and 2. The screening hits were optimized by a structure-guided medicinal chem. strategy into low nanomolar drug-like inhibitors of adenain. In the experiment, the researchers used many compounds, for example, 2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4Category: pyrimidines).

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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocyclic electrophiles as new MurA inhibitors was written by Keeley, Aaron;Abranyi-Balogh, Peter;Hrast, Martina;Imre, Timea;Ilas, Janez;Gobec, Stanislav;Keseru, Gyoergy M.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2018.Computed Properties of C6H4N2 This article mentions the following:

An electrophilic fragment library of small heterocycles was developed and characterized in the surrogate GSH-reactivity assay and aqueous stability test that revealed their potential as covalent warheads. Screening the library against MurA from Staphylococcus aureus (MurA_SA) and Escherichia coli (MurA_EC) identified heterocyclic fragments with significant inhibitory potency. The validated heterocyclic warhead library might be useful for developing targeted covalent inhibitors for other targets of interest with a new design strategy incorporating heterocyclic electrophiles as warheads. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Computed Properties of C6H4N2).

2-Ethynylpyrimidine (cas: 37972-24-0) 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.Computed Properties of C6H4N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

S(+)-4-(1-Phenylethylamino)quinazolines as Inhibitors of Human Immunoglobulin E Synthesis: Potency Is Dictated by Stereochemistry and Atomic Point Charges at N-1 was written by Berger, Michael;Albrecht, Bettina;Berces, Attila;Ettmayer, Peter;Neruda, Wolfgang;Woisetschlaeger, Maximilian. And the article was included in Journal of Medicinal Chemistry in 2001.HPLC of Formula: 175137-21-0 This article mentions the following:

The pathogenesis of allergic diseases is associated with elevated levels of IgE (IgE), a high throughput reporter gene assay in a human B-cell line to screen for low mol. weight IgE inhibitory compds was developed. Monitoring the IL-4 driven IgE-germline promoter activity (IgE-GLP), 4-(1-phenylethylamino)quinazolines was discovered as potent inhibitors of IgE-germline gene expression. Testing of the individual enantiomers revealed that only the S(+) enantiomer (I) was active. A cell viability assay done in the same cell line in parallel discriminated the dose-dependent inhibition from a general antiproliferative effect. The observed correlation of the inhibitory potencies found in the reporter gene assay with those measured by IgE-ELISA in primary human splenocytes provided evidence that the blockade of IgE synthesis is the direct consequence of IgE-germline gene inhibition, thereby validating the reporter gene assay. Parallel synthesis in solution rapidly provided a series of analogs of compound I with modifications in the phenethylamine side chain and the quinazoline core for SAR studies. Increasing the lipophilicity of the arylalkylamine moiety yielded S(+)-4-(1-(2-naphthyl)ethylamino)quinazoline (II) as the most potent inhibitor (IC₅₀ of 14 nM) while the R(-) enantiomer was again found to be inactive. Within the set of S enantiomers, quantum mech. calculations revealed that the IgE inhibitory activity can be quant. described by the charge at N-1 of the heterocyclic core and to a lesser extent by the molar refractivity. These results demonstrate the importance of electron-deficient fused 4-aminopyrimidines and lipophilic side chains for biol. activity. The strong preference for the S configuration of the phenethylamine side chain is remarkable insofar as biol. activity for fused 4-(1-phenylethylamino)pyrimidines has been published for the R enantiomers only (EGFR tyrosine kinase inhibition). In the experiment, the researchers used many compounds, for example, 4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0HPLC of Formula: 175137-21-0).

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. 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: 175137-21-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocyclic polyfluoro compounds. X. Nucleophilic substitution in tetrafluoropyrimidine was written by Banks, Ronald E.;Field, D. S.;Haszeldine, Robert N.. And the article was included in Journal of the Chemical Society [Section] C: Organic in 1967.SDS of cas: 17573-78-3 This article mentions the following:

Tetrafluoropyrimidine, prepared in high yield by reaction of tetrachloropyrimidine with anhydrous KF at elevated temperatures, is highly susceptible to attack by nucleophiles; the ease of displacement of ring fluorines decreases in the order 4- and 6- > 2- >> 5-. Through use of appropriate nucleophilic reagents the fluoropyrimidines I-III (Y = NH2, OMe, NHPh, NHMe, or NMe2), and IV (Z = OMe) were prepared The structures of these compounds were established by N.M.R. spectroscopy. Interpretation of the orientation of nucleophilic attack on tetrafluoropyrimidine and on pentafluoropyridine is provided. In the experiment, the researchers used many compounds, for example, 4,5,6-Trifluoropyrimidine (cas: 17573-78-3SDS of cas: 17573-78-3).

4,5,6-Trifluoropyrimidine (cas: 17573-78-3) 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. 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.SDS of cas: 17573-78-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of Enantioenriched Allylic Silanes via Nickel-Catalyzed Reductive Cross-Coupling was written by Hofstra, Julie L.;Cherney, Alan H.;Ordner, Ciara M.;Reisman, Sarah E.. And the article was included in Journal of the American Chemical Society in 2018.Safety of 2-Methoxypyrimidine-5-carbaldehyde This article mentions the following:

An asym. Ni-catalyzed reductive cross-coupling has been developed to prepare enantioenriched allylic silanes. This enantioselective reductive alkenylation proceeds under mild conditions and exhibits good functional group tolerance. The chiral allylic silanes prepared here undergo a variety of stereospecific transformations, including intramol. Hosomi-Sakurai reactions, to set vicinal stereogenic centers with excellent transfer of chirality. In the experiment, the researchers used many compounds, for example, 2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1Safety of 2-Methoxypyrimidine-5-carbaldehyde).

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

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Direct Formic Acid Mediated Z-Selective Reductive Coupling of Dienes and Aldehydes was written by Cooze, Christopher;Dada, Raphael;Lundgren, Rylan J.. And the article was included in Angewandte Chemie, International Edition in 2019.Safety of 2-Methoxypyrimidine-5-carbaldehyde This article mentions the following:

Demonstrated was that formic acid mediated the Rh-catalyzed, Z-selective coupling of dienes and aldehydes. The processed was distinguished by broad tolerance towards reducible or electrophilic groups. Kinetic anal. suggested that generation of the catalytically active Rh intermediate by ligand dissociation was the rate-determining step. The rapid generation and trapping of Rh-allyl intermediates was key to preventing chain-walking isomerization events that plague related protocols. Insights gained through this study may have wider implications in selective metal-catalyzed hydrofunctionalization reactions. In the experiment, the researchers used many compounds, for example, 2-Methoxypyrimidine-5-carbaldehyde (cas: 90905-32-1Safety of 2-Methoxypyrimidine-5-carbaldehyde).

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. 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.Safety of 2-Methoxypyrimidine-5-carbaldehyde

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Highly efficient, chemoselective syntheses of 2-methoxy-4-substituted pyrimidines was written by Xu, Chunyan;Cheng, Chuanjie;Liu, Hongtao;Liu, Bo. And the article was included in Letters in Organic Chemistry in 2011.Category: pyrimidines This article mentions the following:

Three 2-methoxy-4-substituted pyrimidine compounds were chemoselectively synthesized by diazotization, using 2,4-dichloropyrimidine as the starting material. In nonaqueous diazotization reaction system, halo-substituted I (X = Br, Cl) were efficiently prepared, and in aqueous medium, hydrolysis product I (X = OH) was afforded. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-methoxypyrimidine (cas: 51421-99-9Category: pyrimidines).

4-Chloro-2-methoxypyrimidine (cas: 51421-99-9) 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.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of new 6-aroylpyrido[2,3-d]pyrimidines was written by Quiroga, Jairo;Viveros, German;Insuasty, Braulio;Nogueras, Manuel;Sanchez, Adolfo;Cobo, Justo. And the article was included in Journal of Heterocyclic Chemistry in 1999.Computed Properties of C6H9N3OS This article mentions the following:

The synthesis of 6-dimethylaminomethylenaminopyrimidin-4(3H)-ones (2) and its reaction with β-dimethylaminopropiophenone hydrochloride (3) is discussed. The reaction of 6-aminopyrimidin-4(3H)-ones with an excess of DMF di-Me acetal gives 6-dimethylaminomethyleneaminopyrimidines 2. Heating of equimol. quantities of 2 and 3 in DMF leads to 6-aroylpyrido[2,3-d]pyrimidine derivatives In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Computed Properties 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. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Computed Properties of C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Design, synthesis and pharmacological evaluation of novel polycyclic heteroarene ethers as PDE10A inhibitors: Part II was written by Das, Sanjib;Shelke, Dnyaneshwar E.;Harde, Rajendra L.;Avhad, Vijayshree B.;Khairatkar-Joshi, Neelima;Gullapalli, Srinivas;Gupta, Praveen K.;Gandhi, Maulik N.;Bhateja, Deepak K.;Bajpai, Malini;Joshi, Ashwini A.;Marathe, Megha Y.;Gudi, Girish S.;Jadhav, Satyawan B.;Mahat, Mahamad Yunnus A.;Thomas, Abraham. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Name: 4-(2-Chloropyrimidin-4-yl)morpholine This article mentions the following:

We report the design and synthesis of novel pyrrolo[3,2-b]quinoline containing heteroarene ethers as PDE10A inhibitors with good to excellent potency, selectivity and metabolic stability. Further optimization of this primary series resulted in the identification of 1-methyl-3-(4-{[3-(pyridine-4-yl)pyrazin-2-yl]oxy}phenyl)-1H-pyrrolo[3,2-b]pyridine (I) with good hPDE10A potency (IC₅₀: 6.3 nM), excellent selectivity over other related PDEs, and desirable physicochem. properties. The compound exhibited high peripheral and adequate brain levels upon oral dosing in rodents. The compound also showed excellent efficacy in multiple preclin. animal models related to psychiatric disorders, particularly schizophrenia. In the experiment, the researchers used many compounds, for example, 4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0Name: 4-(2-Chloropyrimidin-4-yl)morpholine).

4-(2-Chloropyrimidin-4-yl)morpholine (cas: 62968-37-0) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Name: 4-(2-Chloropyrimidin-4-yl)morpholine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The design and synthesis of thrombin inhibitors: analogues of MD805 containing non-polar surrogates for arginine at the P1 position was written by Baettig, U.;Brown, L.;Brundish, D.;Dell, C.;Furzer, A.;Garman, S.;Janus, D.;Kane, P. D.;Smith, G.;Walker, C. V.;Cockcroft, X.;Ambler, J.;Mitchelson, A.;Talbot, M. D.;Tweed, M.;Wills, N.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Electric Literature of C4H5N3O This article mentions the following:

A series of monocyclic and bicyclic amino acids have been synthesized and incorporated into thrombin inhibitors based on CGH728, an analog of the Mitsubishi compound MD805. Benzthiazolylalanine (Bta) was a good non-polar substitute for arginine at the P1 position, yielding compounds with low nanomolar potency and good selectivity for thrombin. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Electric Literature of C4H5N3O).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) 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.Electric Literature of C4H5N3O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia