Tag: 100-200

Synthesis, structures, electrochemical studies and antioxidant activity of 5-aryl-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-7-carboxylic acids was written by Quiroga, Jairo;Romo, Pablo E.;Ortiz, Alejandro;Isaza, Jose Hipolito;Insuasty, Braulio;Abonia, Rodrigo;Nogueras, Manuel;Cobo, Justo. And the article was included in Journal of Molecular Structure in 2016.Application In Synthesis of 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one This article mentions the following:

The synthesis of 5-aryl-4-oxo-3,4,5,8-tetrahydropyrido[2,3-d]pyrimidine-7-carboxylic acids I (X = SCH₃, OCH₃; R² = 4-Cl, 3,4-OCH₂O, 4-CH₃, etc.) from the reaction of 6-aminopyrimidines with arylidene derivatives of pyruvic acid under microwave and ultrasound irradiation is described. The orientation of cyclization process was determined by NMR measurements. The methodol. provides advantages such as high yields, environmentally friendly and no use of solvents. The antioxidant properties, DPPH free radical scavenging, ORAC, and anodic potential oxidation of the new pyridopyrimidines were studied. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Application In Synthesis of 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. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. 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 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

9H-Pyrimido[4,5-b]indole-2,4-diones. The acid-catalyzed cyclization of 6-(phenylhydrazino)uracils was written by Wright, G. E.. And the article was included in Journal of Heterocyclic Chemistry in 1976.Formula: C6H9N3OS This article mentions the following:

The 6-(phenylhydrazino)uracils under facile Fischer-type cyclization in both N HCl and in HCO2H at reflux to give 9H-pyrimido[4,5-b]indol-2,4-diones, e.g., I. Yields are related to substituent effects and side reactions. In the reaction of 6-(phenylhydrazino)uracil itself with HCl, the major competing reaction is hydrolysis to barbituric acid and PhNHNH2, whereas in HCO2H 1-phenyl-3-carboxamidomethyl-1,2,4-triazole is obtained. NMR spectra of pyrimido[4,5-b]indole-2,4-diones provide examples of peri effects on H chem. shifts. 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. 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.Formula: C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Discovery of Thieno[3,2-d]pyrimidine-6-carboxamides as Potent Inhibitors of SIRT1, SIRT2, and SIRT3 was written by Disch, Jeremy S.;Evindar, Ghotas;Chiu, Cynthia H.;Blum, Charles A.;Dai, Han;Jin, Lei;Schuman, Eli;Lind, Kenneth E.;Belyanskaya, Svetlana L.;Deng, Jianghe;Coppo, Frank;Aquilani, Leah;Graybill, Todd L.;Cuozzo, John W.;Lavu, Siva;Mao, Cheney;Vlasuk, George P.;Perni, Robert B.. And the article was included in Journal of Medicinal Chemistry in 2013.Product Details of 175137-21-0 This article mentions the following:

The sirtuins SIRT1, SIRT2, and SIRT3 are NAD⁺ dependent deacetylases that are considered potential targets for metabolic, inflammatory, oncol., and neurodegenerative disorders. Encoded library technol. (ELT) was used to affinity screen a 1.2 million heterocycle enriched library of DNA encoded small mols., which identified pan-inhibitors of SIRT1/2/3 with nanomolar potency. Subsequent SAR studies to improve physiochem. properties identified the potent drug like analogs 4-(4-(2-Pivalamidoethyl)piperidin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide and 4-(4-(2-(Methylsulfonamido)ethyl)piperidin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide. Crystallog. studies of N²-(2-(1-(6-Carbamoylthieno[3,2-d]pyrimidin-4-yl)piperidin-4-yl)ethyl)-N⁵-ethylthiophene-2,5-dicarboxamide, 4-(4-(2-Pivalamidoethyl)piperidin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide, and 4-(4-(2-(Methylsulfonamido)ethyl)piperidin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide bound in the SIRT3 active site revealed that the common carboxamide binds in the nicotinamide C-pocket and the aliphatic portions of the inhibitors extend through the substrate channel, explaining the observable SAR. These pan SIRT1/2/3 inhibitors, representing a novel chemotype, are significantly more potent than currently available inhibitors, which makes them valuable tools for sirtuin research. In the experiment, the researchers used many compounds, for example, 4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0Product Details of 175137-21-0).

4-Chloro-7-methylthieno[3,2-d]pyrimidine (cas: 175137-21-0) 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 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.Product Details of 175137-21-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A regiospecific three-component one-step cyclocondensation to 6-cyano-5,8-dihydropyrido[2,3-d]pyrimidin-4(3H)-ones using microwaves under solvent-free conditions was written by Quiroga, J.;Cisneros, C.;Insuasty, B.;Abonia, R.;Nogueras, M.;Sanchez, A.. And the article was included in Tetrahedron Letters in 2001.Product Details of 54030-56-7 This article mentions the following:

In a solvent-free system, regiospecific three-component one-step cyclocondensation to dihydropyrido[2,3-d]pyrimidin-4(3H)-ones starting from readily available aminopyrimidin-4(3H)-ones, benzoylacetonitrile and benzaldehydes by microwave radiation was carried out. This rapid method produces pure products in high yields (70-75%). In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7Product Details 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.Product Details of 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis, Structure-Activity Relationships, and In Vivo Evaluation of Novel Tetrahydropyran-Based Thiodisaccharide Mimics as Galectin-3 Inhibitors was written by Xu, Li;Hartz, Richard A.;Beno, Brett R.;Ghosh, Kaushik;Shukla, Jinal K.;Kumar, Amit;Patel, Dipal;Kalidindi, Narasimharaju;Lemos, Nadine;Gautam, Shashyendra Singh;Kumar, Anoop;Ellsworth, Bruce A.;Shah, Devang;Sale, Harinath;Cheng, Dong;Regueiro-Ren, Alicia. And the article was included in Journal of Medicinal Chemistry in 2021.COA of Formula: C6H4N2 This article mentions the following:

Galectin-3 is a member of a family of β-galactoside-binding proteins. A substantial body of literature reports that galectin-3 plays important roles in cancer, inflammation, and fibrosis. Small-mol. galectin-3 inhibitors, which are generally lactose or galactose-based derivatives, have the potential to be valuable disease-modifying agents. In our efforts to identify novel galectin-3 disaccharide mimics to improve drug-like properties, we found that one of the monosaccharide subunits can be replaced with a suitably functionalized tetrahydropyran ring. Optimization of the structure-activity relationships around the tetrahydropyran-based scaffold led to the discovery of potent galectin-3 inhibitors. Three compounds (identified within) were selected for further in vivo evaluation. The synthesis, structure-activity relationships, and in vivo evaluation of novel tetrahydropyran-based galectin-3 inhibitors are described. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0COA of Formula: 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. 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.COA of Formula: C6H4N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Equilibrium carbon acidity of arylacetylenes in dimethyl sulfoxide was written by Terekhova, M. I.;Petrov, E. S.;Vasilevskii, S. F.;Ivanov, V. F.;Shvartsberg, M. S.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1984.Quality Control of 2-Ethynylpyrimidine This article mentions the following:

The pK values of 4-RC₆H₄CCH (R = Me₂N, MeO, Me, H, F, Br, Cl), 2- and 1-naphthylethyne, 3- and 4-pyridylethyne, and 2-pyrimidinylethyne in Me₂SO decreased in order from 30.8 to 25.8. LFER between pK and σ or σ⁰ constants were obtained. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Quality Control of 2-Ethynylpyrimidine).

2-Ethynylpyrimidine (cas: 37972-24-0) 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. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Quality Control of 2-Ethynylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Shock sensitivity of a vinamidinium bis-perchlorate reagent and demonstration of a lower energy alternative was written by Ragan, John A.;McDermott, Ruth E.;Jones, Brian P.;am Ende, David J.;Clifford, Pamela J.;McHardy, Stanton J.;Heck, Steven D.;Liras, Spiros;Segelstein, Barb E.. And the article was included in Synlett in 2000.Product Details of 90905-32-1 This article mentions the following:

“Vinamidinium” bisperchlorate salt [2-dimethylaminomethylene-1,3-bis(dimethylimmonio)-propane bis-perchlorate] (I) possesses remarkably high thermal energy as well as significant shock sensitivity. Because a reported method for preparation of 2,5-disubstituted pyrimidines with I was of interest, the corresponding bis(tetrafluoroborate) salt was equally effective in this transformation. However, use of the bis(tetrafluoroborate) salt was safer with respect to shock sensitivity and energy content, compared to I. I has use as a synthetic reagent in pyrimidine annulations. 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. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Product Details of 90905-32-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and Characterization of Verdazyl Radicals Bearing Pyridine or Pyrimidine Substituents: A New Family of Chelating Spin-Bearing Ligands was written by Barr, Christa L.;Chase, Preston A.;Hicks, Robin G.;Lemaire, Martin T.;Stevens, Cecilia L.. And the article was included in Journal of Organic Chemistry in 1999.SDS of cas: 16879-39-3 This article mentions the following:

The syntheses and characterization of two new 1,5-dimethyl-6-oxoverdazyl radicals bearing 2-pyridine and 4,6-dimethyl-2-pyrimidine rings as substituents are described. The radical precursors, the corresponding 1,2,4,5-tetrazanes, were prepared by condensation of the bis(1-methylhydrazide) of carbonic acid with the appropriate aromatic aldehyde. Oxidation of 3-(4,6-dimethyl-2-pyrimidyl)-1,5-dimethyl-1,2,4,5-tetrazane 6-oxide with sodium periodate afforded 1,5-dimethyl-3-(4,6-dimethyl-2-pyrimidyl)-6-oxoverdazyl, which could be isolated and stored without decomposition In contrast, attempts to oxidize the analogous 3-(2-pyridyl)-1,5-dimethyl-1,2,4,5-tetrazane 6-oxide with periodate produced 1,5-dimethyl-3-(2-pyridyl)-6-oxoverdazyl which could not be isolated. However, oxidation of this tetrazane with benzoquinone produced the pyridylverdazyl as a 1:1 complex with hydroquinone. This complex is indefinitely stable in the solid state and provides a means of long-term storage of the pyridylverdazyl. The electronic properties of both radicals have been characterized by EPR spectroscopy, cyclic voltammetry, and MNDO calculations The radicals have a wide electrochem. window of stability (>1.8 V), and the EPR and computational studies indicate a large spin d. residing on N2 and N4. In the experiment, the researchers used many compounds, for example, 2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3SDS of cas: 16879-39-3).

2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. 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.SDS of cas: 16879-39-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

MNDO (modified neglect of diatomic overlap) study of the nucleophilic substitution reactions of chloropyrimidines was written by Yukawa, Miho;Niiya, Tokihiro;Goto, Yoshinobu;Sakamoto, Takao;Yoshizawa, Hiroshi;Watanabe, Atsuko;Yamanaka, Hiroshi. And the article was included in Chemical & Pharmaceutical Bulletin in 1989.Quality Control of 4-Chloro-2-methoxypyrimidine This article mentions the following:

In the case of the reaction of 2,4-dichloropyrimidines I (R = H, Cl, Me, Ph, MeO₂C) with MeO^–, the replacement reaction of Cl by Me occurs predominantly at the 4-position, whereas the substitution takes place mainly at the 2-position when R = MeO. The effect of the substituent at the 6-position on the reactivity of the chlorine atom of the chloropyrimidines was studied by using a semiempirical MO method (MNDO method). Hence, the reaction process from the reactants to the Meisenheimer-type complex plays an important role in determining the direction of the progress of the reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-methoxypyrimidine (cas: 51421-99-9Quality Control of 4-Chloro-2-methoxypyrimidine).

4-Chloro-2-methoxypyrimidine (cas: 51421-99-9) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Quality Control of 4-Chloro-2-methoxypyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of pyrimidines and thiazolo[5,4-d]pyrimidines. III. N. M. R. spectrum of thiazolo[5,4-d]pyrimidine was written by Benedek-Vamos, M.;Promel, R.. And the article was included in Tetrahedron Letters in 1969.Safety of 5-Aminopyrimidin-4(3H)-one This article mentions the following:

Condensation of H2NCH:NH and EtO2CC(NO2):CHOEt in EtOH-NaOEt gave 4-hydroxy-5-nitropyrimidine, m. 190-2°, which was reduced catalytically (Pd-C) to 5-amino-4-hydroxypyrimidine, m. 206-8°. Subsequent treatment with P2S5 in boiling C5H5N gave a high yield of 5-amino-4-mercaptopyrimidine, m. 207° (decomposition), cyclized by refluxing in DCO2D 35 min. to yield 33% 2-deuteriothiazolo[5,4-d]pyrimidine (I). Oxidation of 7-hydrazinothiazolo[5,4-d]pyrimidine with AgOAc in D2O yielded 21% 7-deuteriothiazolo[5,4-d]pyrimidine (II). I, II, and the parent compound thiazolo[5,4-d]pyrimidine (III) were examined in CDCl3 at 5.9% concentration and the chem. shifts for H-2, H-5, and H-7 tabulated. The proton in the 2-position is most shielded and that in the 7-position is assigned to the low field singlet. Going downfield, the correct order of chem. shifts is H-2, H-5, H-7. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Safety of 5-Aminopyrimidin-4(3H)-one).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Therapy for fungal infections is based mainly on four classes of antifungals: azoles, echinocandins, polyenes, and pyrimidine analogs.Safety of 5-Aminopyrimidin-4(3H)-one

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia