Tag: 100-200

Theoretical and ¹⁵N NMR study of 6-amino-4-oxopyrimidines was written by Alderete, Joel B.;Madariaga, Sandra T.;Quiroga Y., Jairo;Insuasty, Braulio. And the article was included in Boletin de la Sociedad Chilena de Quimica in 1996.Formula: C6H9N3OS This article mentions the following:

We have carried out a theor. study, using semi-empirical methods, on the tautomerism of 2-methylthio-6-amino-4-oxopyrimidine (S6AMP) and 2-methoxy-6-amino-4-oxopyrimidine (O6AMP), bot in the gas phase and aqueous solution The results shows that in the gas phase and solution the oxoamino tautomer is the most stable in both compounds These compounds and N-Me derivatives were characterized by ¹⁵N-NMR. The spectra of S6AMP and O6AMP in trifluoroacetic acid indicate that the N1 of pyrimidine ring is the preferential site of protonation. This result is in keeping with the values of proton affinities, calculated by AM1 method. 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 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.Formula: C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis of 2-bromopyrimidines and 2,2′-bipyrimidines was written by Bly, Donald D.. And the article was included in Journal of Organic Chemistry in 1964.Application In Synthesis of 2-Bromo-4,6-dimethylpyrimidine This article mentions the following:

2-Bromo-4,6-dimethylpyrimidine (I) was prepared from 2-amino-4,6-dimethylpyrimidine by reverse addition diazotization. Similarly, 2-amino-4-chloro-6-methylpyrimidine was diazotized to 2-bromo-4-chloro-6-methylpyrimidine (II) together with some 4-chloro-2-pyrimidinol. I was coupled with the elimination of Br to give 4,4′,6,6′-tetramethyl-2,2-bipyrimidine. II did not afford 4,4′-dichloro-6,6′-dimethyl-2,2′-bipyrimidine and work had to be suspended owing to a severe dermatitis that appeared on the author’s hands. Infrared and ultraviolet spectra of the compounds prepared are given. In the experiment, the researchers used many compounds, for example, 2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3Application In Synthesis of 2-Bromo-4,6-dimethylpyrimidine).

2-Bromo-4,6-dimethylpyrimidine (cas: 16879-39-3) 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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Application In Synthesis of 2-Bromo-4,6-dimethylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tunable Cysteine-Targeting Electrophilic Heteroaromatic Warheads Induce Ferroptosis was written by Karaj, Endri;Sindi, Shaimaa H.;Kuganesan, Nishanth;Perera, Lalith;Taylor, William;Tillekeratne, L. M. Viranga. And the article was included in Journal of Medicinal Chemistry in 2022.Product Details of 37972-24-0 This article mentions the following:

Once considered potential liabilities, the modern era witnesses a renaissance of interest in covalent inhibitors in drug discovery. The available toolbox of electrophilic warheads is limited by constraints on tuning reactivity and selectivity. Following our work on a class of ferroptotic agents termed CETZOLEs, we discovered new tunable heterocyclic electrophiles which are capable of inducing ferroptosis. The biol. evaluation demonstrated that thiazoles with an alkyne electrophile at the 2-position selectively induce ferroptosis with high potency. D. functional theory calculations and NMR kinetic studies demonstrated the ability of our heterocycles to undergo thiol addition, an apparent prerequisite for cytotoxicity. Chemoproteomic anal. indicated several potential targets, the most prominent among them being GPX4 protein. These results were further validated by western blot anal. and the cellular thermal shift assay. Incorporation of these heterocycles into appropriate pharmacophores generated highly cytotoxic agents such as the analog BCP-T.A (I), with low nM IC₅₀ values in ferroptosis-sensitive cell lines. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Product Details of 37972-24-0).

2-Ethynylpyrimidine (cas: 37972-24-0) 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.Product Details of 37972-24-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mass spectra of pyrimidine derivatives. V. Methoxy- and dimethylaminopyrimidines was written by Ivanovskaya, L. Yu.;Derendyaev, B. G.;Baram, S. G.. And the article was included in Izvestiya Sibirskogo Otdeleniya Akademii Nauk SSSR, Seriya Khimicheskikh Nauk in 1982.Safety of 4-Chloro-2-methoxypyrimidine This article mentions the following:

The mass spectra of I (R = H, F, Cl), II (R = H, F; R¹ = H, F, Cl), III, IV (R = F, Cl), V, and VI (R = H, Cl; R¹ = H, Me, MeO, F, Cl, NO₂) were analyzed. In the case of VI (R = H), electron-donating R¹ substituents favored cleavage of a C-H bond in the OMe group, whereas electron-withdrawing R¹ favored loss of CH₂O. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-methoxypyrimidine (cas: 51421-99-9Safety of 4-Chloro-2-methoxypyrimidine).

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.Safety of 4-Chloro-2-methoxypyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Backbone-anchoring, solid-phase synthesis strategy to access a library of peptidouridine-containing small molecules was written by Arbour, Christine A.;Imperiali, Barbara. And the article was included in Organic Letters in 2022.Application In Synthesis of 2-Ethynylpyrimidine This article mentions the following:

Nucleoside diphosphate sugar (NDP-sugar) substrates provide the inspiration for nucleoside analog inhibitor scaffolds. By employing solid-phase synthesis, we provide a method to access a library of peptidouridine inhibitors with both minimal compound handling and purification steps. Specifically, this strategy is exemplified by generating uridine diphosphate sugar (UDP-sugar) mimics, which allow for compound elaboration by altering the dipeptide composition, the N-terminal linkage, and a pendant aryl group. To exemplify the versatility, 41 unique nucleoside analogs are presented. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Application In Synthesis of 2-Ethynylpyrimidine).

2-Ethynylpyrimidine (cas: 37972-24-0) 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.Application In Synthesis of 2-Ethynylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Derivatives of 4-Amino-6-hydroxy-2-mercaptopyrimidine as Novel, Potent, and Selective A₃ Adenosine Receptor Antagonists was written by Cosimelli, Barbara;Greco, Giovanni;Ehlardo, Marina;Novellino, Ettore;Da Settimo, Federico;Taliani, Sabrina;La Motta, Concettina;Bellandi, Marusca;Tuccinardi, Tiziano;Martinelli, Adriano;Ciampi, Osele;Trincavelli, Maria Letizia;Martini, Claudia. And the article was included in Journal of Medicinal Chemistry in 2008.HPLC of Formula: 54030-56-7 This article mentions the following:

A number of derivatives of 4-amino-6-hydroxy-2-mercaptopyrimidine, e.g., I, were synthesized and biol. evaluated as A₃ adenosine receptor (A₃ AR) antagonists. The new compounds were designed as open chain analogs of a triazolopyrimidinone derivative displaying submicromolar affinity for the A₃ AR, which had been previously identified using a 3D database search. Substituents attached to the parent compound were chosen according to factorial design and stepwise lead optimization approaches, taking into account the essentially hydrophobic nature of the A₃ AR binding site. As a result, I was identified among the pyrimidine derivatives as the ligand featuring the best combination of potency and selectivity for the target receptor. This compound binds to the A₃ AR with a K_i of 3.5 nM and is devoid of appreciable affinity for the A₁, A_2A, and A_2B ARs. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7HPLC of Formula: 54030-56-7).

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. 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.HPLC of Formula: 54030-56-7

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

6-(4-Amino-1-methyl-2-(methylthio)-6-oxo-1,6-dihydropyrimidin-5-yl)-3,6-dimethyl-2-(methylthio)-6,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-4,5-dione was written by Romo, Pablo E.;Quiroga, Jairo;Insuasty, Braulio;Nogueras, Manuel;Cobo, Justo. And the article was included in Molbank in 2015.COA of Formula: C6H9N3OS This article mentions the following:

The title compound 6-(4-amino-1-methyl-2-(methylthio)-6-oxo-1,6-dihydropyrimidin-5-yl)-3,6-dimethyl-2-(methylthio)-6,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-4,5-dione was synthesized in 60% yield by a microwave-induced cyclocondensation reaction of aminopyrimidine with pyruvic acid in the presence of cerium ammonium nitrate (CAN) as catalyst. In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7COA of Formula: 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. 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: C6H9N3OS

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Symmetry and polar-π effects on the dynamics of enshrouded aryl-alkyne molecular rotors was written by Karim, Arif R.;Linden, Anthony;Baldridge, Kim K.;Siegel, Jay S.. And the article was included in Chemical Science in 2010.Synthetic Route of C6H4N2 This article mentions the following:

The central ring of a 1,4-bis(arylethynyl)arene (ditolan) can be viewed as a mol. rotor with an extremely low barrier to rotation in the gas phase or solution The torsional energy profile of that ring is dependent on the relative conformation of the end capping arenes. When the capping arenes are sterically bulky m-terphenyl units, it is possible to rationalize the conformational dynamics of the central ring by a factorization anal., involving perturbation of the basic torsional energy profile by polar-π, and dispersion interactions between the flanking rings of the cap and the central ring of the ditolan. The symmetry of the construct can modulate the effect of these interactions. These principles apply to the design of materials in which a steric shroud excludes packing distortions. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0Synthetic Route of C6H4N2).

2-Ethynylpyrimidine (cas: 37972-24-0) 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.Synthetic Route of C6H4N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New Potent DOT1L Inhibitors for in Vivo Evaluation in Mouse was written by Stauffer, Frederic;Weiss, Andreas;Scheufler, Clemens;Mobitz, Henrik;Ragot, Christian;Beyer, Kim S.;Calkins, Keith;Guthy, Daniel;Kiffe, Michael;Van Eerdenbrugh, Bernard;Tiedt, Ralph;Gaul, Christoph. And the article was included in ACS Medicinal Chemistry Letters in 2019.Quality Control of 2-Chloropyrimidine-4-carbonitrile This article mentions the following:

In MLL-rearranged cancer cells, disruptor of telomeric silencing 1-like protein (DOT1L) is aberrantly recruited to ectopic loci leading to local hypermethylation of H3K79 and consequently misexpression of leukemogenic genes. A structure-guided optimization of a HTS hit led to the discovery of DOT1L inhibitors with subnanomolar potency, allowing testing of the therapeutic principle of DOT1L inhibition in a preclin. mouse tumor xenograft model. Compounds displaying good exposure in mouse and nanomolar inhibition of target gene expression in cells were obtained and tested in vivo. In the experiment, the researchers used many compounds, for example, 2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4Quality Control of 2-Chloropyrimidine-4-carbonitrile).

2-Chloropyrimidine-4-carbonitrile (cas: 75833-38-4) 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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Quality Control of 2-Chloropyrimidine-4-carbonitrile

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Efficient discovery of novel antimicrobials through integration of synthesis and testing in crude ribosome extract was written by Sang, Zitai;Lu, Yongping;Zhou, Yuanzheng;Ju, Yuan;An, Qi;Shen, Silan;Shi, Jianyou;He, Jun;Yang, Tao;Luo, Youfu. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.HPLC of Formula: 37972-24-0 This article mentions the following:

By coupling in situ [2+3] Huisgen cycloaddition with an in vitro transcription/translation luminescence assay in a crude ribosomal extract, a robust and accurate high-throughput platform was successfully developed and applied for efficient identification of novel structural types of ribosomal inhibitors with antimicrobial activity against drug-resistant bacteria. In the experiment, the researchers used many compounds, for example, 2-Ethynylpyrimidine (cas: 37972-24-0HPLC of Formula: 37972-24-0).

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. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.HPLC of Formula: 37972-24-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia