Category: Pyrazines

Zhou, Ping published the artcilePyridinyl aminohydantoins as small molecule BACE1 inhibitors, Application In Synthesis of 762263-64-9, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(7), 2326-2329, database is CAplus and MEDLINE.

A novel class of pyridinyl aminohydantoins was designed and prepared as highly potent BACE1 inhibitors. Compound (S)-4g showed excellent potency with IC₅₀ of 20 nM for BACE1. X-ray crystallog. indicated that the interaction between pyridine nitrogen and the tryptophan Trp76 was a key feature in the S2′ region of the enzyme that contributed to increased potency.

Bioorganic & Medicinal Chemistry Letters published new progress about 762263-64-9. 762263-64-9 belongs to pyrazines, auxiliary class Pyrazine,Boronic acid and ester,Boronic Acids, name is Pyrazin-2-ylboronic acid, and the molecular formula is C14H12O3S, Application In Synthesis of 762263-64-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Dekeyser, Mark A. published the artcileSynthesis and insecticidal activity of heterocyclic carbothioamides against Sogatodes orizicola., Computed Properties of 4604-72-2, the publication is Journal of Agricultural and Food Chemistry (1996), 44(5), 1177-9, database is CAplus.

Twelve N-(alkylamino)thioxomethyl heterocyclic carbothioamides were obtained in good yields by the reaction of heterocyclic carbothioamides with various isothiocyanates. The insecticidal activity of the derivatives was evaluated against S. orizicola. Structure-activity relationships for the screened compounds are discussed. Some of the compounds approached the level of activity of carbofuran.

Journal of Agricultural and Food Chemistry published new progress about 4604-72-2. 4604-72-2 belongs to pyrazines, auxiliary class Pyrazine,Amine,Amide, name is Pyrazine-2-carbothioamide, and the molecular formula is C5H5N3S, Computed Properties of 4604-72-2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Senger, Johanna published the artcileSynthesis and Biological Investigation of Oxazole Hydroxamates as Highly Selective Histone Deacetylase 6 (HDAC6) Inhibitors, Category: pyrazines, the publication is Journal of Medicinal Chemistry (2016), 59(4), 1545-1555, database is CAplus and MEDLINE.

Histone deacetylase 6 (HDAC6) catalyzes the removal of an acetyl group from lysine residues of several non-histone proteins. Herein, the preparation of thiazole-, oxazole-, and oxadiazole-containing biarylhydroxamic acids by a short synthetic procedure is reported. They were identified as selective HDAC6 inhibitors by investigating the inhibition of recombinant HDAC enzymes and the protein acetylation in cells by Western blotting (tubulin vs histone acetylation). The most active compounds exhibited nanomolar potency and high selectivity for HDAC6. For example, an oxazole hydroxamate inhibits HDAC6 with an IC₅₀ of 59 nM and has a selectivity index of >200 against HDAC1 and HDAC8. This is the first report showing that the nature of a heterocycle directly connected to a zinc binding group (ZBG) can be used to modulate subtype selectivity and potency for HDAC6 inhibitors to such an extent. Compounds I (R = Br or Ph) were found to have the bect activity/HDAC6 selectivity. The high potency and selectivity of the oxazoles was rationalized by mol. modeling and docking.

Journal of Medicinal Chemistry published new progress about 4604-72-2. 4604-72-2 belongs to pyrazines, auxiliary class Pyrazine,Amine,Amide, name is Pyrazine-2-carbothioamide, and the molecular formula is C4H5F3N2O3S, Category: pyrazines.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Bonnet, Pierre A. published the artcileSynthesis and antibronchospastic activity of 8-alkoxy- and 8-(alkylamino)imidazo[1,2-a]pyrazines, HPLC of Formula: 117718-92-0, the publication is Journal of Medicinal Chemistry (1992), 35(18), 3353-8, database is CAplus and MEDLINE.

Theophylline still occupies a dominant place in asthma therapy. Unfortunately its adverse central nervous system stimulant effects can dramatically limit its use, and adjustments in the dosage are often needed. We have synthesized a new series of imidazo[1,2-a]pyrazine derivatives which are much more potent bronchodilators than theophylline in vivo and do not exhibit the CNS stimulatory profile. In vitro studies on isolated rat uterus and guinea pig trachea confirm the high potentialities of these derivatives 6-Bromo-8-(methylamino)imidazo[1,2-a]pyrazine-3-carbonitrile is identified as the most potent compound of the series. As in the case of theophylline, phosphodiesterase inhibition appears unlikely to be the unique mechanism of action of this series of heterocycles.

Journal of Medicinal Chemistry published new progress about 117718-92-0. 117718-92-0 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Bromide,Amine, name is 3-Bromoimidazo[1,2-a]pyrazin-8-amine, and the molecular formula is C6H5BrN4, HPLC of Formula: 117718-92-0.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Patinote, Cindy published the artcileImidazo[1,2-a]pyrazine, Imidazo[1,5-a]quinoxaline and Pyrazolo[1,5-a]quinoxaline derivatives as IKK1 and IKK2 inhibitors, Related Products of pyrazines, the publication is European Journal of Medicinal Chemistry (2017), 909-919, database is CAplus and MEDLINE.

Herein, the synthesis of twenty-one new compounds based on the imidazo[1,2-a]pyrazine, imidazo[1,5-a]quinoxaline or pyrazolo[1,5-a]quinoxaline structures is reported. Their potential to inhibit IKK1 and IKK2 activities is also tested.

European Journal of Medicinal Chemistry published new progress about 117718-92-0. 117718-92-0 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Bromide,Amine, name is 3-Bromoimidazo[1,2-a]pyrazin-8-amine, and the molecular formula is C6H5BrN4, Related Products of pyrazines.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Novacek, Libor published the artcileAntituberculotics. XII. Functional derivatives of ring-substituted pyrazinecarboxylic acids, Computed Properties of 4604-72-2, the publication is Acta Facultatis Pharmaceuticae Universitatis Comenianae (1975), 27(5), 73-87, database is CAplus.

The most active of a series of 20 ring-substituted pyrazinecarboxylic acid derivatives tested in vitro against Mycobacterium tuberculosis H37Rv, M. avium, and M. kansasii were 3-hydrazinopyrazine-2-carboxylic acid hydrazide (I) [21279-74-3], 5-bromopyrazine-2-carboxamide [36070-84-5], and 5-(vanillidenehydrazino)pyrazine-2-carboxylic acid 2-vanillidenehydrazide [36805-05-7]. For example, I was active against M. tuberculosis and M. kansasii at 25 μg/ml and against M. avium at 50 μg/ml. The acid hydrazides tested were generally more active than amides and thioamides. None of 3 of the most active compounds, tested in vivo in mice, was as potent as pyrazinamide [98-96-4].

Acta Facultatis Pharmaceuticae Universitatis Comenianae published new progress about 4604-72-2. 4604-72-2 belongs to pyrazines, auxiliary class Pyrazine,Amine,Amide, name is Pyrazine-2-carbothioamide, and the molecular formula is C5H5N3S, Computed Properties of 4604-72-2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Cressina, Elena published the artcileFragment screening against the thiamine pyrophosphate riboswitch thiM, Synthetic Route of 59944-75-1, the publication is Chemical Science (2011), 2(1), 157-165, database is CAplus.

Riboswitches are regions of mRNA that bind selectively certain metabolites, thereby regulating gene expression. We have developed a method, which uses a combination of biophys. techniques (equilibrium dialysis, waterLOGSY and T₂ relaxation-edited NMR spectroscopy and isothermal titration calorimetry) that allows screening and identification of novel ligands for riboswitches. By this method a library of 1300 fragments was screened on the E. coli thiamin pyrophosphate (TPP) riboswitch thiM, resulting in the identification of 17 hits. The compounds showed K_D values from 22 to 670 μM, with four compounds having K_D values <100 μM. The fragments are structurally diverse and their ligand efficiency indicates good prospects for structure-guided elaboration. In addition, a riboswitch functional assay based on in vitro transcription translation (IVTT) of the reporter gene luciferase was developed. This assay system is an alternative to in vivo assays and constitutes a valuable tool to determine the effect of small mols. on riboswitch-regulated gene expression.

Chemical Science published new progress about 59944-75-1. 59944-75-1 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Amine, name is Thieno[2,3-b]pyrazin-7-amine, and the molecular formula is C6H5N3S, Synthetic Route of 59944-75-1.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Biedulska, Malgorzata published the artcileComparative solution equilibria studies of complex formation between Ir(III) ion and antituberculosis drug analogues: Spectroscopic, potentiometric and conductometric approach, SDS of cas: 4604-72-2, the publication is Journal of Molecular Liquids (2019), 111887, database is CAplus.

The detailed studies concerning the binding mode of bioactive ligands: pyrazine-2-carboxamide (PZA), pyrazine-2-thiocarboxamide (PTCA) and pyrazine-2-amidoxime (PAOX) have been performed by using three independent techniques: UV-Vis spectroscopy, potentiometry and conductometry. The composition and stability constants of new series Ir(III) complexes with antituberculosis drug and its structural analogs have been determined in aqueous and nonaqueous solutions The hypsochromic shifts of bands and appearance of new peaks during UV-Vis spectrophotometric titration confirmed the interaction of Ir(III) ion with bioligands. In the studied pH range activation of pyrazine derivatives began complexation process. The sharply changed of conductimetric curves slope clearly demonstrated that the ML₂ type complexes formation with relatively high stability are favored. Under the exptl. conditions, it was found that metal ion interact with ligands leading to the formation of pos. charged complexes. The gradual and cumulative stability constants of Ir(III) coordination compounds have been determined The stability order of Ir(III)- PY systems studied is as follows: PAOX > PZA > PTCA. The anal. of formation equilibrium revealed that mononuclear Ir(III) coordination compounds with metal to ligand molar ratio equals 1:2 are preferable with prominently high solution stability. Comparison of stability constants values showed that an increase in the efficiency of the reaction between metal ion and bioligands was observed with elongation of substituent chain. In the binary complexes, the bidentate nature of bioactive ligands and participation of amine and heterocyclic nitrogens in coordination of central ion were confirmed.

Journal of Molecular Liquids published new progress about 4604-72-2. 4604-72-2 belongs to pyrazines, auxiliary class Pyrazine,Amine,Amide, name is Pyrazine-2-carbothioamide, and the molecular formula is C5H5N3S, SDS of cas: 4604-72-2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Ogryzek, Malgorzata published the artcileCoordination chemistry of pyrazine derivatives analogues of PZA: design, synthesis, characterization and biological activity, Computed Properties of 4604-72-2, the publication is RSC Advances (2016), 6(57), 52009-52025, database is CAplus.

Ru(III) complexes with pyrazine derivatives: 2,3-bis(2-pyridyl)pyrazine (DPP), pyrazine-2-amidoxime (PAOX), pyrazine-2-thiocarboxamide (PTCA) and 2-amino-5-bromo-3-(methylamino)pyrazine (ABMAP) have been prepared Characterization of the compounds was acquired using UV-Vis and FT-IR spectroscopy, elemental anal., conductivity and electrochem. measurements as well as thermogravimetric studies. The ligand field parameters, Δ₀ (splitting parameter), B (Racah parameter of interelectronic repulsion) and β (nephelauxetic ratio) were calculated The stabilities of the Ru(III) complexes have also been confirmed by spectrophotometric titration methods in acetonitrile and water solutions The data showed that the examined compounds are stable both in solution and solid states, which was also confirmed by the values of their stability constants found. Moreover, the mol. structures of the complexes have been optimized using AM1 and PM3 methods and this supported octahedral geometry around the Ru(III) ion. The min. inhibitory (MIC) and min. bactericidal concentration (MBC) for synthesized complexes were studied against two Gram (+) bacteria, two Gram (-) bacteria and fungi – three reference strains of Candida albicans. The results show that [RuCl(PAOX)₂(OH₂)]Cl₂ display antifungal activity.

RSC Advances published new progress about 4604-72-2. 4604-72-2 belongs to pyrazines, auxiliary class Pyrazine,Amine,Amide, name is Pyrazine-2-carbothioamide, and the molecular formula is C5H5N3S, Computed Properties of 4604-72-2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Cooper, Alan B. published the artcile1-Thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives as antitumor agents, Name: Pyrazin-2-ylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(18), 4471-4477, database is CAplus and MEDLINE.

A class of substituted 1-thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives was found to have potent anti-proliferative activity against a broad range of tumor cell lines. A compound from this class (14) was profiled across a broad panel of hematol. and solid tumor cancer cell lines demonstrating cell cycle arrest at the G0/G1 interphase and has potent anti-proliferative activity against a distinct and select set of cancer cell types with no observed effects on normal human cells. An example is the selective inhibition of human B-cell lymphoma cell line (BJAB). Compound 14 was orally bioavailable and tolerated well in mice. Synthesis and structure activity relationships (SAR) in this series of compounds are discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about 762263-64-9. 762263-64-9 belongs to pyrazines, auxiliary class Pyrazine,Boronic acid and ester,Boronic Acids, name is Pyrazin-2-ylboronic acid, and the molecular formula is C4H5BN2O2, Name: Pyrazin-2-ylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem