Category: Pyrazines

Dar’in, Dmitry published the artcileNon-chelating p-phenylidene-linked bis-imidazoline analogs of known influenza virus endonuclease inhibitors: Synthesis and anti-influenza activity, Computed Properties of 762263-64-9, the publication is European Journal of Medicinal Chemistry (2019), 526-532, database is CAplus and MEDLINE.

A novel chemotype topol. similar to known influenza virus PA endonuclease inhibitors was designed. It was aimed to reproduce the extended topol. of the known metal-chelating ligands with a p-phenylidene-linked bis-imidazoline scaffold. It was envisioned that aromatic groups introduced to this scaffolds via metal-catalyzed N-arylation (Buchwald-Hartwig or Chan-Evans-Lam) would contribute to lipophilic binding to the target and one of the imidazoline nitrogen atoms would ensure non-chelating coordination to the prosthetic divalent metal ion. The compounds displayed appreciable anti-influenza activity in vitro and substantial concentration window from the general cytotoxicity range. Docking anal. of low-energy poses of the most active compound (as well as their comparison to the binding of an inactive compound) revealed that these compounds reproduced similar binding components to a known PA endonuclease inhibitor and displayed similar binding pose and desired monodentate metal coordination, as was initially envisioned. These findings warrant further study of the mechanism of action of the newly discovered series.

European Journal of Medicinal Chemistry 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, Computed Properties of 762263-64-9.

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

Hearn, Brian R. published the artcileC-15 Thiazol-4-yl Analogues of (E)-9,10-Didehydroepothilone D: Synthesis and Cytotoxicity, Application In Synthesis of 4604-72-2, the publication is Organic Letters (2006), 8(14), 3057-3059, database is CAplus and MEDLINE.

The syntheses and biol. evaluation of six epothilone D analogs are reported. These side-chain variants of the (E)-9,10-didehydroepothilone scaffold contain C15 thiazole appendages that are derived from bromomethyl ketone intermediates. Although each of these analogs is less cytotoxic than the parent (E)-9,10-didehydroepothilone D, three maintain IC₅₀ values in the double-digit nanomolar range against both susceptible and resistant cell lines.

Organic Letters 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, Application In Synthesis of 4604-72-2.

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

Zhai, Xin published the artcileSynthesis and antibacterial activity of novel oxazolidinone analogs containing substituted thiazole/fused-bicyclic groups, Related Products of pyrazines, the publication is Chemical Research in Chinese Universities (2006), 22(4), 459-464, database is CAplus.

Sixteen novel oxazolidinone analogs containing substituted thiazole/fused-bicyclic (imidazo[1,2-b]pyridazine/imidazo[2,1-b]thiazole) groups were designed and synthesized. A new method for the preparation of the key intermediate is proposed. The structures of the target compounds were confirmed by ¹H NMR, IR and MS, and their in vitro antibacterial activities against Staphylococcus aureus were evaluated. Among them, I displays a promising antibacterial activity comparable to that of linezolid.

Chemical Research in Chinese Universities 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 C12H9N3O4, Related Products of pyrazines.

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

Bonati, F. published the artcileAntibacterial activity of substituted thioamides in relation to chemical constitution, COA of Formula: C5H5N3S, the publication is International Congress of Chemotherapy, Proceedings (1964), 1963(1), 183-5, database is CAplus.

A large number of the title compounds were tested in vitro against Mycobacterium tuberculosis H37Rv, Staphylococcus aureus (Oxford strain), Escherichia coli (1st. Sieroterap. Milanese 95), Proteus vulgaris (I.S.M. 2), and Pseudomonas aeruginosa (I.S.M. 32). Structural formulas and inhibitory concentrations of the compounds are indicated for M. tuberculosis, S. aureus, and Ε. coli. For simple thioamides, inhibitory activity was almost absent for the 4 test organisms other than M. tuberculosis. The test compounds (Mannich bases) contained either 1 or 2 N atoms in their heterocyclic rings. The inhibitory concentrations for P. vulgaris and P. aeruginosa were very similar to those for Ε. coli. In antitubercular activity, the ethyl isonicotinic thioamide was superior to other thioamides, while the activity of Mannich bases derived from 3-pyridine thiocarboxamide and from pyrazinethiocarboxamide was superior to that of various other compounds

International Congress of Chemotherapy, Proceedings 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, COA of Formula: C5H5N3S.

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

Greksakova, O. published the artcileAntitubercular agents. VIII. Spectral study of some pyrazinecarboxylic acid derivatives, Product Details of C5H5N3S, the publication is Cesko-Slovenska Farmacie (1967), 16(10), 515-19, database is CAplus.

Physicochem. characteristics of pyrazinecarboxamide (pyrazineamide), 5-methoxy-2-pyrazinecarboxamide, 5-butoxy-2-pyrazinecarboxamide and pyrazinecarboxylic acid thioamide were studied by uv spectroscopy. The differences at various pH are not caused by accepting or delivering the proton. Character of the two electronic oscillations in the mol. of each (energy and polarity and their changes caused by the polarity of the solvent) demonstrates the differences.

Cesko-Slovenska Farmacie 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, Product Details of C5H5N3S.

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

Cote, L. published the artcileNicotinamide antagonists, Recommanded Product: Pyrazine-2-carbothioamide, the publication is Experimental Medicine and Surgery (1953), 96-102, database is CAplus.

cf. C.A. 46, 9714c. Acetylpyrazine, cyanopyrazine, pyrazine thiocarboxamide, and mercaptopyrazine were reversible nicotinamide antagonists for Lactobacillus arabinosus, while 37 related compounds were inactive. No significant inhibition of the nicotinamide growth response could be demonstrated in rats or chicks.

Experimental Medicine and Surgery 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, Recommanded Product: Pyrazine-2-carbothioamide.

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

Novacek, L. published the artcileAntituberculotics. XI. Functional derivatives of 5-substituted 2-pyrazinecarboxylic acid, Recommanded Product: Pyrazine-2-carbothioamide, the publication is Cesko-Slovenska Farmacie (1972), 21(4), 145-9, database is CAplus.

Of several amides, thioamides, hydrazides, and hydrazones of 5-halo-, 5-alkoxy-, and 5-hydrazino-2-pyrazinecarboxylic acids tested, 5-hydrazino-2-pyrazinecarboxylic acid hydrazide [21279-75-4], N2, N5-divanillylidene-5-hydrazino-2-pyrazinecarboxylic acid hydrazide (I) [36805-05-7] and 5-bromo-2-pyrazinecarboxamide [36070-84-5] were the most effective against Mycobacterium tuberculosis and M. kansasii in vitro. When tested on mice in vivo, 5-methoxy-2-pyrazinecarboxamide [19222-85-6] and 2-pyrazinecarboxylic acid hydrazide [768-05-8] had less antitubercular activity than did pyrazinamide [98-96-4].

Cesko-Slovenska Farmacie 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, Recommanded Product: Pyrazine-2-carbothioamide.

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

Vontor, T. published the artcileAntituberculotics. XLI. Functional derivatives of 5-alkyl-2-pyrazinecarboxylic acid, Application of Pyrazine-2-carbothioamide, the publication is Cesko-Slovenska Farmacie (1987), 36(6), 277-80, database is CAplus.

Amides of 5-alkyl-2-carboxypyrazines (I, R = Pr, iso-Pr, Bu, iso-Bu; R¹ = H; X = O) were converted into hydrazides (I, R¹ = NH₂; X = O) by hydrazinolysis and also into thioamides (I, R¹ = H; X = S) (II) by reaction the with P₂S₅. Minimal inhibitory concentrations of I were determined in cultures of Mycobacterium, tuberculosis, M. kansasii, M. avium, and M. fortuitum. The greatest in vitro tuberculostatic activity was seen with II (R = Pr). In mice exptl., infected with M. tuberculosis, therapeutic effects were obtained with I (R = iso-Pr; R¹ = H; X = O) and II (R = iso-Pr). Acute i.p. toxicities in mice for these 2 compounds were 325 and 196 mg/kg, resp. Structure-activity relations are discussed.

Cesko-Slovenska Farmacie 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 C21H37BO, Application of Pyrazine-2-carbothioamide.

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

Dwyer, Michael P. published the artcileDiscovery of pyrazolo[1,5-a]pyrimidine-based CHK1 inhibitors: A template-based approach-Part 1, Product Details of C4H5BN2O2, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(1), 467-470, database is CAplus and MEDLINE.

The synthesis and hit-to-lead SAR development of a pyrazolo[1,5-a]pyrimidine hit I is described leading to a series of potent, selective CHK1 inhibitors such as compound II. The further utility of the pyrazolo[1,5-a]pyrimidine template for the development of potent, selective kinase inhibitors is detailed.

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, Product Details of C4H5BN2O2.

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

Karroum, Nour Bou published the artcileMethylation of imidazopyrazine, imidazoquinoxaline, and pyrazoloquinoxaline through Suzuki-Miyaura cross coupling, Formula: C6H5BrN4, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2018), 54(2), 183-187, database is CAplus.

The methylation of bromo derivatives of imidazopyrazine, imidazoquinoxaline, and pyrazoloquinoxaline e.g., 3-bromo-N-methylimidazo[1,2-a]pyrazin-8-amine having biol. interesting structures were described. As the challenging Suzuki-Miyaura reaction is highly substrate dependent, the choices of the base, solvent, and additive are also discussed.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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, Formula: C6H5BrN4.

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