Month: November 2022

Foks, Henryk published the artcileSynthesis of 2- and 4-pyrazinylthiazoles, Recommanded Product: Pyrazine-2-carbothioamide, the publication is Acta Poloniae Pharmaceutica (1968), 25(2), 137-42, database is CAplus and MEDLINE.

Certain I and II were prepared as potential tuberculostatic agents. III (R = CHN2) (1.3 g.) in 10 ml. EtOH was treated with 0.7 g. thiourea (IV) in 10 ml. EtOH, refluxed 10 hrs., and a part of the solvent distilled to give 90% I, m. 207-8° (EtOH). Alternatively, a mixture of 1.5 g. III (R = Me), 1.84 g. IV, and 3.1 g. iodine was heated 1 hr. on a water bath, diluted with H2O until all precipitate dissolved, heated 30 min., treated with C, and the filtrate made alk. with NH4OH to give 32% I. In still another method, 0.8 g. III (R = CH2Cl), 0.4 g. IV, and 20 ml. EtOH was refluxed 3 hrs., cooled, filtered, and the filtrate treated with NaHCO3 to yield 90% I. III (R = NH2) (12 g.) and 22 ml. POCl3 heated 2 hrs. on a water bath, the mixture hydrolyzed with ice, and extracted with Et2O gave 81% 2-cyanopyrazine (V), b15 95-100°. A mixture of 7.5 g. V and 5 ml. Et3N in 100 ml. EtOH saturated 1 hr. with H2S gave 89% 2-pyrazinecarboxylic acid thioamide (VI), m. 195-6° (MeOH). VI (0.5 g.) and 2 ml. ClCH2COMe refluxed 10 min., then an addnl. 30 min. with 2 ml. MeOH added, the mixture evaporated in vacuo to dryness, the residue made alk. with dilute NH4OH, the oil left standing until solidified, and purified by vacuum sublimation yielded 63% II (R = Me), m. 68-70° (petroleum ether). VI (0.7 g.), 1 g. phenacyl bromide, 0.3 ml. anhydrous C5H5N, and 50 ml. EtOH refluxed 2 hrs. gave 84% II (R = Ph), m. 136-8° (EtOH). The following II were prepared analogously (R, % yield, and m.p. given): p-BrC6H4, 94%, 177-8°; p-ClC6H4, 80%, 167-9°; 2-pyrazinyl, 65%, 210-11°; 4-antipyryl, 63%, 199-200°.

Acta Poloniae Pharmaceutica 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

Tsutsumi, Sadae published the artcileImprovement of antileprous drugs. III. Inhibitory effect of some drugs on the growth of leprosy bacilli in the footpads of mice, Synthetic Route of 4604-72-2, the publication is Repura (1970), 39(1), 33-47, database is CAplus.

The growth of leprosy bacilli in the footpads of mice was inhibited by cycloserine [68-41-7], rifampicin [13292-46-1] and 1-phenylthiocarbamoyl-2-phenylacetylene (I) [14901-33-8] when administered to mice at concentrations of 0.1 or 0.5 mg/g. About 60 compounds, including 4-aryl-1,2,4-triazoles, 3-aryl-2-thiohydantoins, and 1-arylthiocarbamoyl-2-phenylacetylenes, were newly synthesized to study their bactericidal activity.

Repura 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 C18H24N6O6S4, Synthetic Route of 4604-72-2.

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

Ertas, Merve published the artcilePotent ribonucleotide reductase inhibitors: Thiazole-containing thiosemicarbazone derivatives, SDS of cas: 4604-72-2, the publication is Archiv der Pharmazie (Weinheim, Germany) (2019), 352(11), 1900033, database is CAplus and MEDLINE.

The antioxidant, antimalarial, antibacterial, and antitumor activities of thiosemicarbazones have made this class of compounds important for medicinal chemists. In addition, thiosemicarbazones are among the most potent and well-known ribonucleotide reductase inhibitors. In this study, 24 new thiosemicarbazone derivatives were synthesized, and the structures and purity of the compounds were determined by IR, ¹H NMR, ¹³C NMR, mass spectroscopy, and elemental anal. The IC₅₀ values of these 24 compounds were determined with an assay for ribonucleotide reductase inhibition. Compounds 19, 20, and 24 inhibited ribonucleotide reductase enzyme activity at a higher level than metisazone as standard The cytotoxic effects of these compounds were measured on the MCF7 (human breast adenocarcinoma) and HEK293 (human embryonic kidney) cell lines. Similarly, compounds 19, 20, and 24 had a selective effect on the MCF7 and HEK293 cell lines, killing more cancer cells than cisplatin as standard The compounds (especially 19, 20, and 24 as the most active ones) were then subjected to docking experiments to identify the probable interactions between the ligands and the enzyme active site. The complex formation was shown qual. The ADME (absorption, distribution, metabolism, and excretion) properties of the compounds were analyzed using in-silico techniques.

Archiv der Pharmazie (Weinheim, Germany) 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

Zeng, Qingbei published the artcileSynthesis and SAR studies of benzimidazolone derivatives as histamine H₃-receptor antagonists, Computed Properties of 762263-64-9, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(21), 6001-6003, database is CAplus and MEDLINE.

A novel series of benzimidazolone-containing histamine H₃-receptor antagonists were prepared and their structure-activity relationship was explored. These benzimidazolone analogs demonstrate potent H₃-receptor binding affinities, no P 450 enzyme inhibition, and strong H₃ functional activity. Compound I exhibits the best overall profile with H₃K_i = 0.95 nM and rat AUC = 12.9 μM h.

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 C12H9NO, Computed Properties of 762263-64-9.

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

Kumar, R. Uday published the artcileMetal free synthesis of diaryl selenides using SeO₂ as a selenium source, Formula: C4H5BN2O2, the publication is Tetrahedron Letters (2016), 57(37), 4138-4141, database is CAplus.

A simple, efficient, and eco-friendly synthetic protocol has been developed for the preparation of diaryl selenium compds RSeR (R = C₆H₅, 3-FC₆H₄, 2-thienyl, etc.). The use of selenium dioxide as selenium source for the synthesis of diaryl selenides has been described for the first time. Compared with other selenium sources the new source SeO₂ gives an environment-friendly and low-cost synthetic route, which may be useful for large-scale synthesis.

Tetrahedron 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, Formula: C4H5BN2O2.

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

Rooney, C. S. published the artcileInhibitors of glycolic acid oxidase. 4-Substituted 3-hydroxy-1H-pyrrole-2,5-dione derivatives, COA of Formula: C5H5N3S, the publication is Journal of Medicinal Chemistry (1983), 26(5), 700-14, database is CAplus and MEDLINE.

The title compounds I (R = aryl, aryloxy, heterocycle, etc.; R¹ = H, Me, or Ph) and related ones were prepared and evaluated as orally absorbable inhibitors of glycolic acid oxidase (GAO) [9028-71-1] and to examine their effect on oxalate production in animals. Inhibitors of GAO are of interest as potentially useful drugs for treatment of Ca oxalate renal lithiasis and the primary hyperoxalurias. Rat liver perfusion with 3 of the most potent I have shown effective inhibition of the conversion of glycolate to oxalate in this organ. 4-(4‘-Bromo[1,1‘-biphenyl]-4-yl)-3-hydroxy-1H-pyrrole-2,5-dione (I; R = C₆H₄-4-(4-BrC₆H₄); R¹ = H) [77529-42-1] administered orally to ethylene glycol treated rats showed reduction in oxalate excretion in urine. QSAR are discussed.

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 C5H5N3S, COA of Formula: C5H5N3S.

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

Reddy, B. Venkata published the artcileStudies on synthesis and antifungal activity of pyrazine connected 1,2,4-triazol derivatives, Synthetic Route of 4604-72-2, the publication is European Journal of Biomedical and Pharmaceutical Sciences (2017), 4(8), 1022-1026, database is CAplus.

Encouraged by the broad spectrum of biol. activities of pyrazine and 1,2,4-triazoles, a series of 4-(benzylidene-amino)-5-(4-methyl-2-pyrazin-2-yl-thiazol-5-yl)-4H-[1,2,4]triazole-3-thiol and its derivatives I [R = H, Me, Br, etc.] were synthesized by involving various intermediates like 4-methyl-2-pyrazin-2-yl-thiazole-5-carboxylic acid Et ester, 4-methyl-2-pyrazin-2-yl-thiazole-5-carboxylic acid hydrazide, potassium N-(4-methyl-2-pyrazine-2-yl-thiazole-5-carbonyl)-hydrazine carbodithioate and 3-methyl-5-(4-methyl-2-pyrazin-2-yl-thiazol-5-yl)-[1,2,4]-triazol-4-ylamine and from pyrazine-2-carbothioic amide as raw material. Structures of the synthesized compounds I were elucidated by IR, ¹H-NMR and mass spectral data. All of the compounds I were tested for antifungal activity and found that all the compounds I exhibited marginal to good antifungal activity.

European Journal of Biomedical and Pharmaceutical Sciences 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, Synthetic Route of 4604-72-2.

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

Mollin, J. published the artcileN-substituted pyridinethiocarboxamides and related compounds as potential antituberculotics, Name: Pyrazine-2-carbothioamide, the publication is Chemical Papers (1988), 42(6), 811-16, database is CAplus.

Pyridine- and pyrazinethiocarboxamides, e.g. I (R = H, Et, R¹ = CONHC₆H₄Cl-3, CONHC₆H₄Cl-4; R = H, R¹ = H, COEt, CSNHMe, CSNHPh), have been acylated with acid anhydrides and added to isocyanates and isothiocyanates. Antimycobacterial activity of the reaction products was examined The influence of substituents on the antimycobacterial activity was compared to the analogous thiobenzamide derivatives

Chemical Papers 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, Name: Pyrazine-2-carbothioamide.

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

Yang, Jianzhong published the artcile3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents, Application In Synthesis of 4604-72-2, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(5), 1424-1427, database is CAplus and MEDLINE.

Small mols. with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guerin (BCG), among which HT1171 (I) was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one mols. in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one derivative II was found to be the most active with a lowest MIC₉₀ value of 1 μg/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound II displayed a lower inhibitory ratio than HT1171 at the concentration of 100 μM, indicating its better safety profile.

Bioorganic & Medicinal Chemistry 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 C4H11NO, Application In Synthesis of 4604-72-2.

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