Month: November 2022

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

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

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

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

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

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

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

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

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

Sengmany, Stephane published the artcileSelective mono-amination of dichlorodiazines, Formula: C9H12ClN3, the publication is Tetrahedron (2015), 71(29), 4859-4867, database is CAplus.

3,6-Dichloropyridazine, 4,6-dichloropyrimidine, 2,4-dichloropyrimidine, and 3,5-dichloropyridazine underwent chemoselective monosubstitution reactions with amines using triethylamine as a base in ethanol at either ambient temperature or reflux to give monoamino monochloro pyridazines and pyrimidines. The methodol. is general and efficient despite noticeable differences in reactivity between diazines; while dichloropyridazine and dichloropyrazine require several hours of heating at reflux for the reaction to proceed, dichloropyrimidines reach completion within minutes at room temperature

Tetrahedron published new progress about 343856-62-2. 343856-62-2 belongs to pyrazines, auxiliary class Pyrazine,Piperidine,Chloride, name is 2-Chloro-6-(piperidin-1-yl)pyrazine, and the molecular formula is C15H23BO2, Formula: C9H12ClN3.

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