Category: Pyrazines

Pyrazine has the elements of symmetry for the point group D2h. It has three mutually perpendicular two-fold axes. 22047-25-2, formula is C6H6N2O, Name is Acetylpyrazine. It also has three mutually perpendicular planes of symmetry. As a result, pyrazine also has a centre of symmetry.. Name: Acetylpyrazine.

Gao, Xiao-Li;Geng, Rong-Li;Chen, Pai research published 《 Crystal structure of bis-[N-(1-pyrazin-2-yl-ethylidene)-cyanoacetic acid-hydrazonato-κ³O,N,N′)]-zinc(II), C₁₈H₁₆N₁₀O₂Zn》, the research content is summarized as follows. C₁₈H₁₆N₁₀O₂Zn, triclinic, P1[n.772] (number 2), a = 10.218(7) Å, b = 10.490(7) Å, c = 11.101(8) Å, α = 79.590(11)°, β = 65.913(12)°, γ = 66.785(10)°, V = 998.0(12) ų, Z = 2, R_gt(F) = 0.0516, wR_ref(F²) = 0.1323, T = 293(2) K.CCDC number: 1971033. Cyanoacetic acid hydrazide (0.099 g, 1 mmol) and 2-aceto-pyrazine (0.122 g, 1 mmol) were dissolved in methanol (20 mL). The reaction mixture was refluxed for 1 h and cooled to room temperature Then zinc(II) acetate dihydrate (0.110 g, 0.5 mmol) was added. After stirring for 1 h, the mixture was filtered and set aside to crystallize for several days, giving yellow block crystals.

22047-25-2, 2-Acetylpyrazine has been identified as one of the volatile flavor constituents in popcorn, wheat and rye bread crust.
2-Acetylpyrazine, also known as 1-pyrazinylethanone or fema 3126, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R’, where R = aryl group and R’=alkyl group. 2-Acetylpyrazine exists as a solid, soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, 2-acetylpyrazine is primarily located in the cytoplasm. 2-Acetylpyrazine has a bitter, bread crust, and chip taste.
2-acetylpyrazine is a pyrazine that is substituted by an acetyl group at position 2. It has been identified as one of the volatile flavor constituents in popcorn, bread crust, vinegar, and potato snacks. It has a role as a flavouring agent. It is an aromatic ketone and a member of pyrazines.
2-Acetylpyrazine is a nitrogen containing compound that has been used in biological studies. 2-Acetylpyrazine has been shown to have inhibitory properties against the growth of prostate cancer cells and other cell lines. It also inhibits the production of fatty acids and epidermal growth factor, which are important for cellular proliferation. The inhibition is due to the photochemical properties of 2-acetylpyrazine, which cause the formation of reactive species that react with biological molecules. The reactive species may be generated by either a reaction mechanism or a reaction pathway that involve coordination geometry. 2-acetylpyrazine has also been used as a fluorescence probe for fatty acid detection in lipid bilayers and liposomes., Name: Acetylpyrazine

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Pyrazine has the elements of symmetry for the point group D2h. It has three mutually perpendicular two-fold axes. 22047-25-2, formula is C6H6N2O, Name is Acetylpyrazine. It also has three mutually perpendicular planes of symmetry. As a result, pyrazine also has a centre of symmetry.. Computed Properties of 22047-25-2.

Gilleran, John A.;Yu, Xin;Blayney, Alan J.;Bencivenga, Anthony F.;Na, Bing;Augeri, David J.;Blanden, Adam R.;Kimball, S. David;Loh, Stewart N.;Roberge, Jacques Y.;Carpizo, Darren R. research published 《 Benzothiazolyl and Benzoxazoyl Hydrazones Function as Zinc Metallochaperones to Reactivate Mutant p53》, the research content is summarized as follows. We identified a set of thiosemicarbazone (TSC) metal ion chelators that reactivate specific zinc-deficient p53 mutants using a mechanism called zinc metallochaperones (ZMCs) that restore zinc binding by shuttling zinc into cells. We defined biophys. and cellular assays necessary for structure-activity relationship studies using this mechanism. We investigated an alternative class of zinc scaffolds that differ from TSCs by substitution of the thiocarbamoyl moiety with benzothiazoyl, benzoxazoyl, and benzimidazoyl hydrazones. Members of this series bound zinc with similar affinity and functioned to reactivate mutant p53 comparable to the TSCs. Acute toxicity and efficacy assays in rodents demonstrated C1 to be significantly less toxic than the TSCs while demonstrating equivalent growth inhibition. We identified C85 as a ZMC with diminished copper binding that functions as a chemotherapy and radiation sensitizer. We conclude that the benzothiazoyl, benzoxazoyl, and benzimidazoyl hydrazones can function as ZMCs to reactivate mutant p53 in vitro and in vivo.

22047-25-2, 2-Acetylpyrazine has been identified as one of the volatile flavor constituents in popcorn, wheat and rye bread crust.
2-Acetylpyrazine, also known as 1-pyrazinylethanone or fema 3126, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R’, where R = aryl group and R’=alkyl group. 2-Acetylpyrazine exists as a solid, soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, 2-acetylpyrazine is primarily located in the cytoplasm. 2-Acetylpyrazine has a bitter, bread crust, and chip taste.
2-acetylpyrazine is a pyrazine that is substituted by an acetyl group at position 2. It has been identified as one of the volatile flavor constituents in popcorn, bread crust, vinegar, and potato snacks. It has a role as a flavouring agent. It is an aromatic ketone and a member of pyrazines.
2-Acetylpyrazine is a nitrogen containing compound that has been used in biological studies. 2-Acetylpyrazine has been shown to have inhibitory properties against the growth of prostate cancer cells and other cell lines. It also inhibits the production of fatty acids and epidermal growth factor, which are important for cellular proliferation. The inhibition is due to the photochemical properties of 2-acetylpyrazine, which cause the formation of reactive species that react with biological molecules. The reactive species may be generated by either a reaction mechanism or a reaction pathway that involve coordination geometry. 2-acetylpyrazine has also been used as a fluorescence probe for fatty acid detection in lipid bilayers and liposomes., Computed Properties of 22047-25-2

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Pyrazine has the elements of symmetry for the point group D2h. It has three mutually perpendicular two-fold axes. 22047-25-2, formula is C6H6N2O, Name is Acetylpyrazine. It also has three mutually perpendicular planes of symmetry. As a result, pyrazine also has a centre of symmetry.. COA of Formula: C6H6N2O.

Golla, Ramesh;Kumar, P. Raghavendra;Suchethan, P. A.;Foro, Sabine;Nagaraju, G. research published 《 Synthesis, photophysical, electrochemical properties and crystal structures and Hirschfeld surface analysis of 4′-dimethoxyphenyl-(2,6-di-2-pyrazinyl) pyridines》, the research content is summarized as follows. Four new 4′-dimethoxyphenyl-(2,6-di-2-pyrazinyl) pyridines I [R = 2,3-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 2,5-(MeO)₂C₆H₃, 3,4-(MeO)₂C₆H₃] were synthesized by a facile one-pot method using 2-acetylpyrazine and n,n’-dimethoxybanzaldehydes. All compounds were characterized by ¹H and ¹³C{¹H} NMR, and FT-IR spectroscopy. The mol. structure of compounds I [R = 2,3-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 2,5-(MeO)₂C₆H₃] was also confirmed by single crystal X-ray diffraction. There exists CH···N, CH···O and C···C aromatic stacking type of intermol. secondary interactions which resulted into supramol. structures in compounds I [R = 2,3-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 2,5-(MeO)₂C₆H₃]. The Hirshfeld surface anal. was carried out for the confirmation of intermol. secondary interactions. The dihedral angles between substituted dimethoxyphenyl ring (B) and central pyridine (A) and pyrazine rings (C and D) are in the range of 33-45°. The photophys. properties were studied by UV-Visible and fluorescence spectroscopy and electrochem. properties by cyclic voltammetry. In the UV-Visible spectra, the compounds I [R = 2,3-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 2,5-(MeO)₂C₆H₃, 3,4-(MeO)₂C₆H₃] showed two strong bands at λ_max, 236-238 and 284-293 nm attributed to the intramol. charge transfer (π-π*) transitions. When these compounds were excited at 350 nm observed emission bands at λ_em, 463, 511, 462, and 407 nm resp. The compounds I [R = 2,3-(MeO)₂C₆H₃, 2,4-(MeO)₂C₆H₃, 2,5-(MeO)₂C₆H₃] were showed an oxidation peak, (E_ox, 1.18, 1.57 and 1.25 V) but compound I [R = 3,4-(MeO)₂C₆H₃] showed two oxidation peaks (E_ox, 1.20 and 1.84 V). Astonishingly, only compound I [R = 2,5-(MeO)₂C₆H₃] have shown a reduction peak at (E_red, 1.33 V) but there was no reduction peak in the other compounds This shows that the compound I [R = 2,5-(MeO)₂C₆H₃] undergo reversible redox reaction.

22047-25-2, 2-Acetylpyrazine has been identified as one of the volatile flavor constituents in popcorn, wheat and rye bread crust.
2-Acetylpyrazine, also known as 1-pyrazinylethanone or fema 3126, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R’, where R = aryl group and R’=alkyl group. 2-Acetylpyrazine exists as a solid, soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, 2-acetylpyrazine is primarily located in the cytoplasm. 2-Acetylpyrazine has a bitter, bread crust, and chip taste.
2-acetylpyrazine is a pyrazine that is substituted by an acetyl group at position 2. It has been identified as one of the volatile flavor constituents in popcorn, bread crust, vinegar, and potato snacks. It has a role as a flavouring agent. It is an aromatic ketone and a member of pyrazines.
2-Acetylpyrazine is a nitrogen containing compound that has been used in biological studies. 2-Acetylpyrazine has been shown to have inhibitory properties against the growth of prostate cancer cells and other cell lines. It also inhibits the production of fatty acids and epidermal growth factor, which are important for cellular proliferation. The inhibition is due to the photochemical properties of 2-acetylpyrazine, which cause the formation of reactive species that react with biological molecules. The reactive species may be generated by either a reaction mechanism or a reaction pathway that involve coordination geometry. 2-acetylpyrazine has also been used as a fluorescence probe for fatty acid detection in lipid bilayers and liposomes., COA of Formula: C6H6N2O

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5-Amino-2-fluoropyridine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Amino-2-fluoropyridine, is researched, Molecular C5H5FN2, CAS is 1827-27-6, about Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2-b]pyrazole-7-carboxamides. Author is Demjen, Andras; Alfoeldi, Robert; Angyal, Aniko; Gyuris, Mario; Hackler, Laszlo Jr.; Szebeni, Gabor J.; Woelfling, Janos; Puskas, Laszlo G.; Kanizsai, Ivan.

The synthesis and in vitro cytotoxic characteristics of new imidazo[1,2-b]pyrazole-7-carboxamides were investigated. Following a hit-to-lead optimization exploiting 2D and 3D cultures of MCF-7 human breast, 4T1 mammary gland, and HL-60 human promyelocytic leukemia cancer cell lines, a 67-membered library was constructed and the structure-activity relationship (SAR) was determined Seven synthesized analogs exhibited sub-micromolar activities, from which compound 63 (2-(tert-Butyl)-N-(4-fluorophenyl)-3-((2,4,4-trimethylpentan-2-yl)amino)-1H-imidazo[1,2-b]pyrazole-7-carboxamide) exerted the most significant potency with a remarkable HL-60 sensitivity (IC50 = 0.183 μM).

After consulting a lot of data, we found that this compound(1827-27-6)Reference of 5-Amino-2-fluoropyridine can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 118994-89-1, is researched, SMILESS is O=C(C1=CN=CO1)OCC, Molecular C6H7NO3Journal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Direct arylation of oxazoles at C2. a concise approach to consecutively linked oxazoles, Author is Flegeau, Emmanuel Ferrer; Popkin, Matthew E.; Greaney, Michael F., the main research direction is substituted oxazole derivative preparation; oxazole aryl iodide cross coupling palladium; teroxazolecarboxylate preparation.COA of Formula: C6H7NO3.

The synthesis of bis- and trisoxazoles via direct arylation is discussed. A variety of aryl groups can be installed at the 2-position of 5-aryl and 5-carboxy-substituted oxazoles under mild conditions using palladium catalysis on water. The direct arylation method can be extended to the synthesis of bis- and trisoxazoles if 2-triisopropylsilyl-4-iodooxazole is used as the electrophile in the arylation.

After consulting a lot of data, we found that this compound(118994-89-1)COA of Formula: C6H7NO3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Zhang, Pei; Jiang, Mei-Yan; Le, Mei-Ling; Zhang, Bei; Zhou, Qian; Wu, Yinuo; Zhang, Chen; Luo, Hai-Bin published an article about the compound: 5-Amino-2-fluoropyridine( cas:1827-27-6,SMILESS:NC1=CN=C(C=C1)F ).Name: 5-Amino-2-fluoropyridine. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1827-27-6) through the article.

Phosphodiesterase-9 (PDE9) is a promising target for the treatment of Alzheimer’s disease (AD). To discover efficient PDE9 inhibitors with good metabolic stability and solubility, a series of novel pyrazolopyrimidinone derivatives were designed with the assistance of mol. docking and dynamics simulations. All the fourteen synthesized compounds gave excellent inhibition ratio against PDE9 at 10 nM. Compound (R)-N-(1H-benzo[d]imidazol-5-yl)-2-((1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrazolo [3,4-d]pyrimidin-6-yl)amino)propanamide with the IC50 of 2.0 nM against PDE9, showed good metabolic stability (t1/2 of 57 min) in the RLM as well as good solubility (195 mg/L). The anal. on binding modes of targeted compounds may provide insight for further structural modification.

After consulting a lot of data, we found that this compound(1827-27-6)Name: 5-Amino-2-fluoropyridine can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 3-(Pyridin-4-yl)-1H-pyrazol-5-amine(SMILESS: NC1=CC(C2=CC=NC=C2)=NN1,cas:91912-53-7) is researched.Name: 5-Amino-2-fluoropyridine. The article 《Structure-activity relationship study, target identification, and pharmacological characterization of a small molecular IL-12/23 inhibitor, APY0201》 in relation to this compound, is published in Bioorganic & Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:91912-53-7).

Interleukin-12 (IL-12) and IL-23 are proinflammatory cytokines and therapeutic targets for inflammatory and autoimmune diseases, including inflammatory bowel diseases, psoriasis, rheumatoid arthritis, and multiple sclerosis. The authors describe the discovery of APY0201, a unique small mol. IL-12/23 production inhibitor, from activated macrophages and monocytes, and demonstrate ameliorated inflammation in an exptl. model of colitis. Through a chem. proteomics approach using a highly sensitive direct nanoflow LC-MS/MS system and bait compounds equipped with the FLAG epitope associated regulator of PIKfyve (ArPIKfyve) was detected. Further study identified its associated protein phosphoinositide kinase, FYVE finger-containing (PIKfyve), as the target protein of APY0201, which was characterized as a potent, highly selective, ATP-competitive PIKfyve inhibitor that interrupts the conversion of phosphatidylinositol 3-phosphate (PtdIns3P) to PtdIns(3,5)P2. These results elucidate the function of PIKfyve kinase in the IL-12/23 production pathway and in IL-12/23-driven inflammatory disease pathologies to provide a compelling rationale for targeting PIKfyve kinase in inflammatory and autoimmune diseases.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Sano, Konosuke; Eguchi, Chikahiko; Yasuda, Naohiko; Mitsugi, Koji published the article 《Metabolic pathway of L-cysteine formation from DL-2-amino-Δ2-thiazoline-4-carboxylic acid by Pseudomonas》. Keywords: aminothiazolinecarboxylate metabolism Pseudomonas cysteine.They researched the compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid( cas:2150-55-2 ).Recommanded Product: 2150-55-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:2150-55-2) here.

DL-2-Amino-Δ2-thiazoline-4-carboxylic acid (DL-ATC) was completely converted to L-cysteine by intact cells or homogenates of P. thiazolinophilum. S-Carbamylcysteine was the actual intermediate of ATC hydrolysis. P. desmolytica Hydrolyzed only 50% of DL-ATC, but completely converted L-ATC into L-cysteine, suggesting that the organism had no ATC-racemizing enzyme and that ATC is racemized by an enzyme in P. thiazolinophilum. A proposed pathway from D-ATC to L-cysteine in P.thiazolinophilum is presented.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Quality Control of 2-Amino-4,5-dihydrothiazole-4-carboxylic acid. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid, is researched, Molecular C4H6N2O2S, CAS is 2150-55-2, about Microbial enzyme conversion of L-cysteine and L-cystine. Author is Liu, Zhong; Yang, Wenbo; Bai, Gang; Tian, Wang; Jin, Yongjie.

Pseudomonas sp. TS1138 isolated from soil samples was able to form L-cysteine from DL-2-Amiuo-δ2-Thiazoline-4-Carboxylic Acid (DL-ATC) after cultured 16 h. The optimum carbon and nitrogen sources of strain growth and enzyme formation are glucose and urea. This enzyme was induced by DL-ATC. The product was identified to be L-Cysteine based on thin layer chromatog., optical rotation and HPLC studies.

After consulting a lot of data, we found that this compound(2150-55-2)Quality Control of 2-Amino-4,5-dihydrothiazole-4-carboxylic acid can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Huang, Huazhang; Nishi, Kosuke; Tsai, Hsing-Ju; Hammock, Bruce D. published an article about the compound: 5-Amino-2-fluoropyridine( cas:1827-27-6,SMILESS:NC1=CN=C(C=C1)F ).Recommanded Product: 1827-27-6. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1827-27-6) through the article.

Fatty acid amide hydrolase (FAAH) is a pharmaceutical target whose inhibition may lead to valuable therapeutics. Sensitive substrates for high-throughput assays are crucial for the rapid-screening FAAH inhibitors. Here we describe the development of novel and highly sensitive fluorescent assays for FAAH based on substituted aminopyridines. Examining the relationship between the structure and the fluorescence of substituted aminopyridines suggested that a methoxy group in the para position relative to the amino group in aminopyridines greatly increased the fluorescence (i.e., quantum yields approach unity). These novel fluorescent reporters had a high Stokes’ shift of 94 nm, and their fluorescence in buffer systems increased with pH values from neutral to basic. Fluorescent substrates with these reporters displayed a very low fluorescent background and high aqueous solubility Most importantly, fluorescent assays for FAAH based on these substrates were at least 25 times more sensitive than assays using related compounds with published colorimetric or fluorescent reporters. This property results in shorter assay times and decreased protein concentrations in the assays. Such sensitive assays will facilitate distinguishing the relative potency of powerful inhibitors of FAAH. When these fluorescent substrates were applied to human liver microsomes, results suggested that there was at least one amide hydrolase in addition to FAAH that could hydrolyze long-chain fatty acid amides. These results show that these fluorescent substrates are very valuable tools in FAAH activity assays including screening inhibitors by high-throughput assays instead of using the costly and labor-intensive radioactive ligands. Potential applications of novel fluorescent reporters are discussed.

The article 《Development of highly sensitive fluorescent assays for fatty acid amide hydrolase》 also mentions many details about this compound(1827-27-6)Recommanded Product: 1827-27-6, you can pay attention to it, because details determine success or failure

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem