Tag: M.W=100-200

Category: pyrazines. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid, is researched, Molecular C4H6N2O2S, CAS is 2150-55-2, about One-pot synthesis of DL-2-amino-2-thiazoline-4-carboxylic acid. Author is Xuan, Richeng; Hu, Weixiao; Yang, Zhongyu.

DL-2-Amino-2-thiazoline-4-carboxylic acid was prepared in one-pot reaction from 2,3-dichloropropionic acid. Not only the procedure was simplified, but also the yield was increased from less than 63% recorded to 93%.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid, is researched, Molecular C4H6N2O2S, CAS is 2150-55-2, about Cloning, expression, characterization and application of atcA, atcB and atcC from Pseudomonas sp. for the production of L-cysteine.Formula: C4H6N2O2S.

An isolate of a Pseudomonas sp. uses the L-NCC (N-carbamoyl-L-cysteine) pathway to convert DL-2-amino-Δ2-thiazoline-4-carboxylic acid (DL-ATC) to L-cysteine. Genes encoding ATC racemase (AtcA), L-ATC hydrolase (AtcB) and L-NCC amidohydrolase (AtcC), involved in this pathway, were cloned from the Pseudomonas sp. and expressed in Escherichia coli BL21 via pET-28a(+). The resulting enzymes were purified, their functions identified, and their biochem. properties are described. In vitro catalysis experiments, using these enzymes, revealed that the bioconversion rate of L-cysteine from DL-ATC in the presence of AtcA was more efficient than in the absence of AtcA. This is the first report describing simultaneous cloning and expression of atcA, atcB and atcC and characterization of their enzymes for L-cysteine production from DL-ATC via the L-NCC pathway, enabling the complete L-NCC pathway to be elucidated.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Ethyl oxazole-5-carboxylate( cas:118994-89-1 ) is researched.Computed Properties of C6H7NO3.Sagud, Ivana; Bozic, Simona; Marinic, Zeljko; Sindler-Kulyk, Marija published the article 《Photochemical approach to functionalized benzobicyclo[3.2.1]octene structures via fused oxazoline derivatives from 4- and 5-(o-vinylstyryl)oxazoles》 about this compound( cas:118994-89-1 ) in Beilstein Journal of Organic Chemistry. Keywords: benzobicyclooctenone preparation; fused oxazoline benzobicyclooctadiene preparation ring opening; cis trans vinylstyryl oxazole preparation intramol photocycloaddition diastereoselective; bicyclo[3.2.1]octane; intramolecular photocycloaddition; oxazole; styryl; vinyl. Let’s learn more about this compound (cas:118994-89-1).

A new photochem. approach for the preparation of functionalized benzobicyclo[3.2.1]octenones was described via fused oxazoline derivatives prepared from 4- and 5-(2-vinylstyryl)oxazoles. Novel cis/trans 4- and 5-(2-vinylstyryl)oxazoles were synthesized by Wittig reactions of o-xylelenebis(triphenylphosphoniumbromide) and formaldehyde with 4- and 5-oxazolecarbaldehydes resp. Trans-5-(2-vinylstyryl)oxazole was also prepared by the van Leusen reaction of trans-3-(2-vinylphenyl)acrylaldehyde which was prepared from o-vinylbenzaldehyde and (formylmethylene)triphenylphosphorane. The photochem. intramol. cycloaddition of cis/trans isomers of 4- and 5-(2-vinylstyryl)oxazoles afforded diverse fused oxazoline-benzobicyclo[3.2.1]octadienes I [stereo = R or S] and II which were relatively unstable. These fused oxazoline-benzobicyclo[3.2.1]octadienes underwent oxazoline ring opening spontaneously or on silica gel followed by formation of benzobicyclo[3.2.1]octenone derivatives III [X = O, stereo = R or S; X = NH, stereo = S]. Small quantity of electrocyclization product 4-(1,2-Dihydronaphthalen-2-yl)oxazole was also isolated along with desired photocycloaddition products on irradiation of 4-(2-vinylstyryl)oxazole.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Name: Ethyl oxazole-5-carboxylate. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Ethyl oxazole-5-carboxylate, is researched, Molecular C6H7NO3, CAS is 118994-89-1, about Practical preparation of challenging amides from non-nucleophilic amines and esters under flow conditions. Author is Vrijdag, Johannes L.; Delgado, Francisca; Alonso, Nerea; De Borggraeve, Wim M.; Perez-Macias, Natalia; Alcazar, Jesus.

A fast and efficient protocol for the formation of amides from low nucleophilic amines and esters in flow is described. Products were obtained in good to excellent yields and with the advantage of simultaneous mixing of all reagents at once, avoiding steps for intermediate formation. The protocol is also suitable to be combined with ester synthesis, giving amides in-line from haloarenes.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Amino-2-fluoropyridine, is researched, Molecular C5H5FN2, CAS is 1827-27-6, about Utility of MetaSite in improving metabolic stability of the neutral indomethacin amide derivative and selective cyclooxygenase-2 inhibitor 2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-phenethyl-acetamide, the main research direction is NSAID indomethacin amide derivative indolacetamide preparation pharmacokinetics modeling.COA of Formula: C5H5FN2.

Prediction of the metabolic sites for new compounds, synthesized or virtual, is important in the rational design of compounds with increased resistance to metabolism The aim of the present investigation was to use rational design together with MetaSite, an in silico tool for predicting metabolic soft spots, to synthesize compounds that retain their pharmacol. effects but are metabolically more stable in the presence of cytochrome P 450 enzymes. The model compound for these studies was the phenethyl amide (1) derivative of the nonsteroidal anti-inflammatory drug (NSAID) indomethacin. Unlike the parent NSAID, 1 is a potent and selective cyclooxygenase-2 (COX-2) inhibitor and nonulcerogenic anti-inflammatory agent in the rat. This pharmacol. benefit is offset by the finding that 1 is very unstable in rat and human microsomes because of extensive P 4503 A4/2D6-mediated metabolism on the phenethyl group, exptl. observations that were accurately predicted by MetaSite. The information was used to design analogs with polar (glycinyl) and/or electron-deficient (fluorophenyl, fluoropyridinyl) amide substituents to reduce metabolism in 1. MetaSite correctly predicted the metabolic shift from oxidation on the amide substituent to O-demethylation for these compounds, whereas rat and human microsomal stability studies and pharmacokinetic assessments in the rat confirmed that the design tactics for improving pharmacokinetic attributes of 1 had worked in our favor. In addition, the fluorophenyl and pyridinyl amide derivatives retained the potent and selective COX-2 inhibition demonstrated with 1. Overall, the predictions from MetaSite gave useful information leading to the design of new compounds with improved metabolic properties.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of C4H6N2O2S. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid, is researched, Molecular C4H6N2O2S, CAS is 2150-55-2, about Development of enzymic process producing L-cysteine. 2. Improvement of Pseudomonas desmolytica for the enzymatic production of L-cystine.

In a process to produce L-cystine from DL-2-thiazolin-4-carboxylic acid (ATC) using the enzymic activity of Pseudomonas strains, we proposed the oxidation-reduction potential (ORP) as a criterion to optimize the process in the previous paper. To scale up this process, it was required to reduce the generation of hydrogen sulfide (H2S). A mutant strain of P. desmolytica AJ-11071 which has a higher yield of L-cystine from ATC and lower activity of L-cysteine hydrolysis to generate H2S gas was developed in this experiment An improved strain Number4 in a 65 kL reactor produced 90 g /L of L-cystine from 110 g/L ATC at the molar yield of 93% in 36 h.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Yang, Bo; Liu, Zhigang; Deng, Bei; Zeng, Yulei; Hu, Jiajun; Li, Weilin; Hu, Zheng published an article about the compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid( cas:2150-55-2,SMILESS:O=C(C1N=C(N)SC1)O ).Product Details of 2150-55-2. 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:2150-55-2) through the article.

Microorganisms able to bioconvert DL-2-amino-Δ2-thiazoline-4-carboxylic acid (DL-ATC) into L-cysteine were originally isolated from 10 soil samples with DL-ATC as the sole nitrogen source. Ninety-seven L-cysteine-producing bacterial strains were screened out and obtained in pure culture. Among them, a strain, designated as HUT-78, was selected as the best producer, with a molar bioconversion rate of 60%. Based on the 16S rRNA gene sequence anal., this isolate was placed within the genus Pseudomonas. A novel mutant of this strain with a significantly reduced activity of L-cysteine desulfhydrase, a L-cysteine-decomposing enzyme, was derived by UV-mutagenesis. This mutant, designated as mHUT-78, exhibited a 42% increase in L-cysteine producing activity. Moreover, the bioconversion reactions in both the parent and the mutant strain were significantly accelerated by co-overexpression of the two key enzymes, AtcB and AtcC, involved in the bioconversion reaction.

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Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Ethyl oxazole-5-carboxylate(SMILESS: O=C(C1=CN=CO1)OCC,cas:118994-89-1) is researched.Product Details of 2150-55-2. The article 《Light-Promoted Copper-Catalyzed Enantioselective Alkylation of Azoles》 in relation to this compound, is published in Angewandte Chemie, International Edition. Let’s take a look at the latest research on this compound (cas:118994-89-1).

A catalytic asym. alkylation of azoles with secondary 1-arylalkyl bromides through direct C-H functionalization is reported. Under blue-light photoexcitation, a copper(I)/carbazole-based bisoxazoline (CbzBox) catalytic system exhibits good reactivity and high stereoselectivity, thus offering an efficient strategy for the construction of chiral alkyl azoles. These reactions proceed at low temperature and are compatible with a wide range of azoles.

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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: 1827-27-6, is researched, SMILESS is NC1=CN=C(C=C1)F, Molecular C5H5FN2Journal, Article, International Journal of Molecular Sciences called Towards Property Profiling: SYNTHESIS and SAR Probing of New Tetracyclic Diazaphenothiazine Analogues, Author is Empel, Anna; Bak, Andrzej; Kozik, Violetta; Latocha, Malgorzata; Cizek, Alois; Jampilek, Josef; Suwinska, Kinga; Sochanik, Aleksander; Zieba, Andrzej, the main research direction is lung breast cancer SAR anticancer tertiary phenothiazine quinoline; antibacterial activity; antiproliferative activity; azaphenothiazines; lipophilicity; pharmacophore mapping; phenothiazine; similarity-activity landscape index.Recommanded Product: 5-Amino-2-fluoropyridine.

A series of new tertiary phenothiazine derivatives containing a quinoline and a pyridine fragment was synthesized by the reaction of 1-methyl-3-benzoylthio-4-butylthioquinolinium chloride with 3-aminopyridine derivatives bearing various substituents on the pyridine ring. The direction and mechanism of the cyclization reaction of intermediates with the structure of 1-methyl-4-(3-pyridyl)aminoquinolinium-3-thiolate was related to the substituents in the 2- and 4-pyridine position. The structures of the compounds were analyzed using 1H, 13C NMR (COSY, HSQC, HMBC) and X-ray anal., resp. Moreover, the antiproliferative activity against tumor cells (A549, T47D, SNB-19) and a normal cell line (NHDF) was tested. The antibacterial screening of all the compounds was conducted against the reference and quality control strain Staphylococcus aureus ATCC 29213, three clin. isolates of methicillin-resistant S. aureus (MRSA). In silico computation of the intermol. similarity was performed using principal component anal. (PCA) and hierarchical clustering anal. (HCA) on the pool of structure/property-related descriptors calculated for the novel tetracyclic diazaphenothiazine derivatives The distance-oriented property evaluation was correlated with the exptl. anticancer activities and empirical lipophilicity as well. The quant. shape-based comparison was conducted using the CoMSA method in order to indicate the potentially valid steric, electronic and lipophilic properties. Finally, the numerical sampling of similarity-related activity landscape (SALI) provided a subtle picture of the SAR trends.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 118994-89-1. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Ethyl oxazole-5-carboxylate, is researched, Molecular C6H7NO3, CAS is 118994-89-1, about Fluorogenic Behaviour of the Hetero-Diels-Alder Ligation of 5-Alkoxyoxazoles with Maleimides and their Applications. Author is Renault, Kevin; Jouanno, Laurie-Anne; Lizzul-Jurse, Antoine; Renard, Pierre-Yves; Sabot, Cyrille.

Fluorogenic reactions are largely underrepresented in the toolbox of chemoselective ligations despite their tremendous potential, particularly in chem. biol. and biochem. In this respect, we have investigated in full detail the fluorescence behavior of the azaphthalamide, a scaffold which is generated through a hetero-Diels-Alder reaction of 5-alkoxyoxazole and maleimide derivatives under mild conditions that are compatible with, among others, peptide chem. The scope and limitations of such a fluorogenic labeling strategy were examined through four distinct applications, which target enzymic activities or bioorthogonal reactions.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem