6270-63-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxypyrazine is used as a key intermediate in the synthesis of potential antioxidants. Its presence in these compounds can help neutralize free radicals and prevent oxidative damage, which is crucial for maintaining cellular health and preventing various diseases.
Used in Chemical Industry:
In the chemical industry, 2-hydroxypyrazine is utilized in the preparation of antibacterial agents, specifically as 2-substituted pyrazine derivatives. These derivatives possess antimicrobial properties, making them valuable for the development of new drugs and treatments to combat bacterial infections.
Overall, 2-hydroxypyrazine's applications in both the pharmaceutical and chemical industries highlight its importance as a versatile and useful compound with potential benefits for human health and well-being.

InChI:InChI=1/C4H4N2O/c7-4-3-5-1-2-6-4/h1-3H,(H,6,7)

Upstream product

• 14508-49-7 2-chloropyrazin 
• 5049-61-6 2-Aminopyrazine 
• 131543-46-9 Glyoxal 
• 1668-10-6 glycinamide hydrochloride 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 38028-67-0 2-ethoxypyrazine 
• 98197-78-5 2-acetoxypyrazine 
• 70090-30-1 2-tert-butoxypyrazine 
• 70090-29-8 sec-butoxy-pyrazine 
• 65032-05-5 2-isopropoxypyrazine 
• 290-37-9 1,4-pyrazine 
• 873-67-6 benzonitrile oxide 
• 149280-95-5 1-benzyloxy-2(1H)-pyrazinone 
• 20737-42-2 3-oxo-3,4-dihydropyrazine-2-carboxylic acid 

Downstream Products

• 2882-18-0 3-phenyl-2(1H)-pyrazinone 
• 1088-34-2 3,6-diphenylpyrazin-2(1H)-one 
• 14508-49-7 2-chloropyrazin 
• 56423-63-3 2-bromopyrazine 
• 23229-25-6 2,6-dibromopyrazine 
• 957766-16-4 1-(3-butynyl)-2-pyrazinone 
• 117103-39-6 2-(3-butynyloxy)pyrazine 
• 42352-55-6 2-(2-oxopyrazine-1(2H)-yl)acetic acid 
• 344459-63-8 3-[4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-5-(pyrazin-2-yloxymethyl)-oxazolidin-2-one 
• 444002-63-5 1-(4-Nitro-phenyl)-1H-pyrazin-2-one 

Relevant academic research and scientific papers

Discovery of pyrimidine nucleoside dual prodrugs and pyrazine nucleosides as novel anti-HCV agents

To explore the application potential of dual prodrug strategies in the development of anti-HCV agents, a variety of sofosbuvir derivatives with modifications at the C4 or N3 position of the uracil moiety were designed and synthesized. Some compounds exhibited potent anti-HCV activities, such as 4e and 8a–8c with similar EC50 values (0.20–0.22 μM) comparative to that of sofosbuvir (EC50 = 0.18 μM) in a genotype 1b based replicon Huh-7 cell line. Moreover, 8b displayed a good human plasma stability profile, and was easily metabolized in human liver microsomes expectantly. On the other hand, aiming to discover novel anti-HCV nucleosides, pyrazin-2(1H)-one nucleosides and their phosphoramidate prodrugs were investigated. Several active compounds were discovered, such as 25e (EC50 = 7.3 μM) and S-29b (EC50 = 19.5 μM). This kind of nucleosides were interesting and would open a new avenue for the development of antiviral agents.

A catalytic oxidation fragrant boron class compound preparing phenol method (by machine translation)

The invention discloses a method for catalytic oxidation of phenolic compounds fragrant boron class compound synthesis method, the flux in the solvent in the aqueous solution, under the action of alkali, adding hydrazine hydrate or acid hydrazides catalyst, catalytic oxidation fragrant boron class compound directly for the preparation of phenolic compound. The invention of the method of preparation of the phenol compound, the catalyst is a cheap hydrazine hydrate or hydrazine compound, the oxidizing agent is atmospheric pressure of air or oxygen, the reaction does not need good and activeness metal catalyst, is extensive and stable substrate, substrate-sensitive functional group compatibility good and wide range of application. In the optimized under the reaction conditions, the yield of the target product separation up to 99%. (by machine translation)

FACTOR XA INHIBITORS

The present invention is directed to compounds of formula (I) and pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of Factor Xa. The present invention is also directed to intermediates used in making such compounds, pharmaceutical compositions containing such a compound, methods to prevent or treat a number of conditions characterized by undesired thrombosis and methods of inhibiting the coagulation of a blood sample.

Method for producing an optically active 1-substituted 2-propanol

A method for producing an optically active 1-substituted 2-propanol of the following formula 1, which comprises reacting a hydroxy aromatic compound of the following formula 2 with an optically active propylene oxide in the presence of a catalyst:AOH??Formula 2CH3C*H(OH)CH2OA??Formula 1wherein A is a univalent aromatic group, and C* is an asymmetric carbon atom.

Ring-Centered Heterocyclic Cations and the Direct Heteroarylation of Aromatic and Heterocyclic Compounds

(matrix presented) The protonation of heterocyclic diazotates (attachment adjacent to a nitrogen atom) yields ring-centered heterocyclic carbocations that are highly reactive. The carbocations were found to alkylate aromatic and heterocyclic compounds, such as benzene, N-methylpyrrole, and 2-aminopyridine, in reactions that are synthetically useful. This carbocation involvement may serve as a paradigm for the cross-linking of DNA by nitrous acid and the anticancer activity of heterocyclic diazotates.

At-hydroxyamide-containing heterocycles. Part 7. Preparation and photochemical behavior of 1-benzyloxy-2(1H)-pyrazinones

Synthesis of 1-benzyloxy-2(1H)-pyrazinones having substituents at C-5 and C-6 positions and their photochemical behavior have been studied. Upon irradiation 1-benzyloxy-2(1H)-pyrazmones underwent N-O bond cleavage in high quantum yields. The rearrangement of the benzyioxy group to C-3 position of the ring and [2+2] cycloaddition were also observed.

Reaction of Diazines and their Benzo derivatives with Benzonitrile oxide

The reaction of diazines 1 and benzodiazines 2 with benzonitrile oxide in refluxing benzene affords regio, site and stereospecific cycloadducts to the diazine ring and/i43or products derived from them.

OXYGENATION OF THE UNACTIVATED PYRIDINE SYSTEM BY ACETYL HYPOFLUORITE MADE DIRECTLY FROM F2

Acetyl hypofluorite was found capable of activating the usually unreactive pyridine by substituting the hydrogen at the 2 position by an acetoxy group which then was hydrolyzed to the corresponding pyridinone.Substitutents at 3, 4 or 5 position do not interfere with the reaction, but compounds with substituents at 2 (with the exception of aromatic ones) either do not react or produce tars.The reaction conditions are very mild and the yields are very good for this kind of substitution.Quinolines and pyrazines also react very satisfactorily.

The Mechanism of Thermal Eliminations. Part 20. The Relative Rates of Pyrolysis of the 2-Ethoxy, 2-Isopropoxy, and 2-t-Butoxy Derivatives of Pyrazine and Pyrimidine to Pyrazine-2-one, pyrimidin-2-one, respectively: Polarity of the Transition States and the Importance of Nucleophilic ...

We have measured rates of thermal elimination of the title compounds to give the corresponding cyclic amides, between 587.0 and 698.5 K.The relative rates (primary:secondary:tertiary) at 600 K are 1:27.0:3720 for the pyrazines, and 1:26.4:4150 for the pyrimidines.These ratios are somewhat larger than for the corresponding 2-alkoxypyridines and suggest that C-O bond breaking is kinetically more significant in the pyrazines and pyrimidines, leading to a transition state with greater carbocationic character.This is consistent with electron withdrawal provided by the aza 'substituent' facilitating C-O bond cleavage.It does not however lead to a general increase in reactivity (as would be the case for pyrolysis of comparable esters) because this electron withdrawal reduces the nucleophilicity of the nitrogen involved in the elimination.This latter is particularly important for the primary and secondary compounds (which have more Ei-like transition states) than for the tertiary compounds, which therfore show a normal reactivity vs. rate spread pattern.The importance of the nucleophilicity of the nitrogen in the alkoxy-heterocycles, and its ability to be modified, may stem in part from the dual pathway available for transmission of substituent effects in the aromatic ring.

The Mechanism of Thermal Eliminations. Part 18. Relative Rates of Pyrolysis of 2-Ethoxypyrazine, 3-Ethoxypyridazine, 2-and 4-Ethoxypyrimidine, 3-Chloro-6-ethoxypyridazine, and 2-Chloro-4-ethoxypyrimidine : the Effect of the Aza 'Substituent' and ?-Bond Order on the Elimination Rate

A kinetic study has been made of the first-order thermal decomposition of the title compounds into ethylene and the corresponding aza-substituted pyridines, between 650 and 713 K.The relative elimination rates at 650 K are (2-ethoxypyridine = 1): 0.545, 10.0, 1.03, 1.12, 9.68, and 3.28, respectively.The electronic effects of the aza 'substituent' are small, and a more important factor appears to be the C-N ?-bond order; this latter accounts for the high reactivity of the pyridazines.The effects of the chloro substituent and of the aza 'substituent' are explicable in terms of a balance between electron withdrawal from the C-O bond (producing deactivation) and from the nitrogen involved in the cyclic transition state (producing deactivation).The effects of the chloro substituents confirm that the most important step of the reaction is breaking of the C-O bond.The statistically corrected rate (per ring nitrogen) of 2-ethoxypyrimidine is unexpectedly low.This may reflect difficulty in achieving the coplanar transition state in which the lone pairs in the s-orbitals of oxygen and the nitrogen not involved in the elimination are brought into close proximity.