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6270-63-9,MFCD00233966
Catalog No.:AA003HD9
6270-63-9 | 2-Hydroxypyrazine
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5g
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10g
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003HD9
Chemical Name:
2-Hydroxypyrazine
CAS Number:
6270-63-9
Molecular Formula:
C4H4N2O
Molecular Weight:
96.0874
MDL Number:
MFCD00233966
IUPAC Name:
1H-pyrazin-2-one
InChI:
InChI=1S/C4H4N2O/c7-4-3-5-1-2-6-4/h1-3H,(H,6,7)
InChI Key:
HUTNOYOBQPAKIA-UHFFFAOYSA-N
SMILES:
O=c1cncc[nH]1
EC Number:
228-455-2
UNII:
N5VLE8C2MU
NSC Number:
36081
Properties
Computed Properties
 
Complexity:
137  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
96.032g/mol
Formal Charge:
0
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
96.089g/mol
Monoisotopic Mass:
96.032g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
41.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.5  

Synonyms
 
1,2-dihydropyrazin-2-one 
2-Hydroxypyrazine 
(1H)-Pyrazin-2-one 
NSC36081 
UNII-N5VLE8C2MU 
N5VLE8C2MU 
HUTNOYOBQPAKIA-UHFFFAOYSA-N 
MFCD00233966 
2-Pyrazinol 
Pyrazinol (9CI) 
PYRAZINE-2-OL 
hydroxy pyrazine 
Pyrazin-2-ol 
pyrazinium-3-olate 
2-Pyrazinol # 
EINECS 228-455-2 
NSC 36081 
PubChem8869 
ACMC-20a0km 
AC1L2ILW 
2-Hydroxypyrazine, 97% 
1,2-dihydropyrazin-2-one 
AC1Q69BB 
6270-63-9 
2-(1H)-PYRAZINONE 
KSC122K1H 
CTK0C2513 
CTK2F3486 
HUTNOYOBQPAKIA-UHFFFAOYSA- 
DTXSID10211781 
BCP23327 
KS-000001YH 
ANW-51668 
CP-857 
Pyrazinol 
CP0113 
NSC-36081 
QC-310 
ZINC14684052 
Pyrazinol, 8CI; OH-form, Et ether 
AKOS005166966 
AKOS006272764 
AB05056 
CS-W013733 
GS-5834 
2(1H)-Pyrazinone 
RP00389 
RTC-010035 
TRA0035498 
AC-24835 
AJ-65294 
AK-24500 
BL005716 
BR-24500 
CJ-14614 
SC-05898 
pyrazin-2(1H)-one 
SY007023 
AB0031317 
AB0044186 
DB-008209 
ST2410045 
TC-010035 
4CH-015213 
AK00739732 
AM20070375 
FT-0645387 
124784-76-5 
X4344 
M-3669 
92872-EP2303867A1 
MFCD00233966 (97+%) 
270H639 
A833939 
AC-907/25004286 
I11-0108 
Q-103293 
InChI=1/C4H4N2O/c7-4-3-5-1-2-6-4/h1-3H,(H,6,7 
1H-pyrazin-2-one 
InChI=1/C4H4N2O/c7-4-3-5-1-2-6-4/h1-3H,(H,6,7) 
5-methylpyrazin-2-ol 
C4H4N2O 
C4-H4-N2-O 
CID72758 
AR-1E5264 
ACN-029331 
103478-63-3 
20721-17-9 
38028-67-0 
PYRAZINONE 
63800-01-1 
Literature

Title: Heterologous expression and structural characterisation of a pyrazinone natural product assembly line.

Journal: Chembiochem : a European journal of chemical biology 20121105

Title: 1,3-Diphenyl-4,5-dihydro-1H-pyrazol-5-one.

Journal: Acta crystallographica. Section E, Structure reports online 20120401

Title: 4-[3,4-Dimethyl-1-(4-methyl-phen-yl)-5-oxo-4,5-dihydro-1H-pyrazol-4-yl]-3,4-dimethyl-1-(4-methyl-phen-yl)-4,5-dihydro-1H-pyrazol-5-one.

Journal: Acta crystallographica. Section E, Structure reports online 20120401

Title: Concise synthesis of an enantiopure bicyclic pyrazinone as constrained peptidomimetic building block.

Journal: Organic & biomolecular chemistry 20120314

Title: Complexity generation in fungal peptidyl alkaloid biosynthesis: oxidation of fumiquinazoline A to the heptacyclic hemiaminal fumiquinazoline C by the flavoenzyme Af12070 from Aspergillus fumigatus.

Journal: Biochemistry 20111011

Title: JBIR-56 and JBIR-57, 2(1H)-pyrazinones from a marine sponge-derived Streptomyces sp. SpD081030SC-03.

Journal: Journal of natural products 20110722

Title: New taxa in Aspergillus section Usti.

Journal: Studies in mycology 20110630

Title: 2-(4-Meth-oxy-benz-yl)-4,6-diphenyl-2,5-diaza-bicyclo-[2.2.2]oct-5-en-3-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110501

Title: 4-[2-(Benzyl-sulfan-yl)acet-yl]-3,4-dihydro-quinoxalin-2(1H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110401

Title: Fungal indole alkaloid biosynthesis: genetic and biochemical investigation of the tryptoquialanine pathway in Penicillium aethiopicum.

Journal: Journal of the American Chemical Society 20110302

Title: Chiral separation of potent corticotropin-releasing factor-1 receptor antagonists by supercritical fluid chromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20110220

Title: In situ maleimide bridging of disulfides and a new approach to protein PEGylation.

Journal: Bioconjugate chemistry 20110216

Title: Structural analysis of prolyl oligopeptidases using molecular docking and dynamics: insights into conformational changes and ligand binding.

Journal: PloS one 20110101

Title: Aminopyrazine inhibitors binding to an unusual inactive conformation of the mitotic kinase Nek2: SAR and structural characterization.

Journal: Journal of medicinal chemistry 20101111

Title: A family of pyrazinone natural products from a conserved nonribosomal peptide synthetase in Staphylococcus aureus.

Journal: Chemistry & biology 20100924

Title: Discovery of achiral inhibitors of the hepatitis C virus NS3 protease based on 2(1H)-pyrazinones.

Journal: Bioorganic & medicinal chemistry 20100901

Title: Diazinones as P2 replacements for pyrazole-based cathepsin S inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20100715

Title: Intramolecular 1,6-addition to 2-pyridones. Mechanism and synthetic scope.

Journal: The Journal of organic chemistry 20100604

Title: Comparative biotransformation of pyrazinone-containing corticotropin-releasing factor receptor-1 antagonists: minimizing the reactive metabolite formation.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100101

Title: New in vitro dermal absorption database and the prediction of dermal absorption under finite conditions for risk assessment purposes.

Journal: Regulatory toxicology and pharmacology : RTP 20100101

Title: Functional characterization of the protein C A267T mutation: evidence for impaired secretion due to defective intracellular transport.

Journal: BMC cell biology 20100101

Title: 4-[(2,5-Dimethyl-anilino)acet-yl]-3,4-di-hydro-quinoxalin-2(1H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20091201

Title: [Overview in 45 years of studies on peptide chemistry].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20091001

Title: 3-Substituted pyrazinone nucleosides--a new family of D4T analogues.

Journal: Nucleosides, nucleotides & nucleic acids 20090901

Title: New cyclic somatostatin analogues containing a pyrazinone ring: importance of Tyr for antiproliferative activity.

Journal: Bioorganic & medicinal chemistry letters 20081201

Title: Synthesis of highly functionalized 2(1H)-pyrazinone 3-carboxamide scaffolds.

Journal: Organic letters 20081016

Title: Synthesis of new pyrrolo[1,2-a]quinoxaline derivatives as potential inhibitors of Akt kinase.

Journal: Journal of enzyme inhibition and medicinal chemistry 20081001

Title: Ethyl-enediammonium bis-(5-methyl-3-oxo-2-phenyl-2,3-dihydro-pyrazol-1-ide): a hydrogen-bond-supported supra-molecular ionic assembly.

Journal: Acta crystallographica. Section E, Structure reports online 20080901

Title: Sugar-driven prebiotic synthesis of 3,5(6)-dimethylpyrazin-2-one: a possible nucleobase of a primitive replication process.

Journal: Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life 20080801

Title: Pyrrolidinyl pyridone and pyrazinone analogues as potent inhibitors of prolyl oligopeptidase (POP).

Journal: Bioorganic & medicinal chemistry letters 20080801

Title: Role of biotransformation studies in minimizing metabolism-related liabilities in drug discovery.

Journal: The AAPS journal 20080301

Title: 3-Benzyl-5-bromo-pyrazin-2(1H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20080301

Title: trans-Chlorido[6-chloro-4-(4-methoxy-benz-yl)-3-oxo-3,4-dihydro-pyrazin-2-yl]-bis-(triphenyl-phosphine)palladium(II).

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Design and synthesis of opioidmimetics containing 2',6'-dimethyl-L-tyrosine and a pyrazinone-ring platform.

Journal: Bioorganic & medicinal chemistry letters 20071101

Title: Synthesis of opioidmimetics, 3-[H-Dmt-NH(CH(2))(m)]-6-[H-Dmt-NH(CH(2))(n)]-2(1H)-pyrazinones, and studies on structure-activity relationships.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20071101

Title: Unintentional organophosphate intoxication in children.

Journal: Pediatric emergency care 20071001

Title: Palladium-catalyzed copper(I)-mediated cross-coupling of arylboronic acids and 2(1H)-pyrazinones facilitated by microwave irradiation with simultaneous cooling.

Journal: Organic & biomolecular chemistry 20070921

Title: Various Molecular Species of Diacylglycerol Hydroperoxide Activate Human Neutrophils via PKC Activation.

Journal: Journal of clinical biochemistry and nutrition 20070701

Title: Azetidine-based inhibitors of dipeptidyl peptidase IV (DPP IV).

Journal: Current topics in medicinal chemistry 20070101

Title: Transition metal-catalyzed orthogonal solid-phase decoration of the 2(1H)-pyrazinone scaffold using a sulfur linker.

Journal: Journal of combinatorial chemistry 20070101

Title: Cobalt-mediated [2+2+2] cycloaddition versus C-H and N-H activation of pyridones and pyrazinones with alkynes: an experimental study.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Bis and tris indole alkaloids from marine organisms: new leads for drug discovery.

Journal: Current medicinal chemistry 20070101

Title: Polyphasic taxonomy of Aspergillus section Usti.

Journal: Studies in mycology 20070101

Title: Synthesis of 3,6-bis[H-Tyr/H-Dmt-NH(CH2)m,n]-2(1H)pyrazinone derivatives: function of alkyl chain length on opioid activity.

Journal: Bioorganic & medicinal chemistry letters 20061115

Title: Copper(II)-mediated cross-coupling of arylboronic acids and 2(1H)-pyrazinones facilitated by microwave irradiation with simultaneous cooling.

Journal: Organic letters 20060427

Title: Removal of atrazine, lindane and diazinone from water by organo-zeolites.

Journal: Water research 20060301

Title: Application of automated mass spectrometry deconvolution and identification software for pesticide analysis in surface waters.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20060101

Title: Development of an oxazolopyridine series of dual thrombin/factor Xa inhibitors via structure-guided lead optimization.

Journal: Bioorganic & medicinal chemistry letters 20051015

Title: In vitro metabolism of a thrombin inhibitor and quantitation of metabolically generated cyanide.

Journal: Journal of pharmaceutical and biomedical analysis 20051004

Title: Studies on the mechanism of 1,2-dihydropyrazin-2-one ring formation from dipeptidyl chloromethyl ketone and its chemical properties: immediate deamination during catalytic hydrogenation.

Journal: Chemical & pharmaceutical bulletin 20050901

Title: Novel pyrazinone and pyridinone thrombin inhibitors incorporating weakly basic heterobicyclic P(1)-arginine mimetics.

Journal: European journal of medicinal chemistry 20050801

Title: Synthesis of cyclic endiamino peptides.

Journal: Journal of the American Chemical Society 20050601

Title: Design, synthesis, and SAR of a novel pyrazinone series with non-nucleoside HIV-1 reverse transcriptase inhibitory activity.

Journal: Journal of medicinal chemistry 20050324

Title: Solid-phase synthesis of the 2(1H)-pyrazinone scaffold: a new approach toward diversely substituted heterocycles.

Journal: Journal of combinatorial chemistry 20050101

Title: The application of 'click chemistry' for the decoration of 2(1H)-pyrazinone scaffold: generation of templates.

Journal: Journal of combinatorial chemistry 20050101

Title: N-h insertion reactions of Boc-amino acid amides: solution- and solid-phase synthesis of pyrazinones and pyrazines.

Journal: Organic letters 20041125

Title: Novel pyrazinone inhibitors of mast cell tryptase: synthesis and SAR evaluation.

Journal: Bioorganic & medicinal chemistry letters 20041004

Title: Reducing the peptidyl features of caspase-3 inhibitors: a structural analysis.

Journal: Journal of medicinal chemistry 20040506

Title: Oral bioavailability of a new class of micro-opioid receptor agonists containing 3,6-bis[Dmt-NH(CH(2))(n)]-2(1H)-pyrazinone with central-mediated analgesia.

Journal: Journal of medicinal chemistry 20040506

Title: Novel 2',6'-dimethyl-L-tyrosine-containing pyrazinone opioid mimetic mu-agonists with potent antinociceptive activity in mice.

Journal: The Journal of pharmacology and experimental therapeutics 20040401

Title: Synthesis of 3-aminopyrazinone mediated by 2-pyridylthioimidate-ZnCl2 complexes. Development of an efficient route to a thrombin inhibitor.

Journal: The Journal of organic chemistry 20031114

Title: Bioactivation of the 3-amino-6-chloropyrazinone ring in a thrombin inhibitor leads to novel dihydro-imidazole and imidazolidine derivatives: structures and mechanism using 13C-labels, mass spectrometry, and NMR.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20031101

Title: Design, synthesis, and crystal structure of selective 2-pyridone tissue factor VIIa inhibitors.

Journal: Journal of medicinal chemistry 20031023

Title: Design, parallel synthesis, and crystal structures of pyrazinone antithrombotics as selective inhibitors of the tissue factor VIIa complex.

Journal: Journal of medicinal chemistry 20030911

Title: Structure-based drug design of pyrazinone antithrombotics as selective inhibitors of the tissue factor VIIa complex.

Journal: Bioorganic & medicinal chemistry letters 20030721

Title: Non-peptide alphavbeta3 antagonists. Part 6: design and synthesis of alphavbeta3 antagonists containing a pyridone or pyrazinone central scaffold.

Journal: Bioorganic & medicinal chemistry letters 20030519

Title: Azaindoles: moderately basic P1 groups for enhancing the selectivity of thrombin inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20030310

Title: Metabolic activation of a pyrazinone-containing thrombin inhibitor. Evidence for novel biotransformation involving pyrazinone ring oxidation, rearrangement, and covalent binding to proteins.

Journal: Chemical research in toxicology 20030201

Title: Dmt and opioid peptides: a potent alliance.

Journal: Biopolymers 20030101

Title: Microwave-enhanced transition metal-catalyzed decoration of 2(1H)-pyrazinone scaffolds.

Journal: Molecular diversity 20030101

Title: Immunoglobulin E binding determinants on beta-lactam drugs.

Journal: Current opinion in allergy and clinical immunology 20020801

Title: Pyrazinone conjugates as potential cephalosporin allergens.

Journal: Bioorganic & medicinal chemistry letters 20010723

Title: Enantioselective synthesis for the (-)-antipode of the pyrazinone marine alkaloid, hamacanthin A.

Journal: The Journal of organic chemistry 20010713

Title: Imidazo-thiazine, -diazinone and -diazepinone derivatives. Synthesis, structure and benzodiazepine receptor binding.

Journal: European journal of medicinal chemistry 20010501

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