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89-01-0,MFCD00006131
Catalog No.:AA0035GU

89-01-0 | 2,3-Pyrazinedicarboxylic acid

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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0035GU
Chemical Name:
2,3-Pyrazinedicarboxylic acid
CAS Number:
89-01-0
Molecular Formula:
C6H4N2O4
Molecular Weight:
168.1070
MDL Number:
MFCD00006131
SMILES:
OC(=O)c1nccnc1C(=O)O
NSC Number:
1908
Properties
Properties
 
BP:
449.1°C at 760 mmHg  
Form:
Solid  
MP:
185-188 °C  
Refractive Index:
1.4738 (estimate)  
Solubility:
soluble  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
184  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
-0.7  

Upstream Synthesis Route

[1]IndianJournalofChemistry,SectionB:OrganicChemistryIncludingMedicinalChemistry,1984,vol.23,#9,p.850

[2]JournaloftheChemicalSociety,1937,p.911,917

[3]JournaloftheAmericanChemicalSociety,1940,vol.62,p.664

[4]Patent:US2675384,1952,,

[5]AnnalidiChimica(Rome,Italy),1958,vol.48,p.239,242

[1]ChemischeBerichte,1907,vol.40,p.4852

[2]ChemischeBerichte,1907,vol.40,p.4852

[1]JournaloftheAmericanChemicalSociety,1940,vol.62,p.664

[1]Patent:US2705714,1952,,

[1]JournaloftheAmericanChemicalSociety,1940,vol.62,p.664

Downstream Synthesis Route

[1]HelveticaChimicaActa,1994,vol.77,p.1549-1556

[2]ChemischeBerichte,1907,vol.40,p.4852

[3]OrganicSyntheses,1950,vol.30,p.88

[4]JournaloftheAmericanChemicalSociety,1941,vol.63,p.3153

[5]YakugakuZasshi/JournalofthePharmaceuticalSocietyofJapan,1957,vol.77,p.891,893,894    Chem.Abstr.,1958,p.1181

[6]DaltonTransactions,2007,p.633-645

[7]Patent:US2723974,1953,

[1]JournalofMedicinalChemistry,2005,vol.48,p.1930-1940

[2]Patent:WO2004/96807,2004,A2.Locationinpatent:Page57;60

[3]DaltonTransactions,2007,p.633-645

[4]AgriculturalandBiologicalChemistry,1981,vol.45,p.2129-2130

[5]BioorganicandMedicinalChemistryLetters,2006,vol.16,p.3985-3988

[6]Patent:WO2005/117904,2005,A2.Locationinpatent:Page/Pagecolumn534

[7]RecueildesTravauxChimiquesdesPays-Bas,1959,vol.78,p.109,110,112

[8]ChemischeBerichte,1907,vol.40,p.4852

[9]AngewandteChemie-InternationalEdition,2015,vol.54,p.14036-14039

[1]Molecules,2017,vol.22

[2]JournaloftheAmericanChemicalSociety,1953,vol.75,p.679

[1]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,1984,vol.23,p.850

[2]JournaloftheChemicalSociety,1937,p.911,917

[3]Patent:US2675384,1952,

[4]AnnalidiChimica,1958,vol.48,p.239,242

[1]JournalofHeterocyclicChemistry,1993,vol.30,p.1597-1606

[2]SyntheticCommunications,1996,vol.26,p.617-622

[3]JournalofHeterocyclicChemistry,1980,vol.17,p.397-398

[4]ChemischeBerichte,1907,vol.40,p.4852

[5]ChemischeBerichte,1907,vol.40,p.4852

[6]Patent:US2006/229357,2006,A1.Locationinpatent:Page/Pagecolumn21

[7]Patent:US2008/146800,2008,A1.Locationinpatent:Page/Pagecolumn4-5

[8]EuropeanJournalofMedicinalChemistry,2014,vol.87,p.529-539

[9]EuropeanJournalofMedicinalChemistry,2016,vol.121,p.158-168

Literature

Title: A terbium(III)-organic framework for highly selective sensing of cytidine triphosphate.

Journal: The Analyst 20121121

Title: Two new palladium(II) complexes: synthesis, characterization and their interaction with HeLa cells.

Journal: Dalton transactions (Cambridge, England : 2003) 20120828

Title: Systematic evaluation of textural properties, activation temperature and gas uptake of Cu2(pzdc)2L [L = dipyridyl-based ligands] porous coordination pillared-layer networks.

Journal: Dalton transactions (Cambridge, England : 2003) 20120807

Title: Rare-earth-transition-metal organic-inorganic hybrids based on Keggin-type polyoxometalates and pyrazine-2,3-dicarboxylate.

Journal: Chemistry, an Asian journal 20120501

Title: Synaptic vesicles are capable of synthesizing the VGLUT substrate glutamate from α-ketoglutarate for vesicular loading.

Journal: Journal of neurochemistry 20120401

Title: Investigation of in situ oxalate formation from 2,3-pyrazinedicarboxylate under hydrothermal conditions using nuclear magnetic resonance spectroscopy.

Journal: Inorganic chemistry 20120319

Title: catena-Poly[[(diaqua-zinc)-μ-3-carb-oxy-pyrazine-2-carboxyl-ato-κN,O;N,O] nitrate].

Journal: Acta crystallographica. Section E, Structure reports online 20120101

Title: 5,6-Dimethyl-pyrazine-2,3-dicarb-oxy-lic acid.

Journal: Acta crystallographica. Section E, Structure reports online 20120101

Title: Acridin-10-ium 6-carb-oxy-pyridine-2-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20120101

Title: catena-Poly[[(6-carb-oxy-pyrazine-2-carboxyl-ato)lithium]-μ-aqua].

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Poly[(aqua-calcium)-μ(4)-pyrazine-2,3-di-carboxyl-ato].

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Isomorphous tetrazolate MnII and CoII compounds built on Δ-chain showing different magnetic behaviors.

Journal: Dalton transactions (Cambridge, England : 2003) 20111128

Title: catena-Poly[[(aqualithium)-μ-3-carboxypyrazine-2-carboxylato-κO,N:O,N] monohydrate].

Journal: Acta crystallographica. Section E, Structure reports online 20110801

Title: Bis(2-amino-6-methyl-pyridinium) trans-diaqua-bis-(pyrazine-2,3-dicarboxyl-ato)cuprate(II) hexa-hydrate.

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

Title: Poly[di-μ-aqua-μ(4)-(pyrazine-2,5-dicarboxyl-ato)-dilithium(I)].

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: catena-Poly[[(3,5-dicarb-oxy-pyrazine-2,6-dicarboxyl-ato-κO,N,O)lithium(I)]-μ-aqua-[triaqua-lithium(I)]-μ-aqua].

Journal: Acta crystallographica. Section E, Structure reports online 20101201

Title: 1,4-Diazo-niacyclo-hexane bis-(3-carb-oxy-pyrazine-2-carboxyl-ate) dihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20101101

Title: Acridinium 2-hy-droxy-benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20101101

Title: Acridinium 3-carb-oxy-pyrazine-2-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20100901

Title: catena-Poly[diacridinium [zinc(II)-di-μ-pyrazine-2,3-dicarboxyl-ato-κN,O:O;O:N,O]].

Journal: Acta crystallographica. Section E, Structure reports online 20100801

Title: Bis(2-amino-4-methyl-pyridinium) trans-diaqua-bis-(pyrazine-2,3-dicarboxyl-ato)cuprate(II) hexa-hydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20100701

Title: Bis(2,4,6-triamino-1,3,5-triazin-1-ium) pyrazine-2,3-dicarboxyl-ate tetra-hydrate: a synchrotron radiation study.

Journal: Acta crystallographica. Section E, Structure reports online 20100601

Title: Photoluminescent lanthanide-organic bilayer networks with 2,3-pyrazinedicarboxylate and oxalate.

Journal: Inorganic chemistry 20100405

Title: Determination of the carboxylic acids in acidic and basic process samples by capillary zone electrophoresis.

Journal: Journal of chromatography. A 20100219

Title: Flexible two-dimensional square-grid coordination polymers: structures and functions.

Journal: International journal of molecular sciences 20100101

Title: Poly[[(N,N-dimethyl-formamide-κO)(μ(3)-pyrazine-2,3-dicarboxyl-ato-κN,O:O:O)copper(II)] monohydrate].

Journal: Acta crystallographica. Section E, Structure reports online 20100101

Title: Diacridinium trans-diaqua-bis(pyrazine-2,3-dicarboxyl-ato)cobaltate(II) hexa-hydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20100101

Title: Poly[μ-aqua-diaqua-(μ(2)-pyrazine-2,3-dicarboxyl-ato)dilithium(I)].

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

Title: A pillared-layer coordination polymer with a rotatable pillar acting as a molecular gate for guest molecules.

Journal: Journal of the American Chemical Society 20090909

Title: An unprecedented three-dimensional silver(I) cluster built up from pyrazine-2,3-dicarboxylate ligands.

Journal: Acta crystallographica. Section C, Crystal structure communications 20090201

Title: catena-Poly[[diaqua-rubidium(I)](μ(2)-3-carboxy-pyrazine-2-carboxyl-ato)(μ(2)-pyrazine-2,3-dicarboxylic acid)].

Journal: Acta crystallographica. Section E, Structure reports online 20090201

Title: A Co36 cluster assembled from the reaction of cobalt pivalate with 2,3-dicarboxypyrazine.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: Poly[diaqua(μ(2)-oxalato-κO,O:O,O)(μ(2)-pyrazine-2-carboxyl-ato-κN,O:O')cerium(III)].

Journal: Acta crystallographica. Section E, Structure reports online 20081001

Title: catena-Poly[[aqua-(pyrazino[2,3-f][1,10]phenanthroline-κN,N)cobalt(II)]-μ-pyrazine-2,3-dicarboxyl-ato-κNO:O].

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

Title: (2,2'-Bipyridine)bis-(3-carboxy-pyrazine-2-carboxyl-ato)copper(II) dihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20080801

Title: catena-Poly[[aqua-(dipyrido[3,2-a:2',3'-c]phenazine-κN,N)zinc(II)]-μ-pyrazine-2,3-dicarboxyl-ato-κN,O:O].

Journal: Acta crystallographica. Section E, Structure reports online 20080801

Title: Sol-gel synthesis of low-dimensional silica within coordination nanochannels.

Journal: Journal of the American Chemical Society 20080723

Title: Poly[[diaqua-μ(4)-pyrazine-2,3-dicarboxyl-ato-κN,O:O:O,O:O-strontium(II)] monohydrate].

Journal: Acta crystallographica. Section E, Structure reports online 20080701

Title: Diaqua-bis(pyrazine-2-carboxyl-ato-κN,O)manganese(II) dihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: Poly[triaquabis-(μ(2)-3-carboxy-pyrazine-2-carboxyl-ato)dilithium(I)].

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

Title: Structure-activity relationships of cyclic lactam analogues of alpha-melanocyte-stimulating hormone (alpha-MSH) targeting the human melanocortin-3 receptor.

Journal: Journal of medicinal chemistry 20080124

Title: catena-Poly[[[diaqua-iron(II)]-μ-pyrazine-2,3-dicarboxyl-ato] dihydrate].

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

Title: Dibromidobis(pyrazine-2-carboxylic acid-κN)mercury(II) dihydrate.

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

Title: Poly[diaqua(μ(2)-3-carboxypyrazine-2-carboxylato)(μ(2)-pyrazine-2,3-dicarboxylic acid)potassium(I)].

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

Title: catena-Poly[[[triaqua-copper(II)]-μ(2)-pyrazine-2,3-dicarboxyl-ato] monohydrate].

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

Title: A new two-dimensional CdII coordination polymer constructed by pyrazine-2,3-dicarboxylate.

Journal: Acta crystallographica. Section C, Crystal structure communications 20070401

Title: Formation and characterization of crystalline molecular arrays of gas molecules in a 1-dimensional ultramicropore of a porous copper coordination polymer.

Journal: The journal of physical chemistry. B 20051215

Title: Thermal decomposition kinetics of hydrazinium cerium 2,3-Pyrazinedicarboxylate hydrate: a new precursor for CeO2.

Journal: The journal of physical chemistry. B 20050407

Title: Guest shape-responsive fitting of porous coordination polymer with shrinkable framework.

Journal: Journal of the American Chemical Society 20041103

Title: Polymeric aqua(nitrato-kappa(2)O,O')(1,10-phenanthroline-kappa(2)N,N')(2,3-pyrazinedicarboxylato-kappa(2)N,O)europium(III) monohydrate.

Journal: Acta crystallographica. Section C, Crystal structure communications 20040401

Title: Quinolinate dehydrogenase and 6-hydroxyquinolinate decarboxylase involved in the conversion of quinolinic acid to 6-hydroxypicolinic acid by Alcaligenes sp. strain UK21.

Journal: Archives of microbiology 20030801

Title: A pillared-layer coordination polymer network displaying hysteretic sorption: [Cu(2)(pzdc)(2)(dpyg)](n) (pzdc= pyrazine-2,3-dicarboxylate; dpyg=1,2-Di(4-pyridyl)glycol).

Journal: Angewandte Chemie (International ed. in English) 20020104

Title: Kinetics of binding of [(3)H]glycine to transport proteins in channel catfish brain.

Journal: Neuro-Signals 20020101

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Tags:89-01-0 Molecular Formula|89-01-0 MDL|89-01-0 SMILES|89-01-0 2,3-Pyrazinedicarboxylic acid |Organic_Building_Blocks