Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H4N2O2 |
| Molecular Weight | 124.0975 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C1=NC=CN=C1
InChI
InChIKey=NIPZZXUFJPQHNH-UHFFFAOYSA-N
InChI=1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pyrazinamide and pyrazinoic acid activity against tubercle bacilli in cultured human macrophages and in the BACTEC system. | 1990 Jul |
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| Augmentation of H2 photoproduction in Rhodopseudomonas palustris by N-heterocyclic aromatic compounds. | 2003 Jan |
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| The curious characteristics of pyrazinamide: a review. | 2003 Jan |
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| Urate transport via human PAH transporter hOAT1 and its gene structure. | 2003 Jan |
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| Phenolsulfonphthalein transport by potential-sensitive urate transport system. | 2005 Aug 22 |
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| Hydrothermal syntheses and structures of two mixed-valence copper(I,II) 2-pyrazinecarboxylate coordination polymers. | 2005 May 30 |
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| A density functional theory study of the mechanism of free radical generation in the system vanadate/PCA/H2O2. | 2005 Sep 29 |
|
| [Ln2(C2O4)2(pyzc)2(H2O)2]n[Ln = Pr (1), Er (2)]: novel two-dimensional lanthanide coordination polymers with 2-pyrazinecarboxylate and oxalate. | 2006 Dec 25 |
|
| Polar symmetry and intercalation of new multilayered hybrid molybdates: [M2(pzc)2(H2O)x][Mo5O16] (M = Co, Ni). | 2006 Jun 12 |
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| The paradox of pyrazinamide: an update on the molecular mechanisms of pyrazinamide resistance in Mycobacteria. | 2006 Mar |
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| Crystal structure of the boronic acid-based proteasome inhibitor bortezomib in complex with the yeast 20S proteasome. | 2006 Mar |
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| Substituted pyrazinecarboxamides: synthesis and biological evaluation. | 2006 Mar 29 |
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| Renal urate transport. | 2006 May |
|
| pncA mutations in pyrazinamide-resistant Mycobacterium tuberculosis clinical isolates from the southeast region of Brazil. | 2006 Nov |
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| Effects of weak acids, UV and proton motive force inhibitors on pyrazinamide activity against Mycobacterium tuberculosis in vitro. | 2006 Nov |
|
| Oxidation of 2-propanol and cyclohexane by the reagent "hydrogen peroxide-vanadate anion-pyrazine-2-carboxylic acid": kinetics and mechanism. | 2007 Aug 16 |
|
| Substituted N-phenylpyrazine-2-carboxamides, their synthesis and evaluation as herbicides and abiotic elicitors. | 2007 Dec 20 |
|
| Structural determination of hypnosin, a spore germination inhibitor of phytopathogenic Streptomyces sp. causing root tumor in melon (Cucumis sp.). | 2007 Dec 26 |
|
| 2'-(3-Hydroxy-benzyl-idene)pyrazine-2-carbohydrazide monohydrate. | 2007 Dec 6 |
|
| Dibromidobis(pyrazine-2-carboxylic acid-κN)mercury(II) dihydrate. | 2007 Dec 6 |
|
| Human renal organic anion transporter 4 operates as an asymmetric urate transporter. | 2007 Feb |
|
| Pyrazinoic acid and its n-propyl ester inhibit fatty acid synthase type I in replicating tubercle bacilli. | 2007 Feb |
|
| Concentration-dependent mode of interaction of angiotensin II receptor blockers with uric acid transporter. | 2007 Jan |
|
| Magnetic properties and molecular structures of binuclear (2-pyrazinecarboxylate)-bridged complexes containing Re(IV) and M(II) (M = Co, Ni). | 2007 Jan 21 |
|
| Discovery of pyrazine carboxamide CB1 antagonists: the introduction of a hydroxyl group improves the pharmaceutical properties and in vivo efficacy of the series. | 2007 Jul 15 |
|
| Effect of silibinin on the pharmacokinetics of pyrazinamide and pyrazinoic acid in rats. | 2007 Sep |
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| Characterization of Mycobacterium tuberculosis nicotinamidase/pyrazinamidase. | 2008 Feb |
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| Medical management of genitourinary tuberculosis. | 2008 Jul |
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| Synthesis and antimycobacterial evaluation of substituted pyrazinecarboxamides. | 2008 May |
|
| Vibrational spectroscopic studies and ab initio calculations of a substituted amide of pyrazine-2-carboxylic acid--C12H10ClN3O. | 2008 Nov 15 |
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| Metal and mixed-metal coordination polymers synthesized with pyrazine-2-carboxylate. | 2008 Nov 21 |
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| Suppression of blood lipid concentrations by volatile Maillard reaction products. | 2008 Nov-Dec |
|
| Synthesis and structures of a new series of silver-vanadate hybrid solids and their optical and photocatalytic properties. | 2008 Sep 15 |
|
| Poly[diaqua(μ(2)-oxalato-κO,O:O,O)(μ(2)-pyrazine-2-carboxyl-ato-κN,O:O')cerium(III)]. | 2008 Sep 20 |
|
| Interpreting expression data with metabolic flux models: predicting Mycobacterium tuberculosis mycolic acid production. | 2009 Aug |
|
| Poly[bis-(μ(2)-pyrazine-2-carboxyl-ato)-κN,O:O';κN,O:O-cadmium(II)]. | 2009 Dec 24 |
|
| Poly[hexa-aqua-bis(μ(3)-terephthalato)(μ(2)-terephthalato)diytterbium(III)]. | 2009 Dec 9 |
|
| Lipophilic pyrazinoic acid amide and ester prodrugs stability, activation and activity against M. tuberculosis. | 2009 Jun 28 |
|
| A polymorph of diaqua-bis(pyrazine-2-carboxyl-ato-κN,O)copper(II). | 2009 Nov 4 |
|
| Tetra-ethyl-ammonium tricarbonyl-chlorido-(pyrazine-2-carboxyl-ato-N,O)rhenate(I). | 2009 Oct 17 |
|
| Substituted N-Phenylpyrazine-2-carboxamides: synthesis and antimycobacterial evaluation. | 2009 Oct 20 |
|
| Combined Mössbauer spectral and density functional theory determination of the magnetic easy-axis in two high-spin iron(II) 2-pyrazinecarboxylate complexes. | 2009 Sep 7 |
|
| Poly[aqua-(μ-pyrazine-2-carboxyl-ato-κN,O:O)(μ-pyrazine-2-carboxyl-ato-κN,O:O')lead(II)]. | 2010 Apr 17 |
|
| Synthesis and anti-mycobacterial evaluation of some pyrazine-2-carboxylic acid hydrazide derivatives. | 2010 Aug |
|
| Synthesis, structure and magnetic properties of two new azido-Co(II) coordination architectures: from ferromagnetic coupling to single-chain-magnets. | 2010 Dec 14 |
|
| Antimicrobial Susceptibility Testing of Mycobacterium bovis Isolates from Michigan White-Tailed Deer during the 2009 Hunting Season. | 2010 Dec 2 |
|
| QSAR modeling of a set of pyrazinoate esters as antituberculosis prodrugs. | 2010 Feb |
|
| Molecular epidemiological study of pyrazinamide-resistance in clinical isolates of mycobacterium tuberculosis from South India. | 2010 Jul 7 |
|
| The near future: improving the activity of rifamycins and pyrazinamide. | 2010 May |
|
| Identification and functional characterization of uric acid transporter Urat1 (Slc22a12) in rats. | 2011 Jun |
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1585017
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202-718-1
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71311
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98-97-5
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13146
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DTXSID30243367
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C005296
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m9340
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1047
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PYRAZINOIC ACID
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2WB23298SP
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PARENT (METABOLITE)
PARENT (METABOLITE)
SUBSTANCE RECORD
