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5-hydroxypyrazine-2-carboxylic acid

Metabolite of pyrazinamide (PZA) CAS# 34604-60-9

5-hydroxypyrazine-2-carboxylic acid

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Quality Control of 5-hydroxypyrazine-2-carboxylic acid

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Chemical structure

5-hydroxypyrazine-2-carboxylic acid

3D structure

Chemical Properties of 5-hydroxypyrazine-2-carboxylic acid

Cas No. 34604-60-9 SDF Download SDF
PubChem ID 161825 Appearance Powder
Formula C5H4N2O3 M.Wt 140.1
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : 50 mg/mL (356.89 mM; Need ultrasonic)
H2O : 4 mg/mL (28.55 mM; Need ultrasonic)
Chemical Name 6-oxo-1H-pyrazine-3-carboxylic acid
SMILES C1=C(N=CC(=O)N1)C(=O)O
Standard InChIKey CGQFCIHUUCMACC-UHFFFAOYSA-N
Standard InChI InChI=1S/C5H4N2O3/c8-4-2-6-3(1-7-4)5(9)10/h1-2H,(H,7,8)(H,9,10)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of 5-hydroxypyrazine-2-carboxylic acid

Description5-hydroxypyrazine-2-carboxylic acid , a metabolite of anti-tuberculosis drug pyrazinamide (PZA).

References:
[1]. Huq, Fazlul; Hossain, Zahed. Molecular modelling analysis of the metabolism of pyrazinamide. Journal of Pharmacology and Toxicology (2006), 1(6), 505-515. [2]. Mehmedagic, Aida; Verite, Philippe; Menager, Sabine et al. Investigation of the effects of concomitant caffeine administration on the metabolic disposition of pyrazinamide in rats. Biopharmaceutics & Drug Disposition (2002), 23(5), 191-195.

5-hydroxypyrazine-2-carboxylic acid Dilution Calculator

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5-hydroxypyrazine-2-carboxylic acid Molarity Calculator

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Preparing Stock Solutions of 5-hydroxypyrazine-2-carboxylic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.1378 mL 35.6888 mL 71.3776 mL 142.7552 mL 178.444 mL
5 mM 1.4276 mL 7.1378 mL 14.2755 mL 28.551 mL 35.6888 mL
10 mM 0.7138 mL 3.5689 mL 7.1378 mL 14.2755 mL 17.8444 mL
50 mM 0.1428 mL 0.7138 mL 1.4276 mL 2.8551 mL 3.5689 mL
100 mM 0.0714 mL 0.3569 mL 0.7138 mL 1.4276 mL 1.7844 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on 5-hydroxypyrazine-2-carboxylic acid

5-hydroxypyrazine-2-carboxylic acid , a metabolite of anti-tuberculosis drug pyrazinamide (PZA).

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References on 5-hydroxypyrazine-2-carboxylic acid

Acid-base characterization of 5-hydroxypyrazine-2-carboxylic acid and the role of ionic equilibria in the optimization of some process conditions for its biocatalytic production.[Pubmed:16136307]

Anal Bioanal Chem. 2005 Oct;383(3):539-45.

This paper describes the use of potentiometric titration to determine the relevant acid-base properties of 5-hydroxypyrazine-2-carboxylic acid (5OH-PYCA), an important intermediate in the production of tuberculostatics. The data obtained were used for calculation of the dissociation constants of 5OH-PYCA. It was found that 5OH-PYCA dissociates in two steps, with the corresponding dissociation constants pK (a1)=3.42 and pK (a2)=7.96, designating 5OH-PYCA as a medium weak acid (1st step). The distribution diagram of dissociated species and the buffer-strength diagram of 5OH-PYCA provide useful information about its behaviour at different pH. The ionic equilibria data obtained can be used for selection of the optimum pH for biotransformation of pyrazine-2-carboxylic acid (PYCA) and for prediction of pH changes during the biotransformation. These data can also be used for selection of the optimum pH for precipitating 5OH-PYCA in downstream processing. All computations have been optimized by mathematical modelling using Solver.

Description

5-Hydroxypyrazine-2-Carboxylic Acid, a metabolite of anti-tuberculosis drug pyrazinamide (PZA).

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