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2-Aminonicotinic acid

CAS# 5345-47-1

2-Aminonicotinic acid

2D Structure

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3D structure

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2-Aminonicotinic acid

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Chemical Properties of 2-Aminonicotinic acid

Cas No. 5345-47-1 SDF Download SDF
PubChem ID 72930 Appearance Powder
Formula C6H6N2O2 M.Wt 138
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-aminopyridine-3-carboxylic acid
SMILES C1=CC(=C(N=C1)N)C(=O)O
Standard InChIKey KPIVDNYJNOPGBE-UHFFFAOYSA-N
Standard InChI InChI=1S/C6H6N2O2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H2,7,8)(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.

2-Aminonicotinic acid Dilution Calculator

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2-Aminonicotinic acid Molarity Calculator

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Preparing Stock Solutions of 2-Aminonicotinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.2464 mL 36.2319 mL 72.4638 mL 144.9275 mL 181.1594 mL
5 mM 1.4493 mL 7.2464 mL 14.4928 mL 28.9855 mL 36.2319 mL
10 mM 0.7246 mL 3.6232 mL 7.2464 mL 14.4928 mL 18.1159 mL
50 mM 0.1449 mL 0.7246 mL 1.4493 mL 2.8986 mL 3.6232 mL
100 mM 0.0725 mL 0.3623 mL 0.7246 mL 1.4493 mL 1.8116 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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References on 2-Aminonicotinic acid

2-Aminonicotinic acid 1-oxides are chemically stable inhibitors of quinolinic acid synthesis in the mammalian brain: a step toward new antiexcitotoxic agents.[Pubmed:24274468]

J Med Chem. 2013 Dec 12;56(23):9482-95.

3-Hydroxyanthranilic acid 3,4-dioxygenase (3-HAO) is the enzyme responsible for the production of the neurotoxic tryptophan metabolite quinolinic acid (QUIN). Elevated brain levels of QUIN are observed in several neurodegenerative diseases, but pharmacological investigation on its role in the pathogenesis of these conditions is difficult because only one class of substrate-analogue 3-HAO inhibitors, with poor chemical stability, has been reported so far. Here we describe the design, synthesis, and biological evaluation of a novel class of chemically stable inhibitors based on the 2-Aminonicotinic acid 1-oxide nucleus. After the preliminary in vitro evaluation of newly synthesized compounds using brain tissue homogenate, we selected the most active inhibitor and showed its ability to acutely reduce the production of QUIN in the rat brain in vivo. These findings provide a novel pharmacological tool for the study of the mechanisms underlying the onset and propagation of neurodegenerative diseases.

Chemiluminescence derivatization of methylglyoxal using 2-aminonicotinic acid.[Pubmed:10959598]

Chem Pharm Bull (Tokyo). 2000 Aug;48(8):1236-8.

To develop a sensitive and selective chemiluminometric method for the determination of methylglyoxal, we used 2-Aminonicotinic acid as the chemiluminescence derivatization reagent. 2-Aminonicotinic acid reacts with methylglyoxal in an acidic solution at 37 degrees C for 4 h and gave a chemiluminescence in N,N'-dimethylformamide containing sodium tert-butoxide. The detection limit (blank intensity plus three-times its standard deviation of methylglyoxal) for methylglyoxal is 233 fmol in the reaction mixture.

2-Aminonicotinic acid.[Pubmed:9362553]

Acta Crystallogr C. 1997 Oct 15;53 ( Pt 10):1427-9.

2-Aminonicotinic acid, C6H6N2O2, crystallized in the centrosymmetric space group P2(1)/c in the zwitterionic form. Intermolecular N--H...O hydrogen bonds with N...O distances of 2.652 (2) and 2.807 (2) A link molecules into two sets of zigzag chains propagating along the b axis. The two sets of chains are crosslinked by C--H...O interactions. The dihedral angle between the planes of adjacent molecules in a chain is 9.77 (7) degrees. An intramolecular N--H...O hydrogen bond is also present.

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