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Quinolinic acid

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Name

Quinolinic acid

EINECS 201-874-8
CAS No. 89-00-9 Density 1.551 g/cm3
PSA 87.49000 LogP 0.47800
Solubility 0.55 g/100 mL in water Melting Point 188-190 °C (dec.)(lit.)
Formula C7H5NO4 Boiling Point 425 °C at 760 mmHg
Molecular Weight 167.121 Flash Point 210.9 °C
Transport Information N/A Appearance Colorless columnar crystal
Safety 24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 89-00-9 (Quinolinic acid) Hazard Symbols IrritantXi
Synonyms

pyridine-2,3-carboxylate;2,3-pyridinedicarboxylic acid;Quinolinate;2,3-pyridinedicarboxylate;2, 3-Pyridinedicarboxylic acid;2,3-Pyridinedicarboxylic acid (8CI,9CI);Kinubon;Strontium quinolinolate;pyridine-2,3-dicarboxylate;pyridine-2,3-dicarboxylic acid;2,3-pyridine dicarboxylic acid;2,3-pyridinedicarboxylic aicd;N4-Acetyl Cytosine;Pyridine-2,3-Dicarboxylicacid;

Article Data 92

Quinolinic acid Synthetic route

91-22-5

quinoline

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With sodium chlorate; copper(ll) sulfate pentahydrate; manganase(II)-5,10,15,20-tetra(4-carboxyphenyl)porphine; sulfuric acid In water at 100℃; for 6h;94%
With manganese(II); iron(II); ozone In sulfuric acid at 69.9℃;84%
With Iron(III) nitrate nonahydrate; tetrabutylammomium bromide; nitric acid In water at 80℃; for 4h; Reagent/catalyst; Temperature;78%
98-98-6

2-Picolinic acid

124-38-9

carbon dioxide

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -50 - 0℃; for 0.5h; Metallation;
Stage #2: carbon dioxide In tetrahydrofuran; hexane Substitution;
85%
18970-62-2

copper pyridine-2,3-dicarboxylate

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide at 90℃; for 2h;71%

pyridine-2,3-dicarboxylic anhydride

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With pyridine; sulfuric acid In ethanol; water; ethyl acetate; toluene61%
148-24-3

8-quinolinol

A

89-00-9

Pyridine-2,3-dicarboxylic acid

B

16830-25-4

2-carboxy-3-pyridineglyoxylic acid

Conditions
ConditionsYield
With nitric acid a) RT, overnight, b) reflux, 1 h;A 52.3%
B 23.8%
With nitric acid
91-63-4

2-methylquinoline

A

59-67-6

nicotinic acid

B

98-98-6

2-Picolinic acid

C

93-10-7

quinoline-2-carboxylic acid

D

89-00-9

Pyridine-2,3-dicarboxylic acid

E

17999-86-9

1,2-Bis(quinolin-2-yl)ethane

F

65-85-0

benzoic acid

Conditions
ConditionsYield
With potassium hydroxide; oxygen In water at 200℃; under 58840.6 Torr; for 1h; Product distribution; var. time, var. temperatures;A 8.1%
B 41.3%
C 41.7%
D 2.2%
E n/a
F 0.7%
583-61-9

2,3-Lutidine

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With potassium permanganate
91-62-3

6-methylquinoline

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With potassium permanganate
With sulfuric acid; dihydrogen peroxide; ozone 1.) HOAc, water, 35 deg C, 24 h, 2.) 45 deg C, 1.5 h; Yield given. Multistep reaction;
611-32-5

8-methylquinoline

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With potassium permanganate
148-24-3

8-quinolinol

89-00-9

Pyridine-2,3-dicarboxylic acid

Conditions
ConditionsYield
With nitric acid
With potassium permanganate
With hydrogenchloride; nitric acid at 70℃;
With ozone; acetic acid anschliessend Erhitzen mit wss. H2O2;
With sulfuric acid; dihydrogen peroxide; ozone 1.) HOAc, water, 35 deg C, 25 h, 2.) 45 deg C, 1.5 h; Yield given. Multistep reaction;

Quinolinic acid Consensus Reports

Reported in EPA TSCA Inventory.

Quinolinic acid Specification

The Quinolinic acid, with the CAS registry number 89-00-9,is also known 2,3-Pyridinedicarboxylic acid; Pyridine-2,3-dicarboxylic acid. It belongs to the product categories of Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals.Its EINECS number is 201-874-8. This chemical's molecular formula is C7H5NO4 and molecular weight is 167.12. What's more,Its systematic name is 2,3-Pyridinedicarboxylic acid.It is White powder or Light yellow powder.It is a metabolite of tryptophan with a possible role in neurodegenerative disorders. Elevated CSF levels of quinolinic acid are correlated with the severity of neuropsychological deficits in patients who have AIDS.

Physical properties about Quinolinic acid are:
(1)ACD/LogP: -0.441; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.84; (4)ACD/LogD (pH 7.4): -4.57; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.628; (13)Molar Refractivity: 38.204 cm3; (14)Molar Volume: 107.716 cm3; (15)Surface Tension: 83.5650024414063 dyne/cm; (16)Density: 1.551 g/cm3; (17)Flash Point: 210.854 °C; (18)Enthalpy of Vaporization: 71.645 kJ/mol; (19)Boiling Point: 425.036 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:c1cc(c(nc1)C(=O)O)C(=O)O;
(2)Std. InChI:InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-8-5(4)7(11)12/h1-3H,(H,9,10)(H,11,12);
(3)Std. InChIKey:GJAWHXHKYYXBSV-UHFFFAOYSA-N.

Safety Information of Quinolinic acid:
The Quinolinic acid is danger of cumulative effects .It is irritating to eyes, respiratory system and skin.When you use it ,wear suitable protective clothing and gloves and avoid contact with skin and eyes .In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

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