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Quinolinic acid

Product Name
Quinolinic acid
CAS No.
89-00-9
Chemical Name
Quinolinic acid
Synonyms
PYRIDINE-2,3-DICARBOXYLIC ACID;2,3-PYRIDINEDICARBOXYLIC ACID;QUIN;2,3-Pyridinedicarboxylic;Pyridine-2,3-dicarboxylate;2,3-PyridinedicarboxylicAcid99%;109/KG;NSC 13127;NSC 18836;NSC 403247
CBNumber
CB7316162
Molecular Formula
C7H5NO4
Formula Weight
167.12
MOL File
89-00-9.mol
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Quinolinic acid Property

Melting point:
188-190 °C (dec.) (lit.)
Boiling point:
295.67°C (rough estimate)
Density 
1.5216 (rough estimate)
refractive index 
1.6280 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
10g/l
pka
2.43(at 25℃)
form 
Crystalline Powder
color 
White to light yellow-beige
Odor
odorless
Water Solubility 
0.55 g/100 mL
Merck 
14,8073
BRN 
137110
InChIKey
GJAWHXHKYYXBSV-UHFFFAOYSA-N
CAS DataBase Reference
89-00-9(CAS DataBase Reference)
EPA Substance Registry System
2,3-Pyridinedicarboxylic acid (89-00-9)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-33
Safety Statements 
26-36/37-24/25-37
WGK Germany 
3
RTECS 
US7967250
TSCA 
T
HazardClass 
IRRITANT
HS Code 
29333999
Hazardous Substances Data
89-00-9(Hazardous Substances Data)
Toxicity
Focal injection of quinolinic acid into specific areas of the brain produces neuronal damage although sparing axons of passage. Similarities between the biochemical and morphological profiles of these lesions and human neuropathy seen in neurodegenerative diseases have led to the proposal that endogenous excitotoxins may play a role in such neurodegenerative disease states. Quinolinic acid is an intermediate in the kynurenine pathway of tryptophan metabolism and has been detected in the brains of several mammals including man. The neuroexcitatory action is thought to be mediated via interaction with the N-methyl-D-aspartate (NMDA) receptor of the glutamate family. No mechanism for quinolinic acid removal, nor for synaptic inactivation, has been found, and consequently accumulation of concentrations capa_x0002_ble of inducing neuronal degeneration and death may occur.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P63204
Product name
2,3-Pyridinedicarboxylic acid
Purity
99%
Packaging
25g
Price
$31.4
Updated
2024/03/01
Sigma-Aldrich
Product number
P63204
Product name
2,3-Pyridinedicarboxylic acid
Purity
99%
Packaging
100g
Price
$34.8
Updated
2024/03/01
TCI Chemical
Product number
P0550
Product name
2,3-Pyridinedicarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$25
Updated
2024/03/01
TCI Chemical
Product number
P0550
Product name
2,3-Pyridinedicarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
500g
Price
$199
Updated
2024/03/01
Alfa Aesar
Product number
A11414
Product name
Pyridine-2,3-dicarboxylic acid, 99%
Packaging
25g
Price
$23.65
Updated
2024/03/01
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Quinolinic acid Chemical Properties,Usage,Production

Chemical Properties

White powder;Light yellow powder

Uses

An inhibitor of glucose synthesis.

Uses

A matabolite of tryptophan and a putative NMDA receptor agonist.

Uses

Inhibits glucose synthesis

Uses

Quinolinic acid is an endogenous NMDA agonist. Quinolinic acid is a metabolite of tryptophan that acts as a putative NMDA receptor agonist. Quinolinic acid is an ?excitotoxic? metabolite and an agonist of N-methyl-D-aspartate receptors. properties of KYNA raise the possibility of a functional link between KYNA and QUIN in the brain which may be of relevance for an understanding of human neurodegenerative disorders. Quinolinic acid is a potent endogenous excitant at amino acid receptors in CNS.

Definition

ChEBI: Quinolinic acid is a pyridinedicarboxylic acid that is pyridine substituted by carboxy groups at positions 2 and 3. It is a metabolite of tryptophan. It has a role as a NMDA receptor agonist, a human metabolite, a mouse metabolite and an Escherichia coli metabolite. It is a conjugate acid of a quinolinate(1-) and a quinolinate.

Biosynthesis

The 3-hydroxyanthranilic acid oxygenase (3-HAO) catalyzes the conversion of 3-hydroxyanthranilic acid (3-HA) acid to an unstable intermediate, aminocarboxymuconic semialdehyde, which then preferentially converts to QUIN by a nonenzymatic cyclisation. This intermediate compound can also produce picolinic acid instead of QUIN. Finally, QUIN is catabolized to NAD+ and carbon dioxide by the action of quinolinate phosphoribosyl transferase (QPRT). This enzyme has been identified in rat and human CNS tissue[1].

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 3020, 1949 DOI: 10.1021/ja01177a021

Hazard

A poison by skin contact. Moderately toxic by ingestion. A mild skin irritant.

Industrial uses

The use of quinolinic acid during flotation of hematite results in the adsorption of quinoline on hematite, allowing amine to selectively adsorb onto the hematite surface.

Biological Activity

Endogenous NMDA agonist and transmitter candidate. May distinguish between NMDA receptor subtypes.

Biological Activity

Quinolinic acid (QA) is a 2,3-pyridine dicarboxylic acid (C7H5NO4). QA is produced following the metabolic breakdown of the amino acid tryptophan, via the kynurenine pathway. Tryptophan is able to cross the blood–brain barrier (BBB), and upon entering the brain, is taken up by astrocytes, macrophages, microglia, and dendtritic cells and converted into kynurenine. In the presence of the enzyme 3-hydroxyanthranilic acid, kynurenine is converted into QA through a series of enzymatic reactions. QA is normally present in extremely low, nanomolar concentrations in the brain and in cerebrospinal fluid and does not cause damage to the surrounding cells. Accumulation of endogenous QA has recently been implicated in the etiology of certain neurodegenerative diseases, especially those with a strong inflammatory component, such as Parkinson’s disease (PD), amyotrophic lateral sclerosis (ALS), Huntington’s disease (HD), Alzheimer’s disease (AD), stroke, multiple sclerosis (MS), and epilepsy[1].

Safety Profile

A poison by skin contact. Moderately toxic by ingestion. Experimental reproductive effects. A mdd skinn irritant. When heated to decomposition it emits toxic vapors of NOx.

storage

Room temperature

References

[1] Rafael Lugo-Huitrón. “Quinolinic acid: an endogenous neurotoxin with multiple targets.” Oxidative Medicine and Cellular Longevity (2013): 104024.

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Quinolinic acid Suppliers

Shanghai YouPeng Chemical Co. Ltd.
Tel
021-69005955 13701776567
Fax
021-69005775
Email
youpengchem@163.com
Country
China
ProdList
4293
Advantage
56
Wuhan Yuqing Jiaheng Pharmaceutical Co., Ltd.
Tel
027-83850122 13343472658
Email
918571372@qq.com
Country
China
ProdList
1874
Advantage
58
Qingdao Dexin Chemical Co., Ltd
Tel
17354621915 17354621915
Email
1214127295@qq.com
Country
China
ProdList
161
Advantage
58
Dexin chemical (Shandong) Co. , Ltd.
Tel
15853369661
Email
1092794701@qq.com
Country
China
ProdList
124
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
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View Lastest Price from Quinolinic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Quinolinic acid 89-00-9
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%min
Supply Ability
1000kg
Release date
2021-08-05
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Quinolinic Acid 89-00-9
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-06
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Quinolinic acid 89-00-9
Price
US $999.00-800.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-21

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