7-chloro-4-hydroxyquinoline-2-carboxylic acid

• ChemBase ID: 103976
• Molecular Formular: C10H6ClNO3
• Molecular Mass: 223.61254
• Monoisotopic Mass: 223.00362074
• SMILES: OC(=O)c1cc(O)c2ccc(Cl)cc2n1
• Canonical SMILES: Clc1ccc2c(c1)nc(cc2O)C(=O)O
• InChI: InChI=1S/C10H6ClNO3/c11-5-1-2-6-7(3-5)12-8(10(14)15)4-9(6)13/h1-4H,(H,12,13)(H,14,15)
• InChIKey: UAWVRVFHMOSAPU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-hydroxyquinoline-2-carboxylic acid
• IUPAC Traditional name: 7-chlorokynurenic acid; 7-chloro-4-hydroxyquinoline-2-carboxylic acid
• Synonyms: 7-Cl-KYNA; 7-Chlorokynurenic acid; 7-Chloro-4-hydroxyquinoline-2-carboxylic acid; 7-CHLOROKYNURENIC ACID

Database IDs

• CAS Number: 18000-24-3
• EC Number: 241-913-6
• MDL Number: MFCD00069227
• PubChem SID: 162091864
• PubChem CID: 1884

CALCULATED PROPERTIES

• Acid pKa: 0.8427522
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5714445
• LogD (pH = 7.4): -0.86731285
• Log P: 2.474813
• Molar Refractivity: 53.6492 cm^3
• Polarizability: 21.778782 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble13.7 mg/mL; DMSO: soluble14 mg/mL
• Apperance: tan

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GRIN1(2902)

DETAILS

MP Biomedicals - 02153752

NMDA receptor antagonist at the glycine site.

Sigma Aldrich - C0306

Biochem/physiol Actions
Potent NMDA glutamate receptor antagonist; antagonizes the strychnine-insensitive glycine site of the NMDA receptor; prevents neurodegeneration produced by quinolinic acid.

Sigma Aldrich - C121

Biochem/physiol Actions
Potent NMDA glutamate receptor antagonist; antagonizes the strychnine-insensitive glycine site of the NMDA receptor; prevents neurodegeneration produced by quinolinic acid.