5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid hydrate

• ChemBase ID: 155490
• Molecular Formular: C10H7Cl2NO4
• Molecular Mass: 276.07288
• Monoisotopic Mass: 274.97521307
• SMILES: c1c(cc(c2c1nc(cc2O)C(=O)O)Cl)Cl.O
• Canonical SMILES: Clc1cc(Cl)c2c(c1)nc(cc2O)C(=O)O.O
• InChI: InChI=1S/C10H5Cl2NO3.H2O/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14;/h1-3H,(H,13,14)(H,15,16);1H2
• InChIKey: READYYZXDSXRQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid hydrate
• IUPAC Traditional name: C10H5cl2NO3 hydrate
• Synonyms: 5,7-Dichloro-4-hydroxyquinoline-2-carboxylic acid monohydrate; 5,7-Dichlorokynurenic acid monohydrate

Database IDs

• CAS Number: 190908-40-8
• MDL Number: MFCD11045951
• PubChem SID: 24277976; 162249628
• PubChem CID: 23723057

CALCULATED PROPERTIES

• Acid pKa: 3.8180823
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1191747
• LogD (pH = 7.4): -0.286921
• Log P: 3.0788577
• Molar Refractivity: 58.454 cm^3
• Polarizability: 23.725962 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: insoluble
• Apperance: light yellow solid

Safety Information

• 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), NGFR(4804)mouse ... Gria1(14799), Grin2a(14811)rat ... Gria1(50592), Grik1(29559), Grin2a(24409), Grin2b(24410)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C10H5Cl2NO3 · H2O

DETAILS

Sigma Aldrich - D138

Biochem/physiol Actions
Potent excitatory amino acid receptor antagonist; active at the strychnine-insensitive glycine binding site of the NMDA glutamate receptor.