7-chloro-4-hydroxy-3-(3-phenoxyphenyl)-1,2-dihydroquinolin-2-one

• ChemBase ID: 132505
• Molecular Formular: C21H14ClNO3
• Molecular Mass: 363.79376
• Monoisotopic Mass: 363.06622099
• SMILES: c1ccc(cc1)Oc1cccc(c1)c1c(c2ccc(cc2[nH]c1=O)Cl)O
• Canonical SMILES: Clc1ccc2c(c1)[nH]c(=O)c(c2O)c1cccc(c1)Oc1ccccc1
• InChI: InChI=1S/C21H14ClNO3/c22-14-9-10-17-18(12-14)23-21(25)19(20(17)24)13-5-4-8-16(11-13)26-15-6-2-1-3-7-15/h1-12H,(H2,23,24,25)
• InChIKey: FLVRDMUHUXVRET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-hydroxy-3-(3-phenoxyphenyl)-1,2-dihydroquinolin-2-one
• IUPAC Traditional name: 7-chloro-4-hydroxy-3-(3-phenoxyphenyl)-1H-quinolin-2-one
• Synonyms: 7-Chloro-4-hydroxy-3-(3-phenoxy)phenylquinolin-2[1H]-one; L-701,324

Database IDs

• CAS Number: 142326-59-8
• MDL Number: MFCD00910917
• PubChem SID: 162226782; 24278508
• PubChem CID: 54682505

CALCULATED PROPERTIES

• Acid pKa: 6.9545746
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.601051
• LogD (pH = 7.4): 4.0392966
• Log P: 4.616015
• Molar Refractivity: 102.6692 cm^3
• Polarizability: 38.609936 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble36.4 mg/mL
• Apperance: 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)rat ... Grin1(24408), Grin2a(24409)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - L0258

Legal Information
Manufactured and sold under license from Merck, Sharp and Dohme, Ltd. U.S. Patent No. 5,348,962.
Biochem/physiol Actions
L-701,324 is a high affinity, selective antagonist at the glycine site of the NMDA glutamate receptor. L-701,324 is a potent, active anticonvulsant with a reduced propensity to activate mesolimbic dopaminergic systems in rodents.