1-[2-(diethylamino)ethyl]-3-[(4-methoxyphenyl)methyl]-1,2-dihydroquinoxalin-2-one hydrochloride

• ChemBase ID: 154085
• Molecular Formular: C22H28ClN3O2
• Molecular Mass: 401.92962
• Monoisotopic Mass: 401.18700483
• SMILES: CCN(CC)CCn1c2ccccc2nc(c1=O)Cc1ccc(cc1)OC.Cl
• Canonical SMILES: CCN(CCn1c(=O)c(Cc2ccc(cc2)OC)nc2c1cccc2)CC.Cl
• InChI: InChI=1S/C22H27N3O2.ClH/c1-4-24(5-2)14-15-25-21-9-7-6-8-19(21)23-20(22(25)26)16-17-10-12-18(27-3)13-11-17;/h6-13H,4-5,14-16H2,1-3H3;1H
• InChIKey: JRNWTJUIMRLKBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(diethylamino)ethyl]-3-[(4-methoxyphenyl)methyl]-1,2-dihydroquinoxalin-2-one hydrochloride
• IUPAC Traditional name: caroverine hydrochloride
• Synonyms: 1-[2-(Diethylamino)ethyl]-3-[(4-methoxyphenyl)methyl]-2(1H)-quinoxalinone monohydrochloride; Caroverine hydrochloride

Database IDs

• CAS Number: 55750-05-5
• MDL Number: MFCD01684929
• PubChem SID: 162248224
• PubChem CID: 3043582

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.4900069
• LogD (pH = 7.4): 2.2008576
• Log P: 3.5019503
• Molar Refractivity: 110.7719 cm^3
• Polarizability: 41.72005 Å^3
• Polar Surface Area: 45.14 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H28ClN3O2

DETAILS

Sigma Aldrich - C1119

Biochem/physiol Actions
Caroverine hydrochloride is a nonselective NMDA and AMPA glutamate receptor antagonist. Also, Caroverine hydrochloride is a class B calcium-channel-blocker, antiglutamatergic agent, and acts as an antioxidant when administered to lab animals.