{3-[(2,3-dihydro-1H-inden-2-yl)(phenyl)amino]propyl}diethylamine hydrochloride

• ChemBase ID: 154074
• Molecular Formular: C22H31ClN2
• Molecular Mass: 358.94794
• Monoisotopic Mass: 358.21757668
• SMILES: CCN(CC)CCCN(c1ccccc1)C1Cc2ccccc2C1.Cl
• Canonical SMILES: CCN(CCCN(C1Cc2c(C1)cccc2)c1ccccc1)CC.Cl
• InChI: InChI=1S/C22H30N2.ClH/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22;/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3;1H
• InChIKey: KIPFVRHNAAZJOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-[(2,3-dihydro-1H-inden-2-yl)(phenyl)amino]propyl}diethylamine hydrochloride
• IUPAC Traditional name: aprindine hydrochloride
• Synonyms: N-(2,3-Dihydro-1H-inden-2-yl)-N′,N′-diethyl-N-phenyl-1,3-propanediamine hydrochloride; Amidonal; Aprindine hydrochloride; Aprindine 盐酸盐

Database IDs

• CAS Number: 33237-74-0
• EC Number: 251-418-7
• MDL Number: MFCD01698392
• PubChem SID: 162248213
• PubChem CID: 71413

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5100436
• LogD (pH = 7.4): 2.4914336
• Log P: 4.9862995
• Molar Refractivity: 105.2157 cm^3
• Polarizability: 40.214928 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL
• Apperance: solid

Safety Information

• RTECS: TX7386000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H30N2 · HCl

DETAILS

Sigma Aldrich - A7606

Application
Aprindine hydrochloride is a class Ib antiarrhythmic and hERG channel blocker. Aprindine hydrochloride also inhibits the activities of calmodulin-sitmulated cyclic 3′:5′-nucleotide phosphodiesterase and Ca-ATPase.
Biochem/physiol Actions
Aprindine hydrochloride is a class Ib antiarrhythmic and hERG channel blocker. Aprindine shows structure similarities to lidocaine and procainamide and is effective in treatment of patients with ventricular premature depolarizations, ventricular tachycardia, and supraventricular arrhythmias. Aprindine inhibits the activation of bovine brain cyclic 3′:5′-nucleotide phosphodiesterase (EC 3.1.4.17) by calmodulin and inhibits calmodulin-stimulated Ca-ATPase (ATP phosphohydrolase EC 3.6.1.3) activity.