N-benzyl-N-[3-(2-methylpropoxy)-2-(pyrrolidin-1-yl)propyl]aniline

• ChemBase ID: 1113
• Molecular Formular: C24H34N2O
• Molecular Mass: 366.53956
• Monoisotopic Mass: 366.26711372
• SMILES: O(CC(N1CCCC1)CN(Cc1ccccc1)c1ccccc1)CC(C)C
• Canonical SMILES: CC(COCC(N1CCCC1)CN(c1ccccc1)Cc1ccccc1)C
• InChI: InChI=1S/C24H34N2O/c1-21(2)19-27-20-24(25-15-9-10-16-25)18-26(23-13-7-4-8-14-23)17-22-11-5-3-6-12-22/h3-8,11-14,21,24H,9-10,15-20H2,1-2H3
• InChIKey: UIEATEWHFDRYRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-N-[3-(2-methylpropoxy)-2-(pyrrolidin-1-yl)propyl]aniline
• IUPAC Traditional name: bepridil
• Brand Name: Vascor
• Synonyms: Bepadin; Bepridil

Database IDs

• CAS Number: 64706-54-3
• PubChem SID: 46506353; 160964576
• PubChem CID: 2351

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.2161436
• LogD (pH = 7.4): 3.7309508
• Log P: 5.4872994
• Molar Refractivity: 115.1172 cm^3
• Polarizability: 44.71466 Å^3
• Polar Surface Area: 15.71 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.33
• LOG S: -4.75
• Solubility (Water): 6.55e-03 g/l

PROPERTIES

Physical Property

• Solubility: Slightly soluble
• Hydrophobicity(logP): 5.2

DETAILS

DrugBank - DB01244

• Drug Groups: approved
• Description: A long-acting calcium-blocking agent with significant anti-anginal activity. The drug produces significant coronary vasodilation and modest peripheral effects. It has antihypertensive and selective anti-arrhythmia activities and acts as a calmodulin antagonist. [PubChem]
• Indication: For the treatment of chronic stable angina (classic effort-associated angina).
• Pharmacology: Bepridil is a calcium channel blocker that has well characterized anti-anginal properties and known but poorly characterized type 1 anti-arrhythmic and anti-hypertensive properties. It is not related chemically to other calcium channel blockers such as diltiazem hydrochloride, nifedipine and verapamil hydrochloride.
• Toxicity: There has been one experience with overdosage in which a patient inadvertently took a single dose of 1600 mg of bepridil. The patient was observed for 72 hours in intensive care, but no significant adverse experiences were noted.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapidly and completely absorbed after oral administration.
• Half Life: 24-50 hours
• Protein Binding: 99%
• External Links: Wikipedia; RxList; Drugs.com