Chemical Component Summary

Name1-ISOBUTOXY-2-PYRROLIDINO-3[N-BENZYLANILINO] PROPANE
SynonymsBEPRIDIL
IdentifiersN-[(2S)-3-(2-methylpropoxy)-2-pyrrolidin-1-yl-propyl]-N-(phenylmethyl)aniline
FormulaC24 H34 N2 O
Molecular Weight366.54
TypeNON-POLYMER
Isomeric SMILESCC(C)COC[C@H](C[N@@](Cc1ccccc1)c2ccccc2)N3CCCC3
InChIInChI=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/t24-/m0/s1
InChIKeyUIEATEWHFDRYRU-DEOSSOPVSA-N

Chemical Details

Formal Charge0
Atom Count61
Chiral Atom Count1
Bond Count63
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB01244 
NameBepridil
Groups
  • approved
  • withdrawn
DescriptionA long-acting, non selective, calcium channel blocker 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. It is no longer marketed in the United States, as it has been implicated in causing ventricular arrhythmias (ie. Torsade de pointes).
Synonyms
  • Bepadin
  • Bepridil
  • Bepridil hydrochloride
IndicationFor the treatment of hypertension, and chronic stable angina (classic effort-associated angina).
Categories
  • Agents causing hyperkalemia
  • Antiarrhythmic agents
  • Antihypertensive Agents
  • Bradycardia-Causing Agents
  • Calcium Channel Blockers
ATC-CodeC08EA02
CAS number64706-54-3

Drug Targets

NameTarget SequencePharmacological ActionActions
Voltage-dependent P/Q-type calcium channel subunit alpha-1AMARFGDEMPARYGGGGSGAAAGVVVGSGGGRGAGGSRQGGQPGAQRMYKQ...unknowninhibitor
Voltage-dependent T-type calcium channel subunit alpha-1HMTEGARAADEVRVPLGAPPPGPAALVGASPESPGAPGREAERGSELGVSP...unknowninhibitor
Voltage-dependent calcium channel subunit alpha-2/delta-2MAVPARTCGASRPGPARTARPWPGCGPHPGPGTRRPTSGPPRPLWLLLPL...unknowninhibitor
Sodium/potassium-transporting ATPase subunit alpha-1MGKGVGRDKYEPAAVSEQGDKKGKKGKKDRDMDELKKEVSMDDHKLSLDE...unknowninhibitor
Potassium voltage-gated channel subfamily KQT member 1MAAASSPPRAERKRWGWGRLPGARRGSAGLAKKCPFSLELAEGGPAGGAL...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL251075
PubChem 445143
ChEMBL CHEMBL251075
CCDC/CSD CEZBAK