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5 API Suppliers, 3 USDMF, 1 JDMF, 1 Listed Suppliers

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1 JDMF
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6 FDF Dossiers, 6 FDA Orange Book

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Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 68099-86-5, Bepridil hcl, Cerm 1978, 1-isobutoxy-2-pyrrolidino-3-(n-benzylanilino)propane hydrochloride, 2tn7ff3w4m, Mls000028456

Molecular Formula

C₂₄H₃₅ClN₂O

Molecular Weight

403.0 g/mol

InChI Key

JXBBWYGMTNAYNM-UHFFFAOYSA-N

FDA UNII

2TN7FF3W4M

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.

1 2D Structure

Bepridil

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-benzyl-N-[3-(2-methylpropoxy)-2-pyrrolidin-1-ylpropyl]aniline;hydrochloride

2.1.2 InChI

InChI=1S/C24H34N2O.ClH/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;1H

2.1.3 InChI Key

JXBBWYGMTNAYNM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)COCC(CN(CC1=CC=CC=C1)C2=CC=CC=C2)N3CCCC3.Cl

2.2 Other Identifiers

2.2.1 UNII

2TN7FF3W4M

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1978 Cerm

2. 1978-cerm

3. 1978cerm

4. Bedapin

5. Bepadin

6. Bepridil

7. Bepridil Monohydrochloride

8. Bepridil Monohydrochloride, Alpha Isomer

9. Bepridil Monohydrochloride, Alpha-isomer

10. Bepridil Monohydrochloride, Monohydrate

11. Bepridil, (+)-isomer

12. Bepridil, (+-)-isomer

13. Bepridil, (-)-isomer

14. Bepridil, Alpha Isomer

15. Bepridil, Alpha-isomer

16. Cerm 1978

17. Cerm-1978

18. Cerm1978

19. Cordium

20. Monohydrochloride, Alpha-isomer Bepridil

21. Monohydrochloride, Bepridil

22. Unicordium

23. Vascor

2.3.2 Depositor-Supplied Synonyms

1. 68099-86-5

2. Bepridil Hcl

3. Cerm 1978

4. 1-isobutoxy-2-pyrrolidino-3-(n-benzylanilino)propane Hydrochloride

5. 2tn7ff3w4m

6. Mls000028456

7. Bepridil Hydrochloride Anhydrous

8. Bepridil (hydrochloride Hydrate)

9. Smr000058419

10. N-benzyl-n-[3-(2-methylpropoxy)-2-pyrrolidin-1-ylpropyl]aniline;hydrochloride

11. 1-pyrrolidineethanamine,b-[(2-methylpropoxy)methyl]-n-phenyl-n-(phenylmethyl)-,monohydrochloride

12. N-benzyl-n-(3-isobutoxy-2-(pyrrolidin-1-yl)propyl)aniline Hydrochloride

13. Chebi:52712

14. (+/-)-bepridil Hydrochloride Hydrate;org 5730 Hydrochloride Hydrate; Dl-bepridil Hydrochloride Hydrate

15. 1978cerm

16. Sr-01000075304

17. Einecs 268-472-2

18. Unii-2tn7ff3w4m

19. Bepridilhcl

20. Prestwick_697

21. Opera_id_594

22. 1-pyrrolidineethanamine, Beta-((2-methylpropoxy)methyl)-n-phenyl-n-(phenylmethyl)-, Monohydrochloride

23. Mls001076139

24. Mls001333221

25. Mls001333222

26. Mls002222245

27. Bepridil Hydrochloride, Powder

28. Spectrum1503106

29. Regid_for_cid_50088

30. Chembl1257078

31. Dtxsid00964274

32. Hms1569i17

33. Hms1922e17

34. Pharmakon1600-01503106

35. Bcp34263

36. Ex-a3081

37. Tox21_500222

38. Nsc758390

39. Akos024457981

40. N-benzyl-n-(3-isobutoxy-2-pyrrolidin-1-yl-propyl)aniline Hydrochloride

41. Ccg-213110

42. Lp00222

43. N-benzyl-beta-((2-methylpropoxy)methyl)-n-phenylpyrrolidine-1-ethylamine Monohydrochloride

44. Ncgc00093691-01

45. Ncgc00093691-02

46. Ncgc00093691-03

47. Ncgc00093691-04

48. Ncgc00093691-05

49. Ncgc00260907-01

50. Ac-36317

51. Bs-17336

52. Db-055107

53. Hy-103315

54. Cs-0027604

55. Eu-0100222

56. Ft-0641159

57. B 5016

58. D70189

59. 099b865

60. 764b402

61. Org 5730 Hydrochloride Hydrate;bepridil Hcl H2o

62. Sr-01000075304-1

63. Sr-01000075304-7

64. Q27123566

65. 1-(2-(n-benzylanilino)-1-(isobutoxymethyl)ethyl)-pyrrolidine Monohydrochloride

66. 1-pyrrolidineethanamine, .beta.-[(2-methylpropoxy)methyl]-n-phenyl-n-(phenylmethyl)-, Hydrochloride, Hydrate (1:1:1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₅ClN₂O
Molecular Weight	403.0 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	10
Exact Mass	402.2437914 g/mol
Monoisotopic Mass	402.2437914 g/mol
Topological Polar Surface Area	15.7 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	382
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

Calcium Channel Blockers

A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

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