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Synopsis

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Chemistry

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Also known as: 16662-46-7, Procorum, Gallopamil hcl, Methoxyverapamil hydrochloride, Gallopamil (hydrochloride), 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride

Molecular Formula

C₂₈H₄₁ClN₂O₅

Molecular Weight

521.1 g/mol

InChI Key

OKCRIUNHEQSXFD-UHFFFAOYSA-N

FDA UNII

VT4VR32A0T

Coronary vasodilator that is an analog of iproveratril (VERAPAMIL) with one more methoxy group on the benzene ring.

1 2D Structure

Gallopamil

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-yl-2-(3,4,5-trimethoxyphenyl)pentanenitrile;hydrochloride

2.1.2 InChI

InChI=1S/C28H40N2O5.ClH/c1-20(2)28(19-29,22-17-25(33-6)27(35-8)26(18-22)34-7)13-9-14-30(3)15-12-21-10-11-23(31-4)24(16-21)32-5;/h10-11,16-18,20H,9,12-15H2,1-8H3;1H

2.1.3 InChI Key

OKCRIUNHEQSXFD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C(=C2)OC)OC)OC.Cl

2.2 Other Identifiers

2.2.1 UNII

VT4VR32A0T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. D 600

2. D-600

3. D600

4. Elgiprona

5. Gallobeta

6. Gallopamil

7. Gallopamil Von Ct

8. Hydrochloride, Gallopamil

9. Methoxyverapamil

10. Prebet

11. Procorum

2.3.2 Depositor-Supplied Synonyms

1. 16662-46-7

2. Procorum

3. Gallopamil Hcl

4. Methoxyverapamil Hydrochloride

5. Gallopamil (hydrochloride)

6. 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile Hydrochloride

7. (+/-)-methoxyverapamil Hydrochloride

8. Vt4vr32a0t

9. Mls000069359

10. Methoxyverapamil (hydrochloride)

11. Nsc-274966

12. Smr000058477

13. [3-cyano-3-(3,4,5-trimethoxyphenyl)hex-6-yl]-(5,6-dimethoxyphenethyl)methylammonium Chloride

14. Dsstox_cid_27844

15. Dsstox_rid_82597

16. Dsstox_gsid_47858

17. 5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-yl-2-(3,4,5-trimethoxyphenyl)pentanenitrile;hydrochloride

18. 5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-yl-2-(3,4,5-trimethoxyphenyl)pentanenitrile;hydron;chloride

19. Gallopamil Hydrochloride (jan)

20. Gallopamil Hydrochloride [jan]

21. (3-cyano-3-(3,4,5-trimethoxyphenyl)hex-6-yl)-(5,6-dimethoxyphenethyl)methylammonium Chloride

22. 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile Hcl

23. Cas-16662-46-7

24. D 600 Hydrochloride

25. Ncgc00015686-05

26. Einecs 240-704-7

27. Unii-vt4vr32a0t

28. Nsc 274966

29. D600; Gallopamil

30. Opera_id_1611

31. D-600 Hydrochloride

32. (+/-)-methoxyverapamil Hcl

33. Benzeneacetonitrile, Alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4,5-trimethoxy-alpha-(1-methylethyl)-, Monohydrochloride

34. Schembl194931

35. Chembl1256940

36. Dtxsid2047858

37. (?)-methoxyverapamil Hydrochloride

38. (y)-methoxyverapamil Hydrochloride

39. Tox21_110196

40. Tox21_500778

41. Gallopamil Hydrochloride [mi]

42. Hy-14276a

43. Mfcd00058000

44. Nsc274966

45. Akos015994622

46. Tox21_110196_1

47. Ccg-222082

48. Hs-0066

49. Lp00778

50. Gallopamil Hydrochloride [mart.]

51. Gallopamil Hydrochloride [who-dd]

52. Ncgc00015686-11

53. Ncgc00094115-01

54. Ncgc00261463-01

55. Lu-30029

56. Cs-0109891

57. Eu-0100778

58. Ft-0727258

59. Ft-0772263

60. (+/-)-methoxyverapamil Hydrochloride, >=98%

61. D01969

62. I11594

63. M 5644

64. Sr-01000000018

65. J-010303

66. Sr-01000000018-2

67. Q27095539

68. ( Inverted Question Mark)-methoxyverapamil Hydrochloride

69. (+/-)-alpha-[3-[(2-(3,4-dimethoxyphenyl)ethyl)methylamino]propyl]-3,4,5-trimethoxy-alpha-(1-methylethyl)benzeneacetonitrile Hydrochloride

70. .alpha.-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4,5-trimethoxy-.alpha.-(1-methylethyl)benzeneacetonitrile Hydrochloride

71. .alpha.-isopropyl-.alpha.-((n-methyl-n-homoveratryl)-.gamma.-aminopropyl)-3,4,5-trimethoxyphenylacetonitrile Hydrochloride

72. 5-(3,4-dimethoxyphenethyl) Methylamino-2-isopropyl-2-(3,4,5-trimethoxyphenyl)-valeronitrile Hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₄₁ClN₂O₅
Molecular Weight	521.1 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	14
Exact Mass	520.2704001 g/mol
Monoisotopic Mass	520.2704001 g/mol
Topological Polar Surface Area	73.2 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	639
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

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.)

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