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2D Structure
Also known as: 63-92-3, Phenoxybenzamine hcl, Dibenzyline, N-benzyl-n-(2-chloroethyl)-1-phenoxypropan-2-amine hydrochloride, Dibenzyline hydrochloride, Dibenzyran
Molecular Formula
C18H23Cl2NO
Molecular Weight
340.3  g/mol
InChI Key
VBCPVIWPDJVHAN-UHFFFAOYSA-N
FDA UNII
X1IEG24OHL

An alpha-adrenergic antagonist with long duration of action. It has been used to treat hypertension and as a peripheral vasodilator.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-benzyl-N-(2-chloroethyl)-1-phenoxypropan-2-amine;hydrochloride
2.1.2 InChI
InChI=1S/C18H22ClNO.ClH/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17;/h2-11,16H,12-15H2,1H3;1H
2.1.3 InChI Key
VBCPVIWPDJVHAN-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(COC1=CC=CC=C1)N(CCCl)CC2=CC=CC=C2.Cl
2.2 Other Identifiers
2.2.1 UNII
X1IEG24OHL
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dibenylene

2. Dibenyline

3. Dibenziran

4. Dibenzylin

5. Dibenzyline

6. Dibenzyran

7. Hydrochloride, Phenoxybenzamine

8. Phenoxybenzamine

2.3.2 Depositor-Supplied Synonyms

1. 63-92-3

2. Phenoxybenzamine Hcl

3. Dibenzyline

4. N-benzyl-n-(2-chloroethyl)-1-phenoxypropan-2-amine Hydrochloride

5. Dibenzyline Hydrochloride

6. Dibenzyran

7. Dibenzyline Chloride

8. Phenoxybenzamine Chloride

9. Phenoxybenzamine (hydrochloride)

10. Bensylyt Nen

11. Dibenzylin

12. Phenoxybenzamine.hcl

13. Nci-c01661

14. Nsc-37448

15. 2-(n-benzyl-2-chloroethylamino)-1-phenoxypropane Hydrochloride

16. N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)benzylamine Hydrochloride

17. Mls000069374

18. Chebi:8078

19. Nsc 37448

20. 63-92-3 (hcl)

21. Smr000058422

22. N-benzyl-n-(2-chloroethyl)-1-phenoxypropan-2-amine;hydrochloride

23. Dsstox_cid_1127

24. N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)benzenemethanamine Hydrochloride

25. Benzenemethanamine, N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-,hydrochloride

26. Dsstox_rid_75958

27. Dsstox_gsid_21127

28. N-2-phenoxyisopropyl-n-benzyl-chloroethylamine Hydrochloride

29. Benzyl(2-chloroethyl)(1-methyl-2-phenoxyethyl)amine Hydrochloride

30. X1ieg24ohl

31. Benzylamine, N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-, Hydrochloride

32. Benzenemethanamine, N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-, Hydrochloride

33. Phenoxybenzamine Hydrochloride (usp)

34. Sr-01000000017

35. Dibenzylene

36. Dibenzyline (tn)

37. Mfcd00055152

38. Pob Hcl

39. Cpd000058422

40. Opera_id_300

41. Cas-63-92-3

42. Phenoxybenzaminehydrochloride

43. Schembl50729

44. Bensylyte Hydrochloride

45. Mls002222313

46. Spectrum2300176

47. Chembl1200787

48. Dtxsid0021127

49. Hy-b0431a

50. Hms1570n10

51. Pharmakon1600-02300176

52. Phenoxybenzamine Hydrochloride,(s)

53. Bcp28467

54. Nsc37448

55. Tox21_201588

56. Tox21_302978

57. Wln: G2n1r&y1&1or &gh

58. Ccg-39614

59. Nsc759572

60. Akos015966790

61. Ac-8077

62. Lp00235

63. Nc00598

64. Nsc-759572

65. Ncgc00089748-02

66. Ncgc00089748-06

67. Ncgc00093699-01

68. Ncgc00093699-02

69. Ncgc00093699-03

70. Ncgc00093699-04

71. Ncgc00256370-01

72. Ncgc00259137-01

73. As-16927

74. Phenoxybenzamine Hydrochloride [mi]

75. Db-054579

76. B-019

77. D0158

78. Eu-0100235

79. Ft-0603264

80. Ft-0673569

81. Ft-0673570

82. N-benzyl-n-(2-chloroethyl)-1-phenoxypropan

83. Phenoxybenzamine Hydrochloride [iarc]

84. Phenoxybenzamine Hydrochloride [vandf]

85. S2499

86. Sw197327-3

87. En300-52514

88. Phenoxybenzamine Hydrochloride [mart.]

89. C07436

90. D00507

91. Phenoxybenzamine Hydrochloride [usp-rs]

92. Phenoxybenzamine Hydrochloride [who-dd]

93. Phenoxybenzamine Hydrochloride, >=97%, Powder

94. 055p152

95. J-009731

96. Phenoxybenzamine Hydrochloride [orange Book]

97. Sr-01000000017-2

98. Sr-01000000017-6

99. Phenoxybenzamine Hydrochloride [usp Monograph]

100. Q27107723

101. N-benzyl-n-(2-chloroethyl)-1-phenoxypropan-2-amine;hydron;chloride

102. N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)benzylamine, Hydrochloride

103. N-2-phenoxyisopropyl-n-benzyl-.beta.-chloroethylamine Hydrochloride

104. Benzenemethanamine, N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-, Hydrochloride (1:1)

105. Benzenemethanamine, N-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-,hcl

106. Phenoxybenzamine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

107. 34238-85-2

108. Phenoxybenzamine Hcl Pound>>nci-c01661 Pound>> Nci C01661 Pound>> Ncic01661 Pound>>nsc 37448 Pound>>nsc37448 Pound>>nsc-37448

109. Phenoxybenzamine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2005-11-20
3 Chemical and Physical Properties
Molecular Weight 340.3 g/mol
Molecular Formula C18H23Cl2NO
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count8
Exact Mass339.1156697 g/mol
Monoisotopic Mass339.1156697 g/mol
Topological Polar Surface Area12.5 Ų
Heavy Atom Count22
Formal Charge0
Complexity262
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameDibenzyline
Drug LabelEach Dibenzyline capsule, with red cap and body, is imprinted WPC 001 and 10 mg, and contains 10 mg of Phenoxybenzamine Hydrochloride USP. Inactive ingredients consist of D&C Red No. 33, FD&C Red No. 3, FD&C Yellow No. 6, Gelatin NF, Lactose N
Active IngredientPhenoxybenzamine hydrochloride
Dosage FormCapsule
RouteOral
Strength10mg
Market StatusPrescription
CompanyWellspring Pharm

2 of 4  
Drug NamePhenoxybenzamine hydrochloride
PubMed HealthPhenoxybenzamine (By mouth)
Drug ClassesCardiovascular Agent
Drug LabelEach Dibenzyline capsule, with red cap and body, is imprinted WPC 001 and 10 mg, and contains 10 mg of Phenoxybenzamine Hydrochloride USP. Inactive ingredients consist of D&C Red No. 33, FD&C Red No. 3, FD&C Yellow No. 6, Gelatin NF, Lactose N
Active IngredientPhenoxybenzamine hydrochloride
Dosage FormCapsule
RouteOral
Strength10mg
Market StatusPrescription
CompanyRoxane

3 of 4  
Drug NamePhenoxybenzamine hydrochloride
PubMed HealthPhenoxybenzamine (By mouth)
Drug ClassesCardiovascular Agent
Drug LabelEach Dibenzyline capsule, with red cap and body, is imprinted WPC 001 and 10 mg, and contains 10 mg of Phenoxybenzamine Hydrochloride USP. Inactive ingredients consist of D&C Red No. 33, FD&C Red No. 3, FD&C Yellow No. 6, Gelatin NF, Lactose N
Active IngredientPhenoxybenzamine hydrochloride
Dosage FormCapsule
RouteOral
Strength10mg
Market StatusPrescription
CompanyRoxane

4 of 4  
Drug NameDibenzyline
Drug LabelEach Dibenzyline capsule, with red cap and body, is imprinted WPC 001 and 10 mg, and contains 10 mg of Phenoxybenzamine Hydrochloride USP. Inactive ingredients consist of D&C Red No. 33, FD&C Red No. 3, FD&C Yellow No. 6, Gelatin NF, Lactose N
Active IngredientPhenoxybenzamine hydrochloride
Dosage FormCapsule
RouteOral
Strength10mg
Market StatusPrescription
CompanyWellspring Pharm

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Adrenergic alpha-Antagonists

Drugs that bind to but do not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. Adrenergic alpha-antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma. (See all compounds classified as Adrenergic alpha-Antagonists.)


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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
alpha-Adrenergic Blocker [EPC]; Adrenergic alpha-Antagonists [MoA]