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2D Structure
Also known as: 59-97-2, Tolazoline hcl, 2-benzyl-4,5-dihydro-1h-imidazole hydrochloride, Priscoline, 2-benzyl-2-imidazoline hydrochloride, Tolazoline (hydrochloride)
Molecular Formula
C10H13ClN2
Molecular Weight
196.67  g/mol
InChI Key
RHTNTTODYGNRSP-UHFFFAOYSA-N
FDA UNII
E669Z6S1JG

A vasodilator that apparently has direct actions on blood vessels and also increases cardiac output. Tolazoline can interact to some degree with histamine, adrenergic, and cholinergic receptors, but the mechanisms of its therapeutic effects are not clear. It is used in treatment of persistent pulmonary hypertension of the newborn.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-benzyl-4,5-dihydro-1H-imidazole;hydrochloride
2.1.2 InChI
InChI=1S/C10H12N2.ClH/c1-2-4-9(5-3-1)8-10-11-6-7-12-10;/h1-5H,6-8H2,(H,11,12);1H
2.1.3 InChI Key
RHTNTTODYGNRSP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN=C(N1)CC2=CC=CC=C2.Cl
2.2 Other Identifiers
2.2.1 UNII
E669Z6S1JG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Benzalolin

2. Divascol

3. Pridazole

4. Priscol

5. Priscoline

6. Tolazoline

7. Tolazoline Monohydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 59-97-2

2. Tolazoline Hcl

3. 2-benzyl-4,5-dihydro-1h-imidazole Hydrochloride

4. Priscoline

5. 2-benzyl-2-imidazoline Hydrochloride

6. Tolazoline (hydrochloride)

7. Imidaline Hydrochloride

8. Benzazoline Hydrochloride

9. 1h-imidazole, 4,5-dihydro-2-(phenylmethyl)-, Monohydrochloride

10. 2-benzyl-2-imidazoline Monohydrochloride

11. 2-imidazoline, 2-benzyl-, Hydrochloride

12. Ai3-52042

13. Tcmdc-125842

14. Nsc-757353

15. 2-benzyl-2-imidazoline Hcl

16. Mls000559484

17. E669z6s1jg

18. 2-benzyl-4,5-dihydro-1h-imidazole;hydrochloride

19. Arterodyl

20. Smr000149600

21. Tolavad

22. Tolpal

23. 1h-imidazole, 4,5-dihydro-2-(phenylmethyl)-, Hydrochloride (1:1)

24. Priscoline Hydrochloride

25. Dsstox_cid_1718

26. Dsstox_rid_76292

27. Tolazoline Chloride

28. Dsstox_gsid_21718

29. Imidaline (hydrochloride); Nsc35110 (hydrochloride)

30. Benzylimidazoline Hydrochloride

31. Tolazoline Hydrochloride [jan]

32. Cas-59-97-2

33. Ncgc00016271-01

34. Einecs 200-447-3

35. Unii-e669z6s1jg

36. Sr-01000665661

37. Priscoline (tn)

38. Cloridrato Di 2-benzil-4,5-imidazolina [italian]

39. Prestwick_770

40. Tolazoline Hydrochloride [usp:jan]

41. Mfcd00012693

42. Benzidazol Hydrochloride

43. Cloridrato Di 2-benzil-4,5-imidazolina

44. 4,5-dihydro-2-(phenylmethyl)-1h-imidazole Monohydrochloride

45. Imidaline (hydrochloride)

46. Opera_id_1028

47. Chembl1689

48. Schembl34869

49. Nsc35110 (hydrochloride)

50. Tolazoline Hydrochloride,(s)

51. Spectrum1500580

52. 2-imidazoline, 2-benzyl-, Monohydrochloride

53. Chebi:9615

54. 2-(phenylmethyl)-4,5-dihydro-1h-imidazole Hydrochloride

55. Dtxsid9021718

56. Hy-a0066a

57. Hms1568k21

58. Hms1921e17

59. Pharmakon1600-01500580

60. Amy13632

61. Tolazoline Hydrochloride (jan/usp)

62. Tox21_110339

63. Ccg-39122

64. Nsc757353

65. S4124

66. Tolazoline Hydrochloride [mi]

67. Akos015900184

68. Akos028109640

69. Tox21_110339_1

70. Cs-4287

71. Ks-5261

72. Nc00612

73. Nsc 757353

74. Tolazoline Hydrochloride [mart.]

75. Tolazoline Hydrochloride [vandf]

76. Ncgc00016271-05

77. Ncgc00094795-01

78. Ncgc00094795-02

79. Tolazoline Hydrochloride [usp-rs]

80. Tolazoline Hydrochloride [who-dd]

81. Db-014037

82. Ft-0601730

83. Sw196909-3

84. T3791

85. Tolazoline Hydrochloride [green Book]

86. Tolazoline Hydrochloride [orange Book]

87. D00997

88. E77029

89. Imidaline Hydrochloride;benzidazol Hydrochloride

90. Tolazoline Hydrochloride [usp Monograph]

91. Sr-01000665661-3

92. Q27276930

93. Z1550648768

94. 2-benzyl-2-imidazoline Hydrochloride,2-benzyl-2-imidazoline

95. Tolazoline Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

96. Tolazoline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 196.67 g/mol
Molecular Formula C10H13ClN2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass196.0767261 g/mol
Monoisotopic Mass196.0767261 g/mol
Topological Polar Surface Area24.4 Ų
Heavy Atom Count13
Formal Charge0
Complexity169
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

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.)


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.)