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Tetrahydrozoline

Synopsis, Chemistry

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Also known as: 522-48-5, Tetrahydrozoline hcl, Tetryzoline hydrochloride, Tyzine, Visine, Murine plus

Molecular Formula

C₁₃H₁₇ClN₂

Molecular Weight

236.74 g/mol

InChI Key

BJORNXNYWNIWEY-UHFFFAOYSA-N

FDA UNII

0YZT43HS7D

Tetrahydrozoline Hydrochloride is the hydrochloride salt form of tetrahydrozoline, an imidazole derivative with sympathomimetic property. Applied locally to the eye or nose, tetrahydrozoline binds to and activates alpha-adrenergic receptors, resulting in vasoconstriction and decreased nasal and ophthalmic congestion.

1 2D Structure

Tetrahydrozoline

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole;hydrochloride

2.1.2 InChI

InChI=1S/C13H16N2.ClH/c1-2-6-11-10(4-1)5-3-7-12(11)13-14-8-9-15-13;/h1-2,4,6,12H,3,5,7-9H2,(H,14,15);1H

2.1.3 InChI Key

BJORNXNYWNIWEY-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CC(C2=CC=CC=C2C1)C3=NCCN3.Cl

2.2 Other Identifiers

2.2.1 UNII

0YZT43HS7D

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(1,2,3,4-tetrahydro-1-naphthyl)-2-imidazoline

2. Berberil N

3. Caltheon

4. Collyrium Fresh

5. Diabenyl T

6. Eye-sine

7. Eye-zine

8. Murine Plus

9. Murine Sore Eyes

10. Ophtalmin

11. Optazine Fresh

12. Optigene

13. Rhinopront

14. Tetra-ide

15. Tetraclear

16. Tetrahydrozoline

17. Tetrahydrozoline Monohydrochloride

18. Tetrahydrozoline, (+-)-isomer

19. Tetrahydrozoline, (-)-isomer

20. Tetrilin

21. Tetryzoline

22. Tyzine

23. Vasopos

24. Visine

25. Vispring

26. Yxin

2.3.2 Depositor-Supplied Synonyms

1. 522-48-5

2. Tetrahydrozoline Hcl

3. Tetryzoline Hydrochloride

4. Tyzine

5. Visine

6. Murine Plus

7. Vasopos

8. Tyzanol Hydrochloride

9. 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1h-imidazole Hydrochloride

10. Tetrahydrozoline (hydrochloride)

11. Nsc-757339

12. 0yzt43hs7d

13. Mls000069739

14. 2-(1,2,3,4-tetrahydro-1-naphthyl)-2-imidazoline Hydrochloride

15. 2-(1,2,3,4-tetrahydro-1-naphthyl)-2-imidazoline Monohydrochloride

16. 1h-imidazole, 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-, Monohydrochloride

17. 2-tetralin-1-yl-4,5-dihydro-1h-imidazole Hydrochloride

18. 522-48-5 (hcl)

19. Smr000058219

20. 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1h-imidazole;hydrochloride

21. 1h-imidazole, 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-, Hydrochloride (1:1)

22. Dsstox_cid_25316

23. Dsstox_rid_80797

24. Dsstox_gsid_45316

25. Rhinopront

26. Yxin

27. 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1h-imidazole Hcl

28. Sr-01000000161

29. Einecs 208-329-3

30. Unii-0yzt43hs7d

31. Ai3-50165

32. Tetryzoline Hcl

33. Tetrahydrozoline Monohydrochloride

34. Tetrahydrozoline Hydrochloride [usp]

35. Mfcd00058029

36. Prestwick_1025

37. Tyzine (tn)

38. Opera_id_1724

39. Ncgc00016485-01

40. Cas-522-48-5

41. Schembl25702

42. Mls000079025

43. Mls001146954

44. Mls002222291

45. Mls002548902

46. Spectrum1500567

47. Chebi:9492

48. Chembl1200413

49. Dtxsid7045316

50. Hy-b0556a

51. Hms1570k17

52. Hms1921c21

53. Pharmakon1600-01500567

54. Bcp15857

55. Tox21_110450

56. Tox21_501137

57. Ccg-39268

58. Nsc757339

59. 2-imidazoline, 2-(1,2,3,4-tetrahydro-1-naphthyl)-, Hydrochloride

60. Akos015899540

61. Tox21_110450_1

62. Ac-1110

63. Lp01137

64. Nc00484

65. Nsc 757339

66. Tetrahydrozoline Hydrochloride, >=98%

67. Ncgc00016018-10

68. Ncgc00094403-01

69. Ncgc00094403-02

70. Ncgc00094403-03

71. Ncgc00094403-04

72. Ncgc00094403-05

73. Ncgc00261822-01

74. Tetryzoline Hydrochloride [mart.]

75. As-15973

76. Tetrahydrozoline Hydrochloride (jan/usp)

77. Tetryzoline Hydrochloride [who-dd]

78. Tetrahydrozoline Hydrochloride [mi]

79. Tetrahydrozoline Hydrochloride [jan]

80. Eu-0101137

81. Ft-0675067

82. S4043

83. Sw197098-3

84. T3148

85. Tetrahydrozoline Hydrochloride [vandf]

86. Vu0239726-5

87. D01023

88. T 4264

89. Tetrahydrozoline Hydrochloride [usp-rs]

90. Tetryzoline Hydrochloride [ep Monograph]

91. 522t485

92. A851840

93. Q-201816

94. Sr-01000000161-2

95. Sr-01000000161-8

96. Tetrahydrozoline Hydrochloride [orange Book]

97. Q27237368

98. Tetrahydrozoline Hydrochloride [usp Monograph]

99. Z1695906783

100. 1h-imidazole, 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-,monohydrochloride

101. 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1h-imidazolehydrochloride

102. 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-1h-imidazole Hydrochloride

103. 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-1h-imidazole Monohydrochloride

104. Tetrahydrozoline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

105. Tetrahydrozoline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

106. Tetrahydrozoline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₇ClN₂
Molecular Weight	236.74 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	1
Exact Mass	236.1080262 g/mol
Monoisotopic Mass	236.1080262 g/mol
Topological Polar Surface Area	24.4 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	259
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 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Tyzine
Drug Label	Tyzine Nasal Solution contains tetrahydrozoline hydrochloride, 2-(1,2,3,4-Tetrahydro-1, naphthyl)-2-imidazoline monohydrochloride, as a nasal decongestant. The chemical structure is:Nasal Solution is available for topical nasal application as 0.1%...
Active Ingredient	Tetrahydrozoline hydrochloride
Dosage Form	Spray; Solution
Route	Nasal
Strength	0.05%; 0.1%
Market Status	Prescription
Company	Fougera Pharms

2 of 2
Drug Name	Tyzine
Drug Label	Tyzine Nasal Solution contains tetrahydrozoline hydrochloride, 2-(1,2,3,4-Tetrahydro-1, naphthyl)-2-imidazoline monohydrochloride, as a nasal decongestant. The chemical structure is:Nasal Solution is available for topical nasal application as 0.1%...
Active Ingredient	Tetrahydrozoline hydrochloride
Dosage Form	Spray; Solution
Route	Nasal
Strength	0.05%; 0.1%
Market Status	Prescription
Company	Fougera Pharms

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Ophthalmic Solutions

Sterile solutions that are intended for instillation into the eye. It does not include solutions for cleaning eyeglasses or CONTACT LENS SOLUTIONS. (See all compounds classified as Ophthalmic Solutions.)

Nasal Decongestants

Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993) (See all compounds classified as Nasal Decongestants.)

Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)