P-Aminoclonidine Hydrochloride

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Also known as: 73218-79-8, Apraclonidine hcl, P-aminoclonidine hydrochloride, 2,6-dichloro-n1-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine hydrochloride, Iopidine, Alo-2145

Molecular Formula

C₉H₁₁Cl₃N₄

Molecular Weight

281.6 g/mol

InChI Key

OTQYGBJVDRBCHC-UHFFFAOYSA-N

FDA UNII

D2VW67N38H

Apraclonidine Hydrochloride is the hydrochloride salt form of apraclonidine, a clonidine derivative with selective alpha-2-adrenergic agonistic property. When administered directly to eyes, apraclonidine hydrochloride enhances aqueous humor outflow and decreases aqueous production by vasoconstriction. It is used mostly in ophthalmic preparations for decreasing intraocular pressure.

1 2D Structure

P-Aminoclonidine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2,6-dichloro-1-N-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine;hydrochloride

2.1.2 InChI

InChI=1S/C9H10Cl2N4.ClH/c10-6-3-5(12)4-7(11)8(6)15-9-13-1-2-14-9;/h3-4H,1-2,12H2,(H2,13,14,15);1H

2.1.3 InChI Key

OTQYGBJVDRBCHC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN=C(N1)NC2=C(C=C(C=C2Cl)N)Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

D2VW67N38H

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(4-amino-2,6-dichloro)phenyliminoimidazolidine

2. 4-aminoclonidine

3. Alo 2145

4. Alo-2145

5. Apraclonidine

6. Iopidine

7. Iopimax

8. P-aminoclonidine

9. Para-aminoclonidine

2.3.2 Depositor-Supplied Synonyms

1. 73218-79-8

2. Apraclonidine Hcl

3. P-aminoclonidine Hydrochloride

4. 2,6-dichloro-n1-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine Hydrochloride

5. Iopidine

6. Alo-2145

7. Apraclonidine (hydrochloride)

8. Aplonidine Hydrochloride

9. 2-(4-amino-2,6-dichlorophenylimino)imidazolidine Hydrochloride

10. 3,5-dichloro-4-(2-imidazolidinylidenimino)aniline Hydrochloride

11. Apraclonidine Hydrochloride

12. Al02145

13. 2-((4-amino-2,6-dichlorophenyl)imino)imidazolidine Monohydrochloride

14. Al 02145

15. Chebi:2789

16. D2vw67n38h

17. P-aminoclonidine

18. 73218-79-8 (apraclonidine Hcl)

19. Ncgc00093552-01

20. Al-02145

21. Iopidine (tn)

22. 1,4-benzenediamine, 2,6-dichloro-n(sup 1)-2-imidazolidinylidene-, Monohydrochloride

23. 2,6-dichloro-1-n-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine;hydrochloride

24. Nc 14 Hydrochloride

25. 2,6-dichloro-n(1)-(2-imidazolidinylidene)-1,4-benzenediamine Hydrochloride

26. Iopidine Ophthalmic Solution

27. 2,6-dichloro-n(1)-(4,5-dihydro-1h-imidazol-2-yl)-1,4-benzenediamine Monohydrochloride

28. Alo 2145; Aplonidine Hydrochloride; Apraclonidine Hydrochloride; Iopidine; P-aminoclonidine Monohydrochloride

29. Smr000058965

30. Apraclonidine Hydrochloride [usan]

31. Unii-d2vw67n38h

32. Apraclonidine Hydrochloride [usan:usp]

33. 2-(4-amino-2,6-dichloroanilino)-2-imidazoline Hydrochloride

34. 2,6-dichloro-n(sup 1)-(2-imidazolidinylidene)-1,4-benzenediamine Hydrochloride

35. 2,6-dichloro-n(sup 1)-(4,5-dihydro-1h-imidazol-2-yl)-1,4-benzenediamine Monohydrochloride

36. Dsstox_cid_25749

37. Dsstox_rid_81093

38. Dsstox_gsid_45749

39. Schembl41138

40. Mls000028829

41. Mls006010230

42. Chembl1200379

43. Dtxsid6045749

44. Tox21_111207

45. Tox21_500033

46. Hy-12720a

47. Mfcd00135922

48. P-aminoclonidine Hydrochloride, Solid

49. S6583

50. Akos022175501

51. Akos025401362

52. Apraclonidine Hydrochloride (jan/usp)

53. Ccg-221337

54. Ds-7631

55. Lp00033

56. 2-yl)benzene-1,4-diamine Hydrochloride

57. Apraclonidine Hydrochloride [mi]

58. Apraclonidine Hydrochloride [jan]

59. Ncgc00260718-01

60. 1,4-benzenediamine, 2,6-dichloro-n(sup 1)-(4,5-dihydro-1h-imidazol-2-yl)-, Monohydrochloride

61. Ac-12705

62. Ba164186

63. Apraclonidine Hydrochloride [mart.]

64. Apraclonidine Hydrochloride [usp-rs]

65. Apraclonidine Hydrochloride [who-dd]

66. Cas-73218-79-8

67. Db-055734

68. Cs-0031120

69. Eu-0100033

70. Ft-0602878

71. 2,6-dichloro-n1-(4,5-dihydro-1h-imidazol-

72. A 0779

73. C76333

74. D01008

75. Apraclonidine Hydrochloride [orange Book]

76. 218a798

77. A837749

78. A937077

79. Apraclonidine Hydrochloride [usp Impurity]

80. Apraclonidine Hydrochloride [usp Monograph]

81. Sr-01000075247

82. Sr-01000075247-1

83. Q27105817

84. 2-(4-amino-2,6-dichlorophenylimino)imidazolidinehydrochloride

85. 2-[(2,6-dichloro-4-aminophenyl)imino]imidazolidine Hydrochloride

86. Apraclonidine Hydrochloride 100 Microg/ml In Acetonitrile:methanol

87. 2,6-bis(chloranyl)-n1-(4,5-dihydro-1h-imidazol-2-yl)benzene-1,4-diamine Hydrochloride

88. 2-((4-amino-2,6-dichlorophenyl)imino) Imidazolidine Monohydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₁Cl₃N₄
Molecular Weight	281.6 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	280.004929 g/mol
Monoisotopic Mass	280.004929 g/mol
Topological Polar Surface Area	62.4 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	247
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
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	Apraclonidine hydrochloride
Drug Label	IOPIDINE Ophthalmic Solution contains apraclonidine hydrochloride, an alpha adrenergic agonist, in a sterile isotonic solution for topical application to the eye. Apraclonidine hydrochloride is a white to off-white powder and is highly soluble in w...
Active Ingredient	Apraclonidine hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	eq 0.5% base
Market Status	Prescription
Company	Akorn

2 of 2
Drug Name	Apraclonidine hydrochloride
Drug Label	IOPIDINE Ophthalmic Solution contains apraclonidine hydrochloride, an alpha adrenergic agonist, in a sterile isotonic solution for topical application to the eye. Apraclonidine hydrochloride is a white to off-white powder and is highly soluble in w...
Active Ingredient	Apraclonidine hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	eq 0.5% base
Market Status	Prescription
Company	Akorn