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2D Structure
Also known as: 5144-52-5, Benil, 2-(1-naphthylmethyl)-2-imidazoline nitrate, Naphcon, Sanorin, 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1h-imidazole nitrate
Molecular Formula
C14H15N3O3
Molecular Weight
273.29  g/mol
InChI Key
ZAHXYMFVNNUHCP-UHFFFAOYSA-N
FDA UNII
SC99GR1T5S

An adrenergic vasoconstrictor agent used as a decongestant.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole;nitric acid
2.1.2 InChI
InChI=1S/C14H14N2.HNO3/c1-2-7-13-11(4-1)5-3-6-12(13)10-14-15-8-9-16-14;2-1(3)4/h1-7H,8-10H2,(H,15,16);(H,2,3,4)
2.1.3 InChI Key
ZAHXYMFVNNUHCP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN=C(N1)CC2=CC=CC3=CC=CC=C32.[N+](=O)(O)[O-]
2.2 Other Identifiers
2.2.1 UNII
SC99GR1T5S
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Afazol Grin

2. Ak Con

3. Ak-con

4. Albalon

5. All Clear

6. Clear Eyes

7. Colirio Alfa

8. Hydrochloride, Naphazoline

9. Idril

10. Miraclar

11. Monohydrochloride, Naphazoline

12. Nafazair

13. Naphazoline Hydrochloride

14. Naphazoline Monohydrochloride

15. Naphcon

16. Naphcon Forte

17. Nitrate, Naphazoline

18. Optazine

19. Pensa, Vasoconstrictor

20. Privin

21. Privine

22. Proculin

23. Siozwo

24. Tele Stulln

25. Tele-stulln

26. Vasoclear

27. Vasocon

28. Vasocon Regular

29. Vasoconstrictor Pensa

30. Vasonit

2.3.2 Depositor-Supplied Synonyms

1. 5144-52-5

2. Benil

3. 2-(1-naphthylmethyl)-2-imidazoline Nitrate

4. Naphcon

5. Sanorin

6. 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1h-imidazole Nitrate

7. Naphazoline Nitrate [jan]

8. 1h-imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, Mononitrate

9. Sc99gr1t5s

10. Privine

11. 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1h-imidazole; Nitric Acid

12. 4,5-dihydro-2-(1-naphthylmethyl)-1h-imidazolium Nitrate

13. Naphthisen

14. Naphthizen

15. Vistalbalon

16. Imidazyl

17. Naftizin

18. Naphtyzin

19. Proculin

20. Rinazina

21. Septobore

22. Clera

23. Minha

24. Privin

25. Rhinon

26. Privine Nitrate

27. 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1h-imidazole;nitric Acid

28. Sanorin Spofa

29. 10061-11-7

30. Prizoliene A

31. Prizoliene N

32. Rino Naftazolina

33. Unii-sc99gr1t5s

34. 2-imidazoline, 2-(1-naphthylmethyl)-, Mononitrate

35. Einecs 225-915-4

36. Einecs 233-197-9

37. Privine (tn)

38. Mfcd00014316

39. Naphazoline Nitrate (jp17)

40. Schembl506167

41. Chebi:7471

42. Dtxsid60863496

43. Amy25696

44. Naphazoline Nitrate [mart.]

45. Naphthylmethyl-2-imidazoline Nitrate

46. Naphazoline Nitrate [who-dd]

47. Akos015895243

48. Hy-111326a

49. Naphazoline Nitrate, >=99.0% (nt)

50. Naphazoline Nitrate [ep Impurity]

51. Ac-13755

52. As-11667

53. Naphazoline Nitrate [ep Monograph]

54. Db-051964

55. Cs-0109389

56. Ft-0603669

57. 2-(1-naphthyl-methyl)-2-imidazoline Nitrate

58. D01021

59. E70388

60. Naphazoline Nitrate, Tested According To Ph.eur.

61. A828596

62. W-105890

63. Q27289139

64. 2-(1-naphthylmethyl)-4,5-dihydro-1h-imidazole Nitrate

65. Naphazoline Nitrate, European Pharmacopoeia (ep) Reference Standard

66. 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1h-imidazole Mononitrate

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 273.29 g/mol
Molecular Formula C14H15N3O3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass273.11134135 g/mol
Monoisotopic Mass273.11134135 g/mol
Topological Polar Surface Area90.4 Ų
Heavy Atom Count20
Formal Charge0
Complexity297
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

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.)


Adrenergic alpha-Agonists

Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)