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1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, Bromide

1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide

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1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide

Also known as: 538-71-6, Oradol, Domiphen (bromide), Bradasol, Fungitex, Phenododecinium bromide

Molecular Formula

C₂₂H₄₀BrNO

Molecular Weight

414.5 g/mol

InChI Key

OJIYIVCMRYCWSE-UHFFFAOYSA-M

FDA UNII

R4CY19YS7C

1 2D Structure

1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

dodecyl-dimethyl-(2-phenoxyethyl)azanium;bromide

2.1.2 InChI

InChI=1S/C22H40NO.BrH/c1-4-5-6-7-8-9-10-11-12-16-19-23(2,3)20-21-24-22-17-14-13-15-18-22;/h13-15,17-18H,4-12,16,19-21H2,1-3H3;1H/q+1;/p-1

2.1.3 InChI Key

OJIYIVCMRYCWSE-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CCCCCCCCCCCC[N+](C)(C)CCOC1=CC=CC=C1.[Br-]

2.2 Other Identifiers

2.2.1 UNII

R4CY19YS7C

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Domiphen

2. Domiphen Chloride

3. Domiphen Hydroxide

2.3.2 Depositor-Supplied Synonyms

1. 538-71-6

2. Oradol

3. Domiphen (bromide)

4. Bradasol

5. Fungitex

6. Phenododecinium Bromide

7. 1-dodecanaminium, N,n-dimethyl-n-(2-phenoxyethyl)-, Bromide

8. Nsc-39415

9. N,n-dimethyl-n-(2-phenoxyethyl)dodecan-1-aminium Bromide

10. Dodecyldimethyl(2-phenoxyethyl)ammonium Bromide

11. R4cy19ys7c

12. Ncgc00091010-01

13. Bradonit

14. Bradoral

15. 538-71-6 (br)

16. Bradosol Bromide

17. Fungitex R

18. Dodecyl-dimethyl-(2-phenoxyethyl)azanium;bromide

19. Dsstox_cid_13468

20. Dsstox_rid_79076

21. Dsstox_gsid_33468

22. 1-dodecanaminium, N,n-dimethyl-n-(2-phenoxyethyl)-, Bromide (1:1)

23. Domipheni Bromidum

24. Bromuro De Domifeno

25. Cas-538-71-6

26. Bromure De Domiphene

27. Domipheni Bromidum [inn-latin]

28. Hsdb 7236

29. Bromure De Domiphene [inn-french]

30. Bromuro De Domifeno [inn-spanish]

31. Dodecyldimethyl-2-phenoxyethylammonium Bromide

32. Ncgc00091010-03

33. Einecs 208-702-0

34. Unii-r4cy19ys7c

35. Bradosol

36. Domiphen-bromide

37. Beta-phenoxyethyldimethyldodecylammonium Bromide

38. Ammonium Bromide, Dodecyldimethyl(2-phenoxyethyl)-

39. Mfcd00011769

40. Oradol (tn)

41. Domiphen Bromide [usan:inn:ban:jan]

42. Domiphen Bromide,(s)

43. Domiphen Bromide, 97%

44. Dodecyldimethyl (2-phenoxyethyl) Ammonium Bromide

45. Domiphen Bromide [mi]

46. Schembl117152

47. Ammonium, Dimethyldodecyl(2-phenoxyethyl)-, Bromide

48. Ammonium, Dodecyldimethyl(2-phenoxyethyl)-, Bromide

49. Domiphen Bromide [inn]

50. Domiphen Bromide [jan]

51. Chembl486696

52. Domiphen Bromide [hsdb]

53. Domiphen Bromide [inci]

54. Domiphen Bromide [usan]

55. Domiphen Bromide [vandf]

56. Dtxsid5033468

57. Chebi:31514

58. Domiphen Bromide [mart.]

59. Domiphen Bromide [who-dd]

60. Hms3652l07

61. Domiphen Bromide (jan/usan/inn)

62. Bcp04904

63. Hy-b1467

64. Tox21_111054

65. Tox21_200219

66. S4186

67. Akos003387020

68. Tox21_111054_1

69. Bcp9000621

70. Ccg-268817

71. Cs-5156

72. Ncgc00257773-01

73. Ac-15736

74. As-12368

75. 3-n-fmoc-3-(4-methylphenyl)propionicacid

76. Ft-0625586

77. Sw219200-1

78. Dodecyldimethyl(2-phenoxyethyl)azanium Bromide

79. D01588

80. Sr-01000883678

81. Q4165880

82. Sr-01000883678-1

83. W-105700

84. N,n-dimethyl-n-(2-phenoxyethyl)dodecan-1-aminiumbromide

85. 1-dodecanaminium,n,n-dimethyl-n-(2- Phenoxyethyl)-,bromide

86. Dodecyl-dimethyl-(2-phenoxy-ethyl)-ammonium, Bromide

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₄₀BrNO
Molecular Weight	414.5 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	15
Exact Mass	413.22933 g/mol
Monoisotopic Mass	413.22933 g/mol
Topological Polar Surface Area	9.2 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	271
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 Therapeutic Uses

Anti-infective (topical)

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 601

The efficacy and tolerability of domiphen bromide (domifen bromide), administered at a dosage of 0.5 mg every 4-6 hr in a double-blind placebo controlled study in 31 patients affected by acute infectious dental diseases, are described. After 2 days of treatment with the drug, there was a significant decrease in pain and inflammation. The drug elicited a good response, improved prognosis and reduced the number of days of illness.

PMID:6381338 Scaglione F et al; Int J Clin Pharmacol Res 3 (5): 357-61, (1983)

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

Domiphen bromide is a quaternary antiseptic with actions and uses similar to those of cationic surfactants.

Reynolds, J.E.F., Prasad, A.B. (eds.) Martindale-The Extra Pharmacopoeia. 28th ed. London: The Pharmaceutical Press, 1982., p. 561