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    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
    Domiphen Bromide
    1 2D Structure

    Domiphen 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 Weight 414.5 g/mol
    Molecular Formula C22H40BrNO
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count15
    Exact Mass413.22933 g/mol
    Monoisotopic Mass413.22933 g/mol
    Topological Polar Surface Area9.2 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity271
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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

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