1. 1-(4-(4-chlorophenyl)-2-(2,6-dichlorophenylthio)-n-butyl)-1h-imidazole
2. Butoconazole Nitrate
3. Femstal
4. Femstat
5. Gynazole-1
6. Gynomyk
7. Mycelex-3
8. Rs 35887
1. 64872-76-0
2. Butaconazole
3. Butoconazol
4. Butoconazolum
5. Butoconazol [inn-spanish]
6. Butoconazolum [inn-latin]
7. Gynofort
8. Butoconazole (inn)
9. Gynazole-1
10. Nsc-758658
11. Chebi:3240
12. 0q771797ph
13. Butoconazole [inn]
14. Butoconazole [inn:ban]
15. Mls002153798
16. 1-(4-(4-chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-1h-imidazole
17. 1-[4-(4-chloro-phenyl)-2-(2,6-dichloro-phenylsulfanyl)-butyl]-1h-imidazole
18. 1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1h-imidazole
19. 1h-imidazole, 1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-
20. Gynofort (tn)
21. Smr001233176
22. Rs 35887-10-3
23. Unii-0q771797ph
24. 67085-13-6
25. Prestwick0_000408
26. Prestwick1_000408
27. Prestwick2_000408
28. Prestwick3_000408
29. Butoconazole [mi]
30. 1-[4-(4-chlorophenyl)-2-(2,6-dichlorophenyl)sulfanyl-butyl]imidazole
31. 1-[4-(4-chlorophenyl)-2-(2,6-dichlorophenyl)sulfanylbutyl]imidazole
32. 1-{4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl}-1h-imidazole
33. Butoconazole [vandf]
34. Chembl1295
35. Schembl44237
36. Bspbio_000336
37. Cid_47471
38. Mls006010743
39. Butoconazole [who-dd]
40. Spbio_002275
41. Bpbio1_000370
42. 1-[(2s)-4-(4-chlorophenyl)-2-(2,6-dichlorophenyl)sulfanyl-butyl]imidazole
43. Dtxsid2048537
44. Bdbm79206
45. Hy-b0293a
46. Hms3264e14
47. Pharmakon1600-01504140
48. Albb-028967
49. Amy32540
50. Butoconazole, Butoconazole Nitrate
51. (+-)-1-((4-(p-chlorophenyl)-2-((2,6-dichlorophenyl)thio)imidazole
52. Nsc758658
53. S5359
54. Akos015900067
55. Ccg-213264
56. Db00639
57. Nsc 758658
58. (+-)-1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1h-imidazole
59. 1h-imidazole, 1-(4-(4-chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-, (+-)-
60. Ncgc00179596-01
61. Ncgc00179596-04
62. Ac-15961
63. Smr001550002
64. Db-054743
65. Ab00513831
66. Cs-0013455
67. Ft-0630751
68. C08065
69. D07598
70. Ab00513831-07
71. Ab00513831_08
72. Ab00513831_09
73. Butoconazole, Vetranal(tm), Analytical Standard
74. 872b760
75. A834909
76. Q2928948
77. Brd-a16665823-001-01-2
78. Brd-a16665823-008-03-3
79. 1-(4-(4-chlorophenyl)-2-(2,6-dichlorophenylthio)butyl)-1h-imidazole
80. 1-[2-[(2,6-dichlorophenyl)thio]-4-(4-chlorophenyl)butyl]-1h-imidazole
81. 1-[4-(4-chlorophenyl)-2-(2,6-dichlorophenyl)sulfanylbutyl]imid-azole
82. 1-[4-(4-chlorophenyl)-2-(2,6-dichlorophenylthio)-n-butyl]-imidazole
83. (+/-)-1-(4-(p-chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)imidazole
84. (.+/-.)-1-[4-(p-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]imidazole
85. 1-(4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl)-1h-imidazole #
86. 1h-imidazole, 1-(4-(4-chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-, (+/-)-
87. 1h-imidazole, 1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-, (1)-
88. 1h-imidazole, 1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-, Nitrate (1:1)
Molecular Weight | 411.8 g/mol |
---|---|
Molecular Formula | C19H17Cl3N2S |
XLogP3 | 6.4 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 2 |
Rotatable Bond Count | 7 |
Exact Mass | 410.017803 g/mol |
Monoisotopic Mass | 410.017803 g/mol |
Topological Polar Surface Area | 43.1 Ų |
Heavy Atom Count | 25 |
Formal Charge | 0 |
Complexity | 383 |
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 | 1 |
For the local treatment of vulvovaginal candidiasis (infections caused by Candida)
FDA Label
Butoconazole is an imidazole derivative that has fungicidal activity in vitro against Candida spp. and has been demonstrated to be clinically effective against vaginal infections due to Candida albicans. Candida albicans has been identified as the predominant species responsible for vulvovaginal candidasis.
Antifungal Agents
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)
G01AF15
S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355
G - Genito urinary system and sex hormones
G01 - Gynecological antiinfectives and antiseptics
G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids
G01AF - Imidazole derivatives
G01AF15 - Butoconazole
Absorption
Following vaginal administration of butoconazole nitrate vaginal cream, 2% to 3 women, 1.7% (range 1.3-2.2%) of the dose was absorbed on average.
The exact mechanism of the antifungal action of butoconazole is unknown, however, it is presumed to function as other imidazole derivatives via inhibition of steroid synthesis. Imidazoles generally inhibit the conversion of lanosterol to ergosterol via the inhibition of the enzyme cytochrome P450 14α-demethylase, resulting in a change in fungal cell membrane lipid composition. This structural change alters cell permeability and, ultimately, results in the osmotic disruption or growth inhibition of the fungal cell.
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