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Also known as: 101827-46-7, Butenafine hcl, Mentax, Kp-363, Butenafine (hydrochloride), Volley
Molecular Formula
C23H28ClN
Molecular Weight
353.9  g/mol
InChI Key
LJBSAUIFGPSHCN-UHFFFAOYSA-N
FDA UNII
R8XA2029ZI

Butenafine Hydrochloride
Butenafine Hydrochloride is the hydrochloride salt form of butenafine, a synthetic benzylamine derivative with fungicidal properties. Butenafine hydrochloride interferes with the biosynthesis of ergosterol, an important component of fungal cell membranes, by inhibiting the epoxidation of squalene. This alters fungal membrane permeability and causes growth inhibition. Butenafine hydrochloride is active against a number of dermatophytes, including Trichophyton rubrum, Trichophyton mentagrophytes, Microsporum canis, Sporothrix schenckii, and yeasts, including Candida albicans and C. parapsilosis.
1 2D Structure

Butenafine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine;hydrochloride
2.1.2 InChI
InChI=1S/C23H27N.ClH/c1-23(2,3)21-14-12-18(13-15-21)16-24(4)17-20-10-7-9-19-8-5-6-11-22(19)20;/h5-15H,16-17H2,1-4H3;1H
2.1.3 InChI Key
LJBSAUIFGPSHCN-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)(C)C1=CC=C(C=C1)CN(C)CC2=CC=CC3=CC=CC=C32.Cl
2.2 Other Identifiers
2.2.1 UNII
R8XA2029ZI
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Butenafine

2. Butenafine Hcl

3. Kp 363

4. Kp-363

5. Mentax

6. N-(p-tert-butylbenzyl)-n-methyl-1-naphthalenemethylamine

7. N-4-tert-butylbenzyl-n-methyl-1-naphthalene Methylamine Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 101827-46-7

2. Butenafine Hcl

3. Mentax

4. Kp-363

5. Butenafine (hydrochloride)

6. Volley

7. N-(p-tert-butylbenzyl)-n-methyl-1-naphthalenemethylamine Hydrochloride

8. Chebi:31325

9. R8xa2029zi

10. N-(4-(tert-butyl)benzyl)-n-methyl-1-(naphthalen-1-yl)methanamine Hydrochloride

11. 1-(4-tert-butylphenyl)-n-methyl-n-(naphthalen-1-ylmethyl)methanamine Hydrochloride

12. 1-(4-tert-butylphenyl)-n-methyl-n-(naphthalen-1-ylmethyl)methanamine;hydrochloride

13. N-(4-tert-butylbenzyl)-n-methyl-1-(naphthalen-1-yl)methanamine Hydrochloride

14. 1-naphthalenemethanamine, N-((4-(1,1-dimethylethyl)phenyl)methyl)-n-methyl-, Hydrochloride

15. N-(4-t-butylbenzyl)-n-methyl-1-naphthalenemethylamine Hydrochloride;n-(4-t-butylbenzyl)-n-methyl-1-naphthalenemethylamine Hydrochloride

16. Butenafine Hydrochloide

17. Unii-r8xa2029zi

18. Butenafine Hydrochloride [usan]

19. 1-(4-tert-butylphenyl)-n-methyl-n-(1-naphthalenylmethyl)methanamine Hydrochloride

20. Butenafine Hydrochloride [usan:jan]

21. Mentax (tn)

22. Mfcd00917064

23. Volley (tn)

24. 1-(4-tert-butylphenyl)-n-methyl-n-(1-naphthylmethyl)methanamine

25. Kp363 (hydrochloride)

26. N-4-tert-butylbenzyl-n-methyl-1-naphthalenemethylamine Hydrochloride

27. Surecn1648813

28. Dsstox_cid_28515

29. Dsstox_rid_82787

30. Dsstox_gsid_48589

31. Mls003899213

32. Schembl262301

33. Chembl1200397

34. Dtxsid2048589

35. Kp363

36. Bcp22699

37. Tox21_112918

38. Butenafine Hydrochloride [mi]

39. S3154

40. Butenafine Hydrochloride [jan]

41. Akos015895328

42. Ab07686

43. Ac-2116

44. Bcp9000464

45. Butenafine Hydrochloride (jp17/usan)

46. Ccg-220604

47. Cs-1124

48. Ks-1035

49. Sb83656

50. Butenafine Hydrochloride [mart.]

51. Butenafine Hydrochloride [vandf]

52. N-((4-(1,1-dimethylethyl)phenyl)methyl)-n-methyl-1-naphthalenemethanamine Hydrochloride

53. Butenafine Hydrochloride [who-dd]

54. 1-naphthalenemethanamine, N-[[4-(1,1-dimethylethyl)phenyl]methyl]-n-methyl-, Hydrochloride (1:1)

55. Hy-17396

56. Smr002204106

57. Butenafine Hydrochloride, >=98% (hplc)

58. Cas-101827-46-7

59. Ft-0631017

60. Ft-0699734

61. Sw199070-2

62. Butenafine Hydrochloride [orange Book]

63. D01093

64. 827b467

65. A800463

66. A800464

67. J-000499

68. Q27114276

69. 4-tert-butylbenzyl(methyl)(1-naphthalenemethyl)amine Hydrochloride

70. N-(4-tert-butylbenzyl)-n-methyl-1-naphthylmethylamine Hydrochloride

71. N-4-t-butylbenzyl-n-methyl-1-naphthalenemethylamine Hydrochloride

72. (4-tert-butylphenyl)-n-methyl-n-(naphthalen-1-ylmethyl)methanaminium Chloride

73. 1-(4-tert-butylphenyl)-n-methyl-n-(naphthalen-1-ylmethyl)methanamine,hydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 353.9 g/mol
Molecular Formula C23H28ClN
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Exact Mass353.1910276 g/mol
Monoisotopic Mass353.1910276 g/mol
Topological Polar Surface Area3.2 Ų
Heavy Atom Count25
Formal Charge0
Complexity374
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 Drug Information
1 of 4  
Drug NameLotrimin ultra
PubMed HealthButenafine (On the skin)
Drug ClassesAntifungal
Active IngredientButenafine hydrochloride
Dosage FormCream
RouteTopical
Strength1%
Market StatusOver the Counter
CompanySchering Plough

2 of 4  
Drug NameMentax
PubMed HealthButenafine (On the skin)
Drug ClassesAntifungal
Drug LabelMentax Cream, 1%, contains the synthetic antifungal agent, butenafine hydrochloride. Butenafine is a member of the class of antifungal compounds known as benzylamines which are structurally related to the allylamines.Butenafine HCl is designated ch...
Active IngredientButenafine hydrochloride
Dosage FormCream
Routetopical; Topical
Strength1%
Market StatusPrescription
CompanyMylan Bertek; Mylan

3 of 4  
Drug NameLotrimin ultra
PubMed HealthButenafine (On the skin)
Drug ClassesAntifungal
Active IngredientButenafine hydrochloride
Dosage FormCream
RouteTopical
Strength1%
Market StatusOver the Counter
CompanySchering Plough

4 of 4  
Drug NameMentax
PubMed HealthButenafine (On the skin)
Drug ClassesAntifungal
Drug LabelMentax Cream, 1%, contains the synthetic antifungal agent, butenafine hydrochloride. Butenafine is a member of the class of antifungal compounds known as benzylamines which are structurally related to the allylamines.Butenafine HCl is designated ch...
Active IngredientButenafine hydrochloride
Dosage FormCream
Routetopical; Topical
Strength1%
Market StatusPrescription
CompanyMylan Bertek; Mylan

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Benzylamines [CS]; Benzylamine Antifungal [EPC]

API Reference Price

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09-Apr-2021
03-Sep-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - CREAM;TOPICAL - 1%

USFDA APPLICATION NUMBER - 20524

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DOSAGE - CREAM;TOPICAL - 1%

USFDA APPLICATION NUMBER - 21307

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Related Excipient Companies

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Excipients by Applications

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Topical

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Film Formers & Plasticizers

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Coating Systems & Additives

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Solubilizers

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Parenteral

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Co-Processed Excipients

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Thickeners and Stabilizers

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Lubricants & Glidants

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Fillers, Diluents & Binders

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Emulsifying Agents

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Controlled & Modified Release

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Granulation

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Direct Compression

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NEWS #PharmaBuzz

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Global Sales Information

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Market Place

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REF. STANDARDS & IMPURITIES

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