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Chemistry

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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]

USDMF

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Erregierre Spa

Italy

USDMF

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CPHI Middle east
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CPHI Middle east
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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 11296

Submission : 1995-01-09

Status : Active

Type : II

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03

CPHI Middle east
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03

CPHI Middle east
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GDUFA

DMF Review : Complete

Rev. Date : 2013-06-25

Pay. Date : 2013-01-23

DMF Number : 19551

Submission : 2006-06-27

Status : Active

Type : II

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JDMF

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INIST ST CO. , LTD.

South Korea
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INIST ST CO. , LTD.

South Korea
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Butenafine Hydrochloride

Registration Number : 221MF10212

Registrant's Address : 500, Sinnae-ro, Geumwang-eup, Eumseong-gun, Chungcheongbuk-do, Korea

Initial Date of Registration : 2009-09-28

Latest Date of Registration : 2009-09-28

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02

CPHI Middle east
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Butenafine hydrochloride

Registration Number : 217MF10389

Registrant's Address : 2-28-8 Honkomagome, Bunkyo-ku, Tokyo

Initial Date of Registration : 2005-07-27

Latest Date of Registration : 2010-03-09

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03

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Butenafine hydrochloride

Registration Number : 301MF10044

Registrant's Address : 1-10-11 Nihonbashi Horidomecho, Chuo-ku, Tokyo

Initial Date of Registration : 2019-08-09

Latest Date of Registration : 2019-08-09

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04

CPHI Middle east
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Butenafine hydrochloride

Registration Number : 217MF11142

Registrant's Address : 1-10-11 Nihonbashi Horidomecho, Chuo-ku, Tokyo

Initial Date of Registration : 2005-12-05

Latest Date of Registration : 2008-09-09

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KDMF

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Butenapine hydrochloride

Registrant Name : Samoh Pharmaceutical Co., Ltd.

Registration Date : 2023-03-23

Registration Number : 20230323-211-J-1455

Manufacturer Name : Kaken Pharmaceutical Co., Lt...

Manufacturer Address : 301-banchi, Gensuke, Fujieda-City, Shizuoka 426-8646, Japan

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NDC API

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CPHI Middle east
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BUTENAFINE HYDROCHLORIDE

NDC Package Code : 49706-1821

Start Marketing Date : 2010-01-08

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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BUTENAFINE HYDROCHLORIDE

NDC Package Code : 51265-363

Start Marketing Date : 1996-12-31

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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Listed Suppliers

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  • fda
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  • WHO-GMP

Virtual BoothHRV Global Life Sciences - Market Expansion Leader in Pharmaceuticals.

Flag India
Digital Content Digital Content

Butenafine Hydrochloride

About the Company : HRV Global is a leading global manufacturer, seller & exporter of a wide range of APIs, advanced intermediates, pellets, food grade chemicals, food additives & food ingredients. It...

HRV Global is a leading global manufacturer, seller & exporter of a wide range of APIs, advanced intermediates, pellets, food grade chemicals, food additives & food ingredients. It offers services such as sourcing, manufacturing & supply, helping partners enter new markets worldwide. Its strong partnerships with major players in the pharma and food additive industries help HRV Global effectively promote projects and products. HRV Global represents over 30 large Indian drugmakers, primarily targeting Europe, the US & the Middle East markets. Headquartered in India, HRV Global has offices in the US, Switzerland, Dubai, Lithuania & Turkey.
HRV Global Life Sciences

02

CPHI Middle east
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Butenafine

About the Company : ERREGIERRE, a family company, was founded in 1974 and today is one of the leading Italian active pharmaceutical ingredients manufactures for human and veterinary use. In ERREGIE...

ERREGIERRE, a family company, was founded in 1974 and today is one of the leading Italian active pharmaceutical ingredients manufactures for human and veterinary use. In ERREGIERRE we employ more than 220 people and two manufacturing sites, San Paolo d’Argon and Sovere, are both FDA inspected with no 483 form. We provide APIs of the highest quality and we are a reliable partner for the pharmaceutical industry worldwide.
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Butenafine

About the Company : Glenmark was founded with a vision to emerge as a leading integrated research-based, global pharmaceutical company. Our branded generics business has a significant presence in mark...

Glenmark was founded with a vision to emerge as a leading integrated research-based, global pharmaceutical company. Our branded generics business has a significant presence in markets across emerging economies including India. The generics business services the requirements of developed markets like US and Western Europe. Our API business sells products in over 65 countries including the US, various countries in the EU, South America and India. With 15 manufacturing facilities and 3 R&D centers dedicated to the goal of enriching lives across the globe.
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Butenafine

About the Company : Guangzhou Tosun Pharmaceutical was founded in 1999, which mainly focuses on importation & exportation of Active Pharmaceutical Ingrediants, Chemical Raw Materials, Intermediate, Ex...

Guangzhou Tosun Pharmaceutical was founded in 1999, which mainly focuses on importation & exportation of Active Pharmaceutical Ingrediants, Chemical Raw Materials, Intermediate, Excipients, Herbal extracts, Formulation of Chinese & Western Medicine. With abundant economic strength, the group has successfully developed to a pharmaceutical group enterprise wich intergrets operation of medicine & related products, processing & manufacturing, and importation & exportation together.
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Otto Brandes

Germany
CPHI Middle east
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Otto Brandes

Germany
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Butenafine

About the Company : Otto Brandes Gmbh was founded in 1923 and is an independent distributor of high quality Pharmaceutical Active Ingredients and excipients for the pharmaceutical industry. We regard ...

Otto Brandes Gmbh was founded in 1923 and is an independent distributor of high quality Pharmaceutical Active Ingredients and excipients for the pharmaceutical industry. We regard ourselves as a service provider and focus on the customer`s interests. Our aim is to work together with you as a reliable and dependable partner, to achieve your requirements and objectives, enabling you to take a successful market position. Since 2015 we are a part of an internationally expanding group.
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Butenafine

About the Company : Synergene Active Ingredients Pvt.Ltd was incorporated in 2006 and commercial operations began in the same year. The Company is a manufacturer and supplier of Active Pharmaceuticals...

Synergene Active Ingredients Pvt.Ltd was incorporated in 2006 and commercial operations began in the same year. The Company is a manufacturer and supplier of Active Pharmaceuticals Ingredients (API'S) for wide range of therapeutic categories. Therapeutic segments of focus are Anti Fungals, Anti Depressants, and Anti Hypertensive. Synergene manufacturing facilities are cGMP compliant meeting global standards in terms of infrastructure and systems. The company has two manufacturing facilities located at Hyderabad & Vishakhapatnam manufacturing Active Pharmaceutical Ingredients and Intermediates.
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Unipex

France
CPHI Middle east
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Unipex

France
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Butenafine

About the Company : Our work in the distribution sector starts and ends with the quality of human relations; first and foremost, it is trust that we want to build with you. The connections we build ar...

Our work in the distribution sector starts and ends with the quality of human relations; first and foremost, it is trust that we want to build with you. The connections we build are made to last. They are built on professionalism, respect and transparency. This is how we work, and how we have been working for a long time now, with our client partners and constituents. Unipex has been operational for 50 years, and has always remained true to its core business: the distribution of specialities. This is also why we are independent and we intend to stay that way. Our structure is simple, our commitment is absolute: we work directly with you.
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API Reference Price

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PHARMACEUTICALS","customerCountry":"INDIA","quantity":"9.00","actualQuantity":"9","unit":"KGS","unitRateFc":"260","totalValueFC":"2365.9","currency":"USD","unitRateINR":"21879","date":"16-Oct-2023","totalValueINR":"196911","totalValueInUsd":"2365.9","indian_port":"Bombay Air","hs_no":"29420090","bill_no":"8323980","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BEIJING","supplierAddress":"NO.12 TAIXING EAST STREET, JIBEI ECONOMIC DEVELOPMENT ZONE, JIYANG DISTRICT, JINAN CHINA","customerAddress":"407\/408,SHARDA CHAMBERS,"}]
03-Jul-2021
10-Jul-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

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INTERMEDIATES SUPPLIERS

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01

CPHI Middle east
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CPHI Middle east
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CAS Number : 65473-13-4

End Use API : Butenafine Hydrochloride

About The Company : Established in 2003 with small pilot plant and came in to commercial production in 2013 in the name of Allchem Laboratories, it is an independent privately owne...

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02

CPHI Middle east
Not Confirmed
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CPHI Middle east
Not Confirmed
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CAS Number : 65473-13-4

End Use API : Butenafine Hydrochloride

About The Company : Established in 2000, Shodhana Laboratories offers a wide range of APIs and intermediates and caters to the generic and custom requirements of some of the most p...

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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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