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Also known as: 187164-19-8, Lulicon, Nnd-502, Luzu, Pr-2699, (2e)-2-[(4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
Molecular Formula
C14H9Cl2N3S2
Molecular Weight
354.3  g/mol
InChI Key
YTAOBBFIOAEMLL-REQDGWNSSA-N
FDA UNII
RE91AN4S8G

Luliconazole
Luliconazole is a topical antifungal agent that acts by unknown mechanisms but is postulated to involve altering the synthesis of fungi cell membranes. It was approved by the FDA (USA) in November 2013 and is marketed under the brand name Luzu. Luliconazole is also approved in Japan.
Luliconazole is an Azole Antifungal. The mechanism of action of luliconazole is as a Cytochrome P450 2C19 Inhibitor.
1 2D Structure

Luliconazole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2E)-2-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
2.1.2 InChI
InChI=1S/C14H9Cl2N3S2/c15-9-1-2-10(11(16)5-9)13-7-20-14(21-13)12(6-17)19-4-3-18-8-19/h1-5,8,13H,7H2/b14-12+/t13-/m0/s1
2.1.3 InChI Key
YTAOBBFIOAEMLL-REQDGWNSSA-N
2.1.4 Canonical SMILES
C1C(SC(=C(C#N)N2C=CN=C2)S1)C3=C(C=C(C=C3)Cl)Cl
2.1.5 Isomeric SMILES
C1[C@H](S/C(=C(\C#N)/N2C=CN=C2)/S1)C3=C(C=C(C=C3)Cl)Cl
2.2 Other Identifiers
2.2.1 UNII
RE91AN4S8G
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (2e)-((4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)(1h-imidazol-1-yl)acetonitrile

2. 4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene-1-imidazolylacetonitrile

3. Lulicon

4. Nnd 502

5. Nnd-502

6. Nnd502

2.3.2 Depositor-Supplied Synonyms

1. 187164-19-8

2. Lulicon

3. Nnd-502

4. Luzu

5. Pr-2699

6. (2e)-2-[(4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile

7. Nnd 502

8. Re91an4s8g

9. Ncgc00182704-01

10. Ncgc00182704-02

11. Chebi:34825

12. (2e)-2-[(4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile

13. (r,e)-2-(4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)-2-(1h-imidazol-1-yl)acetonitrile

14. Ncgc00182704-03

15. 2-[(2e,4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-(1h-imidazol-1-yl)acetonitrile

16. Dsstox_cid_28533

17. Dsstox_rid_82805

18. Dsstox_gsid_48607

19. (-)-(e)-((4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)(1h-imidazol-1-yl)acetonitrile

20. Luliconazole [inn]

21. Nnd502

22. Cas-187164-19-8

23. Luliconazole [usan:inn]

24. Unii-re91an4s8g

25. 4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene-1-imidazolylacetonitrile

26. Lulicon (tn)

27. Imidazole Antimycotic

28. Luzu (tn)

29. Luliconazole [mi]

30. Luliconazole [jan]

31. Luliconazole [usan]

32. Luliconazole [vandf]

33. Luliconazole [mart.]

34. Luliconazole [who-dd]

35. Schembl342362

36. Gtpl7366

37. Luliconazole (jan/usan/inn)

38. Chembl2105689

39. Dtxsid3048607

40. Luliconazole, >=98% (hplc)

41. Luliconazole [orange Book]

42. Zinc3929486

43. Tox21_112942

44. Tox21_112974

45. Mfcd00953915

46. S4258

47. Akos015897320

48. Tox21_112974_1

49. Am84645

50. Bcp9000863

51. Ccg-268075

52. Cs-0587

53. Db08933

54. Ds-3278

55. (2e)-((4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)(1h-imidazol-1-yl)acetonitrile

56. Ncgc00182704-08

57. Hy-14283

58. L0306

59. Sw219226-1

60. D01980

61. 164l198

62. A813122

63. Sr-01000945039

64. Sr-01000945039-1

65. Q15624030

66. 1h-imidazole-1-acetonitrile, Alpha-((4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)-, (alphae)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 354.3 g/mol
Molecular Formula C14H9Cl2N3S2
XLogP34
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass352.9614950 g/mol
Monoisotopic Mass352.9614950 g/mol
Topological Polar Surface Area92.2 Ų
Heavy Atom Count21
Formal Charge0
Complexity476
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameLuzu
PubMed HealthLuliconazole (On the skin)
Drug ClassesAntifungal
Drug LabelLUZU (luliconazole) Cream, 1% contains 1% luliconazole, an azole antifungal agent, in a white cream for topical application.Luliconazole is (2E)-2-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile. Its structural formu...
Active IngredientLuliconazole
Dosage FormCream
RouteTopical
Strength1%
Market StatusPrescription
CompanyMedicis

2 of 2  
Drug NameLuzu
PubMed HealthLuliconazole (On the skin)
Drug ClassesAntifungal
Drug LabelLUZU (luliconazole) Cream, 1% contains 1% luliconazole, an azole antifungal agent, in a white cream for topical application.Luliconazole is (2E)-2-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile. Its structural formu...
Active IngredientLuliconazole
Dosage FormCream
RouteTopical
Strength1%
Market StatusPrescription
CompanyMedicis

4.2 Drug Indication

Luliconazole is indicated in adults aged 18 years and older for the topical treatment of fungal infections caused by Trichophyton rubrum and Epidermophyton floccosum, specifically tinea pedis, cruris, and corporis.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Luliconazole kills the organisms Trichophyton rubrum and Epidermophyton floccosum, most likely by altering their fungal cell membranes.


5.2 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.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
LULICONAZOLE
5.3.2 FDA UNII
RE91AN4S8G
5.3.3 Pharmacological Classes
Azoles [CS]; Cytochrome P450 2C19 Inhibitors [MoA]; Azole Antifungal [EPC]
5.4 ATC Code

D - Dermatologicals

D01 - Antifungals for dermatological use

D01A - Antifungals for topical use

D01AC - Imidazole and triazole derivatives

D01AC18 - Luliconazole


5.5 Absorption, Distribution and Excretion

Absorption

Although luliconazole is administered topically, clinical studies have shown that after the first dose in patients with tina pedis, a maximum plasma concentration of 0.40 0.76 ng/mL (mean SD) occurred in 16.9 9.39 hours (mean SD).


Route of Elimination

The route of elimination of luliconazole has yet to be determined.


Volume of Distribution

The volume of distribution was not quantified.


Clearance

The clearance of luliconazole has yet to be determined.


5.6 Metabolism/Metabolites

The metabolism of luliconazole has yet to be determined.


5.7 Biological Half-Life

The half life of luliconazole has yet to be determined.


5.8 Mechanism of Action

The exact mechanism of action for luliconazole's anti-fungal activity is still not known, but luliconazole is thought to inhibit the enzyme lanosterol demethylase. Lanosterol demethylase is needed for the synthesis of ergosterol, which is a major component of the fungus cell membranes.


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02-Jan-2021
26-Mar-2025
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ABOUT THIS PAGE

Looking for 187164-19-8 / Luliconazole API manufacturers, exporters & distributors?

Luliconazole manufacturers, exporters & distributors 1

11

PharmaCompass offers a list of Luliconazole API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Luliconazole manufacturer or Luliconazole supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Luliconazole manufacturer or Luliconazole supplier.

PharmaCompass also assists you with knowing the Luliconazole API Price utilized in the formulation of products. Luliconazole API Price is not always fixed or binding as the Luliconazole Price is obtained through a variety of data sources. The Luliconazole Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Luliconazole

Synonyms

187164-19-8, Lulicon, Nnd-502, Luzu, Pr-2699, (2e)-2-[(4r)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile

Cas Number

187164-19-8

Unique Ingredient Identifier (UNII)

RE91AN4S8G

About Luliconazole

Luliconazole is a topical antifungal agent that acts by unknown mechanisms but is postulated to involve altering the synthesis of fungi cell membranes. It was approved by the FDA (USA) in November 2013 and is marketed under the brand name Luzu. Luliconazole is also approved in Japan.

Luliconazole Manufacturers

A Luliconazole manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Luliconazole, including repackagers and relabelers. The FDA regulates Luliconazole manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Luliconazole API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Luliconazole manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Luliconazole Suppliers

A Luliconazole supplier is an individual or a company that provides Luliconazole active pharmaceutical ingredient (API) or Luliconazole finished formulations upon request. The Luliconazole suppliers may include Luliconazole API manufacturers, exporters, distributors and traders.

click here to find a list of Luliconazole suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Luliconazole USDMF

A Luliconazole DMF (Drug Master File) is a document detailing the whole manufacturing process of Luliconazole active pharmaceutical ingredient (API) in detail. Different forms of Luliconazole DMFs exist exist since differing nations have different regulations, such as Luliconazole USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Luliconazole DMF submitted to regulatory agencies in the US is known as a USDMF. Luliconazole USDMF includes data on Luliconazole's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Luliconazole USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Luliconazole suppliers with USDMF on PharmaCompass.

Luliconazole JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Luliconazole Drug Master File in Japan (Luliconazole JDMF) empowers Luliconazole API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Luliconazole JDMF during the approval evaluation for pharmaceutical products. At the time of Luliconazole JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Luliconazole suppliers with JDMF on PharmaCompass.

Luliconazole WC

A Luliconazole written confirmation (Luliconazole WC) is an official document issued by a regulatory agency to a Luliconazole manufacturer, verifying that the manufacturing facility of a Luliconazole active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Luliconazole APIs or Luliconazole finished pharmaceutical products to another nation, regulatory agencies frequently require a Luliconazole WC (written confirmation) as part of the regulatory process.

click here to find a list of Luliconazole suppliers with Written Confirmation (WC) on PharmaCompass.

Luliconazole NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Luliconazole as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Luliconazole API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Luliconazole as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Luliconazole and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Luliconazole NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Luliconazole suppliers with NDC on PharmaCompass.

Luliconazole GMP

Luliconazole Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Luliconazole GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Luliconazole GMP manufacturer or Luliconazole GMP API supplier for your needs.

Luliconazole CoA

A Luliconazole CoA (Certificate of Analysis) is a formal document that attests to Luliconazole's compliance with Luliconazole specifications and serves as a tool for batch-level quality control.

Luliconazole CoA mostly includes findings from lab analyses of a specific batch. For each Luliconazole CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Luliconazole may be tested according to a variety of international standards, such as European Pharmacopoeia (Luliconazole EP), Luliconazole JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Luliconazole USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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