Luliconazole, (+/-)- | CAS#101530-21-6 | antifungal

MedKoo Cat#: 584614 | Name: Luliconazole, (+/-)-

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Luliconazole, (+/-)- is an antifungal agent for the topical treatment of onychomycosis.

Chemical Structure

Luliconazole, (+/-)-

CAS#101530-21-6

Theoretical Analysis

MedKoo Cat#: 584614

Name: Luliconazole, (+/-)-

CAS#: 101530-21-6

Chemical Formula: C14H9Cl2N3S2

Exact Mass: 352.9615

Molecular Weight: 354.27

Elemental Analysis: C, 47.47; H, 2.56; Cl, 20.01; N, 11.86; S, 18.10

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

187164-19-8 (R isomer) 256424-63-2 (S isomer) 101530-21-6

Synonym

Luliconazole, (+/-)-

IUPAC/Chemical Name

1H-Imidazole-1-acetonitrile, alpha-(4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)-, (alphaE)-

InChi Key

YTAOBBFIOAEMLL-WYMLVPIESA-N

InChi Code

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+

SMILES Code

N#C/C(N1C=CN=C1)=C2SCC(C3=CC=C(Cl)C=C3Cl)S/2

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 354.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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Luliconazole Retention in Stratum Corneum and Prevention of Fungal Infection in a Guinea Pig Tinea Pedis Model. J Drugs Dermatol. 2016 Jan;15(1):104-8. PubMed PMID: 26741388. 6: Wiederhold NP, Fothergill AW, McCarthy DI, Tavakkol A. Luliconazole demonstrates potent in vitro activity against dermatophytes recovered from patients with onychomycosis. Antimicrob Agents Chemother. 2014 Jun;58(6):3553-5. doi: 10.1128/AAC.02706-13. Epub 2014 Apr 7. PubMed PMID: 24709260; PubMed Central PMCID: PMC4068440. 7: Maeda J, Nanjoh Y, Koga H, Toga T, Makimura K, Tsuboi R. [In vitro Antifungal Activity of Luliconazole against Trichophyton spp]. Med Mycol J. 2016;57(1):J1-6. doi: 10.3314/mmj.57.J1. Japanese. PubMed PMID: 26936346. 8: Gupta AK, Cvetković D, Abramovits W, Vincent KD. LUZU (luliconazole) 1% cream. Skinmed. 2014 Mar-Apr;12(2):90-3. PubMed PMID: 24933846. 9: Jarratt M, Jones T, Adelglass J, Bucko A, Pollak R, Roman-Miranda A, Olin JT, Swinyer L. Efficacy and safety of once-daily luliconazole 1% cream in patients ≥12 years of age with interdigital tinea pedis: a phase 3, randomized, double-blind,vehicle-controlled study. J Drugs Dermatol. 2014 Jul;13(7):838-46. PubMed PMID: 25007368. 10: Jarratt M, Jones T, Kempers S, Rich P, Morton K, Nakamura N, Tavakkol A. Luliconazole for the treatment of interdigital tinea pedis: A double-blind, vehicle-controlled study. Cutis. 2013 Apr;91(4):203-10. PubMed PMID: 23763082. 11: Luliconazole cream (Luzu) for tinea infections. Med Lett Drugs Ther. 2014 Jun 23;56(1445):50-1. PubMed PMID: 24956308. 12: Jones TM, Jarratt MT, Mendez-Moguel I, Paz N, Grekin SK, Cognata Smith C, Kaur M. A randomized, multicenter, double-blind, vehicle-controlled study evaluating the efficacy and safety of luliconazole cream 1% once daily for 7 days in patients aged ≥ 12 years with tinea cruris. J Drugs Dermatol. 2014 Jan;13(1):32-8. PubMed PMID: 24385117. 13: Draelos ZD, Vlahovic TC, Gold MH, Parish LC, Korotzer A. A Randomized, Double-blind, Vehicle-controlled Trial of Luliconazole Cream 1% in the Treatment of Interdigital Tinea Pedis. J Clin Aesthet Dermatol. 2014 Oct;7(10):20-7. PubMed PMID: 25371767; PubMed Central PMCID: PMC4217292. 14: Jones T, Tavakkol A. Safety and tolerability of luliconazole solution 10-percent in patients with moderate to severe distal subungual onychomycosis. Antimicrob Agents Chemother. 2013 Jun;57(6):2684-9. doi: 10.1128/AAC.02370-12. Epub 2013 Apr 1. PubMed PMID: 23545529; PubMed Central PMCID: PMC3716121. 15: Wakumoto-Nakashima K, Yamada N, Morino S, Yamamoto O. Novel in vivo observations on double acting points of luliconazole on Trichophyton rubrum: an ultrastructural study. Med Mycol. 2015 Nov;53(8):860-7. doi: 10.1093/mmy/myv058. Epub 2015 Aug 26. PubMed PMID: 26316213. 16: Shimamura T, Hasegawa N, Kubota N. [Antifungal Activity of Luliconazole Nail Solution on in vitro and in vivo Onychomycosis Model]. Med Mycol J. 2016;57(1):J13-8. doi: 10.3314/mmj.57.J13. Japanese. PubMed PMID: 26936347. 17: Koga H, Nanjoh Y, Kaneda H, Yamaguchi H, Tsuboi R. Short-term therapy with luliconazole, a novel topical antifungal imidazole, in guinea pig models of tinea corporis and tinea pedis. Antimicrob Agents Chemother. 2012 Jun;56(6):3138-43. doi: 10.1128/AAC.05255-11. Epub 2012 Mar 5. PubMed PMID: 22391525; PubMed Central PMCID: PMC3370799. 18: Jerajani H, Janaki C, Kumar S, Phiske M. Comparative assessment of the efficacy and safety of sertaconazole (2%) cream versus terbinafine cream (1%) versus luliconazole (1%) cream in patients with dermatophytoses: a pilot study. Indian J Dermatol. 2013 Jan;58(1):34-8. doi: 10.4103/0019-5154.105284. PubMed PMID: 23372210; PubMed Central PMCID: PMC3555370. 19: Shimamura T, Miyamae A, Arai M, Minemura A, Nozawa A, Kubota N. [Distribution of Luliconazole in Nail Plate by In Vitro Permeation and Efficacy by Zone of Inhibition Test after Treatment of Luliconazole Nail Solution]. Med Mycol J. 2016;57(1):J19-25. doi: 10.3314/mmj.57.J19. Japanese. PubMed PMID: 26936348. 20: Gupta AK, Daigle D. A critical appraisal of once-daily topical luliconazole for the treatment of superficial fungal infections. Infect Drug Resist. 2016 Jan 18;9:1-6. doi: 10.2147/IDR.S61998. eCollection 2016. Review. PubMed PMID: 26848272; PubMed Central PMCID: PMC4723097.