Fenticonazole nitrate | CAS#73151-29-8 | 14-α demethylase inhibitor | glucosamine-6-phosphate synthase inhibitor

MedKoo Cat#: 540132 | Name: Fenticonazole nitrate

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Description:

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

Fenticonazole nitrate is a 14-α demethylase inhibitor and potential glucosamine-6-phosphate synthase inhibitor that inhibits ergosterol synthesis and fungal cell wall formation. It inhibits secretion of proteinase and suppresses growth of Candida, Trichomonas, and gram positive bacteria.

Chemical Structure

Fenticonazole nitrate

CAS#73151-29-8 (nitrate)

Theoretical Analysis

MedKoo Cat#: 540132

Name: Fenticonazole nitrate

CAS#: 73151-29-8 (nitrate)

Chemical Formula: C24H21Cl2N3O4S

Exact Mass: 517.0630

Molecular Weight: 518.40

Elemental Analysis: C, 55.61; H, 4.08; Cl, 13.68; N, 8.11; O, 12.34; S, 6.18

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 Weeks
2g	USD 350.00	2 Weeks
5g	USD 650.00	2 Weeks

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Related CAS #

72479-26-6 (free base) 73151-29-8 (nitrate)

Synonym

Fenticonazole nitrate; Falvin; Lomexin; REC 15/1476; REC151476; REC 15 1476; TX 15338; TX15338; TX-15338

IUPAC/Chemical Name

1-(2-(2,4-dichlorophenyl)-2-((4-(phenylthio)benzyl)oxy)ethyl)-1H-imidazol-3-ium nitrate

InChi Key

MXQVMHNIUUXDQW-UHFFFAOYSA-O

InChi Code

InChI=1S/C24H20Cl2N2OS.NO3/c25-19-8-11-22(23(26)14-19)24(15-28-13-12-27-17-28)29-16-18-6-9-21(10-7-18)30-20-4-2-1-3-5-20;2-1(3)4/h1-14,17,24H,15-16H2;/q;-1/p+1

SMILES Code

ClC1=CC=C(C(OCC2=CC=C(SC3=CC=CC=C3)C=C2)CN4C=C[NH+]=C4)C(Cl)=C1.[O-][N+]([O-])=O

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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 518.40 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

1: Albash R, Ragaie MH, Hassab MAE, El-Haggar R, Eldehna WM, Al-Rashood ST, Mosallam S. Fenticonazole nitrate loaded trans-novasomes for effective management of tinea corporis: design characterization, in silico study, and exploratory clinical appraisal. Drug Deliv. 2022 Dec;29(1):1100-1111. doi: 10.1080/10717544.2022.2057619. PMID: 35373684; PMCID: PMC8986243. 2: Ahmed S, Amin MM, Sayed S. A comprehensive review on recent nanosystems for enhancing antifungal activity of fenticonazole nitrate from different routes of administration. Drug Deliv. 2023 Dec;30(1):2179129. doi: 10.1080/10717544.2023.2179129. PMID: 36788709; PMCID: PMC9930819. 3: Ahmed S, Amin MM, El-Korany SM, Sayed S. Corneal targeted fenticonazole nitrate-loaded novasomes for the management of ocular candidiasis: Preparation, in vitro characterization, ex vivo and in vivo assessments. Drug Deliv. 2022 Dec;29(1):2428-2441. doi: 10.1080/10717544.2022.2103600. PMID: 35880688; PMCID: PMC9341384. 4: Fernández-Alba J, Valle-Gay A, Dibildox M, Vargas JA, González J, García M, López LH; Fentimex Mexican Study Group. Fenticonazole nitrate for treatment of vulvovaginitis: efficacy, safety, and tolerability of 1-gram ovules, administered as ultra-short 2-day regimen. J Chemother. 2004 Apr;16(2):179-86. doi: 10.1179/joc.2004.16.2.179. PMID: 15216954. 5: Albash R, Al-Mahallawi AM, Hassan M, Alaa-Eldin AA. Development and Optimization of Terpene-Enriched Vesicles (Terpesomes) for Effective Ocular Delivery of Fenticonazole Nitrate: In vitro Characterization and in vivo Assessment. Int J Nanomedicine. 2021 Jan 26;16:609-621. doi: 10.2147/IJN.S274290. Erratum in: Int J Nanomedicine. 2022 Aug 08;17:3509-3510. PMID: 33531804; PMCID: PMC7847387. 6: Feng Z, Zou Q, Tan X, Che W, Zhang Z. Determination of fenticonazole enantiomers by LC-ESI-MS/MS and its application to pharmacokinetic studies in female rats. Arzneimittelforschung. 2011;61(10):587-93. doi: 10.1055/s-0031-1300557. PMID: 22164967. 7: Cohen J. Revue des dernières acquisitions sur les vulvo-vaginites mycosiques: place du nitrate de fenticonazole (Lomexin) dans leur traitement [Review of the latest treatments of vulvovaginal mycoses: role of fenticonazole nitrate (Lomexin) in their treatment]. Contracept Fertil Sex. 1997 May;25(5):396-403. French. PMID: 9273113. 8: Ma L, Lian Y, Tang J, Chen F, Gao H, Zhou Z, Hou N, Yi W. Identification of the anti-fungal drug fenticonazole nitrate as a novel PPARγ-modulating ligand with good therapeutic index: Structure-based screening and biological validation. Pharmacol Res. 2021 Nov;173:105860. doi: 10.1016/j.phrs.2021.105860. Epub 2021 Aug 28. PMID: 34461220. 9: Albash R, Yousry C, Al-Mahallawi AM, Alaa-Eldin AA. Utilization of PEGylated cerosomes for effective topical delivery of fenticonazole nitrate: in- vitro characterization, statistical optimization, and in-vivo assessment. Drug Deliv. 2021 Dec;28(1):1-9. doi: 10.1080/10717544.2020.1859000. PMID: 33322971; PMCID: PMC7744155. 10: Erratum: Development and Optimization of Terpene-Enriched Vesicles (Terpesomes) for Effective Ocular Delivery of Fenticonazole Nitrate: In vitro Characterization and in vivo Assessment [Corrigendum]. Int J Nanomedicine. 2022 Aug 8;17:3509-3510. doi: 10.2147/IJN.S383607. Erratum for: Int J Nanomedicine. 2021 Jan 26;16:609-621. PMID: 35966147; PMCID: PMC9374199. 11: Novelli A, Periti E, Massi GB, Masi R, Mazzei T, Periti P. Systemic absorption of 3H-fenticonazole after vaginal administration of 1 gram in patients. J Chemother. 1991 Feb;3(1):23-7. doi: 10.1080/1120009x.1991.11739058. PMID: 2019858. 12: Albash R, Elmahboub Y, Baraka K, Abdellatif MM, Alaa-Eldin AA. Ultra- deformable liposomes containing terpenes (terpesomes) loaded fenticonazole nitrate for treatment of vaginal candidiasis: Box-Behnken design optimization, comparative ex vivo and in vivo studies. Drug Deliv. 2020 Dec;27(1):1514-1523. doi: 10.1080/10717544.2020.1837295. PMID: 33108907; PMCID: PMC7594706. 13: Graziani G, Cazzulani P. Irritation and toxicity studies with fenticonazole applied topically to the skin and mucous membranes. Arzneimittelforschung. 1981;31(12):2152-4. PMID: 7199317. 14: Muñoz Reyes JR, Villanueva Reynoso C, Ramos CJ, Menéndez Vázquez J, Bailón Uriza R, Vargas AJ. Eficacia y tolerancia de 200 mg de fenticonazol vs 400 mg de miconazol en el tratamiento intravaginal de la vulvovaginitis micótica [Efficacy and tolerance of 200 mg of fenticonazole versus 400 mg of miconazole in the intravaginal treatment of mycotic vulvovaginitis]. Ginecol Obstet Mex. 2002 Feb;70:59-65. Spanish. PMID: 12017948. 15: Ahmed S, Amin MM, El-Korany SM, Sayed S. Pronounced capping effect of olaminosomes as nanostructured platforms in ocular candidiasis management. Drug Deliv. 2022 Dec;29(1):2945-2958. doi: 10.1080/10717544.2022.2120926. PMID: 36073061; PMCID: PMC9848414. 16: Veronese M, Barzaghi D, Bertoncini A. Antifungal activity of fenticonazole in experimental dermatomycosis and candidiasis. Arzneimittelforschung. 1981;31(12):2137-9. PMID: 7199314. 17: Graziani G, Cazzulani P, Barbadoro E. Toxicological and pharmacological properties of fenticonazole, a new topical antimycotic. Arzneimittelforschung. 1981;31(12):2145-51. PMID: 7199316. 18: Veronese M, Barzaghi D, Bertoncini A, Zadro M. The Salmonella mutagenicity assay on fenticonazole, a new antifungal imidazole derivative. Arzneimittelforschung. 1981;31(12):2140-2. PMID: 7037010. 19: Veronese M, Salvaterra M, Barzaghi D. Fenticonazole, a new imidazole derivative with antibacterial and antifungal activity. In vitro study. Arzneimittelforschung. 1981;31(12):2133-7. PMID: 7199313. 20: Chen F, Ma L, Cai G, Tang J, Wang Y, Liu Q, Liu X, Hou N, Zhou Z, Yi W. Identification of a novel PPARγ modulator with good anti-diabetic therapeutic index via structure-based screening, optimization and biological validation. Biomed Pharmacother. 2022 Oct;154:113653. doi: 10.1016/j.biopha.2022.113653. Epub 2022 Sep 7. PMID: 36942599.