(Z)-Lanoconazole is the Z configuration form of Lanoconazole. Lanoconazole is a potent oral imidazole antifungal agent with broad spectrum antifungal activity in vitro and in vivo. Lanoconazole blocks ergosterol biosynthesis on fungal membranes by inhibiting sterol 14-alpha demethylase, thereby interfering with ergosterol biosynthesis. Lanoconazole may be utilized in the research of dermatomycoses and onychomycoses.

Physicochemical Properties

Molecular Formula	C14H10CLN3S2
Molecular Weight	319.832298755646
Exact Mass	319
CAS #	101529-65-1
Related CAS #	Lanoconazole;101530-10-3
PubChem CID	9927058
Appearance	Off-white to light yellow solid powder
LogP	3.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Heavy Atom Count	20
Complexity	445
Defined Atom Stereocenter Count	0
SMILES	C1N(/C(=C2\SC(C3=CC=CC=C3Cl)CS\2)/C#N)C=CN=1
InChi Key	ZRTQSJFIDWNVJW-OWBHPGMISA-N
InChi Code	InChI=1S/C14H10ClN3S2/c15-11-4-2-1-3-10(11)13-8-19-14(20-13)12(7-16)18-6-5-17-9-18/h1-6,9,13H,8H2/b14-12-
Chemical Name	(2Z)-2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	IC50: antifungal[1]
ln Vivo	Treatment for ear infections with lanoconazole (0.3–3%; 6 days) inhibits neutrophil infiltration to the inflammation site and suppresses TPA-induced irritant dermatitis. It also suppresses the production of neutrophil chemotactic factors, such as keratinocyte-derived chemokine and macrophage inflammatory protein-2[2]. C is dramatically inhibited by lanoconazole (oral treatment; 3, 10, or 30 mg/kg; once daily; 3 weeks). neoformans in comparison to normal mice's saline control. Furthermore, it considerably slows down C's growth. neoformans in the MAIDS mice's brains and lungs[3].
References	[1]. In Vitro Activities of Luliconazole, Lanoconazole, and Efinaconazole Compared with Those of Five Antifungal Drugs against Melanized Fungi and Relatives.Antimicrob Agents Chemother. 2017 Oct 24;61(11). pii: e00635-17. [2]. Anti-inflammatory effect of lanoconazole on 12-O-tetradecanoylphorbol-13-acetate- and 2,4,6-trinitrophenyl chloride-induced skin inflammation in mice.Mycoses. 2020 Feb;63(2):189-196. [3]. Lanoconazole, a new imidazole antimycotic compound, protects MAIDS mice against encephalitis caused by Cryptococcus neoformans.J Antimicrob Chemother. 2000 Sep;46(3):443-50.

Solubility Data

Solubility (In Vitro)

DMSO : 100 mg/mL (312.67 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (7.82 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (7.82 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.1267 mL	15.6333 mL	31.2666 mL
	5 mM	0.6253 mL	3.1267 mL	6.2533 mL
	10 mM	0.3127 mL	1.5633 mL	3.1267 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.