Luliconazole
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Luliconazole
structure -
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CAS No:
187164-19-8
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Formula:
C14H9Cl2N3S2
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Chemical Name:
Luliconazole
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Synonyms:
1H-Imidazole-1-acetonitrile,α-[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-,(αE)-;1H-Imidazole-1-acetonitrile,α-[4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-,[R-(E)]-;(αE)-α-[(4R)-4-(2,4-Dichlorophenyl)-1,3-dithiolan-2-ylidene]-1H-imidazole-1-acetonitrile;NND 502;Luliconazole;Lulicon;Luzu
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Categories:
Active Pharmaceutical Ingredients > Synthetic Anti-infective Drugs
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CAS No:
Description
Luliconazole is a member of the imidazole class of antifungal agents, with specific utility as a dermatological antimycotic drug. It was launched in Japan as a topical agent for the treatment of athlete’s foot. Luliconazole is an optically active drug with (R)-configuration at its chiral center. It is structurally related to lanoconazole, which has been marketed as a racemic mixture since 1994. As with other azole antifungal drugs, the mechanism of action of luliconazole is the inhibition
Luliconazole is a dichlorobenzene.|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.
Characteristics
92.2
4
1.52±0.1 g/cm3(Predicted)
499.1±55.0 °C(Predicted)
255.6±31.5 °C
1.734
4.27E-10mmHg at 25°C
Toxicity
In clinical trials, no serious toxicity was reported, only local irritation (mild contact dermatitis and cellulitis) at the site of application was found.
Plasma protein binding of luliconazole is >99%.
Drug Information
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
Luliconazole kills the organisms Trichophyton rubrum and Epidermophyton floccosum, most likely by altering their fungal cell membranes.
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.)
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).|The route of elimination of luliconazole has yet to be determined.|The volume of distribution was not quantified.|The clearance of luliconazole has yet to be determined.
The metabolism of luliconazole has yet to be determined.
The half life of luliconazole has yet to be determined.
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.
(2E)-((4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene)(1H-imidazol-1-yl)acetonitrile
Luliconazole Use and Manufacturing
It can be used for the following fungal infections:
Ringworm: athlete's foot, ringworm, jock itch;
Candida infections: disease fingers erosion, intertrigo; vitiligo.
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:354.3
XLogP3:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:352.9614950
Monoisotopic Mass:352.9614950
Topological Polar Surface Area:92.2
Heavy Atom Count:21
Complexity:476
Defined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Extract from the above information
Registered Holders
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MAITHRI DRUGS PRIVATE LTD
Active
United States
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HAMARI PFST LTD
Active
United States
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ALIVUS LIFE SCIENCES LTD
Active
United States
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