The third generation of dithiocarbamate antifungal Toxicity Synthesis method Liranaftate cream Uses
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Liranaftate

The third generation of dithiocarbamate antifungal Toxicity Synthesis method Liranaftate cream Uses
Product Name
Liranaftate
CAS No.
88678-31-3
Chemical Name
Liranaftate
Synonyms
LNF;M-732;ZEFNART;LIRANAFATE;LIANAFTATE;LIRANAFTATE;PIRITETRATE;LIRANAFTATO;Liranaftatum;phthalenyl)ester
CBNumber
CB5168482
Molecular Formula
C18H20N2O2S
Formula Weight
328.43
MOL File
88678-31-3.mol
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Liranaftate Property

Melting point:
98.5-99.5°C
Boiling point:
462.5±55.0 °C(Predicted)
Density 
1.240±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
1.24±0.10(Predicted)
color 
Off-White
Merck 
14,5515
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Safety

RTECS 
FD3890000
HS Code 
2933.39.4100
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
L0301
Product name
Liranaftate
Purity
>98.0%(HPLC)
Packaging
50mg
Price
$220
Updated
2024/03/01
TCI Chemical
Product number
L0301
Product name
Liranaftate
Purity
>98.0%(HPLC)
Packaging
250mg
Price
$761
Updated
2024/03/01
Usbiological
Product number
L2637
Product name
Liranafate
Packaging
10mg
Price
$403
Updated
2021/12/16
TRC
Product number
L468850
Product name
Liranaftate
Packaging
5mg
Price
$50
Updated
2021/12/16
ChemScene
Product number
CS-2394
Product name
Liranaftate
Purity
99.98%
Packaging
10mg
Price
$96
Updated
2021/12/16
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Liranaftate Chemical Properties,Usage,Production

The third generation of dithiocarbamate antifungal

Liranaftate is a new king of third-generation dithiocarbamate antifungals , it is a new kind of the third category of chemicals,it belongs to squalene cyclooxygenase inhibitors, by inhibiting the fungal cell membrane squalene epoxidation reaction , it hinders the synthesis of ergosterol which is a constituent of cell membranes ,it plays the role of anti-fungal,its anti-fungal activity is 8 times of tolnaftate, and its dermatophytes effect is better than clotrimazole. It has a strong anti-fungal effect on skin filamentous fungi (Trichophyton,Microsporon, Epidermophyton) , it also shows antifungal activity on other filamentous fungi, dark fungi, dimorphic fungi.It is useful in the treatment of tinea capitis, ringworm, athlete's foot, tinea pedis, onychomycosis, tinea, jock itch, tinea versicolor and vulvovaginal candidiasis.

Toxicity

Reproductive toxicity: in general reproductive toxicity tests, subcutaneous administration to SD rats , the largest non-toxic dose for the parent is 20mg/kg, the largest non-toxic dose for the reproductive process and their pups is 100mg/kg.
Genetic Toxicity: Liranaftate mutagenicity tests are negative.
In toxicity tests during teratogenic sensitively period , subcutaneous administration ,the largest non-toxic dose of maternal is 300mg/kg, the largest non-toxic dose to fetal rats is100mg/kg.
In perinatal toxicity tests, administer subcutaneously, the largest non-toxic dose for the mother and newborn pups is 30mg/kg.
The above information is edited by the chemicalbook of Tian Ye.

Synthesis method

5,6,7,8-tetrahydro-2-naphthol reacts with thiophosgene to give the thio-5,6,7,8-tetrahydro-2-naphthyl chloroformate ester and 2-methoxy-6-methylamine pyridine, then react in isopropanol · water at room temperature for 2 hours to obtain liranaftate ,the overall yield is 70%.

Liranaftate cream

Liranaftate cream is a relatively safe topical antifungal formulation . In mutagenicity studies we found that no matter in chromosome aberration tests, or in the bone marrow micronucleus tests, Liranaftate cream has no effect on inducing cell chromosome aberrations , and it has no effect on bone marrow cell proliferation. It is used for the treatment of ringworm, athlete's foot, ringworm, jock itch, tinea versicolor and vulvovaginal candidiasis. Domestic manufacturers include: Chen Xin Shandong Lukang Pharmaceutical Co., Ltd. (Country medicine accurate words H20052287), Beijing Sihuan Pharmaceutical Technology Co., Ltd. Beijing Shengde Lai Bao Pharmaceutical Co., Ltd., Jiangsu zhongdan Pharmaceutical Co., Ltd.( Country medicine accurate words H20052733 ),Henan Tian Fang Pharmaceutical Co., Ltd. (Country medicine accurate words H20052552), and Nanjing Shenghe Pharmaceutical Co., Ltd. (Country medicine accurate words H20052554), Shideda Pharmaceutical (Beijing) Co., Ltd. (Country medicine accurate words H20052742), Kunshan Reddy pharmaceutical Co., Ltd. (Country medicine accurate words H20052345), Hugang Xinya pharmaceutical (Yangzhou) Co., Ltd. (Country medicine accurate words H20070143), Shandong Weigao pharmaceutical Co., Ltd. (Country medicine accurate words H20070073), Yangtze River pharmaceutical Group Co., Ltd. ( Country medicine accurate words H20080036), Heyuante Fukang pharmaceutical Co., Ltd. (Country medicine accurate words H20080162), Shandong Liangfu pharmaceutical Co., Ltd. (Country medicine accurate words H20080187)

Uses

Broad-spectrum antifungal

Description

Liranaftate was launched in Japan as a new topical antifungal for the treatment of dermatophycoses. This compound belonging to the thiocarbamate class of antifungals can be prepared by condensation of 5,6,7,8-tetrahydro-2-naphthol with the corresponding Npyridylthiocarbamoyl chloride. It is a potent and specific inhibitor of squalene epoxidase and consequently a blocker of ergosterol biosynthesis in fungi, without any detectable effect on mammalian cholesterol biosynthesis in rat liver at therapeutic dose levels. Liranaftate was found to be significantly more active than the other thiocarbamate tolnaftate against several dermatophytes, including Trichophyton mentagrophyfes, and against certain yeasts, such as Crypfococcus neoformans. On the other hand, it was inactive against a variety of Gram-positive and negative bacteria. When applicated as a 1 or 2% cream during clinical trials, it was well tolerated and no systemic absorption was observed.

Chemical Properties

White Crystalline Solid

Originator

Tosoh (Japan)

Uses

A squalene epoxidase inhibitor. Used as an antifungal.

Definition

ChEBI: Liranaftate is a member of tetralins.

brand name

Zefnart

Liranaftate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Liranaftate manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Liranaftate 88678-31-3
Price
US $5.00/kg
Min. Order
1kg
Purity
99.92%
Supply Ability
50000tons
Release date
2024-04-23
Shanghai Affida new material science and technology center
Product
Liranaftate 88678-31-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99
Supply Ability
10 tons
Release date
2024-03-19
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Liranaftate 88678-31-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
100KGS
Release date
2023-05-15

88678-31-3, LiranaftateRelated Search:


  • LNF
  • O-(5,6,7,8-tetrahydronaphthalen-2-yl) N-(6-methoxypyridin-2-yl)-N-methylcarbamothioate
  • carbamothioicacid,(6-methoxy-2-pyridinyl)methyl-,o-(5,6,7,8-tetrahydro-2-na
  • phthalenyl)ester
  • LIRANAFATE
  • LIRANAFTATE
  • M-732
  • (6-METHOXY-2-PYRIDINYL)-METHYLCARBAMOTHIOIC ACID O-(5,6,7,8-TETRAHYDRO-2-NAPHTHALENYL) ESTER
  • PIRITETRATE
  • ZEFNART
  • (6-Methoxy-2-pyridinyl)-methylcarbamothioic Acid O-(5,6,7,8-Tetrahydro-2-naphthalenyl) Ester, Piritetrate, M-732, Zefnart
  • LIANAFTATE
  • LIPOPEPTIDEACETATE
  • (6-Methoxy-2-pyridinyl)-MethylcarbaMothioic Acid
  • O-(5,6,7,8-Tetrahydro-2-naphthyl) N-(6-Methoxy-2-pyridyl)-N-MethylthiocarbaMate
  • Piritetrate, M-732, Zefnart
  • Carbamothioic acid, (6-methoxy-2-pyridinyl)methyl-
  • O-(5,6,7,8-tetrahydro-2-naphthalenyl)ester
  • N-(6-Methoxy-2-pyridinyl)-N-methylthiocarbamic acid O-[(5,6,7,8-tetrahydronaphthalen)-2-yl] ester
  • N-(6-Methoxy-2-pyridyl)-N-methylthiocarbamic acid O-(5,6,7,8-tetrahydronaphthalene-2-yl) ester
  • N-(6-methoxy-2-pyridinyl)-N-methyl-carbamothioic acid-o-(5,6,7,8-tetrahydro-2-naphthalenyl) ester
  • Liranaftatum
  • Carbamothioic acid, N-(6-methoxy-2-pyridinyl)-N-methyl-, O-(5,6,7,8-tetrahydro-2-naphthalenyl) ester
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