トルナフタート

Tolnaftate

HCID 5510

基本情報

CAS
2398-96-1
標準SMILES
Cc1cccc(N(C)C(=S)Oc2ccc3ccccc3c2)c1
InChIKey
FUSNMLFNXJSCDI-UHFFFAOYSA-N
分子式
C19H17NOS
平均分子量
307.4 g/mol
単同位体質量
307.10308516

概要

Crystals or white powder. (NTP, 1992)

名称と識別子

優先名称
Tolnaftate
IUPAC
O-naphthalen-2-yl N-methyl-N-(3-methylphenyl)carbamothioate
現地名
トルナフタート
英語名
Tolnaftate
分子式
C19H17NOS
分子量
307.41

名称と別名

tolnaftate2398-96-1TolnaphthateTinactinSporilineTinadermTolsanilDermoxinFocusanAftatePitrexNaphthiomate T
名称をさらに表示
N-メチル-N-(m-トリル)チオカルバミド酸2-ナフチルトルナフテートハイアラージンナフチオマートホクサントノフタールN-メチル-N-(m-トリル)チオカルバミド酸O-(2-ナフチル)ナフチオメイトT2-ナフチル-N-メチル-N-(3-トリル)チオノカーバナートスポリリンチナクチントルサニルN-メチル-N-(3-メチルフェニル)チオカルバミン酸O-(2-ナフチル)ピトレックスチナデルムデルモキシントルナフタートメチル(3-メチルフェニル)カルバモチオ酸 O-2-ナフチル2-ナフチル-N-メチル-N-(3-トリル)チオノカーバメートメチル(3-メチルフェニル)チオカルバミン酸O-2-ナフチルTOLNAFTATE USPTolnaflatesorgoaTinavetnaftate
PhytodermTolnaftatoTimopedTritinHI-AlazinTolnaftatumSeparinSch 10144

データベース識別子

CAS
2398-96-1
PubChem CID
5510
DTXSID
DTXSID3042477
ChEMBL
CHEMBL83668
ChEBI
CHEBI:9620
UNII
06KB629TKV
EC Number
219-266-6
Nikkaji
J4.423G

物性

構造計算による物性

XLogP
5.5
極性表面積
44.6 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
3
重原子数
22

実験および物理化学的性質

Drugs · 2 件

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals

SpringerMaterials PropertiesFusion temperature
LogP5.31
Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Human DrugsBreast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antifungal Agents
Animal DrugsActive Ingredients (Tolnaftate) -> FDA Greenbook

物理化学的性質

融点
110.5 · 110.5-111.5°C
沸点
453.4 · 453.4±38.0 °C(Predicted)
比重(密度)
1.1328 · 1.1328 (rough estimate)
屈折率
1.697 · 1.6970 (estimate)
貯蔵温度
2 · Sealed in dry,2-8°C
溶解性
50 mg/ml · 50 mg/ml でクロロホルムに溶解します。エタノールまたはメタノールにわずかに溶ける

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 40.4% (38 of 94) of reports.

Warning

H319 (56.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 94 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationTolnaftate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Carbamothioic acid, methyl(3-methylphenyl)-, O-2-naphthalenyl ester: Human health tier I assessment
Fire HazardsFlash point data on this chemical are not available, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: In susceptible persons, this compound may cause sensitization or irritation. (NTP, 1992)
Reactive GroupThiocarbamate Esters and Salts/Dithiocarbamate Esters and Salts
Reactivity Profile · 1 件

TOLNAFTATE is a thiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

毒性情報

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

wgk
2
tsca
TSCA listed
rtecs
FD8891300
毒性
LD50 in mice, rats (g/kg): >10, >6 orally; >6, >4 s.c. (Hashimoto)
hs_code
2930206050
化審法
(4)-1110

化学と産業

薬理情報

ATC Code · 2 件

D - Dermatologicals

QD - Dermatologicals

PharmacodynamicsTolnaftate is a synthetic over-the-counter anti-fungal agent.
Mechanism of Action · 1 件

Tolnaftate is a topical fungicide. Though its exact mechanism unknown, it is believed to prevent ergosterol biosynthesis by inhibiting squalene epoxidase. It has also been reported to distort the hyphae and to stunt mycelial growth in susceptible organisms.

FDA Pharmacological Classification · 4 件

TOLNAFTATE

Azole Antifungal [EPC]; Azoles [CS]

ANTIFUNGAL POWDER SPRAY

Azoles [CS]; Azole Antifungal [EPC]

MeSH Pharmacological ClassificationSubstances 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.
Cellular LocationsMembrane

用途と製造

UsesUse (kg; approx.) in Germany (2009): >50
Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
General Manufacturing InformationCarbamothioic acid, N-methyl-N-(3-methylphenyl)-, O-2-naphthalenyl ester: ACTIVE
応用分野 · 2 件

説明Tolnaftate is a thiocarbamate antifungal agent. It is active against clinical isolates of the dermatophytes T. rubrum, T. mentagraphytes, T. verrucosum, E. floccosum, and M. canis (MIC50s = 50, 100, 6, 50, and 50 ng/ml, respectively), as well as 18 additional yeast and filamentous fungi species (MIC = 0.003-0.8 μg/ml)., Tolnaftate also reduces aflatoxin production in A. parasiticus in a concentration-dependent manner. It inhibits squalene epoxidase with an IC50 value of 12.5 μg/ml in a cell-free assay.

使用antifungal for cutaneous infections. Tolnaftate (Aftate, Tinactin, etc.) is an odorless and nonstaining synthetic antifungal agent whose exact mechanism of action is unknown. It is effective against dermatophytes and P. orbiculare and Pityrosporum ovale. It is ineffective against C. albicans and bacteria.

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

補足説明

定義ChEBI: A monothiocarbamic ester that is the methyl(3-tolyl)carbamothioate ester of 2-naphthol. A synthetic anti-fungal agent used to treat jock itch, athlete's foot and ringworm.

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