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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 386
実験および物理化学的性質
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
Melting Point
230.9 to 232.7 °F (NTP, 1992)
111 °C
Physical Description
Crystals or white powder. (NTP, 1992)
Solid
Collision Cross Section
185.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3042477]
173.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
163.3 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
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
- 外見
- 粉
- 酸解離定数(Pka)
- -0.35 · -0.35±0.50(Predicted)
- 色
- ホワイトからオフホワイト
- 水溶解度
- 0.1 g/100 · <0.1 g/100 mL で 22 ºC
- Merck
- 14 · 14,9519
- 主な用途
- 医薬品(低分子化合物)
- 化粧品成分の機能
- 抗菌剤
- InChI
- 1S/C19H17NOS/c1-14-6-5-9-17(12-14)20(2)19(22)21-18-11-10-15-7-3-4-8-16(15)13-18/h3-13H,1-2H3
- InChIKey
- FUSNMLFNXJSCDI-UHFFFAOYSA-N
- SMILES
- CN(C(=S)Oc1ccc2ccccc2c1)c3cccc(C)c3
- LogP
- 5.142 · 5.142 (est)
- NISTの化学物質情報
- Tolnaftate(2398-96-1)
- EPAの化学物質情報
- Tolnaftate (2398-96-1)
化学的性質
化学的特性White Solid
安全と法規制
GHS分類
GHS Classification
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
Reactivity Profile
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
First Aid
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
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)
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
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
- hazard_class
- IRRITANT
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
D - Dermatologicals
QD - Dermatologicals
Mechanism of Action
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
TOLNAFTATE
Azole Antifungal [EPC]; Azoles [CS]
ANTIFUNGAL POWDER SPRAY
Azoles [CS]; Azole Antifungal [EPC]
用途と製造
応用分野
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.
上流・下流製品情報
上流原料
サプライヤー100 社
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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