イソチオシアン酸2-フェニルエチル(2257-09-2)

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イソチオシアン酸2-フェニルエチル 製品概要
化学名:イソチオシアン酸2-フェニルエチル
英語化学名:Phenethyl isothiocyanate
别名:2-Phenylethyl isothiocyanate, Phenethyl isothiocyanate;β-Phenylethyl isothiocyanate, Phenethyl isothiocyanate;Isothiocyanic acid phenethyl;PHENETHYL GLUCOSINOLATE POTASSIUM SALT(GLUCONASTURTIIN)(RG);Isothiocyanic Acid 2-Phenylethyl Ester Phenethyl Isothiocyanate;PHENYLETHYL ISOTHIOCYANATE(P)(REQUEST QUOTE);Phenethyl isothiocyanate 99%;2-Phenylethyl Isothiocyanate, 97.0%(GC)
CAS番号:2257-09-2
分子式:C9H9NS
分子量:163.24
EINECS:218-855-5
カテゴリ情報:Aromatics Compounds;Aromatics;Sulfur & Selenium Compounds
Mol File:2257-09-2.mol
イソチオシアン酸2-フェニルエチル
イソチオシアン酸2-フェニルエチル 物理性質
融点 143~145℃
沸点 75 °C0.25 mm Hg
比重(密度) 1.094 g/mL at 25 °C(lit.)
屈折率 n20/D 1.5888(lit.)
FEMA 4014 | PHENETHYL ISOTHIOCYANATE
闪点 >230 °F
貯蔵温度 2-8°C
溶解性DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml
外見 Liquid
比重1.09
Clear colorless to yellow
臭い (Odor)at 0.01 % in propylene glycol. green horseradish gooseberry watercress
においのタイプsulfurous
水溶解度 insoluble
Sensitive Moisture Sensitive
JECFA Number1563
Merck 14,7226
BRN 2084162
InChIKeyIZJDOKYDEWTZSO-UHFFFAOYSA-N
LogP3.47
CAS データベース2257-09-2(CAS DataBase Reference)
NISTの化学物質情報Benzene, (2-isothiocyanatoethyl)-(2257-09-2)
EPAの化学物質情報Benzene, (2-isothiocyanatoethyl)- (2257-09-2)
安全性情報
主な危険性 Xn
Rフレーズ 20/21/22-36/37/38-42-42/43
Sフレーズ 23-26-36-36/37
RIDADR UN 2206 6.1/PG 3
WGK Germany 3
RTECS 番号NX9115000
10-23
TSCA Yes
国連危険物分類 8
容器等級 III
HSコード 29309090
毒性LD50 in mice (mg/kg): 700 orally; 150 s.c.; 50 i.v. (Lichtenstein)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
イソチオシアン酸2-フェニルエチル Usage And Synthesis
外観無色~うすい黄赤色~黄色透明液体
説明Phenethyl isothiocyanate is a naturally occurring isothiocyanate in cruciferous vegetables. Phenethyl isothiocyanate is a chemopreventive agent. It inhibits cancer cell growth by arresting the cell cycle and inducing apoptosis in various human cancer cell models.
化学的特性Light Yellow Liquid
化学的特性Phenethyl isothiocyanate has a strong green irritating odor.
使用Phenethyl isothiocyanate is an NNK-induced lung tumorigenesis inhibitor.
使用Flavor ingredient; provides the hot or burning sensation in horseradish.
Phenethyl isothiocyanate (PEITC),one of the major compounds from dietary cruciferousvegetables,has been found to have antitumor properties and therefore could generate special interest for the development of chemopreventive andor chemotherapeutic agent for human cancers.
製造方法Prepared by hydrolysis of gluconasturtiin, an abundant natural product present in cruciferous vegetables.
定義ChEBI: An isothiocyanate having a phenethyl group attached to the nitrogen. It is a naturally occurring compound found in some cruciferous vegetables (e.g. watercress) and is known to possess anticancer properties.
一般的な説明Phenethyl isothiocyanate, an organic isothiocyanate, is a cruciferous vegetable ingredient present as a glucosinolate in cabbage, turnips, radishes, etc. It is a well-known chemopreventive agent reported to be effective against cancers affecting the lung, breast, pancreas, prostate and so on.
薬物動態学Phenethyl isothiocyanate (PEITC) is one of the most extensively studied members of the isothiocyanate family, found in cruciferous vegetables, such as watercress. It is responsible for anti-cancer activities. In addition, it has shown to inhibit migration and invasion of many types of human cancer cells. PEITC selectively kills cancer cells, but not normal cells. It generates reactive oxygen species (ROS) to trigger signal transduction, leading to cell cycle arrest, autophagy, and/or apoptosis. However, the molecular mechanisms by which PEITC acts as a growth inhibitor and autophagy and/or apoptosis inducer in cancer cells have not been fully investigated. PEITC also is able to activate ERK and JNK signal transduction, which in turn induces expression of stress-responsive genes. Specifically, this agent has been shown to reactivate gene expression of a detoxification enzyme, glutathione S-transferase that is silenced in prostate carcinoma.
Phenethyl Isothiocyanate has been used in trials studying the prevention and treatment of Leukemia, Lung Cancer, Tobacco Use Disorder, and Lymphoproliferative Disorders.
抗がん研究PEITC is a naturally occurring isothiocyanate, found mostly in cruciferous vegetablesincluding cauliflower, watercress, cabbage, Brussels sprouts, garden cress, broccoli,and bok choy. It shows chemopreventive and anticancer activity againstmelanoma, breast cancer, myeloma, human liver hepatoma, non-small cell lung cancer,cervical cancer, prostate cancer, and osteogenic sarcoma. It induces apoptosis in some drug resistance cell lines. Its mechanism of action is much diversified in variouscancer cells. It induces apoptosis in highly metastatic human non-small cell lungcancer, L9981 cells via caspase-3 activation, and cell cycle arrest in G2/M phase bymodulation of cyclin B1 expression while targeting MAPK/AP-1 pathway. In cervicalcancer cells, it increases the death receptor (DR4, DR5) expression, cleaves caspase-3, induces caspase-8, truncates BID, and downregulates ERK1/2 and MEKphosphorylation while maintaining the expression of JNK and phospho-p38MAPK. In human prostate cancer (DU 145) cell line, PEITC induces apoptosis byactivating caspase cascade pathway (Wang et al. 2012; Cheung and Kong 2010).
Tags:2257-09-2