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| | Phenethyl isothiocyanate Basic information |
| Product Name: | Phenethyl isothiocyanate | | Synonyms: | 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: | 2257-09-2 | | MF: | C9H9NS | | MW: | 163.24 | | EINECS: | 218-855-5 | | Product Categories: | Aromatics Compounds;Aromatics;Sulfur & Selenium Compounds | | Mol File: | 2257-09-2.mol |  |
| | Phenethyl isothiocyanate Chemical Properties |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38-42-42/43 | | Safety Statements | 23-26-36-36/37 | | RIDADR | UN 2206 6.1/PG 3 | | WGK Germany | 3 | | RTECS | NX9115000 | | F | 10-23 | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29309090 | | Toxicity | LD50 in mice (mg/kg): 700 orally; 150 s.c.; 50 i.v. (Lichtenstein) |
| | Phenethyl isothiocyanate Usage And Synthesis |
| Description | 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. | | Chemical Properties | Light Yellow Liquid | | Chemical Properties | Phenethyl isothiocyanate has a strong green irritating odor. | | Uses | Phenethyl isothiocyanate is an NNK-induced lung tumorigenesis inhibitor. | | Uses | 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. | | Preparation | Prepared by hydrolysis of gluconasturtiin, an abundant natural product present in cruciferous vegetables. | | Definition | 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. | | General Description | 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. | | Pharmacokinetics | 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. | | Anticancer Research | 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). |
| | Phenethyl isothiocyanate Preparation Products And Raw materials |
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