24277-43-8

Basic information

• Product Name: L-ALPHA-METHYLBENZYL ISOTHIOCYANATE
• Synonyms: L-A-METHYLBENZYL ISOTHIOCYANATE;L-ALPHA-METHYLBENZYL ISOTHIOCYANATE;(+)-ALPHA-METHYLBENZYL ISOTHIOCYANATE;(+)-1-PHENYLETHYL ISOTHIOCYANATE;S(+)ALPHA-METHYLBENZYL ISOTHIOCYANATE (L);(S)-(+)-1-PHENYLETHYL ISOTHIOCYANATE;(S)-(-)-ALPHA-METHYLBENZYL ISOTHIO- CYANATE;L--Methylbenzylisothiocyanate
• CAS NO: 24277-43-8
• Molecular Formula: C₉H₉NS
• Molecular Weight: 163.24
• EINECS: -0
• Mol File: 24277-43-8.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 121 °C
• Flash Point: 103°C
• Appearance: very deep yellow/
• Density: 1.06
• Vapor Pressure: 0.0427mmHg at 25°C
• Refractive Index: 1.5810
• Storage Temp.: 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 6476424
• CAS DataBase Reference: L-ALPHA-METHYLBENZYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: L-ALPHA-METHYLBENZYL ISOTHIOCYANATE(24277-43-8)
• EPA Substance Registry System: L-ALPHA-METHYLBENZYL ISOTHIOCYANATE(24277-43-8)

Safety Data

• Statements: 20/21/22-36/37/38-34
• Safety Statements: 26-36/37/39-45
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 24277-43-8(Hazardous Substances Data)

Usage

General Description

L-ALPHA-METHYLBENZYL ISOTHIOCYANATE is a chemical compound that is commonly used in the manufacturing of various products such as insecticides and fungicides. It is known for its strong odor and is often used as a scent additive in perfumes and personal care products. L-ALPHA-METHYLBENZYL ISOTHIOCYANATE also has anti-inflammatory and anti-cancer properties, and is commonly found in natural sources such as mustard, horseradish, and wasabi. It is known for its potential health benefits, but caution is required when handling the substance due to its potency and irritant properties.

InChI:InChI=1/C9H9NS/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m0/s1

Upstream product

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Downstream Products

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• 313695-78-2 (1S,2S)-1-(2-aminocyclohexyl)-3-[(S)-1-phenylethyl]thiourea 
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• 917965-96-9 5-methyl-4,5-diphenyloxazolidine-2-thione 
• 1132881-24-3 C₁₅H₂₃N₃S 
• 64551-88-8 (+/-)-N-(1-phenylethyl)thioacetamide 
• 64528-66-1 2,2-dimethyl-N-[1-phenylethyl]propanethioamide 
• 64551-86-6 N-[1-phenylethyl]benzenecarbothioamide 
• 90698-08-1 (η-cyclopentadienyl)bis(4-methylphenyl)-N-(1-phenylethyl)thio-4-methylbenzamidatozirconium 

Relevant articles and documents

Novel thiosemicarbazone derivative 17B interferes with the cell cycle progression and induce apoptosis through modulating downstream signaling pathways

Thiosemicarbazones (TSCs) are interesting group of chemical compounds that received significant levels of attention due their wide range of pharmacological effects including antibacterial, antiviral, and especially antitumor activities. Several thiosemicarbazone derivatives have been extensively reported recently with their antitumor properties but designing and developing novel thiosemicarbazone derivatives with more potent chemotherapeutic activities is of great interest for cancer future cancer therapy. Thus, here we aimed to demonstrate as yet undetermined anti-cancer properties of novel thiosemicarbazone derivative 17B. Viability of cells was determined using MTT assay and LDH activities were analyzed using lactate dehydrogenase activity assay. Apoptosis were assayed using Annexin V-FITC and PI double staining method and cell cycle analysis was achieved by using PI staining with fluorescence-activated cell sorting and migration capacities of cells were determined by wound healing assay. As a result, 17B limited cell viability and showed cytotoxic effects in a dose-dependent manner in A549, MCF7 and U2OS cells. In addition, it inhibited progression through cell cycle by interfering with the G1/S transition and triggered apoptosis by modulating expression levels of pro-apoptotic and anti-apoptotic mediators in MCF7 and U2OS cells. Also, 17B significantly impaired the migration of cancer cells and delayed wound healing in all cells. Consequently, findings of the present study have strongly indicated that 17B might be a novel anti-cancer agent for the treatment of breast cancer and osteosarcoma but not for lung cancer. Our results have provided mechanistic insights into anti-cancer properties of a novel thiosemicarbazone derivative 17B.

Synthesis, molecular modeling, and biological evaluation of novel chiral thiosemicarbazone derivatives as potent anticancer agents

A series of new chiral thiosemicarbazones derived from homochiral amines in both enantiomeric forms were synthesized and evaluated for their in vitro antiproliferative activity against A549 (human alveolar adenocarcinoma), MCF-7 (human breast adenocarcinoma), HeLa (human cervical adenocarcinoma), and HGC-27 (human stomach carcinoma) cell lines. Some of compounds showed inhibitory activities on the growth of cancer cell lines. Especially, compound 17b exhibited the most potent activity (IC50 4.6 μM) against HGC-27 as compared with the reference compound, sindaxel (IC50 10.3 μM), and could be used as a lead compound to search new chiral thiosemicarbazone derivatives as antiproliferative agents.

Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates

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