14786-83-5

Basic information

• Product Name: O-(2-acetylphenyl) dimethylcarbamothioate
• CAS NO: 14786-83-5
• Molecular Formula: C₁₁H₁₃NO₂S
• Molecular Weight: 223.2914
• Mol File: 14786-83-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 311.9°C at 760 mmHg
• Flash Point: 142.4°C
• Density: 1.173g/cm³
• Vapor Pressure: 0.000549mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: O-(2-acetylphenyl) dimethylcarbamothioate(CAS DataBase Reference)
• NIST Chemistry Reference: O-(2-acetylphenyl) dimethylcarbamothioate(14786-83-5)
• EPA Substance Registry System: O-(2-acetylphenyl) dimethylcarbamothioate(14786-83-5)

Safety Data

• Hazardous Substances Data: 14786-83-5(Hazardous Substances Data)

Upstream product

• 49645-89-8 o-Hydroxyacetophenone sodium salt 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 118-93-4 o-hydroxyacetophenone 

Downstream Products

• 22857-79-0 S-2-acetylphenyl N,N-dimethylcarbamothioate 
• 107514-60-3 2-hydroxythiochromone 

Relevant articles and documents

Divergent Synthesis of Disulfanes and Benzenesulfonothioates Bearing 2-Aminofurans From N-Tosylhydrazone-Bearing Thiocarbamates

An efficient and convenient synthesis of valuable disulfanes and benzenesulfonothioates, having a 2-aminofuran framework, has been developed by employing a copper-catalyzed transformation of readily available N-tosylhydrazone-bearing thiocarbamates. This method features an inexpensive metal catalyst, mild reaction conditions, good functional-group tolerance, short reaction times, and delivers valuable and complex products. A copper carbene generated from an N-tosylhydrazone-bearing thiocarbamate is proposed as the key intermediate for the transformation and it triggers the subsequent cascade. Remarkably, the Ts anion released from N-tosylhydrazone further serves as a nucleophile, thus rendering the formation of benzenesulfonothioates under controlled conditions.

Substituted 2-(3′,4′,5′-trimethoxybenzoyl)-benzo[b] thiophene derivatives as potent tubulin polymerization inhibitors

The central role of microtubules in cell division and mitosis makes them a particularly important target for anticancer agents. On our early publication, we found that a series of 2-(3′,4′,5′-trimethoxybenzoyl)-3- aminobenzo[b]thiophenes exhibited strong antiproliferative activity in the submicromolar range and significantly arrested cells in the G2-M phase of the cell cycle and induced apoptosis. In order to investigate the importance of the amino group at the 3-position of the benzo[b]thiophene skeleton, the corresponding 3-unsubstituted and methyl derivatives were prepared. A novel series of inhibitors of tubulin polymerization, based on the 2-(3,4,5-trimethoxybenzoyl)-benzo[b]thiophene molecular skeleton with a methoxy substituent at the C-4, C-5, C-6 or C-7 position on the benzene ring, was evaluated for antiproliferative activity against a panel of five cancer cell lines, for inhibition of tubulin polymerization and for cell cycle effects. Replacing the methyl group at the C-3 position resulted in increased activity compared with the corresponding 3-unsubstituted counterpart. The structure-activity relationship established that the best activities were obtained with the methoxy group placed at the C-4, C-6 or C-7 position. Most of these compounds exhibited good growth inhibition activity and arrest K562 cells in the G2-M phase via microtubule depolymerization.