112632-96-9

Basic information

• Product Name: (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE
• Synonyms: (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE;2-BENZOTHIAZOLEACETONITRILE, A-[[4-(DIMETHYLAMINO)PHENYL]METHYLENE]-;(E)-2-(Benzo[d]thiazol-2-yl)-3-(4-(diMethylaMino)phenyl)acrylonitrile;2-Benzothiazol-2-yl-3-(4-dimethylamino-phenyl)-acrylonitrile
• CAS NO: 112632-96-9
• Molecular Formula: C₁₈H₁₅N₃S
• Molecular Weight: 305.4
• EINECS: 202-001-3
• Mol File: 112632-96-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 361.8°Cat760mmHg
• Flash Point: 172.6°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 8.09E-12mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE(112632-96-9)
• EPA Substance Registry System: (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE(112632-96-9)

Safety Data

• Hazardous Substances Data: 112632-96-9(Hazardous Substances Data)

Usage

General Description

The chemical compound "(2E)-2-(1,3-benzothiazol-2-yl)-3-[4-(dimethylamino)phenyl]acrylonitrile" is a conjugated acrylonitrile derivative with a benzothiazole ring and a dimethylamino substituent. It is commonly used as a reactive dye, fluorescent probe, and antioxidant. (2E)-2-(1,3-BENZOTHIAZOL-2-YL)-3-[4-(DIMETHYLAMINO)PHENYL]ACRYLONITRILE has potential applications in various fields, including pharmaceuticals, materials science, and biochemistry. Its unique structure and properties make it a valuable and versatile chemical for research and industrial applications.

InChI:InChI=1/C18H21N3O3/c22-18(15-6-8-17(9-7-15)21(23)24)14-19-10-12-20(13-11-19)16-4-2-1-3-5-16/h1-9,18,22H,10-14H2

Upstream product

• 1334602-99-1 2-(benzothiazole-2-yl)-3-oxopentanedinitrile 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 56278-50-3 2-cyanomethylbenzothiazole 

Relevant articles and documents

Design, Synthesis, and Anticancer Activity of Novel Benzothiazole Analogues

On the pharmaceutical account of the reported anticancer activity of benzothiazole derivatives, differently substituted benzothiazole derivatives 2a–c to 34a,b, attached at 2-position to different heterocyclic moieties, were synthesized via different chemical reactions. Thirteen of the newly synthesized compounds were selected by the National Cancer Institute, Bethesda, Maryland, USA, and evaluated for their in vitro antitumor activity against 60 human tumor cell lines in a one-dose screening panel among which two compounds 4 and 17 showed high activity and were selected for further evaluation in the five-dose full panel assay, in which compound 4 exerted powerful growth inhibitory activity against all cell lines with GI50 ranging from 0.683 to 4.66?μM/L in addition to excellent lethal activity against most of the cell lines.

Alkene-modified Fe3O4 nanoparticle-mediated construction of functionalized mesoporous poly(ionic liquid)s: Synergistic catalysis of mesoporous confinement effect and hydrogen proton for organic transformations

The preparation of mesoporous poly(ionic liquid)s (MPILs) is critically fundamental for the design of heterogeneous catalysts, whereas traditional methods are difficult to obtain these materials with both well-defined mesoporous structure and unique functionality. Here, HClO4-functionalized MPILs with well-defined mesoporous structure were successfully fabricated, in which the alkene-modified Fe3O4 nanoparticles as structural reinforcer play a vital role for mesoporous structure formation. The MPILs were characterized by N2 adsorption/desorption, scanning electron microscope (SEM), transmission Electron Microscope (TEM), Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), and vibration sample magnetometry (VSM), and the results confirm that MPILs possess moderate surface area, well-defined mesoporosity, abundant active ionic centers, as well as efficient magnetic recovery. The resulting MPILs show excellent catalytic activity for condensation reaction and Knoevenagel condensation. The kinetic study reveals that the excellent catalytic activity of MPILs is attributed to the synergistic catalysis of mesoporous confinement effect and hydrogen proton from MPILs, albeit with mass transfer resistance produced by mesoporous channels. Further, the catalyst can be recovered using an external magnetic field and reused at least 10 times without a considerable decrease in its catalytic activity. Finally, alkene-modified Fe3O4 nanoparticle-mediated mesoporous construction promotes a textural engineering approach to the development of novel mesoporous materials for other applications.

Simple, efficient, and green method for synthesis of trisubstituted electrophilic alkenes using lipase as a biocatalyst

A simple and efficient Knoevenagel condensation method for the synthesis of trisubstituted electrophilic alkenes was developed using lipase as a biocatalyst. Knoevenagel condensation was performed using the conventional method and using lipases (Aspergillus oryzae or Rhizopus oryzae) as biocatalysts, and reaction time, reaction temperature, yield, and recyclability were compared. Using a lipase as a biocatalyst eliminated the need for bases such as piperidine and pyridine. A wide range of aromatic aldehydes and ketones readily undergo condensation with active methylene compounds. The workup procedure is also very simple, and yields of the reactions are in the range of 75%to 95%. Both the biocatalysts were effectively recycled four times with no major decrease in the yield of product. The remarkable catalytic activity and reusability of lipase widens its applicability in Knoevenagel condensation with good to excellent yields for synthesis of trisubstituted electrophilic alkenes.Copyright Taylor & Francis Group, LLC.