300806-18-2

Basic information

• Product Name: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-nitrophenyl)-
• CAS NO: 300806-18-2
• Molecular Formula: C12H9NO4S
• Molecular Weight: 263.274
• Mol File: 300806-18-2.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-nitrophenyl)-(300806-18-2)
• EPA Substance Registry System: Thieno[3,4-b]-1,4-dioxin, 2,3-dihydro-5-(4-nitrophenyl)-(300806-18-2)

Safety Data

• Hazardous Substances Data: 300806-18-2(Hazardous Substances Data)

Upstream product

• 586-78-7 para-nitrophenyl bromide 
• 126213-50-1 3,4-(ethylenedioxy)thiophene 
• 250726-93-3 2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane 
• 175922-79-9 tributyl(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-stannane 
• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 1350699-13-6 1-(5-iodo-3,4-ethylenedioxythien-2-yl)-4-nitrobenzene 
• 1350699-17-0 2-(4-nitrophenyl)-3,4,3',4',3,4-ter(ethylenedioxy)-5,2',5',2-terthiophene 
• 1350699-16-9 2-(4-nitrophenyl)-3,4-ethylenedioxy-5,2'-bithiophene 
• 1350699-21-6 2-(4-aminophenyl)-3,4,3',4',3,4-ter(ethylenedioxy)-5,2',5',2-terthiophene 
• 1350699-20-5 2-(4-aminophenyl)-3,4-ethylenedioxy-5,2'-bithiophene 
• 213891-34-0 2-(4-aminophenyl)-3,4-ethylenedioxythiophene 

Relevant articles and documents

Synthesis and structure-activity relationship of amidine derivatives of 3,4-ethylenedioxythiophene as novel antibacterial agents

9 new amidine derivatives of 3,4-ethylenedioxythiophene were synthesized.27 amidines were tested for their antibacterial activities.Bis-phenyl derivatives show highest activity against sensitive and resistant strains.Bis-benzimidazole derivative had the b

Synthesis and structure-activity relationship of amidine derivatives of 3,4-ethylenedioxythiophene as novel antibacterial agents

Current antibacterial chemotherapeutics are facing an alarming increase in bacterial resistance pressuring the search for novel agents that would expand the available therapeutic arsenal against resistant bacterial pathogens. In line with these efforts, a series of 9 amidine derivatives of 3,4-ethylenedioxythiophene were synthesized and, together with 18 previously synthesized analogs, evaluated for their relative DNA binding affinity, in vitro antibacterial activities and preliminary in vitro safety profile. Encouraging antibacterial activity of several subclasses of tested amidine derivatives against Gram-positive (including resistant MRSA, MRSE, VRE strains) and Gram-negative bacterial strains was observed. The bis-phenyl derivatives were the most antibacterially active, while compound 19 from bisbenzimidazole class exhibited the widest spectrum of activity (with MIC of 4, 2, 0.5 and ≤0.25 mg/ml against laboratory strains of Staphyloccocus aureus, Streptococcus pneumoniae, Streptococcus pyogenes, Moraxella catarrhalis, respectively and 4-32 μg/ml against clinical isolates of sensitive and resistant S. aureus, Staphylococcus epidermidis and Enterococcus faecium) and also demonstrated the strongest DNA binding affinity (ΔTm of 15.4 °C). Asymmetrically designed compounds and carboxamide-amidines were, in general, less active. Molecular docking indicated that the shape of the 3,4-ethylenedioxythiophene derivatives and their ability to form multiple electrostatic and hydrogen bonds with DNA, corresponds to the binding modes of other minor-groove binders. Herein reported results encourage further investigation of this class of compounds as novel antibacterial DNA binding agents.

ORGANIC COMPOUNDS, PROCESS FOR PREPARING SAME AND USES IN ELECTRONICS

The present disclosure relates to novel organic compounds, to the processes for preparing same and to the uses thereof, firstly in the electronics field, in particular in the fields referred to as plastic electronics and molecular electronics, and, secondly, in the coatings field, in particular in the fields of adhesion primers and intelligent coatings. The disclosure also relates to a material comprising a novel compound according to the invention.