214894-91-4

Basic information

• Product Name: 2,3-dihydro-1,4-benzodioxine -5-carboxylic acid methyl ester
• Synonyms: 2,3-dihydro-1,4-benzodioxine -5-carboxylic acid methyl ester;Methyl 2,3-dihydro-1,4-benzodioxine-5-carboxylate;methyl 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylate
• CAS NO: 214894-91-4
• Molecular Formula: C10H10O4
• Molecular Weight: 194.19
• Mol File: 214894-91-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 58-60 °C
• Boiling Point: 300.9±31.0 °C(Predicted)
• Appearance: /
• Density: 1.242±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,3-dihydro-1,4-benzodioxine -5-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-1,4-benzodioxine -5-carboxylic acid methyl ester(214894-91-4)
• EPA Substance Registry System: 2,3-dihydro-1,4-benzodioxine -5-carboxylic acid methyl ester(214894-91-4)

Safety Data

• Hazardous Substances Data: 214894-91-4(Hazardous Substances Data)

Usage

General Description

2,3-dihydro-1,4-benzodioxine-5-carboxylic acid methyl ester is a chemical compound with a molecular formula C11H12O4. It is a methyl ester derivative of 2,3-dihydro-1,4-benzodioxine-5-carboxylic acid, which is a cyclic organic compound. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemical products. It is also used as a building block in the production of certain flavors and fragrances. The compound has potential applications in the field of medicinal chemistry and drug development due to its unique chemical structure and properties. Overall, 2,3-dihydro-1,4-benzodioxine-5-carboxylic acid methyl ester has various industrial and research applications in the fields of pharmaceuticals, agrochemicals, and flavor and fragrance production.

Upstream product

• 493-09-4 benzo-1,4-dioxane 
• 124-38-9 carbon dioxide 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 4442-53-9 2,3-dihydro-1,4-benzodioxine-5-carboxylic acid 
• 75-36-5 acetyl chloride 
• 74-88-4 methyl iodide 
• 29668-43-7 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde 
• 24677-78-9 2,3-dihydroxybenzaldehyde 
• 303-38-8 2,3-Dihydroxybenzoic acid 
• 2411-83-8 methyl-2,3-dihydroxybenzoate 
• 106-93-4 ethylene dibromide 

Downstream Products

• 38871-41-9 2,3-dihydrobenzo-[b]-1,4-dioxine-5-carbonyl chloride 
• 158504-37-1 methyl 8-amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylate 
• 349550-81-8 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide 
• 179262-62-5 6-amino-2,3-dihydrobenzo-[b][1,4]-dioxin-5-carboxylate 

Relevant articles and documents

Synthesis of 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide and 3-oxo-3,4-dihydrobenzo[b][1,4]oxazine-8-carboxamide derivatives as PARP1 inhibitors

Poly(ADP-ribose) polymerase 1 (PARP1), a widely explored anticancer drug target, plays an important role in single-strand DNA break repair processes. High-throughput virtual screening (HTVS) of a Maybridge small molecule library using the PARP1-benzimidazole-4-carboxamide co-crystal structure and pharmacophore model led to the identification of eleven compounds. These compounds were evaluated using recombinant PARP1 enzyme assay that resulted in the acquisition of three PARP1 inhibitors: 3 (IC50 = 12 μM), 4 (IC50 = 5.8 μM), and 10 (IC50 = 0.88 μM). Compound 4 (2,3-dihydro-1,4-benzodioxine-5-carboxamide) was selected as a lead and was subjected to further chemical modifications, involving analogue synthesis and scaffold hopping. These efforts led to the identification of (Z)-2-(4-hydroxybenzylidene)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxamide (49, IC50 = 0.082 μM) as the most potent inhibitor of PARP1 from the series.

ALDOSTERONE SYNTHASE INHIBITORS

The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R2 and R3, are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

Synthesis, biological evaluation, and molecular docking studies of novel 2-styryl-5-nitroimidazole derivatives containing 1,4-benzodioxan moiety as FAK inhibitors with anticancer activity

A series of 2-styryl-5-nitroimidazole derivatives containing 1,4-benzodioxan moiety (3a-3r) has been designed, synthesized and their biological activities were also evaluated as potential antiproliferation and focal adhesion kinase (FAK) inhibitors. Among all the compounds, 3p showed the most potent activity in vitro which inhibited the growth of A549 with IC 50 value of 3.11 μM and Hela with IC50 value of 2.54 μM respectively. Compound 3p also exhibited significant FAK inhibitory activity (IC50 = 0.45 μM). Docking simulation was performed for compound 3p into the FAK structure active site to determine the probable binding model.