56643-56-2

Basic information

• Product Name: diethyl 4-methylidene-5-oxodihydrofuran-3,3(2H)-dicarboxylate
• Synonyms: 3,3(2H)-Furandicarboxylic acid, dihydro-4-methylene-5-oxo-, diethyl ester
• CAS NO: 56643-56-2
• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.2253
• Mol File: 56643-56-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 342.2°C at 760 mmHg
• Flash Point: 150.6°C
• Density: 1.22g/cm³
• Vapor Pressure: 7.67E-05mmHg at 25°C
• Refractive Index: 1.48
• CAS DataBase Reference: diethyl 4-methylidene-5-oxodihydrofuran-3,3(2H)-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 4-methylidene-5-oxodihydrofuran-3,3(2H)-dicarboxylate(56643-56-2)
• EPA Substance Registry System: diethyl 4-methylidene-5-oxodihydrofuran-3,3(2H)-dicarboxylate(56643-56-2)

Safety Data

• Hazardous Substances Data: 56643-56-2(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 71195-11-4 triethyl prop-2-ene-1,1,2-tricarboxylate 
• 30313-07-6 diethyl 2-ethoxycarbonyl-3-methylbutadienoate 
• 632-56-4 tetraethyl ethane-1,1,2,2-tetracarboxylate 
• 96794-63-7 α-Hydroxymethyl-α,β-bis-ethoxycarbonyl-paraconsaeureethylester 

Downstream Products

• 93913-58-7 α-methylene-γ-butyrolactone-β-carboxylic acid 

Relevant articles and documents

Novel pyrrolo-quinoline derivatives as potent inhibitors for PI3-kinase related kinases

Several pyrrolo-quinoline γ-lactones were found as novel inhibitors for two members of the PI3-kinase related kinase (PIKK) family. Ataxia-Telangiectasia-mutated (ATM) protein and the mammalian Target of Rapamycin (mTOR). Preliminary structure-activity relationship studies indicated that an electrophilic exocyclic double bond conjugated to the carbonyl group of the γ-lactone ring was crucial for the PIKK inhibitory potency. One of the best ATM inhibitors in this series, DK8G557, showed IC50 values of 0.6 and 7.0 μM for ATM and mTOR, respectively. This compound exhibited potent and selective growth inhibition activities in the NCI 60 human tumor cell line screen with a GI50 MG-MID value of 2.69 μM. The best mTOR inhibitor in this series, HP9912, exhibited IC50 values of 0.5 and 6.5 μM for mTOR and ATM, respectively. These compounds suggest novel leads for the discovery of potent small molecule inibitors of PIKKs as potential anticancer drugs, with therapeutic activities as either single, or as sensitizing agents to conventional radio-, or chemo-therapeutic strategies. Copyright