89654-16-0

Basic information

• Product Name: Benzoic acid, 4,4'-(2-oxo-1,3-propanediyl)bis-, dimethyl ester
• CAS NO: 89654-16-0
• Molecular Formula: C19H18O5
• Molecular Weight: 326.349
• Mol File: 89654-16-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4,4'-(2-oxo-1,3-propanediyl)bis-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4,4'-(2-oxo-1,3-propanediyl)bis-, dimethyl ester(89654-16-0)
• EPA Substance Registry System: Benzoic acid, 4,4'-(2-oxo-1,3-propanediyl)bis-, dimethyl ester(89654-16-0)

Safety Data

• Hazardous Substances Data: 89654-16-0(Hazardous Substances Data)

Upstream product

• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 34040-64-7 p-methyloxycarbonylbenzyl chloride 
• 4755-77-5 Ethyl oxalyl chloride 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 1020654-58-3 2,5-bis(4-methoxycarbonylphenyl)-3,4-diphenylcyclopenta-2,4-dienone 

Relevant articles and documents

Polyarylene resins

Certain cyclopentadienone monomers having polar moieties are useful in forming polyarylene resins having improved solubility in certain organic solvents and are useful in forming polyarylene resin layers in electronics applications.

Novel Symmetrical Benzazolyl Derivatives Endowed with Potent Anti-Heparanase Activity

Heparanase is the only mammalian endo-β-d-glucuronidase involved in a variety of major diseases. The up-regulation of heparanase expression increases tumor size, angiogenesis, and metastasis, representing a validated target in the anti-cancer field. To date, only a few small-molecule inhibitors have been described, but none have gotten through pre-clinical development. Previously, we explored 2-(4-(4-(bromo-methoxybenzamido)benzylamino)phenyl) benzazole derivatives as anti-heparanase agents, proposing this scaffold for development of broadly effective heparanase inhibitors. Herein, we report an extended investigation of new symmetrical 2-aminophenyl-benzazolyl-5-acetate derivatives, proving that symmetrical compounds are more effective than asymmetrical analogues, with the most-potent compound, 7g, being active at nanomolar concentration against heparanase. Molecular docking studies were performed on the best-acting compounds 5c and 7g to rationalize their interaction with the enzyme. Moreover, invasion assay confirmed the anti-metastatic potential of compounds 5c, 7a, and 7g, proving the inhibition of the expression of proangiogenic factors in tumor cells.

Synthesis of poly(para-phenylene)(2-isocyano-2-tosylpropane-1,3-diyl), poly(para-phenylene)(2-oxopropane-1,3-diyl) and oligo(cyclopentadienones) via carbonylative coupling of α,α′-dibromoxylene

Poly(para-phenylene)(2-oxopropane-1,3-diyl), a potential precursor of linear graphene, is generated in low yield from hydrolysis of a previously unknown poly(para-phenylene)(2-isocyano-2-tosylpropane-1,3-diyl) generated from inexpensive, commercially available starting materials. The Royal Society of Chemistry.