17392-68-6

Basic information

• Product Name: 1-(2-METHOXY-PHENYL)-PYRROLE-2,5-DIONE
• Synonyms: AURORA 14171;ASISCHEM S97820;ART-CHEM-BB B006718;AKOS MSC-0054;AKOS B006718;2-METHOXYPHENYLMALEIMIDE;1-(2-METHOXYPHENYL)-1H-PYRROLE-2,5-DIONE;1-(2-METHOXY-PHENYL)-PYRROLE-2,5-DIONE
• CAS NO: 17392-68-6
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Mol File: 17392-68-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 119-120 °C
• Boiling Point: 342.6 °C at 760 mmHg
• Flash Point: 161 °C
• Appearance: /
• Density: 1.317 g/cm³
• PKA: 0.27±0.20(Predicted)
• CAS DataBase Reference: 1-(2-METHOXY-PHENYL)-PYRROLE-2,5-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-METHOXY-PHENYL)-PYRROLE-2,5-DIONE(17392-68-6)
• EPA Substance Registry System: 1-(2-METHOXY-PHENYL)-PYRROLE-2,5-DIONE(17392-68-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 17392-68-6(Hazardous Substances Data)

Usage

General Description

1-(2-Methoxy-phenyl)-pyrrole-2,5-dione is a chemical compound with the molecular formula C11H9NO3. It is a pyrrole-2,5-dione derivative that contains a methoxyphenyl group, and it is often used in the field of organic chemistry as a building block for the synthesis of various pharmaceuticals and agrochemicals. The compound has potential biological activities and has been studied for its possible anticancer and anti-inflammatory properties. Its structure and reactivity make it a valuable intermediate for the preparation of diverse heterocyclic compounds, making it an important molecule in the field of medicinal and synthetic chemistry.

InChI:InChI=1/C11H9NO3/c1-15-9-5-3-2-4-8(9)12-10(13)6-7-11(12)14/h2-7H,1H3

Upstream product

• 90-04-0 2-methoxy-phenylamine 
• 110-16-7 maleic acid 
• 36847-94-6 C₁₁H₁₁NO₄ 
• 108-31-6 maleic anhydride 
• 67-56-1 methanol 
• 31460-26-1 (2-methoxyphenyl)maleamic acid 

Downstream Products

• 89143-25-9 1-(2-Methoxy-phenyl)-3-piperidin-1-yl-pyrrolidine-2,5-dione 
• 1047646-60-5 9-hydroxy-2-(2-methoxy-phenyl)-9,9a-dihydro-3aH-4-thia-2-aza-cyclopenta[b]naphthalene-1,3-dione 
• 359418-10-3 C₁₅H₁₅N₃O₅ 

Relevant articles and documents

The CH-π interactions of methyl ethers as a model for carbohydrate-N-heteroarene interactions

CH-π interactions have been cited as an important contributor to carbohydrate recognition. To determine whether N-heterocycles form stronger CH-π interactions, the interactions of methyl ether groups with heterocyclic and nonheterocyclic aromatic surfaces

Graphene Oxide as a Carbocatalyst for a Diels–Alder Reaction in an Aqueous Medium

The Diels–Alder (DA) reaction, a [4+2] cycloaddition reaction, is highly important in synthetic organic chemistry and is frequently used in the synthesis of natural products containing six-membered rings. Herein, we report an efficient protocol for the DA reaction between 9-hydroxymethylanthracene and N-substituted maleimides using two-dimensional graphene oxide (GO) as a heterogeneous carbocatalyst in an aqueous medium at room temperature. High yields, a wide substrate scope, low temperature, excellent functional group tolerance, atom economy, and water as a green solvent are noteworthy features of this protocol. The heterogeneous GO catalyst can be easily recovered and used multiple times without any significant loss in catalytic activity.

Discovery and structural optimization of pyrazole derivatives as novel inhibitors of Cdc25B

Structural optimization and preliminary structure-activity relationship studies of a series of N-substituted maleimide fused-pyrazole analogues with Cdc25B inhibitory activity, starting from a high-throughput screening hit, are illustrated. A simplified 3,5-diacyl pyrazole analogue was obtained as the most potent compound (118, IC50 = 0.12 μM) with a 270-fold increase in potency.