1081-17-0

Basic information

• Product Name: 1-(4-METHOXY-PHENYL)-PYRROLE-2,5-DIONE
• Synonyms: TIMTEC-BB SBB000419;N-(4-METHOXYPHENYL)MALEIMIDE;AKOS MSC-0018;AKOS B006719;1-(4-METHOXY-PHENYL)-PYRROLE-2,5-DIONE;1-(4-METHOXYPHENYL)-1H-PYRROLE-2,5-DIONE;AURORA 12541;ASISCHEM D48955
• CAS NO: 1081-17-0
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Mol File: 1081-17-0.mol
• Article Data: 63

Chemical Properties

• Melting Point: 145-146 °C
• Boiling Point: 361.2 °C at 760 mmHg
• Flash Point: 172.3 °C
• Appearance: /
• Density: 1.317 g/cm³
• Vapor Pressure: 2.1E-05mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: 2-8°C
• PKA: -0.08±0.20(Predicted)
• CAS DataBase Reference: 1-(4-METHOXY-PHENYL)-PYRROLE-2,5-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXY-PHENYL)-PYRROLE-2,5-DIONE(1081-17-0)
• EPA Substance Registry System: 1-(4-METHOXY-PHENYL)-PYRROLE-2,5-DIONE(1081-17-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 1081-17-0(Hazardous Substances Data)

Usage

General Description

1-(4-Methoxy-phenyl)-pyrrole-2,5-dione, also known by its chemical structure C10H7NO3, is a compound belonging to the class of pyrrole-2,5-dione derivatives. It contains a pyrrole ring with a 4-methoxyphenyl group attached to it. 1-(4-METHOXY-PHENYL)-PYRROLE-2,5-DIONE is a biologically active molecule that has shown potential pharmacological properties such as anti-inflammatory, antioxidant, and anticancer activities. It has been studied for its potential therapeutic applications in the treatment of various diseases such as cancer, inflammation, and oxidative stress. Its chemical structure and properties make it an interesting target for further research and development in the field of medicinal chemistry.

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

Upstream product

• 24870-10-8 maleic acid mono(4-methoxyphenyl)amide 
• 24870-10-8 N-(4-methoxyphenyl)maleamic acid 
• 5145-71-1 1-(p-methoxyphenyl)pyrrole 
• 3052-50-4 monomethyl maleate 
• 104-94-9 4-methoxy-aniline 
• 80167-51-7 (Z)-3-(4-Methoxy-phenylcarbamoyl)-acrylic acid methyl ester 
• 56106-05-9 N-(4-methoxyphenyl)succinamic acid 
• 36342-13-9 3-chloro-1-(4-methoxyphenyl)succinimide 
• 67-56-1 methanol 
• 108-31-6 maleic anhydride 

Downstream Products

• 36342-13-9 3-chloro-1-(4-methoxyphenyl)succinimide 
• 41379-06-0 4,7-bis-benzo[1,3]dioxol-5-yl-2-(4-methoxy-phenyl)-1,3,9-trioxo-2,3,3a,4,5,6,7,8,9,9b-decahydro-1H-benzo[e]isoindole-8-carboxylic acid ethyl ester 
• 57703-49-8 2-(4-methoxy-phenyl)-4,9-diphenyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione 
• 35216-31-0 2-(4-tert-butyl-phenyl)-5-(4-methoxy-phenyl)-3t-phenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 35216-31-0 2-(4-tert-butyl-phenyl)-5-(4-methoxy-phenyl)-3c-phenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 57703-55-6 2-(4-methoxy-phenyl)-6,7-dimethyl-4,9-di-p-tolyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione 
• 39178-86-4 2-(4-methoxy-phenyl)-10,10,10-triphenyl-(3ac,9ac)-9,9a-dihydro-3aH-10λ⁵-3br,9c-oxaphosphaethano-azuleno[1,2-c]pyrrole-1,3-dione 
• 39178-87-5 8-(4-methoxy-phenyl)-2,2,2-triphenyl-(6at,9at)-2,6,6a,9a-tetrahydro-2λ⁵-6r,9bc-etheno-[1,2]oxaphospholo[5',4':3,4]cyclohepta[1,2-c]pyrrole-7,9-dione 
• 39178-85-3 2-(4-methoxy-phenyl)-9-methyl-10,10,10-triphenyl-(3ac,9ac)-9,9a-dihydro-3aH-10λ⁵-3br,9c-oxaphosphaethano-azuleno[1,2-c]pyrrole-1,3-dione 
• 39479-46-4 8-(4-methoxy-phenyl)-3-methyl-2,2,2-triphenyl-(6at,9at)-2,6,6a,9a-tetrahydro-2λ⁵-6r,9bc-etheno-[1,2]oxaphospholo[5',4':3,4]cyclohepta[1,2-c]pyrrole-7,9-dione 
• 54819-74-8 2-Iminothiazolid-4-on-5-acet-(4-methoxyanilid) 
• 70464-67-4 5-(4-methoxy-phenyl)-3-(2,4,6-trimethyl-phenyl)-(3ar,6ac)-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 35216-17-2 5-(4-methoxy-phenyl)-2,3t-diphenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 35216-17-2 5-(4-methoxy-phenyl)-2,3c-diphenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione 

Relevant articles and documents

Enantioselective catalytic desymmetrization of maleimides by temporary removal of an internal mirror plane and stereoablative over-reduction: Synthesis of (R)-pyrrolam A

A highly enantioselective (>95% ee) strategy to affect the desymmetrization of a maleimide has been performed by temporary attachment to an anthracene template followed by asymmetric reduction with an oxazaborolidine catalyst. A stereoablative over-reduction process was partially responsible for the high levels of enantioselectivity. Exemplification of the strategy by stereoselective functionalization and retro-Diels-Alder reaction provided the natural product pyrrolam A.

1,3-dipolar cycloaddition reactions leading to the synthesis of new 2,3,5-triaryl-4h,2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-diones

Cycloaddition of C,N-diphenylnitrones 1 to N-aryl maleimides 2 afforded two diastereomeric isoxazolidines with high selectivity. The structure and steric configuration of the adducts have been assigned on the basis of 1H NMR, 1H NMR COSY, 13C NMR and IR spectroscopy. The π-π stacking interactions between maleimide's and nitrone's aromatic rings during the 1,3-dipolar cycloaddition were assumed to control the exo-endo selectivity of the reaction. Thus, the exo-endo ratio depends upon the position of the substituent present on the C-phenyl ring of the C,N-diphenylnitrones.

Macrocyclic Modalities Combining Peptide Epitopes and Natural Product Fragments

"Hot loop" protein segments have variable structure and conformation and contribute crucially to protein-protein interactions. We describe a new hot loop mimicking modality, termed PepNats, in which natural product (NP)-inspired structures are incorporated as conformation-determining and-restricting structural elements into macrocyclic hot loop-derived peptides. Macrocyclic PepNats representing hot loops of inducible nitric oxide synthase (iNOS) and human agouti-related protein (AGRP) were synthesized on solid support employing macrocyclization by imine formation and subsequent stereoselective 1,3-dipolar cycloaddition as key steps. PepNats derived from the iNOS DINNN hot loop and the AGRP RFF hot spot sequence yielded novel and potent ligands of the SPRY domain-containing SOCS box protein 2 (SPSB2) that binds to iNOS, and selective ligands for AGRP-binding melanocortin (MC) receptors. NP-inspired fragment absolute configuration determines the conformation of the peptide part responsible for binding. These results demonstrate that combination of NP-inspired scaffolds with peptidic epitopes enables identification of novel hot loop mimics with conformationally constrained and biologically relevant structure.

Solvent-free synthesis of arylamides and arylimides, analogues of acetylcholine

Several arylamides and arylimides, novel inhibitors of acetylcholinesterase, were obtained under solventless conditions; the target molecules were produced with a good overall yield and short reaction times. 2017-2023 Copyright Taylor & Francis, Inc.

Thermally Sensitive Protecting Groups for Cysteine, and Manufacture and Use Thereof

In a preferred embodiment, there is provided a protecting group for protecting the thiol side chain of a cysteine residue, the protecting group comprising a Diels-Alder cycloadduct of a furan and a maleimide, and optionally, a linker interposed between the thiol side chain and the Diels-Alder cycloadduct.

Dual organic dyes as a pseudo-redox mediation system to promotion of tandem oxidation /[3+2] cycloaddition reactions under visible light

An atom- and step-economy protocol has been developed to synthesize some new biologically active pyrrolo[2,1-a]isoquinoline alkaloids via redox mediation system under visible light irradiation. A vast variety of double and triple bonds, as dipolarophiles, treated with in situ generated azomethine ylides to prepare corresponding products in good to excellent yields. This metal-free method effectively promoted oxidation/[3 + 2] cycloaddition/oxidative/aromatization domino reaction without further oxidant using dual organic dyes as pseudo-redox mediation system. Besides, for most of the products, product precipitate was readily separated from reaction media. To the best of our knowledge, this is the first report of dual dyes as a pseudo-redox mediation system.