N-Phenylmaleimide
Product Information
Molecular Formula
C10H7NO2
Molecular Weight
173.17
Description
N-Phenylmaleimide (CAS# 941-69-5) is a useful research chemical.
Synonyms
1-phenylpyrrole-2,5-dione
IUPAC Name
1-phenylpyrrole-2,5-dione
SMILES
C1=CC=C(C=C1)N2C(=O)C=CC2=O
InChI
InChI=1S/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H
InChI Key
HIDBROSJWZYGSZ-UHFFFAOYSA-N
Boiling Point
162-163 °C (12 mmHg)
Melting Point
86-90 °C
Flash Point
162-163°C/12mm
Purity
95 %
Density
1.329 g/cm3
Solubility
Sparingly soluble
Appearance
Yellow crystalline powder or needles
Storage
Keep containers tightly closed. Store in a cool, dry area away from incompatible substances.
Refractive Index
1.5200 (estimate)
LogP
1.18100
Safety Information
Hazards
H301:
Toxic if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H341:
Suspected of causing genetic defects.
H370:
Causes damage to organs.
Toxic if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H341:
Suspected of causing genetic defects.
H370:
Causes damage to organs.
Precautionary Statement
P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501
Signal Word
Danger
Computed Properties
XLogP3
1.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
173.047678466 g/mol
Monoisotopic Mass
173.047678466 g/mol
Topological Polar Surface Area
37.4Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
246
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2021191259-A1 | Colored photosensitive resin composition and black matrix prepared therefrom | 2019-12-24 |
| WO-2021124854-A1 | Adhesive sheet | 2019-12-20 |
| WO-2021124855-A1 | Adhesive sheet | 2019-12-20 |
| WO-2021124856-A1 | Adhesive sheet | 2019-12-20 |
| WO-2021125132-A1 | Carbamoyl oxime compound, and polymerization initiator and polymerizable composition containing said compound | 2019-12-20 |
| WO-2021122694-A1 | Dual initiator grafting process of polybutadiene latex by styrene/acrylonitrile | 2019-12-17 |
| WO-2021125121-A1 | Resin sheet and printed wiring board | 2019-12-17 |
| WO-2021125821-A1 | Compound, binder resin, negative-type photosensitive resin composition, and display device comprising black bank formed using same | 2019-12-17 |
| WO-2021125412-A1 | Defect-suppressed metal halide perovskite luminescent material, and light-emitting diode comprising same | 2019-12-16 |
| EP-3835378-A1 | Two component (2k) curable adhesive composition | 2019-12-13 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 27507602 | 2016-10-25 | N-phenylmaleimides affect adipogenesis and present antitumor activity through reduction of FASN expression | Chemico-biological interactions |
| 23384038 | 2013-02-20 | An arsenical-maleimide for the generation of new targeted biochemical reagents | Journal of the American Chemical Society |
| 22899180 | 2012-09-24 | Self-assembled Pd6 open cage with triimidazole walls and the use of its confined nanospace for catalytic Knoevenagel- and Diels-Alder reactions in aqueous medium | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 22801593 | 2012-09-07 | Diastereoselective intermolecular ene reactions: synthesis of 4,5,6,7-tetrahydro-1H-benzo[d]imidazoles | Organic & biomolecular chemistry |
| 22858299 | 2012-09-01 | Synthesis of sulfur containing dihydro-pyrrolo derivatives and their biological evaluation as antioxidants | Bioorganic & medicinal chemistry |
| 22733346 | 2012-08-21 | Michael addition/pericyclization/rearrangement--a multicomponent strategy for the synthesis of substituted resorcinols | Organic & biomolecular chemistry |
| 22508557 | 2012-05-29 | Post-synthetic modification of Zr-metal-organic frameworks through cycloaddition reactions | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 22458516 | 2012-04-20 | Au-catalyzed asymmetric formal [3 + 2] cycloaddition of isocyanoacetates with maleimides | The Journal of organic chemistry |
| 22471756 | 2012-04-20 | Diastereo- and enantioselective [3 + 2] cycloaddition reaction of Morita-Baylis-Hillman carbonates of isatins with N-phenylmaleimide catalyzed by Me-DuPhos | The Journal of organic chemistry |
| 22127371 | 2012-02-14 | Dual inhibition of MAGL and type II topoisomerase by N-phenylmaleimides as a potential strategy to reduce neuroblastoma cell growth | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences |