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P27100

Sigma-Aldrich

N-Phenylmaleimide

97%

Synonym(s):

1-Phenyl-pyrrole-2,5-dione, 1-[4-(Acetoxy)phenyl]maleimide

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About This Item

Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
941-69-5
Molecular Weight:
173.17
Beilstein:
125098
EC Number:
213-382-0
MDL number:
MFCD00005502
UNSPSC Code:
12352100
PubChem Substance ID:
24898352
NACRES:
NA.22

Assay

97%

form

solid

bp

162-163 °C/12 mmHg (lit.)

mp

85-87 °C (lit.)

SMILES string

O=C1C=CC(=O)N1c2ccccc2

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

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Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H400

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jian-Hui Wen et al.
Talanta, 84(1), 13-18 (2011-02-15)
Representing a compound by a numerous structural descriptors becomes common in quantitative structure-activity relationship (QSAR) studies. As every descriptor carries molecular structure information more or less, it seems more advisable to investigate all the possible descriptor vectors rather than traditional
Vânia F Noldin et al.
Pharmacological reports : PR, 63(3), 772-780 (2011-08-23)
Myeloperoxidase (MPO) is an important enzyme that catalyzes the reaction between hydrogen peroxide and chloride to generate hypochlorous acid, which oxidizes a range of biomolecules and has been associated with inflammatory diseases. The synthetic compounds N-phenylmaleimide (NFM) and 4-methyl-N-phenylmaleimide (Me-NFM)
Yan Wang et al.
The Journal of organic chemistry, 77(8), 4143-4147 (2012-04-05)
A Me-DuPhos-catalyzed efficient asymmetric [3 + 2] cycloaddition reaction between Morita-Baylis-Hillman carbonates of isatins and N-phenylmaleimide has been developed. This reaction constructs three chiral centers in one step to afford spirocyclopentaneoxindoles in good yields (up to 84%) with excellent diastereo-
Au(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of münchnones with electron-deficient alkenes.
Asa D Melhado et al.
Journal of the American Chemical Society, 129(42), 12638-12639 (2007-09-29)
M Salomon et al.
Biochemistry, 39(31), 9401-9410 (2000-08-05)
The plant photoreceptor phototropin is an autophosphorylating serine-threonine protein kinase activated by UV-A/blue light. Two domains, LOV1 and LOV2, members of the PAS domain superfamily, mediate light sensing by phototropin. Heterologous expression studies have shown that both domains function as
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