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Merck

P27100

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24898352
EC Number:
213-382-0
Beilstein/REAXYS Number:
125098
MDL number:
MFCD00005502
Assay:
97%
Form:
solid

Key Documents

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assay

97%

form

solid

InChI key

HIDBROSJWZYGSZ-UHFFFAOYSA-N

InChI

1S/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H

SMILES string

O=C1C=CC(=O)N1c2ccccc2

bp

162-163 °C/12 mmHg (lit.)

mp

85-87 °C (lit.)

Quality Level

200

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Related Categories

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

hcodes

H301,H400

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF8152V
WXBF7234V
WXBF5366V
WXBF3694V
BCCK9463

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Michael L Vasil et al.
Antimicrobial agents and chemotherapy, 56(12), 6223-6234 (2012-09-26)
The twin-arginine translocase (TAT) in some bacterial pathogens, including Pseudomonas aeruginosa, Burkholderia pseudomallei, and Mycobacterium tuberculosis, contributes to pathogenesis by translocating extracellular virulence determinants across the inner membrane into the periplasm, thereby allowing access to the Xcp (type II) secretory
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
I Velasco-Guillén et al.
Archives of biochemistry and biophysics, 372(1), 121-127 (1999-11-24)
The Ca(2+)-ATPase from sarcoplasmic reticulum reacts with phenylmaleimide, producing the inhibition of the ATPase activity following a pseudo-first-order kinetic with a rate constant of 19 M(-1) s(-1). Calcium and ATP binding are not altered upon phenylmaleimide inhibition. However, the presence
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