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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

Quality Level

200

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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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-
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
S Xu et al.
Biophysical journal, 82(4), 2111-2122 (2002-03-28)
It is well established that in a skeletal muscle under relaxing conditions, cross-bridges exist in a mixture of four weak binding states in equilibrium (A*M*ATP, A*M*ADP*P(i), M*ATP, and M*ADP*P(i)). It has been shown that these four weak binding states are
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
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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