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128287

Sigma-Aldrich

N-Ethylmaleimide

98%

Synonym(s):

NEM

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About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
128-53-0
Molecular Weight:
125.13
Beilstein:
112448
EC Number:
204-892-4
MDL number:
MFCD00005509
UNSPSC Code:
12352200
PubChem Substance ID:
24847840
Pricing and availability is not currently available.

Assay

98%

bp

210 °C (lit.)

mp

43-46 °C (lit.)

SMILES string

CCN1C(=O)C=CC1=O

InChI

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

InChI key

HDFGOPSGAURCEO-UHFFFAOYSA-N

Gene Information

human ... SLC6A3(6531), SLC6A4(6532)

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Application

Reagent for the covalent modification of cysteine residues in proteins.
Thiol reagent.[1][2]

Biochem/physiol Actions

Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.
Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.

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Product No.
Description
Pricing

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H300,H311,H314,H317

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

163.2 °F - closed cup

Flash Point(C)

72.9 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
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    Certificates of Analysis (COA)

    Lot/Batch Number
    01129AP
    06511EX
    S33054
    07202PC
    S25660

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    W M Blankesteijn et al.
    European journal of pharmacology, 244(1), 21-27 (1993-01-04)
    Muscarinic receptors in mammalian kidney seem to be involved in diuresis. In this study we give a detailed characterization of receptors in rat kidney. Specific binding of [3H](-)-quinuclidinylbenzilate ([3H]QNB) to membranes of rat kidney cortex was saturable and of high
    D L DeHaven-Hudkins et al.
    Life sciences, 53(1), 41-48 (1993-01-01)
    The allosteric modulation of sigma recognition sites by phenytoin (diphenylhydantoin) has been demonstrated by the ability of phenytoin to stimulate binding of various [3H] sigma ligands, as well as to slow dissociation from sigma sites and to shift sigma sites

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