N-Methylmaleimide

Product Information

Molecular Formula:
C5H5NO2
Molecular Weight:
111.10
Description
N-Methylmaleimide (CAS# 930-88-1) is an electron deficient olefin that acts as a thiol-blocking reagent in living human cells. N-Methylmaleimide also has the ability to undergo free-radical homopolymerization, and is used as a model for resins that contain the maleimide functional group.
Synonyms
1-methylpyrrole-2,5-dione
IUPAC Name
1-methylpyrrole-2,5-dione
Canonical SMILES
CN1C(=O)C=CC1=O
InChI
InChI=1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3
InChI Key
SEEYREPSKCQBBF-UHFFFAOYSA-N
Boiling Point
194.1 °C at 760 mmHg
Melting Point
93-98 °C
Purity
> 97.0 % (GC) (N)
Density
1.29 g/cm3
Appearance
Pale yellow crystals
Storage
2-8 °C
LogP
-0.52090

Safety Information

Hazards
H302+H312+H332:
Harmful if swallowed.
Harmful in contact with skin.
Harmful if inhaled.
H314:
Causes severe skin burns and eye damage.
H317:
May cause an allergic skin reaction.
Precautionary Statement
P260, P261, P264, P270, P272, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P333+P313, P363, P405, and P501
Signal Word
Danger

Computed Properties

XLogP3
-0.5
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
111.032028402 g/mol
Monoisotopic Mass
111.032028402 g/mol
Topological Polar Surface Area
37.4Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
153
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
JP-2022027908-A Phase difference plate, polarizing plate with optical compensation layer, image display device, and image display device with touch panel 2021-12-15
JP-2022040133-A A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. 2021-12-15
CN-114058345-A Ultrahigh-temperature drilling fluid for protecting geothermal reservoir and rheological property control method thereof 2021-11-26
CN-114057649-A Polymerizable ligand compound, polymer ligand and metal complex thereof 2021-11-16
CN-114163670-A Energy-saving and environment-friendly epoxy vinyl ester resin prepreg and preparation method and curing method thereof 2021-11-16
CN-114018882-A Detection method and kit for synchronously detecting morphine and methamphetamine based on flow type fluorescence technology 2021-10-27
CN-114113604-A Liver disease related marker synchronous detection method based on flow type fluorescence technology 2021-10-27
JP-2022009348-A Method for manufacturing polarizing plate 2021-10-21
JP-2022023892-A Phase difference film, polarizing plate with optical compensation layer, image display device, and image display device with touch panel 2021-10-21
CN-114053433-A Stimulus response type nano material and application thereof in preparing in-situ tumor vaccine 2021-10-20

Literatures

PMID Publication Date Title Journal
26447139 2015-10-01 The Mosquito Repellent Citronellal Directly Potentiates Drosophila TRPA1, Facilitating Feeding Suppression Molecules and cells
22893184 2012-09-28 Novel ring chemistry of vitamin B6 with singlet oxygen and an activated ene: isolated products and identified intermediates suggesting an operable [3 + 2] cycloaddition Organic & biomolecular chemistry
22508557 2012-05-29 Post-synthetic modification of Zr-metal-organic frameworks through cycloaddition reactions Chemistry (Weinheim an der Bergstrasse, Germany)
22207754 2012-02-24 Identification of in vivo disulfide conformation of TRPA1 ion channel The Journal of biological chemistry
22158513 2011-12-11 TRPA1 channels regulate astrocyte resting calcium and inhibitory synapse efficacy through GAT-3 Nature neuroscience
21989568 2011-12-07 Origins of the diastereoselectivity in hydrogen bonding directed Diels-Alder reactions of chiral dienes with achiral dienophiles: a computational study Organic & biomolecular chemistry
21653898 2011-09-01 Activation characteristics of transient receptor potential ankyrin 1 and its role in nociception American journal of physiology. Cell physiology
21658261 2011-06-09 A novel subtilase with NaCl-activated and oxidant-stable activity from Virgibacillus sp. SK37 BMC biotechnology
21468692 2011-06-01 Enzymatic characterisation of USP7 deubiquitinating activity and inhibition Cell biochemistry and biophysics
21481593 2011-05-01 Antifungal, cytotoxic and SAR studies of a series of N-alkyl, N-aryl and N-alkylphenyl-1,4-pyrrolediones and related compounds Bioorganic & medicinal chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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