N-Methylmaleimide - CAS 930-88-1

Name: N-Methylmaleimide
Brand: BOC Sciences
Rating: 5 (1 reviews)

Technical Data

IUPAC Name:	1-methylpyrrole-2,5-dione
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.
Molecular Weight:	111.10
Molecular Formula:	C5H5NO2
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
MDL:	MFCD00005508
LogP:	-0.52090

GHS Hazard Statement:	H302 (92.16%): Harmful if swallowed [Warning Acute toxicity, oral]
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

Publication Number	Title	Priority Date
US-2015376112-A1	Photoactivatable Caged Compounds with AIE Characteristics: Method of Preparation and Applications	20140627
US-2015376314-A1	Copolymers and Thermoplastic Resin Composition Comprising the Same	20140627
WO-2015187094-A1	Phthalimide derivatives as modulators of wnt pathway	20140602
US-2015344645-A1	Molded article	20140527
US-2015331317-A1	Photoresist and Method	20140516

PMID	Publication Date	Title	Journal
26447139	20151001	The Mosquito Repellent Citronellal Directly Potentiates Drosophila TRPA1, Facilitating Feeding Suppression	Molecules and cells
22893184	20120928	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	20120529	Post-synthetic modification of Zr-metal-organic frameworks through cycloaddition reactions	Chemistry (Weinheim an der Bergstrasse, Germany)
22207754	20120224	Identification of in vivo disulfide conformation of TRPA1 ion channel	The Journal of biological chemistry
22158513	20111211	TRPA1 channels regulate astrocyte resting calcium and inhibitory synapse efficacy through GAT-3	Nature neuroscience

Complexity:	153
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	111.032028402
Formal Charge:	0
Heavy Atom Count:	8
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	111.032028402
Rotatable Bond Count:	0
Topological Polar Surface Area:	37.4 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.5