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Merck
CN

445495

Sigma-Aldrich

Maleamic acid

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About This Item

Linear Formula:
H2NCOCH=CHCO2H
CAS Number:
Molecular Weight:
115.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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form

solid

mp

158-161 °C (lit.)

functional group

amide
carboxylic acid

SMILES string

[H]\C(=C(/[H])C(O)=O)C(N)=O

InChI

1S/C4H5NO3/c5-3(6)1-2-4(7)8/h1-2H,(H2,5,6)(H,7,8)/b2-1-

InChI key

FSQQTNAZHBEJLS-UPHRSURJSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Maleamic and citraconamic acids, methyl esters, and imides.
MEHTA NB, et al.
The Journal of Organic Chemistry, 25(6), 1012-1015 (1960)
Meifang Huang et al.
International journal of biological macromolecules, 36(1-2), 98-102 (2005-06-14)
N-maleamic acid-chitosan was synthesized and characterized by Fourier transform infrared spectra analysis (FT-IR) and 1H NMR. The graft copolymerization of N-maleamic acid-chitosan and butyl acrylate (BA) in acetic acid aqueous solution was investigated, using the gamma-ray of 60Co gamma-irradiation method.
Juan Rodrigues et al.
Pharmaceutical research, 28(4), 907-919 (2010-12-25)
The objective of this study was to investigate the effect of new 4-maleamic acid and 4-maleamide peptidyl chalcone derivatives against human prostate cancer in vitro and in vivo. From a series of 21 chalcones, the effects of the three best
Virginia A Kincaid et al.
Biochemistry, 51(1), 545-554 (2012-01-05)
The penultimate reaction in the oxidative degradation of nicotinate (vitamin B(3)) to fumarate in several species of aerobic bacteria is the hydrolytic deamination of maleamate to maleate, catalyzed by maleamate amidohydrolase (NicF). Although it has been considered a model system
José I Jiménez et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(32), 11329-11334 (2008-08-06)
The aerobic catabolism of nicotinic acid (NA) is considered a model system for degradation of N-heterocyclic aromatic compounds, some of which are major environmental pollutants; however, the complete set of genes as well as the structural-functional relationships of most of

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