557-24-4

Usage

Uses

Used in Pharmaceutical Industry:
Maleamic acid is used as an intermediate in the preparation of a new conjugated agent for the radioiodination of proteins. This application is significant because it allows for the development of new diagnostic and therapeutic agents that can be used in the medical field.
Used in Chemical Synthesis:
Due to its unique chemical properties, maleamic acid can be used as a building block in the synthesis of various complex organic compounds. This makes it a valuable reagent in the chemical industry for creating new molecules with specific functions and properties.
Used in Research and Development:
Maleamic acid can also be utilized in research and development settings to study its properties and potential applications. This can lead to the discovery of new uses and advancements in various fields, including pharmaceuticals, materials science, and biotechnology.

Purification Methods

Crystallise it from EtOH. [Beilstein 2 H 752, 2 II 646, 2 III 1927, 2 IV 1927.] IRRITANT.

InChI:InChI=1/C4H5NO3/c5-3(6)1-2-4(7)8/h1-2H,(H2,5,6)(H,7,8)/b2-1+

Upstream product

• 108-31-6 maleic anhydride 
• 541-59-3 maleiimide 
• 39689-00-4 5-azido-2-furanecarbaldehyde 
• 70-47-3 L-asparagine 
• 7732-18-5 water 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 107-95-9 3-amino propanoic acid 
• 640-68-6 D-Val-OH 
• 63450-84-0 methyl 4-aminobenzoate hydrochloride 
• 122586-92-9 4-amino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine 
• 1336-21-6 ammonium hydroxide 
• 52411-33-3 1,4-bis(2-aminophenyl)-1,4-dithiabutane 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 
• 2421-28-5 dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid 

Downstream Products

• 708261-58-9 2-cyclohexylaminosuccinic acid monoamide 
• 7495-73-0 DL-α-N-Aethyl-asparagin 
• 36212-65-4 N²-methyl-DL-asparagine 
• 5330-39-2 N²-benzyl-asparagine 
• 34314-63-1 3-oxauracil 
• 110-17-8 (2E)-but-2-enedioic acid 
• 541-59-3 maleiimide 
• 107-93-7 (E)-but-2-enoic acid 
• 1631-28-3 N-p-tolylphenylmaleimide 
• 209395-32-4 N-propargylmaleimide 
• 1119505-30-4 N-(1-hydroxy-2-oxo-2-phenylethyl)maleamic acid 
• 143659-09-0 3,5-bis(3-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid 
• 40594-97-6 (Z)-3-cyanoacrylic acid ethyl ester 

Relevant academic research and scientific papers

Kinetics and mechanism of the alkaline hydrolysis of maleimide

The kinetics of hydrolysis of maleimide was carried out within the [OH-] range of 2.46 x 10-6 to 2.0 M at 30°C. The observed pseudo-first-order rate constants, k(obs), follow the empirical equation: k(obs) = (A1[OH-] + A2[OH-]2)/(1 + A3[OH-]). Both ionized and un-ionized forms of maleimide have been suggested to be involved in hydrolysis. The nucleophilic attacks by hydroxide ion at the carbonyl carbon of both ionized and un-ionized maleimide and by water at the carbonyl carbon of ionized maleimide to form tetrahedral intermediates are considered to be the rate-determining steps. The observed results obtained at different 1,4-dioxane-water compositions have revealed an increase in k(obs) with a decrease in 1,4-dioxane content which could be attributed to the higher polarity of the transition state compared with the reactant state.

Three-Component Synthesis of Quinolines Based on Radical Cascade Visible-Light Photoredox Catalysis

Synthesis of highly substituted quinolines has been developed based on three-component radical cascade based on visible-light photoredox catalysis. This tandem coupling reaction has been coordinated to proceed with high chemoselectivity based on the differential electronic properties of coupling partners. Subjection of electron-rich β-aminoacrylates with electron-deficient halides and alkenes to the optimized conditions leads to the formation of quinolines in good yields after in situ oxidation of tetrahydroquinolines. Detailed mechanistic studies which reveal an unexpected reaction pathway is described. (Figure presented.).

PROCESS FOR PRODUCING MALEIMIDE

PROBLEM TO BE SOLVED: To provide a process for imidization at low temperature without using a strongly acidic dehydration catalyst, in producing maleimide from maleamic acid using an acid catalyst. SOLUTION: In a process for producing maleimide, when imidizing a maleamic acid obtained by reacting a primary amine and a maleic anhydride, in a solvent using a dehydration catalyst, an aliphatic carboxylic acid and/or aliphatic anhydride is used as the dehydration catalyst. The use amount of the aliphatic carboxylic acid and/or aliphatic anhydride is 0.1 equivalent or more in total of the aliphatic carboxylic acid and aliphatic anhydride with respect to the primary amine. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2017,JPOandINPIT

METHODS FOR PRODUCING POLYASPARTIC ACID PRECURSOR POLYMER AND POLYASPARTIC ACID SALT

Disclosed are a method for producing a polyaspartic acid precursor polymer by polymerization using at least one kind selected from a product obtained from maleic anhydride and ammonia and, maleamic acid as a monomer, wherein at least part of carboxyl groups in the monomers are a tertiary amine salt; and an industrially inexpensive and simple method for producing a polyaspartic acid salt by treating the polyaspartic acid precursor polymer obtained by this method with a basic aqueous solution.

Synthesis of N-formylmaleamic acid and some related N-formylamides

Two syntheses of N-formylmaleamic acid and some related N-formylamides are described which take place under very mild conditions.

Nucleic acid triggered catalytic drug and probe release

The present invention provides methods and combinations of compositions for the modulation of diseases caused by a subject possessing a disease-specific nucleic acid sequence. Included are methods for the treatment, prevention and/or inhibition of the diseases by administering a combination of a prodrug component, drug and catalytic component such that the drug is catalytically released when contacting the combination to the disease-specific nucleic acid sequence.

Ethylenically unsaturated imidazidolidinone monomers

Classes of urea functional compounds and compositions containing the same are disclosed which are particularly suitable for use as a wet adhesion promoters in coatings, especially in aqueous emulsion systems used to make latex paints. Compositions containing the same, as well as additional uses thereof are also disclosed.

Compounds containing a michael-acceptor, especially maleimide or maleic acid derivatives, directly or indirectly linked to a chromophore and their use in long lasting sunscreen compositions

The present invention relates to compounds which are useful as sunscreens. The compounds persist on the skin for much longer than conventional sunscreens because they comprise a Michael acceptor linked directly or indirectly to a chromophore. The Michael acceptor is capable of undergoing a conjugate addition reaction with thiol groups present in cysteine residues of keratin and thus the compound is chemically bound to the skin and will not be removed by immersion in water.

COMPOUNDS AND COMPOSITIONS FOR INHIBITION OF CYCLOOXYGENASE ACTIVITY

The present invention includes N-substituted maleimides (1(H)-Pyrrole-2,5-dione (Maleimide) analogs and succinimides which act as potent nonsteroidal anti-inflammatory drugs and are capable of dual inactivation or selective inactivation of the cyclooxygenase and the peroxidase activities of prostaglandin endoperoxide synthase (PGHS).

Long chain carboxylic acid maleimides

Provided are novel superoxide dismutase derivatives represented by the following general formula (I) STR1 wherein [SOD] is a superoxide dismutase residue derived by removal of two mercapto groups, and W is a divalent long chain hydrocarbon residue which may optionally be interrupted by one or more groups each independently selected from the group consisting of an oxygen atom, a sulfur atom and a group of -N(R)- (R being a lower alkyl group). The SOD derivatives retain most of the enzymatic activities of unmodified SOD and have much longer plasma half-life than unmodified SOD. They are effective for treating various diseases caused by active oxygen species. Also provided are chemical modifiers to prepare the above SOD derivatives.