557-24-4

Basic information

• Product Name: Maleamic acid
• Synonyms: TIMTEC-BB SBB007773;(2E)-4-Amino-4-oxo-2-butenoic acid;2-Butenoic acid, 4-amino-4-oxo-, (Z)-;Acrylic acid, 3-carbamoyl-, (Z)-;Maleamate;maleamic;Maleic monoamide;MALEIC ACID MONOAMIDE
• CAS NO: 557-24-4
• Molecular Formula: C₄H₅NO₃
• Molecular Weight: 115.09
• EINECS: 209-163-4
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Labeling and Diagnostics Reagents;Pharmaceuticals
• Mol File: 557-24-4.mol
• Article Data: 22

Chemical Properties

• Melting Point: 158-161 °C(lit.)
• Boiling Point: 215.33°C (rough estimate)
• Flash Point: 200.9 °C
• Appearance: solid
• Density: 1.4769 (rough estimate)
• Vapor Pressure: 8.06E-08mmHg at 25°C
• Refractive Index: 1.4170 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.86±0.25(Predicted)
• Stability: Stable, but light sensitive. Incompatible with strong oxidizing agents.
• Merck: 14,5701
• CAS DataBase Reference: Maleamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Maleamic acid(557-24-4)
• EPA Substance Registry System: Maleamic acid(557-24-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 557-24-4(Hazardous Substances Data)

Usage

Description

Maleamic acid, also known as N-(hydroxymethyl)maleamic acid, is a dicarboxylic acid monoamide derived from maleamic acid. It is a solid compound with unique chemical properties that make it suitable for various applications in different industries.

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

• 541-59-3 maleiimide 
• 39689-00-4 5-azido-2-furanecarbaldehyde 
• 70-47-3 L-asparagine 
• 7732-18-5 water 
• 108-31-6 maleic anhydride 
• 107-95-9 3-amino propanoic acid 
• 640-68-6 D-Val-OH 
• 122586-92-9 4-amino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine 
• 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 
• 1336-21-6 ammonium hydroxide 
• 63450-84-0 methyl 4-aminobenzoate hydrochloride 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 

Downstream Products

• 7495-73-0 DL-α-N-Aethyl-asparagin 
• 34314-63-1 3-oxauracil 
• 541-59-3 maleiimide 
• 107-93-7 (E)-but-2-enoic acid 
• 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 
• 209395-32-4 N-propargylmaleimide 
• 1631-28-3 N-p-tolylphenylmaleimide 
• 110-17-8 (2E)-but-2-enedioic acid 
• 5330-39-2 N²-benzyl-asparagine 
• 36212-65-4 N²-methyl-DL-asparagine 
• 708261-58-9 2-cyclohexylaminosuccinic acid monoamide 

Relevant articles and documents

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.).

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.

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.