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

Chemical Properties

solid

Uses

Intermediate in the preparation of a new conjugated agent for radioiodination of proteins.

Definition

ChEBI: A dicarboxylic acid monoamide of maleamic acid.

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 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 3473-63-0 formamidine acetic acid 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 
• 2421-28-5 dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid 
• 52411-33-3 1,4-bis(2-aminophenyl)-1,4-dithiabutane 
• 1336-21-6 ammonium hydroxide 
• 122586-92-9 4-amino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine 
• 640-68-6 D-Val-OH 
• 107-95-9 3-amino propanoic acid 
• 70-47-3 L-asparagine 
• 7732-18-5 water 
• 39689-00-4 5-azido-2-furanecarbaldehyde 
• 541-59-3 maleiimide 

Downstream Products

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