3990-03-2

Basic information

• Product Name: Monoethyl maleate
• Synonyms: MONOETHYL MALEATE;(z)-2-butenedioic acid monoethyl ester;MALEIC ACID MONOETHYL ESTER;ETHYL HYDROGEN MALEATE;2-Butendioicacid(Z),monoetherester;lrt-351;maleicacid,ethylester;monoethylester
• CAS NO: 3990-03-2
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.13
• EINECS: 223-635-7
• Mol File: 3990-03-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 261.6 °C at 760 mmHg
• Flash Point: 109.6°C
• Appearance: /
• Density: 1.18
• Refractive Index: 1.4570 to 1.4600
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Ethyl Acetate
• PKA: 2.69±0.25(Predicted)
• CAS DataBase Reference: Monoethyl maleate(CAS DataBase Reference)
• NIST Chemistry Reference: Monoethyl maleate(3990-03-2)
• EPA Substance Registry System: Monoethyl maleate(3990-03-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: EM6538750
• Hazardous Substances Data: 3990-03-2(Hazardous Substances Data)

Usage

Uses

(2Z)-2-Butenedioic Acid 1-Ethyl Ester is a phytochemical isolated from cranberries. (2Z)-2-Butenedioic Acid 1-Ethyl Ester was shown to exhibit potential antiproliferative and antioxidant activities.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 126580-11-8 ethyl 2-diazo-3-methyl-3-butenoate 
• 108-30-5 succinic acid anhydride 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 7553-56-2 iodine 
• 75-03-6 ethyl iodide 
• 108-31-6 maleic anhydride 

Downstream Products

• 2756-87-8 methyl hydrogen fumarate 
• 174365-48-1 (Z)-But-2-enedioic acid ethyl ester 3-vinyl-cyclohex-2-enyl ester 
• 136354-78-4 ethyl octyl fumarate 
• 19896-44-7 methyl ethyl maleic acid ester 

Relevant articles and documents

DRUGS AND COMPOSITIONS FOR OCULAR DELIVERY

New prodrugs of therapeutically active compounds, including oligomeric prodrugs of ethacrynic acid, and compositions to treat medical disorders, for example glaucoma, a disorder or abnormality related to an increase in intraocular pressure (IOP), a disorder requiring neuroprotection, age-related macular degeneration, or diabetic retinopathy. Also a method for the controlled administration of timolol to a patient in need thereof, such as a human, comprising administering a prodrug of timolol in a microparticle in vivo, wherein the timolol prodrug containing microparticle exhibits in vitro drug release kinetics in an aqueous solution at a pH between 6-8 at body temperature of a substantially consistent release of at least 60% timolol itself by molar ratio to the prodrug of timolol or an intermediate metabolite thereof over at least 100 days.

DRUGS AND COMPOSITIONS FOR THE TREATMENT OF OCULAR DISORDERS

The present invention provides new prodrugs of therapeutically active compounds, including oligomeric prodrugs, and compositions to treat medical disorders, for example glaucoma, a disorder or abnormality related to an increase in intraocular pressure (IOP), a disorder requiring neuroprotection, age-related macular degeneration, or diabetic retinopathy.

Synthesis, DFT and antimicrobial activity assays in vitro for novel cis/trans-but-2-enedioic acid esters

Six novel cis/trans-but-2-enedioic acid esters had been synthesized to discover the new bioactive molecules that could kill food-related bacteria and fungi. Their structures were analyzed by melting point, LC-MS, 1H NMR and 13C NMR. 4-(Methoxycarbonyl) phenyl ethyl fumarate (6b) was also characterized by single-crystal X-ray diffraction. Their antimicrobial activities were evaluated in vitro by measuring the minimal inhibitory concentration (MIC). Compared with the single monomethyl fumarate and methyl 4-hydroxybenzoate, these compounds had stronger antimicrobial activity against all the eight microorganisms. Among the antibacterial and antifungal compounds, 4-(methoxycarbonyl) phenyl methyl fumarate (6a) showed the best antimicrobial activity. The electronic properties of these compounds were calculated by the density functional theory (DFT) method with 6-31G (d, p) basis set. DFT studies indicated that molecular electrostatic potential (MEP) map, ELUMO, energy gap, electronegativity and electrophilicity index could be helpful to understand the various antimicrobial activities among these compounds. The antimicrobial activity of compound 6a was evaluated in vitro against Salmonella choleraesuis subsp. choleraesuis, Lactococcus lactis subsp. lactis and Saccharomyces cerevisiae by time-kill, and it was found that compound 6a exhibited significant microbiocidal activity against the three microorganisms.