85843-38-5

Basic information

• Product Name: N-(3,4-DIMETHYLPHENYL)MALEAMIC ACID
• Synonyms: N-(3,4-DIMETHYLPHENYL)MALEAMIC ACID
• CAS NO: 85843-38-5
• Molecular Formula: C₁₂H₁₃NO₃
• Molecular Weight: 219.24
• Mol File: 85843-38-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 454.7°Cat760mmHg
• Flash Point: 228.8°C
• Appearance: /
• Density: 1.243g/cm³
• Vapor Pressure: 4.65E-09mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: N-(3,4-DIMETHYLPHENYL)MALEAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-DIMETHYLPHENYL)MALEAMIC ACID(85843-38-5)
• EPA Substance Registry System: N-(3,4-DIMETHYLPHENYL)MALEAMIC ACID(85843-38-5)

Safety Data

• Hazardous Substances Data: 85843-38-5(Hazardous Substances Data)

Usage

General Description

N-(3,4-Dimethylphenyl)maleamic acid is a chemical compound with the molecular formula C10H11NO3. It is derived from maleic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. N-(3,4-DIMETHYLPHENYL)MALEAMIC ACID is a white to off-white crystalline solid that is sparingly soluble in water. N-(3,4-Dimethylphenyl)maleamic acid has been studied for its potential applications in the pharmaceutical industry, particularly as an intermediate in the synthesis of drugs with antitumor and antiviral properties. It is also used as a ligand for the preparation of metal complexes and coordination compounds. Overall, N-(3,4-Dimethylphenyl)maleamic acid is an important chemical intermediate with diverse applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C12H13NO3/c1-8-3-4-10(7-9(8)2)13-11(14)5-6-12(15)16/h3-7H,1-2H3,(H,13,14)(H,15,16)

Upstream product

• 108-31-6 maleic anhydride 
• 95-64-7 4-amino-o-xylene 

Downstream Products

• 64059-57-0 1-(3,4-dimethylphenyl)-1H-pyrrole-2,5-dione 
• 1221263-16-6 methyl N-(3,4-dimethylphenyl)maleamate 
• 85843-52-3 1-(3,4-Dimethyl-phenyl)-5-oxa-1-aza-spiro[3.4]oct-7-ene-2,6-dione 

Relevant articles and documents

Synthesis and biological evaluation of novel benzylidene-succinimide derivatives as noncytotoxic antiangiogenic inhibitors with anticolorectal cancer activity in vivo

A novel series of benzylidene-succinimide derivatives were synthesized, characterized and evaluated for their cytotoxicities against HCT116, and SW480 cancer cells and NCM460 normal human cells. Their antiangiogenic capabilities were evaluated using a chick chorioallantoic membrane (CAM) assay. The compound, XCF-37b, was selected as the most potent antiangiogenic inhibitor with noncytotoxicity to evaluate the pharmacological effects on human umbilical vein endothelial cells (HUVECs) and cancer cells in vivo and in vitro. The results showed that XCF-37b inhibited HT29-cell colon tumor growth in vivo, without showing cytotoxicity against the five other cancer cell lines in vitro. Experiments confirmed that XCF-37b had obvious antiangiogenic activity by HUVEC migration and invasion and rat aortic ring angiogenesis ex vivo. Mechanism studies showed that XCF-37b inhibited the AKT/mTOR and VEGFR2 signaling pathways, as evidenced by decreased expressions of phosphor-AKT (p-AKT), p-mTOR, p-VEGFR2 (Tyr175), p-Src (Tyr416), p-FAK (Tyr925), and p-Erk1/2 (Thr202/Tyr204). Moreover, XCF-37b significantly decreased the protein expressions of matrix metalloproteinase-2 (MMP-2), MMP-9 and hypoxia-inducible factor-1α (HIF-1α). XCF-37b generally regulated angiogenic inhibition through several regulatory pathways, without significantly interfering with colorectal cancer cell growth.

Syntheses of 4-(3,5-bisphenylmethylene-4-oxopiperidin-1-yl)-4-oxo-but-2Z-enoic acid arylamides as candidate cytotoxic agents

The title compounds were designed and synthesized as candidate cytotoxic agents. They were synthesized by reacting 3,5-bisphenylmethylene-piperidin-4-one with the appropriate 3-arylcarbamoylacrylic acids. These reactions follow an unusual mechanism and deviate from the previously reported reactions on similar substrates.