106727-86-0

Usage

Appearance

Colorless, flammable liquid

Primary use

Production of polyethylene terephthalate (PET) resin

PET resin applications

Plastic bottles, fibers, and films

Additional uses

Precursor in the synthesis of various chemicals and polymers

Toxicity

Relatively low toxicity

Environmental impact

Not expected to be harmful to human health or the environment when used as intended

Safety precautions

Handle and store with care to avoid potential health and safety hazards

Upstream product

• 67-56-1 methanol 
• 56962-08-4 4,5-dichlorophthalic acid 
• 942-06-3 4,5-dichlorophthalic anhydride 
• 74-88-4 methyl iodide 

Downstream Products

• 15997-89-4 4,5-dichlorophthalimide 
• 24006-92-6 4,5-dichlorobenzene-1,2-dimethanol 
• 21903-56-0 1,2-bis(bromomethyl)-4,5-dichlorobenzene 
• 1092448-42-4 2-(2-cyclobutyloxy-3-methyl-benzoylamino)-5,6-dichloro-indan-2-carboxylic acid ethyl ester 
• 1092446-91-7 2-(2-cyclobutyloxy-3-methyl-benzoylamino)-5,6-dichloro-indan-2-carboxylic acid 
• 171614-40-7 4,5-dichlorobenzene-1,2-dioyl dichloride 
• 56962-08-4 4,5-dichlorophthalic acid 
• 220358-31-6 4,5-dichloro-1,2-bis[S-(2-pyridyl)]benzenedithioate 

Relevant academic research and scientific papers

Design and characterization of 4,5-bis(diarylamino)phthalic acid diesters as a new class of fluorophores exhibiting efficient blue emission in the solid state

We developed 4,5-bis(diarylamino)phthalic acid diesters as blue fluorophores exhibiting efficient photoluminescence in powder and in a thin film of pol(methyl methacrylate). Increasing the electron-donating nature of the substituents in the para positions

Unsymmetrically-Substituted 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione Scaffold—A Useful Tool for Bioactive Molecules Design

Unsymmetrically N-substituted and N,N’-disubstituted 5,12-dihydrodibenzo [b,f][1,4]diazocine-6,11-diones were synthesized in the new protocol. The desired modifications of the dibenzodiazocine scaffold were introduced at the stages of proper selection of building blocks as well as post-cyclization modifications with alkylation or acylation agents, expanding the structural diversity and possible applications of synthesized molecules. The extension of developed method resulted in the synthesis of novel: tricyclic 5,10-dihydrobenzo[b]thieno[3,4-f][1,4]diazocine-4,11-dione scaffold and fused pentacyclic framework possessing two benzodiazocine rings within its structure. Additionally, the unprecedented rearrangement of 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-diones to 2-(2-aminophenyl)isoindoline-1,3-diones was observed under the basic conditions in the presence of sodium hydride for secondary dilactams. The structures of nine synthesized products have been established by single-crystal X-ray diffraction analysis. Detailed crystallographic analysis of the investigated tri- and pentacyclic systems has shed more light on their structural features. One cell line derived from non-cancerous cells (EUFA30—human fibroblasts) and three tumor cells (U87—human primary glioblastoma, HeLa—cervix adenocarcinoma, BICR18—laryngeal squamous cell carcinoma) were used to determine the cytotoxic effect of the newly synthesized compounds. Although these compounds showed a relatively weak cytotoxic effect, the framework obtained for 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione could serve as a convenient privilege structure for the design and development of novel bioactive molecules suitable for drug design, development and optimization programs.

Synthesis of Core-Modified Third-Generation Light-Driven Molecular Motors

The synthesis and characterization of a series of light-driven third-generation molecular motors featuring various structural modifications at the central aromatic core are presented. We explore a number of substitution patterns, such as 1,2-dimethoxybenzene, naphthyl, 1,2-dichlorobenzene, 1,1′:2′,1″-terphenyl, 4,4″-dimethoxy-1,1':2′,1″-terphenyl, and 1,2-dicarbomethoxybenzene, considered essential for designing future responsive systems. In many cases, the synthetic routes for both synthetic intermediates and motors reported here are modular, allowing for their post-functionalization. The structural modifications introduced in the core of the motors result in improved solubility and a bathochromic shift of the absorption maxima. These features, in combination with a structural design that presents remote functionalization of the stator with respect to the fluorene rotors, make these novel motors particularly promising as light-responsive actuators in covalent and supramolecular materials.

Functionalized and Degradable Polyphthalaldehyde Derivatives

Polymers that depolymerize back to monomers can be repeatedly chemically recycled, thereby reducing their environmental impact. Polyphthalaldehyde is a metastable polymer that can rapidly and quantitatively depolymerize due to its low ceiling temperature. However, the effect of substitution on the physical and chemical properties of polyphthalaldehyde derivatives has not been systematically studied. Herein, we investigate the cationic polymerization of seven o-phthalaldehyde derivatives and demonstrate that judicious choice of substituent results in materials with a wide range of ceiling temperatures (-60 to 106 °C) and decomposition temperatures (109-196 °C). We anticipate that these new polymers and their derivatives will enable researchers to access degradable materials with tunable thermal, physical, and chemical properties.

The organic EL element emitting material

PROBLEM TO BE SOLVED: To provide a compound for a light-emitting material having high light-emitting efficiency even in a solid state, and to provide the light-emitting material using the compound, and an organic EL element.SOLUTION: A bis(diarylamino)pht

A convenient procedure for bis-esterification of cyclic anhydrides

Aromatic and aliphatic cyclic anhydrides are chemoselectively and conveniently transformed to the corresponding diesters by the use of DBU and appropriate alkyl/allyl halides. This bis-esterification reaction has been exemplified mostly with dimethyl esters. But in some cases, mixed dialkyl esters are also prepared.

SUBSTITUTED BENZOYLAMINO-INDAN-2-CARBOXYLIC ACIDS AND RELATED COMPOUNDS

The present invention relates to A compound of the formula Ia wherein in any of its stereoisomers forms or a mixture of stereoisomeric forms in any ratio, or a physiologically acceptable salt thereof, wherein the substituents are as described herein. The inventive compounds have CXCR5 inhibitory activity are particularly useful in treating or preventing various inflammatory diseases, such as rheumatoid arthritis, multiple sclerosis, lupus, Crohn's Disease, associated with the modulation of the human CXCR5 receptor.

Synthesis of 4,5-dianilinophthalimide and related analogues for potential treatment of Alzheimer's Disease via palladium-catalyzed animation

DAPH (4,5-dianilinophthalimide) has previously been shown to reverse the formation of neurotoxic fibrils associated with Alzheimer's disease. We have developed a synthetic route to DAPH and structurally related analogues that employs palladium-catalyzed a

Analogues of N(α)-(4-amino-4-deoxypteroyl)-N(δ)-hemiphthaloyl-L- ornithine (PT523) modified in the side chain: Synthesis and biological evaluation

Four heretofore undescribed side chain analogues of N(α)-(4-amino-4- deoxypteroyl)-N(δ)-hemiphthaloyl-L-ornithine (PT523, 4) were synthesized via straightforward methods of antifolate chemistry, and their properties were compared with those of PT523 and two related compounds with the aim of defining the contribution of the hemiphthaloyl-L-ornithine moiety to the exceptional in vitro antitumor activity of this novel non-polyglutamatable aminopterin analogue. The IC50 values of N(α)-(4-amino-4-deoxypteroyl)- N(β)-hemiphthaloyl-L-2,3-diaminopropanoic acid (10) and N(α)-(4-amino-4- deoxypteroyl)-N(γ)-hemiphthaloyl-L-2,4-diaminobutanoic acid (9) against A549 human non-small-cell lung carcinoma cells in culture were 23 and 22 nM, whereas those of PT523 and N(α)-(4-amino-4-deoxypteroyl)-N(ε)- hemiphthaloyl-L-lysine (8) were 1.3 and 5.2 nM. A decrease in the in vitro activities of 8 and 9 relative to PT523 was also observed against the panel of cell lines used by the National Cancer Institute to screen new drugs. However the potency of 8 and 9 remained several times greater than that of the historical control methotrexate against many of the cell lines in the screening panel. In an in vivo tumor model, SCC-VII murine squamous cell carcinoma, 9 and methotrexate were well tolerated as 5-day continuous infusions at doses of 0.52 and 0.75 mg/kg/day, whereas the highest tolerated dose of PT523 on this schedule was 0.19 mg/kg/day, in agreement with its lower IC50 in culture. To assess the importance of the hemiphthaloyl group in PT523, N(α)-(4-amino-4-deoxypteroyl)-N(δ)-isophthaloyl-L-ornithine (11), N(α)-(4-amino-4-deoxypteroyl)-N(δ)-terephthaloyl-L-ornithine (12), and N(α)-(4-amino-4-deoxypteroyl)-N(δ)-(4,5-dichlorohemiphthaloyl)-L-ornithine (13) were also synthesized. The IC50 values of 11 and 12 against A549 cells were 45 and 3300 nM, as compared with 1.3 nM for PT523 and 23 nM for methotrexate. In a clonogenic assay against SCC25 human squamous cell carcinoma cells, the IC50 values of 11 and 12 were 2.9 and 72 nM, as compared with 0.3 nM for PT523 and 27 nM for methotrexate. Thus, activity was decreased by moving the aromatic carboxyl group in PT523 to the meta position and was further diminished by moving it to the para position. The IC50 of the halogenated analogue 13 against SCC25 human head and neck squamous carcinoma cells was 18 nM, suggesting lack of tolerance for this 4,5- disubstitution in the phthaloyl moiety. Our results suggest that the combination of a hemiphthaloyl group and three CH2 groups in the side chain are critical determinants of the potent in vitro activity of PT523.