18520-63-3

Usage

Molecular structure

A phthalic acid molecule with one of its carboxylic acid groups esterified with a phenylmethyl (benzyl) group

Physical state

Colorless, oily liquid

Odor

Slightly sweet

Uses

a. Plasticizer in vinyl flooring, adhesives, and synthetic resins
b. Solvent for dyes, perfumes, and insect repellents

Toxicity

Relatively low, but can cause skin and eye irritation

Health effects

Potential liver and kidney damage in high concentrations

Environmental impact

Potential environmental and health impacts, requiring cautious handling and appropriate safety measures

Upstream product

• 19851-61-7 p-dibenzyl benzenedicarboxylate 
• 100-39-0 benzyl bromide 
• 619-66-9 4-Carboxybenzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-21-0 terephthalic acid 
• 100-20-9 terephthaloyl chloride 
• 78767-55-2 benzyl 4-formylbenzoate 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 

Downstream Products

• 24938-64-5 N-{4-[3-(3-Dimethylamino-propyl)-ureido]-phenyl}-terephthalamic acid benzyl ester 
• 619337-62-1 N-(O-benzylterephthaloyl)-D-leucine 3,5-dimethylphenyl ester 
• 619337-61-0 N-(O-benzylterephthaloyl)-L-leucine 3,5-dimethylphenyl ester 
• 891999-13-6 terephthalic acid 1-benzyl ester 4-(4-hexadecyloxy-phenyl) ester 
• 126657-59-8 3-nitrophenyl 4-(4-octyloxyphenoxycarbonyl)benzoate 
• 25061-09-0 4-chlorocarbonylbenzoic acid phenyl ester 
• 20576-83-4 4-(phenoxycarbonyl)benzoic acid 
• 123688-95-9 phenyl 4-(4-octyloxyphenoxycarbonyl)benzoate 

Relevant academic research and scientific papers

Cyclic polybutylene terephthalate preparation

The invention specifically discloses a preparation method of novel cyclicpolybutylece terephthalate (PBT) dimer, wherein paraphthaloyl chloride and 1,4-butanediol are used as the raw materials for oriented synthesis of the cyclicpolybutylece terephthalate dimer through a protection and deprotectionstrategy, and the method is used for contrast analysis and detection of cyclicpolybutylece terephthalate dimer impurities in a PBT plastic. The chemical structural formula of the cyclicpolybutylece terephthalate dimer is described in the specification.

Pyrimido-saturated fatty cyclodiamine compound and application thereof

The inventor of the invention designs and synthesizes a pyrimido-saturated fatty cyclodiamine compound of a brandnew structure. Tests show that most of compounds in the pyrimido-saturated fatty cyclodiamine compound disclosed by the invention have good inhibitory activity on three target spots, namely spleen tyrosine kinase (Syk), a stem cell receptor c-Kit and a platelet-derived growth factor (PDGFR-alpha); and a part of compounds show relatively good inhibitory activity in proliferation activity inhibitory experiments for synovial cells and mast cells related to inflammation and can effectively inhibit secretion of inflammatory cytokines IL-6, MMP-3 and TNF-alpha in corresponding cells and show relatively good anti-rheumatoid arthritis (RA) pharmaceutical effect. The pyrimido-saturated fat cyclodiamine compound lays a structure foundation for further design and development of a novel anti-RA medicine in future.

Polybutylene terephthalate cyclic trimerization preparation of (by machine translation)

The invention specifically has described a kind of new cyclic trimeric butylene terephthalate (Cyclic PBT Dimer) method for preparing, in the terephthalic chloride and 1, the 4 the protecting [...] butanediol as raw material with oriented synthesis strategy of deprotection of the polybutylene terephthalate cyclic trimerization, in the plastics can be used for the PBT polybutylene terephthalate cyclic trimerization contrast analysis of the impurity with the detection. Said product of this invention the chemical structural formula is: (by machine translation)

Mirror symmetry breaking in cubic phases and isotropic liquids driven by hydrogen bonding

Achiral supramolecular hydrogen bonded complexes between rod-like 4-(4-alkoxyphenylazo)pyridines and a taper shaped 4-substituted benzoic acid form achiral (Ia3d) and chiral “Im3m-type” bicontinuous cubic (I432) phases and a chiral isotropic liquid mesophase (Iso1[*]). The chiral phases, resulting from spontaneous mirror symmetry breaking, represent conglomerates of macroscopic chiral domains eventually leading to uniform chirality.

Design, synthesis, and biological evaluation of novel matrix metalloproteinase inhibitors as potent antihemorrhagic agents: From hit identification to an optimized lead

Growing evidence suggests that matrix metalloproteinases (MMP) are involved in thrombus dissolution; then, considering that new therapeutic strategies are required for controlling hemorrhage, we hypothesized that MMP inhibition may reduce bleeding by delaying fibrinolysis. Thus, we designed and synthesized a novel series of MMP inhibitors to identify potential candidates for acute treatment of bleeding. Structure-based and knowledge-based strategies were utilized to design this novel chemical series, α-spiropiperidine hydroxamates, of potent and soluble (>75 μg/mL) pan-MMP inhibitors. The initial hit, 12, was progressed to an optimal lead 19d. Racemic 19d showed a remarkable in vitro phenotypic response and outstanding in vivo efficacy; in fact, the mouse bleeding time at 1 mg/kg was 0.85 min compared to 29.28 min using saline. In addition, 19d displayed an optimal ADME and safety profile (e.g., no thrombus formation). Its corresponding enantiomers were separated, leading to the preclinical candidate 5 (described in Drug Annotations series, J. Med. Chem. 2015, 10.1021/jm501939z).

ALLOSTERIC MODULATORS OF FACTOR XIa AS ANTICOAGULANT AGENTS

Compounds which allosterically modulate and/or inhibit factor XIa activity are provided, as are methods of their use. These compounds include i) sulfated gallolyl glucosides, ii) sulfated quinazolinones, and iii) sulfated inositol analogs. The compounds used as anticoagulant agents.

N-(4-Substituted-benzoyl)-N′-(β-d-glucopyranosyl)ureas as inhibitors of glycogen phosphorylase: Synthesis and evaluation by kinetic, crystallographic, and molecular modelling methods

N-(4-Substituted-benzoyl)-N′-(β-d-glucopyranosyl) ureas (substituents: Me, Ph, Cl, OH, OMe, NO2, NH2, COOH, and COOMe) were synthesised by ZnCl2 catalysed acylation of O-peracetylated β-d-glucopyranosyl urea as well as in reactions of O-peracetylated or O-unprotected glucopyranosylamines and acyl-isocyanates. O-deprotections were carried out by base or acid catalysed transesterifications where necessary. Kinetic studies revealed that most of these compounds were low micromolar inhibitors of rabbit muscle glycogen phosphorylase b (RMGPb). The best inhibitor was the 4-methylbenzoyl compound (Ki = 2.3 μM). Crystallographic analyses of complexes of several of the compounds with RMGPb showed that the analogues exploited, together with water molecules, the available space at the β-pocket subsite and induced a more extended shift of the 280s loop compared to RMGPb in complex with the unsubstituted benzoyl urea. The results suggest the key role of the water molecules in ligand binding and structure-based ligand design. Molecular docking study of selected inhibitors was done to show the ability of the binding affinity prediction. The binding affinity of the highest scored docked poses was calculated and correlated with experimentally measured Ki values. Results show that correlation is high with the R-squared (R2) coefficient over 0.9.

An efficient route to the synthesis of symmetric and asymmetric diastereomerically pure fullerene triads

A new synthetic route based on the stepwise functionalisation of fullerene cages allows the facile formation of linear, diastereomerically pure triads incorporating two different fullerene cages linked by an organic spacer group. The critical coupling step of two fullerene cages via activation by N,N′-dicyclohexylcarbodiimide was systematically investigated to reveal that the yield of the coupling is maximised in o-dichlorobenzene at high concentrations of the reactant fullerene nucleophile, while in more polar solvents or at lower concentrations of reactants the formation of unwanted side-products (such as guanidine-, N-acylurea- and anhydride-functionalised fullerenes) is favoured. The resultant triads possess an atypically good solubility for this class of compound, which enabled full detailed characterisation by 1H and 13C NMR, IR and UV-vis spectroscopies and by MALDI-TOF mass spectrometry.

Synthesis of benzoic acids and polybenzamides containing tertiary alkylamino functionality

The high-yielding and easily scalable synthesis of a number of benzoic acids bearing a tertiary alkylamino functionality has been achieved. The flexible synthesis began from readily available aminobenzoic acids or terephthaloyl chloride and requires almost no chromatography. Coupling of the synthesised amino acids to a range of substituted anilines was achieved when utilizing a specific combination of DIC, HOBt and DMAP.

Organocatalyzed anodic oxidation of aldehydes

A method for the catalytic formation of electroauxiliaries and subsequent anodic oxidation has been developed. The process interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. We demonstrate the applicability of this method as a one-pot conversion of aldehydes to esters for a broad range of aldehyde and alcohol substrates. Furthermore, the anodic oxidation reactions are very clean, producing only H2 gas as a result of cathodic reduction.