4695-37-8

Usage

Uses

Used in Pharmaceutical Development:
(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)(phenyl)acetic acid is utilized as a key component in the development of new pharmaceuticals due to its potential medicinal applications. It has been studied for its anti-inflammatory and analgesic effects, which positions it as a promising candidate for drug discovery aimed at treating various conditions that involve inflammation and pain.
Used in Organic Synthesis:
In the field of organic synthesis, (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)(phenyl)acetic acid serves as a versatile building block. Its reactivity allows for the synthesis of a wide range of chemical compounds, which can be applied across different industries and research areas, highlighting its importance in creating novel and diverse chemical entities for various applications.

Upstream product

• 85-44-9 phthalic anhydride 
• 2835-06-5 phenylglycin 
• 532-28-5 (RS)-mandelonitrile 
• 16750-42-8 2-amino-2-phenylacetonitrile 

Downstream Products

• 19883-41-1 D-phenylglycine methyl ester hydrochloride 
• 1313238-73-1 2-[(3-methyl-4-oxo-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)phenylmethyl]isoindole-1,3-dione 
• 1313238-75-3 7-(aminophenylmethyl)-3-methyl[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 

Relevant academic research and scientific papers

Synthesis of Quaternary α-Fluorinated α-Amino Acid Derivatives via Coordinating Cu(II) Catalytic α-C(sp3)-H Direct Fluorination

A coordinating, copper-catalyzed direct α-C(sp3)-H fluorination method has been developed to prepare vital quaternary α-fluorinated α-amino acid derivatives. A Cu(II) catalytic SET oxidative addition mechanism is proposed, involving a key fluoride-coupled Cu(II) charge transfer complex. The protocol can tolerate a rich variety of α-amino acids, for which the auxiliary group is removed in high yield and substituted for the direct preparation of dipeptide derivatives with detachable, single absolute configurations of the target compounds.

1-Imidoalkylphosphonium salts with modulated Cα–P+ bond strength: synthesis and application as new active α-imidoalkylating agents

An effective synthesis of the hitherto unknown 1-imidoalkylphosphonium salts has been developed in the reported study. The crucial step in the method included the decarboxylative α-methoxylation of N-phthaloyl- or N-succinylamino acids to the corresponding N-(1-methoxyalkyl)imides, followed by the displacement of the methoxy group by the triarylphosphonium group through melting of the imide derivative with triarylphosphonium tetrafluoroborate. The imidoalkylating properties of the obtained 1-imidoalkylphosphonium salts were tested using the Tscherniac–Einhorn-type reaction with aromatic hydrocarbons as a model reaction. It was found that the Cα–P+ bond strength can be considerably reduced and the imidoalkylation of arenes can be markedly facilitated using 1-imidoalkylphosphonium salts derived from triarylphosphines with electron-withdrawing substituents such as tris(m-chorophenyl)phosphine, tris(p-chlorophenyl)phosphine and tris[p-(trifluoromethyl)phenyl]phosphine. Microwave irradiation also considerably facilitates the cleavage of the highly polar Cα–P+ bond.

Design, synthesis and mechanism of novel shikonin derivatives as potent anticancer agents

In this study, a series of novel shikonin derivatives (30-49) were designed and synthesized and their anti-proliferative activities were evaluated against five different cancer cell lines, including HeLa, HepG2, MCF-7, BGC and A549. Some of the compounds show strong anti-proliferative effects against HeLa, HepG2 and MCF-7 with IC50 values ranging from 1.26 to 18.50 μM and show lower side effects towards normal cell lines as compared to shikonin. Compared to other compounds and shikonin itself, compound 40 displayed much stronger anti-proliferative effects against various cancer cell lines. Furthermore, the flow cytometry results demonstrated that compound 40 could obviously induce apoptosis in a dose- and time-dependent manner and also cause cell cycle arrest at the G2/M phase. For further investigation of the aforementioned mechanisms, we performed Western blot experiments and found that the cleavage of PARP and upstream caspase-3 increased; moreover, caspase-9 was activated by cleavage but not caspase-8. These aforementioned results also indicate that compound 40 could induce caspase-9 involved apoptosis and G2/M phase cell cycle arrest via the P21, p-CDC2 (Tyr15) pathway independent of P53.

NOVEL POLY(ARALKYL KETONE)S AND METHODS OF PREPARING THE SAME

Disclosed are processes for preparing modifiable poly(aralkyl ketone)s having active methylene group(s) in the main chain comprising reacting an aralkanoic acid or mixtures thereof in the presence of one alkane or aryl sulfonic acid and a condensing agent. Also disclosed are novel modifiable poly(aralkyl ketone)s obtainable by the processes of the inventions.