5465-90-7

Usage

Uses

Used in Pharmaceutical Industry:
2-[(4-chlorophenyl)amino]acetic acid is used as a chemical intermediate for the synthesis of pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, potentially contributing to advancements in medicine.
Used in Chemical Industry:
In the chemical industry, 2-[(4-chlorophenyl)amino]acetic acid is used as a precursor in the production of various chemical substances. Its reactivity and functional groups make it a valuable asset in the synthesis of a wide range of products.
Used in Materials Science:
2-[(4-chlorophenyl)amino]acetic acid is employed as a building block in the development of new materials. Its properties can be harnessed to create materials with specific characteristics, such as improved strength or chemical resistance, for use in various applications.

Upstream product

• 106-47-8 4-chloro-aniline 
• 79-11-8 chloroacetic acid 
• 598-21-0 2-Bromoacetyl bromide 
• 298-12-4 Glyoxilic acid 
• 50-00-0 formaldehyd 
• 151-50-8 potassium cyanide 

Downstream Products

• 5336-36-7 N-[N-acetyl-N-(4-chloro-phenyl)-glycyl]-N-(4-chloro-phenyl)-glycine 
• 99420-98-1 N-Acetyl-N-(4-chlorophenyl)glycine 
• 132465-71-5 N-[(4-chloro-phenoxy)-acetyl]-N-(4-chloro-phenyl)-glycine 
• 100116-69-6 dimethyl 2,2'-((4-chlorophenyl)azanediyl)diacetate 
• 2521-89-3 ethyl 2-((4-chlorophenyl)amino)acetate 
• 829-31-2 3-(4-chlorophenyl)sydnone 
• 162927-66-4 4-(2-thienyl)-2-(trifluoromethyl)-3-oxazolin-5-one 
• 122460-66-6 4-(p-chlorophenyl)-2-(trifluoromethyl)-1,3-oxazol-5-one 
• 60085-70-3 N-[2-(3,4-dibenzyloxyphenyl)ethyl]-2-(p-chloroanilino)acetamide 
• 87564-95-2 Cu(N-(p-chlorophenyl)glycinate)2 
• 949574-75-8 (3aR,6S,6aR)-cis-1-(4-chloro)phenyl-5-tosyl-6-benzyloctahydropyrrolo[3,4-b]pyrrole 
• 131770-31-5 N-(4-Chlorophenyl)glycine methyl ester 
• 1225057-55-5 3-(4-chlorophenyl)-4-(4-methoxyphenyl)sydnone 
• 1225057-57-7 3-(4-chlorophenyl)-4-(2-thiophenyl)sydnone 

Relevant academic research and scientific papers

Perovskite as Recyclable Photocatalyst for Annulation Reaction of N-Sulfonyl Ketimines

A sustainable and cost-effective manner for the photocatalytic annulation reaction of N-sulfonyl ketimines with N-arylglycines to synthesize imidazolidine-fused sulfamidates (31 examples) by employing CsPbBr3 as a heterogeneous photocatalyst has been developed. The catalyst CsPbBr3 can be simply recovered from the reaction mixture and reused at least five times without an obvious reduction in its photocatalytic reactivity, exhibiting a high catalyst economic feature.

Discovery and evolution of 12N-substituted aloperine derivatives as anti-SARS-CoV-2 agents through targeting late entry stage

So far, there is still no specific drug against COVID-19. Taking compound 1 with anti-EBOV activity as the lead, fifty-four 12N-substituted aloperine derivatives were synthesized and evaluated for the anti-SARS-CoV-2 activities using pseudotyped virus model. Among them, 8a exhibited the most potential effects against both pseudotyped and authentic SARS-CoV-2, as well as SARS-CoV and MERS-CoV, indicating a broad-spectrum anti-coronavirus profile. The mechanism study disclosed that 8a might block a late stage of viral entry, mainly via inhibiting host cathepsin B activity rather than directly targeting cathepsin B protein. Also, 8a could significantly reduce the release of multiple inflammatory cytokines in a time- and dose-dependent manner, such as IL-6, IL-1β, IL-8 and MCP-1, the major contributors to cytokine storm. Therefore, 8a is a promising agent with the advantages of broad-spectrum anti-coronavirus and anti-cytokine effects, thus worthy of further investigation.

Exploiting Synergistic Catalysis for an Ambient Temperature Photocycloaddition to Pyrazoles

Sydnone-based cycloaddition reactions are a versatile platform for pyrazole synthesis, however they operate under harsh conditions (high temperature and long reaction times). Herein we report a strategy that addresses this limitation utilizing the synergistic combination of organocatalysis and visible-light photocatalysis. This new approach proceeds under ambient conditions and with excellent levels of regiocontrol. Mechanistic studies suggest that photoactivation of sydnones, rather than enamines, is key to the successful implementation of this process.

Photo-polymerization properties of type-II photoinitiator systems based on 2-chlorohexaaryl biimidazole (o-Cl-HABI) and various N-phenylglycine (NPG) derivatives

A series of p-substituted NPG derivatives (Cl-NPG, OMe-NPG and NO2-NPG) comprising different push-pull characteristics have been synthesized and characterized. The NPG derivatives have good thermal stability and red shifted absorption when comp

Flexibility of small molecular CD4 mimics as HIV entry inhibitors

CD4 mimics such as YIR-821 and its derivatives are small molecules which inhibit the interaction between the Phe43 cavity of HIV-1 gp120 with host CD4, an interaction that is involved in the entry of HIV to cells. Known CD4 mimics generally possess three

Ultrafast Click Chemistry with Fluorosydnones

We report the synthesis and reactivity of 4-fluorosydnones, a unique class of mesoionic dipoles displaying exquisite reactivity towards both copper-catalyzed and strain-promoted cycloaddition reactions with alkynes. Synthetic access to these new mesoionic compounds was granted by electrophilic fluorination of σ-sydnone PdIIprecursors in the presence of Selectfluor. Their reactions with terminal and cyclic alkynes were found to proceed very rapidly and selectively, affording 5-fluoro-1,4-pyrazoles with bimolecular rate constants up to 104m?1s?1, surpassing those documented in the literature with cycloalkynes. Kinetic studies were carried out to unravel the mechanism of the reaction, and the value of 4-fluorosydnones was further highlighted by successful radiolabeling with [18F]Selectfluor.

ALLOSTERIC PROTEIN KINASE MODULATORS

The invention provides specific small molecule compounds that allosterically regulate the activity or modulate protein-protein interactions of AGC protein kinases and the Aurora family of protein kinases, methods for their production, pharmaceutical compositions comprising same, and their use for preparing medicaments for the treatment and prevention of diseases related to abnormal activities of AGC protein kinases or of protein kinases of the Aurora family.

Synthesis of 2 H-indazoles by the [3 + 2] dipolar cycloaddition of sydnones with arynes

A rapid and efficient synthesis of 2H-indazoles has been developed using a [3 + 2] dipolar cycloaddition of sydnones and arynes. A series of 2H-indazoles have been prepared in good to excellent yields using this protocol, and subsequent Pd-catalyzed coupl

Practical syntheses of oxindole derivatives: Chemical development towards 2-(5-chloro-2-oxo-2,3-dihydroindol-1-yl)acetamide and (S)-2-(5-Chloro-2-oxo-2,3- dihydroindol-1-yl)propionamide

We describe development of scalable syntheses of novel oxindole-type SV2A ligands with improved potency towards seizure suppression.

Synthesis and evaluation of phenyl substituted sydnones as potential DPPH-radical scavengers

A series of phenyl substituted sydnones has been synthesized and their radical-scavenging activity has been studied on DPPH free radical. Out of eighteen compounds screened, nine compounds show interesting activity. A mechanism is presented whereby sydnones scavenge DPPH radical through donating H-atom at 4th-position. Its strong radical-scavenging activity mainly arises from 1, 2, 3-oxadiazolium-5-olate ring. Different substituents and their positions on the phenyl ring differently influence DPPH scavenging activity and therefore, may provide clues to design and develop better free-radical scavenging sydnones with multiple activities.