90869-71-9

Basic information

• Product Name: 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide
• Synonyms: 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide
• CAS NO: 90869-71-9
• Molecular Weight: 213.664
• Mol File: 90869-71-9.mol

Chemical Properties

• CAS DataBase Reference: 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide(90869-71-9)
• EPA Substance Registry System: 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide(90869-71-9)

Safety Data

• Hazardous Substances Data: 90869-71-9(Hazardous Substances Data)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 102-50-1 2-methyl-4-methoxyaniline 
• 39495-15-3 4-acetamido-3-methylphenol 
• 31601-41-9 N-(4-methoxy-2-methylphenyl)acetamide 

Relevant articles and documents

Design, synthesis and biological evaluation studies of novel small molecule ENPP1 inhibitors for cancer immunotherapy

Ecto-nucleotide pyrophosphatase/phosphodiesterases 1 (ENPP1 or NPP1), is an attractive therapeutic target for various diseases, primarily cancer and mineralization disorders. The ecto-enzyme is located on the cell surface and has been implicated in the control of extracellular levels of nucleotide, nucleoside and (di) phosphate. Recently, it has emerged as a critical phosphodiesterase that hydrolyzes cyclic 2′3′- cGAMP, the endogenous ligand for STING (STimulator of INterferon Genes). STING plays an important role in innate immunity by activating type I interferon in response to cytosolic 2′3′-cGAMP. ENPP1 negatively regulates the STING pathway and hence its inhibition makes it an attractive therapeutic target for cancer immunotherapy. Herein, we describe the design, optimization and biological evaluation studies of a series of novel non-nucleotidic thioguanine based small molecule inhibitors of ENPP1. The lead compound 43 has shown good in vitro potency, stability in SGF/SIF/PBS, selectivity, ADME properties and pharmacokinetic profile and finally potent anti-tumor response in vivo. These compounds are a good starting point for the development of potentially effective cancer immunotherapy agents.

Synthesis and Biological Evaluation of Dithiobisacetamides as Novel Urease Inhibitors

Thirty-eight disulfides containing N-arylacetamide were designed and synthesized in an effort to develop novel urease inhibitors. Biological evaluation revealed that some of the synthetic compounds exhibited strong inhibitory potency against both cell-free urease and urease in intact cell with low cytotoxicity to mammalian cells even at concentration up to 250 μM. Of note, 2,2′-dithiobis(N-(2-fluorophenyl)acetamide) (d7), 2,2′-dithiobis(N-(3,5-difluorophenyl)acetamide) (d24), and 2,2′-dithiobis(N-(3-fluorophenyl)acetamide) (d8) were here identified as the most active inhibitors with IC50 of 0.074, 0.44, and 0.81 μM, showing 32- to 355-fold higher potency than the positive control acetohydroxamic acid. These disulfides were confirmed to bind urease without covalent modification of the cysteine residue and to inhibit urease reversibly with a mixed inhibition mechanism. They also showed very good anti-Helicobacter pylori activities with d8 showing a comparable potency to the clinical used drug amoxicillin. The impressive in vitro biological profile indicated their immense potential as therapeutic agents to tackle H. pylori caused infections.

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