6078-46-2

Upstream product

• 60-29-7 diethyl ether 
• 141-97-9 ethyl acetoacetate 
• 100-63-0 phenylhydrazine 

Downstream Products

• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 35467-82-4 ethyl 3-(phenylazo)but-2-enoate 
• 64-17-5 ethanol 
• 89-25-8 edaravone 
• 1016-41-7 5-ethoxy-3-methyl-1-phenyl-1H-pyrazole 
• 89193-18-0 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 2835-82-7 3-aminobutyric acid 
• 95-20-5 2-methyl-1H-indole 
• 63176-44-3 2-methyl-1H-indole-3-carboxylic acid 
• 53855-47-3 ethyl 2-methyl-1H-indole-3-carboxylate 
• 64598-48-7 4-Benzoyl-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 1335241-23-0 C₁₉H₂₁N₂O₃PS 
• 1335241-19-4 C₁₉H₂₁N₂O₃PS 
• 113502-46-8 3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethylester 

Relevant academic research and scientific papers

Preparation method of brain protective agent and key impurities thereof

The invention relates to a preparation method of a brain protective agent and key impurities thereof. According to the invention, phenylhydrazine and ethyl acetoacetate serve as raw materials, edaravone and three key impurities of edaravone are synthesized in the same route, wherein the three key impurities include a transition-state impurity, edaravone dimer nitrogen oxide and 5-methyl-2-phenyl-4-(propyl-2-iene)-2,4-dihydro-3H-pyrazol-3-one; compared with respective synthesis of edaravone and each impurity, the method has the advantage that time and cost are saved; and experiments prove that the method of preparing edaravone by firstly controlling the process for synthesizing the transition-state impurities and then changing the process are higher in the yield and the purity of edaravone compared with direct synthesis of edaravone.

Scale-Up of a Continuous Manufacturing Process of Edaravone

Edaravone belongs to a class of brain-protective agents, which can scavenge free radicals. To reduce impurities and improve the yield, a continuous flow production process of edaravone was developed. The synthesis is continuously carried out in two steps. The throughput can reach 11.328 kg/day and the purity of the final product is 99.95%, which are in accordance with the needs of production. This is an efficient and quick production process suitable for industrial production.

INDOLES AS RESPIRATORY SYNCYTIAL VIRUS ANTIVIRAL AGENTS

Indoles having inhibitory activity on RSV replication and having the formula I the prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms thereof; compositions containing these compounds as active ingredient and processes for preparing these compounds and compositions.

INDOLES AS RESPIRATORY SYNCYTIAL VIRUS ANTIVIRAL AGENTS

Indoles having inhibitory activity on RSV replication and having the formula I the prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms thereof, compositions containing these compounds as active ingredient and processes for preparing these compounds and compositions.

Synthesis and biological evaluation of 5-aryloxypyrazole derivatives bearing a rhodanine-3-aromatic acid as potential antimicrobial agents

Three novel series of 5-aryloxypyrazole derivatives have been synthesized and tested for their antibacterial activity. The majority of the synthesized compounds showed potent inhibitory activity against Gram-positive bacteria Staphylococcus aureus 4220, especially against the strains of multidrug-resistant clinical isolates (MRSA3167/3506 and QRSA3505/3519). Among which compounds IIIb, IIIg and IIIm showed the most potent levels of activity (MIC = 1 μg/mL) against the multidrug-resistant strains. And cytotoxic activity assay showed that the compounds tested did not affect cell viability on the Human cervical (HeLa) cells at their MICs. The current study therefore suggests that 5-aryloxypyrazoles bearing a rhodanine-3-aromatic acid moiety are promising scaffolds for the development of novel Gram-positive antibacterial agents.

Reaction of Lawesson's reagent with ester hydrazones: Synthesis of novel 3-thioxo-1,2,3-diazaphospholine derivatives

The reaction of ester hydrazones with Lawesson's reagent leads to a variety of new 3-thioxo-1,2,3-diazaphospholine derivatives. The reaction shows relative regioselectivity and gives in some cases a mixture of two diastereoisomers. The electronic and steric factors influencing the regioselectivity of the reaction are discussed.

A versatile synthesis of annulated carbazole analogs involving a domino reaction of bromomethylindoles with arenes/heteroarenes

A ZnBr2-mediated arylation of aryl/heteroaryl methyl bromides with arenes at 80°C led to the formation of arylated products, which underwent subsequent 1,5-sigmatropic rearrangement followed by electrocyclization and aromatiza tion with loss of a diethylmalonate unit to afford the corresponding annulated products.

Transformations of phenylhydrazones of dialkyl 2-oxo-propane-1,3- dicarboxylate and of ethyl acetoacetate in concentrated sulfuric acid

The hydrazones 3a,b, prepared from phenylhydrazine (1) and dialkyl 2-oxopropane-1,3-dicarboxylate (2a,b) were converted in concentrated sulfuric acid at -5 °C into a mixture of alkyl (3-carboxyindol-2-yl)acetates (5a,b), and ethyl (5-ethoxy-1-phenyl-1H-pyrazol-3-yl)acetate 6. The hydrazone 8, prepared from 1 and ethyl acetoacetate (7) was transformed under the same conditions into a mixture of five compounds: ethyl 2-methylindol-3-carboxylate (9), 2-methylindol-3-carboxylic acid (10), 2-methylindol (11), 5-ethoxy-3-methyl-1-phenyl-1H-pyrazole (12), and 3-methyl-1-phenyl-1H-pyrazol-5- one (13).