22123-17-7

Upstream product

• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 89-25-8 edaravone 
• 67-64-1 acetone 
• 759-58-0 ethyl isopropylidenecyanoacetate 
• 107-05-1 3-chloroprop-1-ene 
• 98-86-2 acetophenone 
• 59-88-1 phenylhydrazine hydrochloride 
• 7647-01-0 hydrogenchloride 
• 102889-99-6 4,10,11,11-tetramethyl-2,8-diphenyl-2,3,8,9-tetraaza-dispiro[4.0.4.1]undeca-3,9-diene-1,7-dione 
• 71-43-2 benzene 
• 100-63-0 phenylhydrazine 

Downstream Products

• 1080-89-3 4-hydroxyimino-3-methyl-1-phenyl-2-pyrazolin-5-one 
• 112116-92-4 2-(4-bromo-phenyl)-4,10,11,11-tetramethyl-8-phenyl-2,3,8,9-tetraaza-dispiro[4.0.4.1]undeca-3,9-diene-1,7-dione 
• 118661-97-5 4,10,11,11-tetramethyl-2-phenyl-8-p-tolyl-2,3,8,9-tetraaza-dispiro[4.0.4.1]undeca-3,9-diene-1,7-dione 
• 111751-07-6 2-Hydroxymethyl-2,7-dimethyl-5-phenyl-1-oxa-5,6-diaza-spiro[2.4]hept-6-en-4-one 
• 36755-40-5 2,2,7-trimethyl-5-phenyl-1-oxa-5,6-diazaspiro<2.4>hept-6-en-4-one 
• 89-25-8 edaravone 
• 67-64-1 acetone 
• 4595-01-1 4-(4-diethylaminophenylimino)-5-methyl-2-phenyl-3,4-dihydro-2H-pyrazol-3-one 
• 76973-32-5 6-Amino-3,4,4-trimethyl-1-phenyl-1,4-dihydro-pyrano[2,3-c]pyrazole-5-carbonitrile 
• 108161-20-2 3,4,4,6-Tetramethyl-1-phenyl-6-(5'-methyl-2'-phenyl-2',4'-dihydro-3H-pyrazol-3-one-4'-yl)-1,4,5,6-tetrahydropyrano<2,3-c>pyrazole 
• 1567-89-1 N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine 
• 110-20-3 acetone semicarbazone 
• 111751-06-5 2-Methyl-2-(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)-propionitrile 
• 37740-55-9 2-methoxy-3,3,4,5-tetramethyl-6-phenyl-3,5,6,6a-tetrahydro-2H-[1,2]oxaphospholo[5,4-c]pyrazole 2-oxide 

Relevant academic research and scientific papers

Combined inorganic base promoted N-addition/[2,3]-sigmatropic rearrangement to construct homoallyl sulfur-containing pyrazolones

The first sequentially combined inorganic base promoted N-addition/[2,3]-sigmatropic rearrangement reaction of α-alkylidene pyrazolinones and propargyl sulfonium salts has been reported to construct homoallyl sulfur-containing pyrazolones with moderate to excellent yields. α-Alkylidene pyrazolinones function as N-nucleophilic agents distinguished from the reported C-addition reactions. Propargyl sulfonium salts were first involved in the [2,3]-sigmatropic rearrangement protocol differentiated from the well-established annulation reactions. The excellent regioselectivity, the broad scope of substrates, gram-scale synthesis and convenient transformation embody the synthetic superiority of this cascade process.

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.

Direct and enantioselective vinylogous michael addition of α-alkylidenepyrazolinones to nitroolefins catalyzed by dual cinchona alkaloid thioureas

While several protocols exist for the asymmetric functionalization of pyrazolinones at the α-position relying on nucleophilic addition or annulation procedures, use of α-alkylidene electron-rich analogues in asymmetric vinylogous coupling to carbon electrophiles is substantially an uncharted domain. We now report, for the first time, that alkylidenepyrazolinones carrying an enolizable carbon at the γ-position efficiently participate in direct and asymmetric, catalytic vinylogous Michael-type additions to nitroolefins providing the expected adducts in high yields, with complete γ-site selectivity and with extraordinary levels of enantio-, diastereo-, and geometrical selectivities. Both enantiomeric adducts were equally accessed by employing a quasi-enantiomeric quinine- or quinidine-based thiourea catalyst pair.

Detection and Treatment of Schizophrenia

The present invention provides a method for diagnosing schizophrenia, and a schizophrenia diagnostic reagent or device for use in the method. The present invention further provides a therapeutic or ameliorating agent for schizophrenia, which is effective for the treatment or amelioration of schizophrenia. The therapeutic or ameliorating agent for schizophrenia contains a carbonyl scavenger or a carbonyl-modified protein formation inhibitor as an active ingredient. The method for diagnosing schizophrenia according to the present invention includes measuring at least one parameter in a subject, the parameter being selected from the group consisting of: (1) a genetic abnormality of glyoxalase I gene; (2) the expression level or activity of glyoxalase I in a biological sample; (3) the amount of a carbonyl compound or a carbonyl-modified protein that is a protein modified with the carbonyl compound; and (4) the amount of pyridoxal in a biological sample.

FACILE SYNTHESIS OF 4-SUBSTITUTED 2-PYRAZOLIN-5-ONES UNDER PHASE TRANSFER CATALYSIS

Nucleophilic displacement of organohalogen compounds by 2-pyrazolin-5-ones (1) in absence/or presence of carbon disulphide or phenyl isothiocyanate under phase transfer catalysis conditions have been studied to give 4-substituted-2-pyrazolin-5-ones (2-8)

A New Synthesis of 4,5-Dihydroxy-pyrazoles

1-Aryl-pyrazolin-5-ones 1 are converted by Knoevenagel condensation with acetone or by reaction with 2,2-dimethyl-1,3-dioxolane 6 to 1-aryl-4-isopropyliden-pyrazolin-5-ones 2.The compounds 2 are epoxidized by hydrogen peroxide forming the spiro-epoxides 3, which can be cleaved to 4,5-dihydroxy-pyrazoles 4 under acidic conditions. 4-Acetoxy-5-hydroxy-pyrazoles 13 are formed directly, when 3 are cleaved in presence of acetic anhydride.The 3,3',3'-trimethyl-1-(4-nitro-phenyl)-pyrazolin-4-spiro-2'-oxiran-5-one 3b undergoes rearrangement to the 1,3-dioxolopyrazole 12.

ETUDE DE LA REACTIVITE DU 3-AMINO-2-BUTENOATE D'ETHYLE VIS-A-VIS D'AZOLINE-5-ONES.

Various 1,3-disubstituted pyrazolin-5-ones, 3-phenylisoxazolin-5-one and 2-phenyloxazolin-5-one react with ethyl 3-amino-2-butenoate to yield compounds resulting from the elimination of ammonia between the precursors; subsequent intramolecular cyclization