621-10-3

Usage

Uses

N,N''-Diphenylmalonamide is used to prepare anticonvulsans.

Upstream product

• 855654-96-5 4-hydroxy-6-methoxy-2-oxo-2H-pyran-3-carboxylic acid methyl ester 
• 62-53-3 aniline 
• 237758-28-0 2,6-dihydroxy-pyridine-3,5-dicarboxylic acid diethyl ester 
• 141-82-2 malonic acid 
• 103-71-9 phenyl isocyanate 
• 120-46-7 1,3-diphenylpropanedione 
• 16900-53-1 3-bromopropiolic acid 
• 64-17-5 ethanol 
• 504-64-3 carbon suboxide 
• 108-13-4 malonodiamide 
• 6802-75-1 diethyl isopropylidenemalonate 
• 39000-70-9 methanetetracarboxylic acid tetraethyl ester 
• 49597-05-9 propene-1,1,3,3-tetracarboxylic acid tetraethyl ester 
• 105-53-3 diethyl malonate 

Downstream Products

• 103-84-4 Acetanilid 
• 6626-85-3 benzylidene-malonic acid-dianilide 
• 75456-98-3 (2,2,2-trichloro-1-hydroxy-ethyl)-malonic acid-dianilide 
• 10256-10-7 2-Diisobutylaminomethyl-malonsaeure-dianilid 
• 10256-06-1 N,N',N'',N'''-tetraphenyl-propane-1,1,3,3-tetracarboxamide 
• 13664-03-4 2--malonsaeure-di-anilid 
• 13664-00-1 2-Anilinothiocarbonyl-malonsaeure-dianilid 
• 10256-07-2 2-ethyl-N,N'-diphenylmalondiamide 
• 134568-09-5 3-Hydroxy-4-(N-phenylcarbamoyl)-5-(N-phenylimino)-2(5H)-furanon 
• 138574-02-4 Diaminomalonsaeure-anilid 
• 4887-74-5 N,N'-diphenyldithiomalonamide 
• 860376-27-8 2-oxo-N¹,N³-diphenylmalonamide 

Relevant academic research and scientific papers

Evidence for an umpolung type of [2+2] cycloaddition of 2-carbamoyl ketenes

Ketenes generated during the thermal decomposition of 5-[(N-aryl/alkylamino)(hydroxyl)methylene]-2,2-dimethyl-1,3-dioxa-4,6-diones react with highly electrophilic iminium ions. The initial [2+2] cycloaddition product rearranges to 2-arylidene malonamide.

Thiophene quinolone compound as well as preparation method and application thereof

The invention belongs to the field of medicines, and particularly relates to a thiophene quinolone compound as well as a preparation method and application thereof. The structural formula of the thiophene quinolone compound disclosed by the invention is shown I. The thiophene quinolone compound shown in the formula I is obtained, CDK5 inhibition activity is high, and water solubility is good.

One-step Synthesis of 3-Unsubstituted 4-Hydroxy-2(1H)-Quinoline

3-Unsubstituted 4-hydroxy-2(1H)-quinolone (DHQ) derivatives were synthesized from aniline derivatives and diethyl malonate at low temperature using AlCl3 as catalyst and Eaton reagent as acidic environment. A reaction mechanism was proposed and elucidated. Different synthetic intermediates are specially prepared or purified and used to understand the reaction and validation mechanism.

Method for synthesizing bactericide intermediate

The invention discloses a method for synthesizing a bactericide intermediate. The method comprises the following steps: adding diethyl malonate into a certain amount of aniline for ammonolysis, addingN1,N3-diphenyl malonamide obtained after ammonolysis into polyphosphoric acid for cyclization, carrying out refining after the reaction is completed to obtain 4-hydroxyquinolin-2(1H)-one, performingan amine methylation reaction to obtain 3-[(phenylamino)methylene]-quinoline-2,4(1H,3H)-dione, performing chlorination hydrolysis on the 3-[(phenylamino)methylene]-quinoline-2,4(1H,3H)-dione to obtaina crude product, and carrying out pulping by toluene to obtain the bactericide intermediate. The method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and high yield, and is suitable for industrial production.

Design, synthesis, and anticonvulsant evaluation of 4-GABA-3-nitrocoumarines, 1-thiocoumarines, quinolone-2-ones, and their derivatives

The novel group of 4-GABA-3-nitrocoumarines, 1-thiocoumarines, quinolone-2-ones, and their derivatives was designed as potential anticonvulsants using GABA pharmacophore and corresponding heterocyclic moieties. A number of compounds of this group were synthesized and studied in the maximum electroshock seizure (MES) test and in the model of primary-generalized convulsions caused by subcutaneous pentylenetetrazole (scPTZ) in mice. The most active compound in the MES test was found to be 1a (N-(3-nitrocoumarin-4-yl)-4-aminobutyric acid) at a dose range of 60–80 mg/kg that increased the number of survived animals up to 60% in comparison with the control group, whose survival rate was 10%. Compounds 1d (N-(3,6-dinitrocoumarin-4-yl)-4-amino-butyric acid methyl ester) at doses of 10–40 mg/kg and 3a (N-(3-nitro-2-oxo-1,2-dihydroquinolin-4-yl)-4-amino-butyric acid methyl ester) at a dose of 12.5 mg/kg had the most pronounced anticonvulsant effect in scPTZ test. [Figure not available: see fulltext.].

Highly Enantioselective Synthesis of Functionalized Glutarimide Using Oxidative N-Heterocyclic Carbene Catalysis: A Formal Synthesis of (?)-Paroxetine

A simple yet highly effective approach toward enantioselective synthesis of trans-3,4-disubstituted glutarimides from readily available starting materials is developed using oxidative N-heterocyclic carbene catalysis. The catalytic reaction involves a formal [3 + 3] annulation between enals and substituted malonamides enabling the production of glutarimide derivatives in a single chemical operation via concomitant formation of C-C and C-N bonds. The reaction offers easy access to a broad range of functionalized glutarimides with excellent enantioselectivity and good yield. Synthetic application of the method is demonstrated via formal synthesis of (?)-paroxetine and other bioactive molecules.

Palladium-catalyzed asymmetric haloiminolactonization of D-allylmalonamides

A catalyst composed of 10 mol% of Pd(OAc)2 and (R,R)-PhBox was proven to be effective in the asymmetric haloiminolactonization of D-allylmalonamides with N-halosuccinimides, giving the dihalogenated cyclic products with good diastereomeric ratio (up to 89/11) and enantiomeric excess (up to 72% ee).

Efficient preparation method of N,N'-diphenylmalonamide

The invention discloses an efficient preparation method of N,N'-diphenylmalonamide. The method comprises the following steps: firstly, preparing nano-alumina-coated nano-silica particles with a sol-gel method; then, treating the particles by nitric acid and oxalic acid sequentially. The particle surface of an obtained catalyst is grafted with a molecular chain containing a carboxyl group, in the process of preparing a target product from the catalyst, aniline and diethyl malonate by a reaction, the carboxyl group can be subjected to a reaction with ethanol as a by-product, so that the reactionis conducted rapidly, the yield of the product is effectively increased, operation is simple, and the cost is low.

Synthesis technology of N,N'-diphenylmalonamide of medical intermediate

The invention discloses synthesis of N,N'-diphenylmalonamide of a medical intermediate. The synthesis comprises the following steps of using aniline, pyridine, diethyl malonate, a self-made cerium-modified nanometer scale Mn/Mg (manganese/magnesium) composite solid base catalyst and the like as raw materials, recrystallizing, magnetically stirring, condensing, refluxing, and the like, so as to prepare the N,N'-diphenylmalonamide.

Synthesis, evaluation and structure-activity relationship of new 3-carboxamide coumarins as FXIIa inhibitors

Inhibitors of the coagulation factor XIIa (FXIIa) are attractive to detail the roles of this protease in hemostasis and thrombosis, to suppress artifact due to contact pathway activation in blood coagulation assays, and they are promising as antithrombotic therapy. The 3-carboxamide coumarins have been previously described as small-molecular-weight FXIIa inhibitors. In this study, we report a structure-activity relationship (SAR) study around this scaffold with the aim to discover new selective FXIIa inhibitors with an improved physico-chemical profile. To better understand these SAR, docking experiments were undertaken. For this purpose, we built an original hybrid model of FXIIa. This model has the advantage to gather the best features from the recently published crystal structure of FXIIa in its zymogen form and a more classical homology model. Results with the hybrid model are encouraging as they help understanding the activity and selectivity of our best compounds.