621-10-3

Basic information

• Product Name: MALONANILIDE
• Synonyms: N,N'-DIPHENYL-MALONAMIDE;N1,N3-DIPHENYLMALONAMIDE;AKOS B019776;MALONANILIDE;MALONIC ACID, DIANILIDE;AURORA KA-4118;Malondianilide;Malonic acid diphenylamide
• CAS NO: 621-10-3
• Molecular Formula: C₁₅H₁₄N₂O₂
• Molecular Weight: 254.28
• EINECS: 210-670-8
• Mol File: 621-10-3.mol
• Article Data: 33

Chemical Properties

• Appearance: /
• CAS DataBase Reference: MALONANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: MALONANILIDE(621-10-3)
• EPA Substance Registry System: MALONANILIDE(621-10-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 621-10-3(Hazardous Substances Data)

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 
• 141-82-2 malonic acid 
• 18440-21-6 2,4-bis(anilino)-1,3-diphenyl-1,3,2,4-diazadiphosphetidine 
• 14438-90-5 N-phenylpropanediamide 
• 103-71-9 phenyl isocyanate 
• 120-46-7 1,3-diphenylpropanedione 
• 108-13-4 malonodiamide 
• 95915-35-8 2-N-Phenylcarbamoyl-3-hydroxy-glutaconsaeure-dimethylester 
• 53341-66-5 ethyl 3-oxo-3-(phenylamino)propionate 
• 49754-15-6 malonyldiurethane 
• 64-17-5 ethanol 
• 4686-02-6 chloro-malonic acid-dianilide 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 103-84-4 Acetanilid 
• 54396-25-7 N-phenyl-2-oxochromene-3-carboxamide 
• 101576-84-5 2,4,5-trioxo-1-phenyl-pyrrolidine-3-carboxylic acid anilide 
• 10256-07-2 2-ethyl-N,N'-diphenylmalondiamide 
• 134568-09-5 3-Hydroxy-4-(N-phenylcarbamoyl)-5-(N-phenylimino)-2(5H)-furanon 
• 4887-74-5 N,N'-diphenyldithiomalonamide 
• 860376-27-8 2-oxo-N¹,N³-diphenylmalonamide 
• 17722-14-4 N,N'-bis(3-chlorophenyl)propanediamide 
• 861329-81-9 bromo-malonic acid bis-(4-bromo-anilide) 
• 128174-86-7 malondianilide-2,2-bis(sulphenyl chloride) 
• 861357-11-1 dibromo-malonic acid bis-(2,4-dibromo-anilide) 
• 124-38-9 carbon dioxide 

Relevant articles and documents

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.

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.

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.].