10040-87-6

Basic information

• Product Name: 5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione
• CAS NO: 10040-87-6
• Molecular Formula: C₁₂H₁₃N₃O₂
• Molecular Weight: 231.2505
• Mol File: 10040-87-6.mol
• Article Data: 12

Chemical Properties

• Density: 1.287g/cm³
• Refractive Index: 1.653
• CAS DataBase Reference: 5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione(10040-87-6)
• EPA Substance Registry System: 5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione(10040-87-6)

Safety Data

• Hazardous Substances Data: 10040-87-6(Hazardous Substances Data)

Usage

General Description

5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione, also known as Meldrum's acid derivative, is a chemical compound that contains a benzylidene-2,4-dione moiety attached to an imidazolidine ring. 5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is a versatile building block in organic chemistry due to its ability to undergo various reactions such as nucleophilic addition, cycloaddition, and condensation. Additionally, the dimethylamino group on the benzylidene ring makes the compound a good ligand in organometallic chemistry and catalysis. Overall, 5-[4-(dimethylamino)benzylidene]imidazolidine-2,4-dione is a valuable chemical compound with diverse applications in the field of organic and medicinal chemistry.

Upstream product

• 95378-36-2 diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 461-72-3 2,4-imidazolidinedione 
• 41250-31-1 5-(4-dimethylamino-benz-(Z)-ylidene)-2-thioxo-imidazolidin-4-one 
• 120-21-8 4-Diethylaminobenzaldehyde 

Downstream Products

• 924863-99-0 2-[5-(4-dimethylamino-benzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(2-trifluoromethyl-phenyl)-acetamide 
• 1388167-22-3 C₁₅H₁₇N₃O₃ 
• 1388167-46-1 (Z)-5-(4-(dimethylamino)benzylidene)-3-(2-hydroxy-3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl)imidazolidine-2,4-dione 
• 1388167-51-8 (Z)-5-(4-(dimethylamino)benzylidene)-3-(3-(4-(2-ethoxyphenyl)piperazin-1-yl)-2-hydroxypropyl)imidazolidine-2,4-dione 
• 1416719-85-1 C₁₇H₂₁N₃O₃ 
• 58841-92-2 5-(4-dimethylaminobenzyl)imidazolidine-2,4-dione 

Relevant articles and documents

Synthesis and antidepressant activity of 5-(4-dimethylaminobenzyl)imidazolidine-2,4-dione

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Search for new tools to combat Gram-negative resistant bacteria among amine derivatives of 5-arylidenehydantoin

A series of amine-alkyl derivatives of 5-arylidenehydantoin 3-21 was evaluated for their ability to improve antibiotic effectiveness in two strains of Gram-negative Enterobacter aerogenes: the reference strain (ATCC-13048) and the chloramphenicol-resistan

Synthesis and SAR-study for novel arylpiperazine derivatives of 5-arylidenehydantoin with α1-adrenoceptor antagonistic properties

The study is focused on a series of 5-arylidenehydantoin derivatives with a phenylpiperazine-hydroxypropyl fragment at N3 of the hydantoin ring. The compounds were assessed on their affinity for α1-adrenoceptors and evaluated in functional bioassays for their antagonistic properties. Crystal structures of (Z)-5-(4-chlorobenzylidene)-3-(3-(4-(2-ethoxyphenyl)piperazin-1- yl)-2-hydroxypropyl)imidazolidine-2,4-dione (7) and hydrochloride of (Z)-5-(4-chlorobenzylidene)-3-(2-hydroxy-3-(4-(2-methoxyphenyl)piperazin-1-yl) propyl)imidazolidine-2,4-dione (10a) were solved using the X-ray diffraction method. Classical molecular mechanics (MMFFs force field, MCMM, MacroModel) were used to predict 3D structure of compounds 5a-18a using a crystal structure of 7. SAR analysis was performed on the basis of Barbaro's pharmacophore model and structural properties of previously investigated α1- adrenoceptor antagonists possessing a hydantoin fragment. Most of the compounds exhibited significant affinities for α1-ARs in nanomolar range (40-290 nM). The highest activities (Ki 1-affinities as follows: 3,4-di CH3O>2,4-di CH3O>4-Cl>2,3-di CH 3O>H>4-N(CH3)2.