5960-64-5

Basic information

• Product Name: (5Z)-5-[3-bromo-4-(dimethylamino)benzylidene]-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione
• CAS NO: 5960-64-5
• Molecular Formula: C₂₁H₁₅NO₂
• Molecular Weight: 352.1833
• Mol File: 5960-64-5.mol
• Article Data: 3

Chemical Properties

• Density: 1.565g/cm³
• Refractive Index: 1.66
• CAS DataBase Reference: (5Z)-5-[3-bromo-4-(dimethylamino)benzylidene]-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: (5Z)-5-[3-bromo-4-(dimethylamino)benzylidene]-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione(5960-64-5)
• EPA Substance Registry System: (5Z)-5-[3-bromo-4-(dimethylamino)benzylidene]-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione(5960-64-5)

Safety Data

• Hazardous Substances Data: 5960-64-5(Hazardous Substances Data)

Usage

General Description

The chemical compound "(5Z)-5-[3-bromo-4-(dimethylamino)benzylidene]-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione" is a pyrimidine derivative containing a dimethylamino-benzylidene group and a bromine atom. It has a molecular formula of C14H13BrN4O2 and a molecular weight of 358.19 g/mol. (5Z)-5-[3-bromo-4-(dimethylamino)benzylidene]-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione is a trione, meaning it contains three ketone groups. Its exact properties and uses are not widely documented, but its structure suggests it may have potential applications in pharmaceuticals or chemical research due to the presence of the pyrimidine ring and the bromine substituent. Further studies and research are required to fully understand the potential uses and effects of this compound.

Upstream product

• 110-86-1 pyridine 
• 82-34-8 1-nitroanthraquinone 
• 100-46-9 benzylamine 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 632-83-7 1-Bromoanthraquinone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 

Downstream Products

• 82-45-1 1-amino-9,10-anthracenedione 
• 1157-84-2 1-benzylidene-2-(2,4-dinitrophenyl)hydrazone 
• 80772-74-3 spiro<1-dibenzylamino-10-anthrone-9,3'-<2>phenyloxirane> 

Relevant articles and documents

Multitarget Biological Profiling of New Naphthoquinone and Anthraquinone-Based Derivatives for the Treatment of Alzheimer's Disease

Two series of naphthoquinone and anthraquinone derivatives decorated with an aromatic/heteroaromatic chain have been synthesized and evaluated as potential promiscuous agents capable of targeting different factors playing a key role in Alzheimer's disease (AD) pathogenesis. On the basis of the in vitro biological profiling, most of them exhibited a significant ability to inhibit amyloid aggregation, PHF6 tau sequence aggregation, acetylcholinesterase (AChE), and monoamine oxidase (MAO) B. In particular, naphthoquinone 2 resulted as one of the best performing multitarget-directed ligand (MTDL) experiencing a high potency profile in inhibiting β-amyloid (Aβ40) aggregation (IC50 = 3.2 μM), PHF6 tau fragment (91% at 10 μM), AChE enzyme (IC50 = 9.2 μM) jointly with a remarkable inhibitory activity against MAO B (IC50 = 7.7 nM). Molecular modeling studies explained the structure-activity relationship (SAR) around the binding modes of representative compound 2 in complex with hMAO B and hAChE enzymes, revealing inhibitor/protein key contacts and the likely molecular rationale for enzyme selectivity. Compound 2 was also demonstrated to be a strong inhibitor of Aβ42 aggregation, with potency comparable to quercetin. Accordingly, atomic force microscopy (AFM) revealed that the most promising naphthoquinones 2 and 5 and anthraquinones 11 and 12 were able to impair Aβ42 fibrillation, deconstructing the morphologies of its fibrillar aggregates. Moreover, the same compounds exerted a moderate neuroprotective effect against Aβ42 toxicity in primary cultures of cerebellar granule cells. Therefore, our findings demonstrate that these molecules may represent valuable chemotypes toward the development of promising candidates for AD therapy.

A NEW METHOD FOR THE PREPARATION OF SUBSTITUTED PYRROLOANTHRONE

1-Benzylaminoanthraquinone reacted with benzyl chloride in the presence of powdered KOH in DMSO to give spirophenyloxirane> (1) quantitatively under a nitrogen atmosphere.The oxirane (1) was converted into 1-phenyl-2-benzylpyrroloanthracene-6-one(2) (substituted pyrroloanthrone) having strong fluorescence in ethanol by treatment with hydrochloric acid.