27913-99-1

Basic information

• Product Name: 4-(4-Methylpiperazino)benzaldehyde
• Synonyms: 1-(4-FORMYLPHENYL)-4-METHYLPIPERAZINE;AKOS BB-5498;AKOS B022029;4-(4-METHYLPIPERAZINYL)BENZALDEHYDE;4-(4-METHYLPIPERAZINO)BENZALDEHYDE;4-(4-METHYLPIPERAZINO)BENZENECARBALDEHYDE;4-(4-METHYLPIPERAZIN-1-YL)BENZALDEHYDE;ART-CHEM-BB B022029
• CAS NO: 27913-99-1
• Molecular Formula: C₁₂H₁₆N₂O
• Molecular Weight: 204.27
• Mol File: 27913-99-1.mol
• Article Data: 45

Chemical Properties

• Melting Point: 57 °C
• Boiling Point: 393.9 °C at 760 mmHg
• Flash Point: 192.1 °C
• Appearance: /
• Density: 1.188 g/cm³
• Vapor Pressure: 4.15E-05mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: 7.63±0.42(Predicted)
• CAS DataBase Reference: 4-(4-Methylpiperazino)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methylpiperazino)benzaldehyde(27913-99-1)
• EPA Substance Registry System: 4-(4-Methylpiperazino)benzaldehyde(27913-99-1)

Safety Data

• Hazard Codes: C
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 27913-99-1(Hazardous Substances Data)

Usage

General Description

4-(4-Methylpiperazino)benzaldehyde is a chemical compound that belongs to the class of benzaldehyde derivatives. It is composed of a benzene ring with an aldehyde group and a piperazine moiety with a methyl group attached. 4-(4-Methylpiperazino)benzaldehyde is commonly used as a building block in the synthesis of pharmaceuticals and other organic compounds. Its structure and properties make it useful in medicinal chemistry for the development of potential drug candidates, particularly in the field of neuroscience and central nervous system disorders. Additionally, 4-(4-Methylpiperazino)benzaldehyde has also been utilized in the development of fluorescent dyes, making it a versatile compound with potential applications in various scientific fields.

InChI:InChI=1/C12H16N2O/c1-13-6-8-14(9-7-13)12-4-2-11(10-15)3-5-12/h2-5,10H,6-9H2,1H3/p+1

Upstream product

• 197638-83-8 4-(4-(1,1-dimethylethoxycarbonyl)piperazinyl)benzaldehyde 
• 342405-34-9 [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol 
• 3074-43-9 1-methyl-4-phenylpiperazine 
• 68104-63-2 N-(4-cyanophenyl)piperazine 
• 109-01-3 1-methyl-piperazine 
• 61568-51-2 2-(4-bromophenyl)-1,3-dioxane 
• 459-57-4 4-fluorobenzaldehyde 
• 34334-28-6 4-(4-methylpiperazin-1-yl)benzonitrile 

Downstream Products

• 179328-88-2 N,N'-Diethyl-N-[4-(4-methyl-piperazin-1-yl)-benzyl]-ethane-1,2-diamine 
• 1093135-61-5 C₂₁H₂₄N₄O₃ 
• 942949-41-9 6-Bromo-7-[4-(4-chloro-benzyl)-piperazin-1-yl]-2-[4-(4-methyl-piperazin-1-yl)-phenyl]-3H-imidazo[4,5-b]pyridine 
• 942949-22-6 6-Bromo-2-[4-(4-methyl-piperazin-1-yl)-phenyl]-7-[4-(1-phenyl-ethyl)-piperazin-1-yl]-3H-imidazo[4,5-b]pyridine 
• 1268257-70-0 2-[(E)-2-[4-(4-methylpiperazin-1-yl)phenyl]vinyl]-1,3-benzothiazole 3-oxide 
• 1206604-14-9 C₅₁H₆₈N₄O₁₂ 
• 1177251-29-4 1-{(1-benzyl-1H-tetrazol-5-yl)[4-(4-methylpiperazin-1-yl)phenyl]methyl}-4-cyclobutyl-1,4-diazepane 
• 1421698-03-4 C₂₃H₂₅N₄S₂⁽¹⁺⁾*I^(1-) 

Relevant articles and documents

Design, synthesis, in vitro and in silico studies of new thiazolylhydrazine-piperazine derivatives as selective MAO-A inhibitors

Monoamine oxidase (MAO) isoenzymes are very important drug targets among neurological disorders. Herein, novel series of thiazolylhydrazine-piperazine derivatives were designed, synthesized and evaluated for their MAO-A and -B inhibitory activity. The structures of the synthesized compounds were assigned using different spectroscopic techniques such as 1H-NMR, 13C-NMR and HRMS. Moreover, the prediction of ADME (Absorption, Distribution, Metabolism, Elimination) parameters for all of the compounds were performed using in silico method. According to the enzyme inhibition results, the synthesized compounds showed the selectivity against MAO-A enzyme inhibition. Compounds 3c, 3d and 3e displayed significant MAO-A inhibition potencies. Among them, compound 3e was found to be the most effective derivative with an IC50 value of 0.057 ± 0.002 μM. Moreover, it was seen that this compound has a more potent inhibition profile than the reference inhibitors moclobemide (IC50 = 6.061 ± 0.262 μM) and clorgiline (IC50 = 0.062 ± 0.002 μM). In addition, the enzyme kinetics were performed for compound 3e and it was determined that this compound had a competitive and reversible inhibition type. Molecular modeling studies aided in the understanding of the interaction modes between this compound and MAO-A. It was found that compound 3e had significant and important binding property.

G-quadruplex DNA fluorescence sensing by a bis-amine-substituted styrylquinolinium dye

Searching for specific G-quadruplex DNA probes is important for study of the function of G-rich gene sequence, as well as design of novel effective anticancer drugs. In this paper, a novel bis-amine-substituted styrylquinolinium dye (BSAQ) was designed and synthesized to enhance the performance for the application as a G-quadruplex DNA probe. The studies on BSAQ with different DNA forms showed that it could be used as a colorimetric and red-emitting ?uorescent probe for G-quadruplex DNA. The limits of detection of BASQ with various G-quadruplex DNAs were found to below 1 nM. CD spectroscopy analysis revealed that BSAQ did not induce the G-rich sequence folding into G-quadruplex structure. These results of this study gave some crucial factors on developing of effective probes for G-quadrupex DNA applications.

Tuning the selectivity of N-alkylated styrylquinolinium dyes for sensing of G-quadruplex DNA

Selective and sensitive detection of G-quadruplex DNA structures is an important issue and attracts extensive interest. To this end, numerous small molecular fluorescent probes have been designed. Here, we present a series of N-alkylated styrylquinolinium

Dihydropyrazole MurA enzyme inhibitor molecule as well as preparation method and application thereof

The invention provides a dihydropyrazole MurA enzyme inhibitor molecule as well as a preparation method and application thereof. The structural formula is shown in the specification, R is a direct-connected alkyl group with the chemical formula of CnH2n+1, and n is equal to 1-7. The preparation method comprises the following steps of by taking acetophenone substances with different substituent groups and 4-(4-methyl piperazinyl) benzaldehyde as raw materials, carrying out aldol condensation reaction under an alkaline condition to obtain an intermediate, and synthesizing a target compound with a structural formula by using the intermediate, hydrazine hydrate and an organic acid with an R-COOH structure. The dihydropyrazole MurA enzyme inhibitor molecule provided by the invention has a bacterial inhibition effect, has an MurA enzyme inhibition effect, and also has an effect of interfering synthesis of bacterial cell walls.

Design and synthesis of methoxyphenyl- and coumarin-based chalcone derivatives as anti-inflammatory agents by inhibition of NO production and down-regulation of NF-κB in LPS-induced RAW264.7 macrophage cells

Exaggerated inflammatory responses may cause serious and debilitating diseases such as acute lung injury and rheumatoid arthritis. Two series of chalcone derivatives were prepared as anti-inflammatory agents. Methoxylated phenyl-based chalcones 2a-l and c