736991-52-9

Basic information

• Product Name: 2-PIPERAZIN-1-YL-BENZALDEHYDE
• Synonyms: 2-PIPERAZIN-1-YL-BENZALDEHYDE;Benzaldehyde, 2-(1-piperazinyl)- (9CI);1-(2-Formylphenyl)piperazine
• CAS NO: 736991-52-9
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24
• Product Categories: PIPERIDINE;API intermediates
• Mol File: 736991-52-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 355 °C at 760 mmHg
• Flash Point: 168.5 °C
• Appearance: /
• Density: 1.123 g/cm³
• Vapor Pressure: 3.23E-05mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.86±0.10(Predicted)
• CAS DataBase Reference: 2-PIPERAZIN-1-YL-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PIPERAZIN-1-YL-BENZALDEHYDE(736991-52-9)
• EPA Substance Registry System: 2-PIPERAZIN-1-YL-BENZALDEHYDE(736991-52-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 736991-52-9(Hazardous Substances Data)

Usage

Description

2-PIPERAZIN-1-YL-BENZALDEHYDE is a chemical compound that features a piperazine ring attached to a benzaldehyde group. It is recognized for its potential in the synthesis of pharmaceuticals and agrochemicals, with studies indicating its utility in developing antipsychotic and analgesic medications, as well as treatments for a range of medical conditions. 2-PIPERAZIN-1-YL-BENZALDEHYDE also exhibits antibacterial and antimicrobial properties, and it has been considered for use in the creation of new materials and as an organic chemistry building block. However, due to its potential health risks and toxicological effects, careful handling is advised.

Uses

Used in Pharmaceutical Industry:
2-PIPERAZIN-1-YL-BENZALDEHYDE is used as an intermediate in the synthesis of various pharmaceutical products for its potential role in the development of antipsychotic and analgesic drugs. It is valued for its contribution to the treatment of different medical conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 2-PIPERAZIN-1-YL-BENZALDEHYDE serves as an intermediate in the production of agrochemicals, leveraging its properties to enhance crop protection and management.
Used in Antibacterial and Antimicrobial Applications:
2-PIPERAZIN-1-YL-BENZALDEHYDE is utilized for its antibacterial and antimicrobial properties, making it a candidate for applications that require the inhibition of microbial growth in various settings.
Used in Material Science:
2-PIPERAZIN-1-YL-BENZALDEHYDE is also considered in material science for its potential use in the synthesis of novel materials, where its unique structure may contribute to the development of new material properties.
Used in Organic Chemistry:
2-PIPERAZIN-1-YL-BENZALDEHYDE is employed as a building block in organic chemistry, where it can be used to construct more complex organic molecules for a variety of applications.

InChI:InChI=1/C11H14N2O/c14-9-10-3-1-2-4-11(10)13-7-5-12-6-8-13/h1-4,9,12H,5-8H2

Upstream product

• 110-85-0 piperazine 
• 446-52-6 2-Fluorobenzaldehyde 
• 174855-57-3 tert-butyl 4-(2-formylphenyl)piperazinecarboxylate 
• 111373-03-6 2-(piperazin-1-yl)benzonitrile 

Downstream Products

• 444583-08-8 4-{2-[(1-methyl-1H-imidazol-2-yl)-methylsulfanylthiocarboxyoxy-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 444582-62-1 1-N-tert-butoxycarbonyl-4-(2-(piperidin-1-ylmethyl)phenyl)piperazine 
• 668980-38-9 1-N-tert-butoxycarbonyl-4-(2-((dipropylamino)methyl)phenyl)piperazine 
• 444581-99-1 1-N-tert-butoxycarbonyl-4-(2-(pyrrolidin-1-ylmethyl)phenyl)piperazine 
• 444582-74-5 1-tert-butoxycarbonyl-4-{2-[hydroxy(1-methyl-1H-imidazol-2-yl)methyl]phenyl}piperazine 
• 444582-78-9 1-tert-butoxycarbonyl-4-[2-((1-methyl-1H-imidazol-2-yl)methyl)phenyl]piperazine 
• 444582-64-3 1-N-tert-butoxycarbonyl-4-(2-((diethylamino)methyl)phenyl)piperazine 

Relevant articles and documents

Aromatic-ring azacyclo derivatives and application thereof

Aromatic-ring azacyclo derivatives and an application thereof are provided. The invention relates to compounds represented by the formula (V), and a preparation method and an application thereof in medicines. In particular, the invention relates to derivatives of the compounds represented by the general formula (V), and a preparation method and the application thereof as therapeutic agents in prevention and treatment of hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, hepatic steatosis, type-II diabetes, hyperglycemia, obesity or insulin resistance syndromes and metabolic syndromes. The compounds disclosed by the invention also can reduce total cholesterol, LDL-cholesterol and triglycerides, increase the expression of hepatic LDL receptors and inhibit the expression of PCSK9.

4-{(2R-[3-Aminopropionylamido]-3-(2,4-dichlorophenyl)propionyl} -1-{2-[(2-thienyl)ethylaminomethyl]phenyl}piperazine as a potent and selective melanocortin-4 receptor antagonist - Design, synthesis, and characterization

Recent studies have demonstrated that melanocortin-4 receptor (MC4R) antagonists can prevent weight loss in tumor-bearing mice, which indicates clinical usage for the treatment of cachexia. In our efforts to develop potent and selective antagonists of the human MC4R, we designed piperazinebenzylamines bearing a 2,4-dichlorophenylalanine, by utilizing information derived from structure-activity relationships of MC4R agonists and mutagenesis results of the MC4R and peptide ligands. On the basis of known MC4R agonists such 6, we successfully synthesized potent MC4R antagonists exemplified by 10, which possesses a Ki value of 1.8 nM in binding affinity. 10 does not stimulate cAMP release in HEK 293 cells expressing the human MC4 receptor at 10 μM concentration. It was demonstrated by Schild analysis that 10 was a competitive functional antagonist with a pA2 value of 7.9 in the inhibition of α-MSH-stimulated cAMP accumulation. 10 also penetrated into the brain when dosed intravenously in rats.

Structure-activity relationships of piperazinebenzylamines as potent and selective agonists of the human melanocortin-4 receptor

SAR studies on a series of piperazinebenzenes directed toward the human melanocortin-4 receptor resulted in potent MC4R agonists. Replacement of the triazole moiety of an initial lead 4 by a basic nitrogen baring a lipophilic side-chain increased the binding affinities of these compounds. Analogs bearing an additional hetero-atom in the side-chain possessed good agonist potency. Thus, 11h had a Ki of 11 nM, and 13g exhibited an EC50 of 3.8 nM and a Ki of 6.4 nM.