19577-84-5

Basic information

• Product Name: 2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE
• Synonyms: 2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE;2-(4-METHYL-PIPERAZIN-1-YLMETHYL)-PHENYLAMINE;AKOS BB-8888;2-[(4-Methylpiperazin-1-yl)methyl]aniline 97%;2-[(4-Methyl-1-piperazinyl)methyl]aniline;Benzenamine, 2-[(4-methyl-1-piperazinyl)methyl]-;2-[(4-Methylpiperazin-1-yl)methyl]aniline97%
• CAS NO: 19577-84-5
• Molecular Formula: C₁₂H₁₉N₃
• Molecular Weight: 205.3
• Mol File: 19577-84-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 86.5-88
• Boiling Point: 331.5°C at 760 mmHg
• Flash Point: 152.1°C
• Appearance: /
• Density: 1.085g/cm³
• Vapor Pressure: 0.000155mmHg at 25°C
• Refractive Index: 1.588
• PKA: 7.58±0.10(Predicted)
• CAS DataBase Reference: 2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE(19577-84-5)
• EPA Substance Registry System: 2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE(19577-84-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 19577-84-5(Hazardous Substances Data)

Usage

General Description

2-[(4-methylpiperazin-1-yl)methyl]aniline is a chemical compound that belongs to the class of piperazine derivatives. It has a molecular formula C12H19N3 and a molecular weight of 205.3 g/mol. 2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE is commonly used in the pharmaceutical industry as an intermediate for the synthesis of various therapeutic drugs, particularly antipsychotic and antidepressant medications. Additionally, it is also used in the synthesis of organic dyes and pigments. 2-[(4-methylpiperazin-1-yl)methyl]aniline is a versatile building block in organic chemistry and is known for its wide range of applications in various fields.

InChI:InChI=1/C12H19N3/c1-14-6-8-15(9-7-14)10-11-4-2-3-5-12(11)13/h2-5H,6-10,13H2,1H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 552-89-6 2-nitro-benzaldehyde 
• 1015484-22-6 1-methyl-4-((trifluoro-λ⁴-boranyl)methyl)piperazine potassium 
• 95-51-2 o-chloroaniline 
• 19577-82-3 1-methyl-4-[(2-nitrophenyl)methyl]piperazine 

Downstream Products

• 1401791-45-4 (R)-N-(2-chloro-4-methylphenyl)-2-((1-(2-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide 
• 1401791-44-3 (S)-N-(2-chloro-4-methylphenyl)-2-((1-(2-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide 
• 1429642-76-1 1-(2-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-benzo[d]imidazole-2-thiol 
• 1429642-70-5 2-((4-methylpiperazin-1-yl)methyl)-N-(2-nitrophenyl)aniline 
• 1622396-53-5 C₂₉H₃₁ClN₆O₄ 

Relevant articles and documents

New phenylaniline derivatives as modulators of amyloid protein precursor metabolism

The chloroquinoline scaffold is characteristic of anti-malarial drugs such as chloroquine (CQ) or amodiaquine (AQ). These drugs are also described for their potential effectiveness against prion disease, HCV, EBV, Ebola virus, cancer, Parkinson or Alzheimer diseases. Amyloid precursor protein (APP) metabolism is deregulated in Alzheimer's disease. Indeed, CQ modifies amyloid precursor protein (APP) metabolism by precluding the release of amyloid-beta peptides (Aβ), which accumulate in the brain of Alzheimer patients to form the so-called amyloid plaques. We showed that AQ and analogs have similar effects although having a higher cytotoxicity. Herein, two new series of compounds were synthesized by replacing 7-chloroquinolin-4-amine moiety of AQ by 2-aminomethylaniline and 2-aminomethylphenyle moieties. Their structure activity relationship was based on their ability to modulate APP metabolism, Aβ release, and their cytotoxicity similarly to CQ. Two compounds 15a, 16a showed interesting and potent effect on the redirection of APP metabolism toward a decrease of Aβ peptide release (in the same range compared to AQ), and a 3–10-fold increased stability of APP carboxy terminal fragments (CTFα and AICD) without obvious cellular toxicity at 100 μM.

Aminomethylation via cyclopalladated-ferrocenylimine-complexes-catalyzed Suzuki-Miyaura coupling of aryl halides with potassium N, N - dialkylaminomethyltrifluoroborates

Using cyclopalladated ferrocenylimine complexes (1-3 mol%) as catalysts, the Suzuki-Miyaura coupling of potassium N,N-dialkylaminomethyltrifluoroborates with aryl and heteroaryl halides were carried out in a 10:1 THF-H2O mixture at 80° in the presence of Cs2CO3 (3.0 equiv) as base, giving the desired cross-coupling products in 14-87% yields. A variety of potassium alkyltrifluoroborates were also examined. Georg Thieme Verlag Stuttgart New York.

Morpholinocarbonyl alkyl N-benzylpiperazines

Novel N-benzylpiperazine derivatives of the general formula STR1 wherein R1 and R2 are same or different and each stands for a hydrogen atom or an acyl group; R3 stands for a hydrogen atom; a carbamoyl group, an acyl group