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

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

Uses

Used in Pharmaceutical Industry:
2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE is used as an intermediate in the synthesis of various therapeutic drugs, specifically for the development of antipsychotic and antidepressant medications. Its unique chemical structure allows it to contribute to the efficacy and potency of these medications, aiding in the treatment of mental health disorders.
Used in Organic Dyes and Pigments Industry:
2-[(4-METHYLPIPERAZIN-1-YL)METHYL]ANILINE is utilized in the synthesis of organic dyes and pigments, where its chemical properties contribute to the color intensity and stability of these products. This makes it a valuable component in the creation of a diverse range of colorants for various applications, including textiles, plastics, and printing inks.

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

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

Asymmetric synthesis of host-directed inhibitors of myxoviruses

High-throughput screening (HTS) previously identified benzimidazole 1 (JMN3-003) as a compound with broad antiviral activity against different influenza viruses and paramyxovirus strains. In pursuit of a lead compound from this series for development, we sought to increase both the potency and the aqueous solubility of 1. Lead optimization has achieved compounds with potent antiviral activity against a panel of myxovirus family members (EC50 values in the low nanomolar range) and much improved aqueous solubilities relative to that of 1. Additionally, we have devised a robust synthetic strategy for preparing 1 and congeners in an enantio-enriched fashion, which has allowed us to demonstrate that the (S)-enantiomers are generally 7- to 110-fold more potent than the corresponding (R)-isomers.

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.

SUBSTITUTED N-ARYL-9-OXO-9H-FLUORENE-1-CARBOXAMIDES AND ANALOGS AS ACTIVATOR OF CASPASES AND INDUCERS OF APOPTOSIS

The present invention is directed to substituted N-aryl-9-oxo-9H-fluorene-1-carboxamides and analogs thereof, represented by the general Formula I: (I) wherein R1-R8, X and Ar are defined herein. The present invention also relates to the discovery that co

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