672325-37-0

Basic information

• Product Name: 1-[3-(4-Methylpiperazin-1-yl)phenyl]methanamine
• Synonyms: 3-(4-METHYLPIPERAZINO)BENZYLAMINE;1-[3-(4-METHYLPIPERAZIN-1-YL)PHENYL]METHANAMINE;3-(4-Methyl-1-piperazinyl)benzenemethanamine;1-[3-(4-Methylpiperazin-1-yl)phenyl]methaneamine;1-[3-(4-methylpiperazin-1-yl)p;3-(4-Methyl-1-Piperazinyl)-Ben;3-(4-METHYLPIPERAZIN-1-YL)BENZYLAMINE;[3-(4-Methylpiperazin-1-yl)phenyl]methylamine
• CAS NO: 672325-37-0
• Molecular Formula: C₁₂H₁₉N₃
• Molecular Weight: 205.3
• Product Categories: Amines and Anilines;Heterocycles;API intermediates;Piperazidine intermediates;Piperazines
• Mol File: 672325-37-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 78-80 °C
• Boiling Point: 163.8 °C
• Flash Point: 163.8 °C
• Appearance: /
• Density: 1.065 g/cm³
• Vapor Pressure: 4.18E-05mmHg at 25°C
• Refractive Index: 1.569
• PKA: 9.37±0.10(Predicted)
• CAS DataBase Reference: 1-[3-(4-Methylpiperazin-1-yl)phenyl]methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-(4-Methylpiperazin-1-yl)phenyl]methanamine(672325-37-0)
• EPA Substance Registry System: 1-[3-(4-Methylpiperazin-1-yl)phenyl]methanamine(672325-37-0)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39-45-23
• RIDADR: 3261
• HazardClass: IRRITANT
• Hazardous Substances Data: 672325-37-0(Hazardous Substances Data)

Usage

General Description

1-[3-(4-Methylpiperazin-1-yl)phenyl]methanamine, also known as 4-MAR, is a chemical compound that belongs to the class of phenylpiperazine derivatives. It is a psychoactive drug that acts as a releasing agent of serotonin, dopamine, and norepinephrine, leading to its stimulant and entactogenic effects. 4-MAR has been investigated as a potential treatment for conditions such as depression and attention deficit hyperactivity disorder (ADHD), although it is not approved for medical use. However, 4-MAR is also known for its abuse potential and has been classified as a controlled substance in various countries due to its stimulant and hallucinogenic effects. Its recreational use has been associated with negative health effects and is considered to pose a significant risk for addiction and overdose.

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

Upstream product

• 204078-35-3 3-(4-methylpiperazin-1-yl)benzonitrile 
• 109-01-3 1-methyl-piperazine 
• 403-54-3 m-Fluorobenzonitrile 

Downstream Products

• 1028336-85-7 4-chloro-6-[3-(4-methyl-piperazin-1-yl)-benzylamino]-2H-phthalazin-1-one 
• 1033444-15-3 C₁₆H₂₇N₃ 
• 1237492-30-6 C₂₄H₂₅FN₄O₂ 
• 1033443-73-0 5-(isobutyl(3-(4-methylpiperazin-1-yl)benzyl)amino)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one 

Relevant articles and documents

Synthesis and evaluation of cyclic secondary amine substituted phenyl and benzyl nitrofuranyl amides as novel antituberculosis agents

In an ongoing effort to develop new and potent antituberculosis agents, a second-generation series of nitrofuranyl amides was synthesized on the basis of the lead compound 5-nitrofuran-2-carboxylic acid 3,4-dimethoxybenzylamide. The primary design consideration was to improve the solubility and consequently the bioavailability of the series by the addition of hydrophilic rings to the benzyl and phenyl B ring core. The synthesis of 27 cyclic, secondary amine substituted phenyl and benzyl nitrofuranyl amides is described and their activity against Mycobacterium tuberculosis reported. The series showed a strong structure-activity relationship as the benzyl nitrofuranyl amides were significantly more active than similarly substituted phenyl nitrofuranyl amides. Para-substituted benzyl piperazines showed the most antituberculosis activity. Compounds in the series were subsequently selected for bioavailability and in vivo testing. This study led to the successful discovery of novel compounds with increased antituberculosis activity in vitro and a better understanding of the requisite pharmacological properties to advance this class.