216144-45-5

Basic information

• Product Name: 4-(4-Methylpiperazino)benzylamine
• Synonyms: BUTTPARK 98\50-54;ART-CHEM-BB B022037;AKOS B022037;4-(4-METHYLPIPERAZINO)BENZYLAMINE;4-(4-Methyl-1-piperazinyl)benzylamine;4-(4-Methylpiperazin-1-yl)benzylamine;4-(4-Methylpiperazin-1-yl)Benz;4-(4-Methylpiperazino)benzylam
• CAS NO: 216144-45-5
• Molecular Formula: C₁₂H₁₉N₃
• Molecular Weight: 205.3
• Product Categories: Aminomethyl's;Phenyls & Phenyl-Het;Piperaizine;Piperazidine intermediates;Piperazines;Phenyls & Phenyl-Het
• Mol File: 216144-45-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 122-124/0.05mm
• Flash Point: 163.2°C
• Appearance: /
• Density: 1.065g/cm³
• Vapor Pressure: 4.45E-05mmHg at 25°C
• Refractive Index: 1.569
• PKA: 10.40±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Methylpiperazino)benzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methylpiperazino)benzylamine(216144-45-5)
• EPA Substance Registry System: 4-(4-Methylpiperazino)benzylamine(216144-45-5)

Safety Data

• Hazard Codes: C
• Statements: 36/37/38-34
• Safety Statements: 26-36/37/39-45
• Hazardous Substances Data: 216144-45-5(Hazardous Substances Data)

Usage

General Description

4-(4-Methylpiperazino)benzylamine, also known as N-Benzyl-4-methylpiperazine, is a chemical compound with the molecular formula C12H18N2. This organic molecule belongs to the class of compounds known as N-benzylpiperazines, which are compounds containing a piperazine ring where the nitrogen atom is linked to a benzyl group. The chemical, often in a solid state, can be colorless or off-white and has a distinct appearance. As with similar chemical compounds, 4-(4-Methylpiperazino)benzylamine should be carefully handled due to its potential reactivity, and its use is generally confined to laboratory or industrial settings for various chemical syntheses or research purposes. Detailed information regarding its toxicity, environmental impact, or specific applications may be limited.

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

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 109-01-3 1-methyl-piperazine 
• 34334-28-6 4-(4-methylpiperazin-1-yl)benzonitrile 
• 1194-02-1 4-fluorobenzonitrile 

Downstream Products

• 1033693-90-1 1'-[4-(4-methylpiperazin-1-yl)benzyl]-2'H-spiro[cyclopentane-1,3'-imidazo[2,1-b]quinazoline]-2',5'(1'H)-dione 
• 1033693-78-5 3-isobutyl-1-[4-(4-methylpiperazin-1-yl)benzyl]imidazo[2,1-b]quinazoline-2,5(1H,3H)-dione 
• 1033694-15-3 6-[4-(4-methylpiperazin-1-yl)benzyl]-5H-quinazolino[3,2-a]quinazoline-5,12(6H)-dione 
• 1451010-35-7 (4-(4-(1-(2-chloro-2-(4-chlorophenyl)ethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperazin-1-yl)phenyl)methanamine 
• 1451010-36-8 1-(2-chloro-2-(4-chlorophenyl)ethyl)-N-(4-(4-methylpiperazin-1-yl)benzyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1334717-47-3 7-chloro-2-ethyl-N-(4-(4-methylpiperazin-1-yl)benzyl)imidazo[1,2-a]pyridine-3-carboxamide 
• 1612182-31-6 6-(2,3-dimethylphenyl)-4-N-{[4-(4-methylpiperazin-1-yl)phenyl]methyl}pyrimidine-2,4-diamine 
• 1033693-66-1 methyl 4-[2-[4-(4-methylpiperazin-1-yl)benzyl]amino-4-oxoquinazolin-3(4H)-yl]butanoate 
• 1169548-94-0 8-bromo-2-[({[4-(4-methylpiperazin-1-yl)phenyl]methyl}amino)methyl][1]benzofuro[3,2-d]pyrimidin-4(3H)-one 

Relevant articles and documents

Identification of N-Benzyl 3,5-Dinitrobenzamides Derived from PBTZ169 as Antitubercular Agents

A series of benzamide scaffolds were designed and synthesized by the thiazinone ring opening of PBTZ169, and N-benzyl 3,5-dinitrobenzamides were finally identified as anti-TB agents in this work. 3,5-Dinitrobenzamides D5, 6, 7, and 12 exhibit excellent in vitro activity against the drug susceptive Mycobacterium tuberculosis H37Rv strain (MIC: 0.0625 μg/mL) and two clinically isolated multidrug-resistant strains (MIC 0.016-0.125 μg/mL). Compound D6 displays acceptable safety and better pharmacokinetic profiles than PBTZ169, suggesting its promising potential to be a lead compound for future antitubercular drug discovery.

An alternative synthetic approach for the synthesis of biologically relevant 1,4-disubstituted pyrazolo[3,4-d]pyrimidines

A versatile approach for the synthesis of 1,4-disubstituted pyrazolo[3,4-d]pyrimidines has been developed. Starting from commercially available allopurinol, TBAF mediated N1-functionalization and subsequent C4 nucleophilic substitution, under microwave assisted- or standard heating conditions, granted access to highly functionalized pyrazolo[3,4-d]pyrimidines of potential biological interest.

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.