1-Methyl-4-(4-nitrophenyl)piperazine

Base Information

• Chemical Name: 1-Methyl-4-(4-nitrophenyl)piperazine
• CAS No.: 16155-03-6
• Molecular Formula: C11H15N3O2
• Molecular Weight: 221.259
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID10385032
• Nikkaji Number: J356.288C
• Wikidata: Q72493711
• ChEMBL ID: CHEMBL340881
• Mol file: 16155-03-6.mol

Synonyms:1-methyl-4-(4-nitrophenyl)piperazine;16155-03-6;MFCD00101003;Piperazine, 1-methyl-4-(4-nitrophenyl)-;CHEMBL340881;1-Methyl-4-(4-nitrophenyl)piperizine;1-Methyl-4-(4-nitro-phenyl)-piperazine;4-methyl-1-(4-nitrophenyl)piperazine;Cambridge id 5139345;Oprea1_201224;SCHEMBL447471;SCHEMBL14342042;DTXSID10385032;GZNDUKANJZIZOT-UHFFFAOYSA-N;BCP18176;CS-M1030;BDBM50473422;CCG-49351;STK127153;1-methyl-4-(p-nitrophenyl)piperazine;1-(4-Nitrophenyl)-4-methylpiperazine;AKOS001121711;N-(4-nitrophenyl)-N'-methylpiperazine;10G-419S;4-Methyl-1-(4-nitro-phenyl)-piperazine;SY064509;AM20060977;FT-0651326;AB00074318-01;A810270;SR-01000392676;J-504941;SR-01000392676-1;SR-01000392676-2;Z31193783

Chemical Property of 1-Methyl-4-(4-nitrophenyl)piperazine

Chemical Property:

• Appearance/Colour: Gray power
• Vapor Pressure: 1.18E-05mmHg at 25°C
• Melting Point: 109-111 °C
• Boiling Point: 369.5 °C at 760 mmHg
• PKA: 7.41±0.42(Predicted)
• Flash Point: 177.3 °C
• PSA: 52.30000
• Density: 1.198 g/cm³
• LogP: 1.87270
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 221.116426730
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-4-(4-nitrophenyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)C2=CC=C(C=C2)[N+](=O)[O-]
• Uses: 1-methyl-4-(4-nitrophenyl)piperazine was a reagent in the preparation of diaminopyrimidines as reversible and irreversible inhibitors of mutant EGFR tyrosine kinases for treatment of non-small-cell lung cancer. It was also used in the prepn. of disubstituted pyrimidine compds. as EGFR or/and ALK inhibitors useful in the treatment of diseases.

Technology Process of 1-Methyl-4-(4-nitrophenyl)piperazine

There total 20 articles about 1-Methyl-4-(4-nitrophenyl)piperazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-methyl-piperazine (109-01-3) + 4-chlorobenzonitrile (100-00-5) → 1-methyl-4-(4-nitrophenyl)piperazine (16155-03-6)

Guidance literature:

at 90 ℃; for 18h;

Reference yield: 98.0%

1-methyl-piperazine (109-01-3) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1-methyl-4-(4-nitrophenyl)piperazine (16155-03-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.bioorg.2019.103361

Reference yield: 97.0%

4-methyl-1-(4-nitro-phenyl)-piperazine 1-oxide → 1-methyl-4-(4-nitrophenyl)piperazine (16155-03-6)

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 25 - 30 ℃; for 2h;

DOI:10.1016/j.tet.2006.10.031

upstream raw materials:

1-methyl-piperazine

para-nitrophenyl bromide

4-chlorobenzonitrile

4-Fluoronitrobenzene

Downstream raw materials:

4-(4-Methyl-piperazino)-anilin

4-(4-methylpiperazin-1-yl)benzenethiol

Refernces

• 1、 Chen, Xing,Yan, Yaoyao,Zhang, Zhaoyan,Zhang, Faming,Liu, Mingming,Du, Leran,Zhang, Haixia,Shen, Xiaobao,Zhao, Dahai,Shi, Jing Bo,Liu, Xinhua. "Discovery and in Vivo Anti-inflammatory Activity Evaluation of a Novel Non-peptidyl Non-covalent Cathepsin C Inhibitor". . p. 11857 - 11885. Retrieved 2021/09/02.
• 2、 -. "TRICYCLIC KINASE INHIBITORS AND USE THEREOF". Paragraph 0206-0208. . Retrieved 2021/03/13.