3-((4-Methylpiperazin-1-YL)methyl)-5-nitro-1H-indole

Base Information

• Chemical Name: 3-((4-Methylpiperazin-1-YL)methyl)-5-nitro-1H-indole
• CAS No.: 3414-71-9
• Molecular Formula: C₁₄H₁₈N₄O₂
• Molecular Weight: 274.323
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10187735
• Nikkaji Number: J41.067E
• Wikidata: Q83059454
• Mol file: 3414-71-9.mol

Synonyms:3414-71-9;3-((4-METHYLPIPERAZIN-1-YL)METHYL)-5-NITRO-1H-INDOLE;BRN 1592954;INDOLE, 3-((4-METHYL-1-PIPERAZINYL)METHYL)-5-NITRO-;3-((4-Methyl-1-piperazinyl)methyl)-5-nitroindole;3-[(4-methylpiperazin-1-yl)methyl]-5-nitro-1H-indole;3-(4-Methyl-1-piperazinylmethyl)-5-nitroindole;3-[(4-Methyl-1-piperazinyl)methyl]-5-nitro-1H-indole;acid diethyl ester;SCHEMBL945607;DTXSID10187735;LS-83277;[[2-(6-Amino-9H-purin-9-yl)ethoxy]methyl]phosphonic;1H-Indole, 3-[(4-methyl-1-piperazinyl)methyl]-5-nitro-

Chemical Property of 3-((4-Methylpiperazin-1-YL)methyl)-5-nitro-1H-indole

Chemical Property:

• Vapor Pressure: 1.1E-08mmHg at 25°C
• Boiling Point: 461.1°C at 760 mmHg
• Flash Point: 232.7°C
• PSA: 68.09000
• Density: 1.299g/cm³
• LogP: 2.22250
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 274.14297583
• Heavy Atom Count: 20
• Complexity: 352

Purity/Quality:

98%min ^*data from raw suppliers

3-((4-METHYLPIPERAZIN-1-YL)METHYL)-5-NITRO-1H-INDOLE 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)CC2=CNC3=C2C=C(C=C3)[N+](=O)[O-]

Technology Process of 3-((4-Methylpiperazin-1-YL)methyl)-5-nitro-1H-indole

There total 2 articles about 3-((4-Methylpiperazin-1-YL)methyl)-5-nitro-1H-indole 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: 51.0%

1-methyl-piperazine (109-01-3) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 5-nitroindole (6146-52-7) → 3-((4-methylpiperazin-1-yl)methyl)-5-nitro-1H-indole (3414-71-9)

Guidance literature:

With acetic acid; at 35 ℃;

DOI:10.1016/j.ejmech.2017.08.031

Reference yield:

→ 3-((4-methylpiperazin-1-yl)methyl)-5-nitro-1H-indole (3414-71-9)

Guidance literature:

5-Nitro-indol, Formaldehyd, N-Methyl-piperazin, wss. Essigsaeure, Mannich-Rk. nach Meth. v. G. Cavallini, F. Ravenna, Farmaco (Pavia), Ed. Sci. 13 (1958) 105;

DOI:10.1021/jm00319a033

Reference yield:

3-((4-methylpiperazin-1-yl)methyl)-5-nitro-1H-indole (3414-71-9) + o-bromobenzenesulfonyl chloride (2905-25-1) → 1-[(2-bromophenyl)sulfonyl]-5-nitro-3-[(4-methyl-1-piperazinyl)methyl]-1H-indole (701205-47-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 10 - 20 ℃;

DOI:10.1021/acs.jmedchem.6b01662

upstream raw materials:

1-methyl-piperazine

formaldehyd

5-nitroindole

Downstream raw materials:

1-[(2-bromophenyl)sulfonyl]-5-nitro-3-[(4-methyl-1-piperazinyl)methyl]-1H-indole