2-(4-Benzylpiperazin-1-yl)acetohydrazide

Base Information

• Chemical Name: 2-(4-Benzylpiperazin-1-yl)acetohydrazide
• CAS No.: 24632-70-0
• Molecular Formula: C13H20N4O
• Molecular Weight: 248.328
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID50429500
• Wikidata: Q82242531
• ChEMBL ID: CHEMBL1221939
• Mol file: 24632-70-0.mol

Synonyms:24632-70-0;2-(4-Benzylpiperazin-1-yl)acetohydrazide;1-Piperazineacetic acid, 4-(phenylmethyl)-, hydrazide;4-Benzyl-1-piperazineacetic acid hydrazide;CID9543562;2-[4-(phenylmethyl)-1-piperazinyl]acetohydrazide;SCHEMBL4084709;CHEMBL1221939;BDBM36368;DTXSID50429500;MFCD07364291;AKOS002364334;BP-11930;FT-0646058;2-[4-(phenylmethyl)piperazin-1-yl]ethanehydrazide;A817410;(4-Benzylpiperazin-1-yl)-acetic acid hydrazide, 6;1-Piperazineacetic acid,4-(phenylmethyl)-,hydrazide;F3308-2725

Chemical Property of 2-(4-Benzylpiperazin-1-yl)acetohydrazide

Chemical Property:

• Vapor Pressure: 1.33E-06mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 443.496 °C at 760 mmHg
• PKA: 13.37±0.37(Predicted)
• Flash Point: 222.019 °C
• PSA: 61.60000
• Density: 1.16 g/cm³
• LogP: 0.76110
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 248.16371127
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

98%min ^*data from raw suppliers

4-Benzyl-1-piperazineacetic Acid Hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CC2=CC=CC=C2)CC(=O)NN
• Uses: 4-Benzyl-1-piperazineacetic Acid Hydrazide is an intermediate in the synthesis PAC-1 (P132000), a caspase 3 activator.

Technology Process of 2-(4-Benzylpiperazin-1-yl)acetohydrazide

There total 5 articles about 2-(4-Benzylpiperazin-1-yl)acetohydrazide 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: 97.0%

ethyl 2-(4-benzylpiperazin-1-yl)acetate (23173-76-4) → 2-(4-benzylpiperazin-1-yl)acetohydrazide (24632-70-0)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

DOI:10.1016/j.bmc.2013.06.037

Reference yield:

1-phenylmethylpiperazine (2759-28-6) → 2-(4-benzylpiperazin-1-yl)acetohydrazide (24632-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 4 h / Reflux

1.2: 2 h / Reflux

2.1: hydrazine / ethanol / 1 h

With potassium carbonate; hydrazine; In ethanol; acetone;

DOI:10.1016/j.bmcl.2012.11.064

Reference yield:

1-(Ethoxycarbonylmethyl)piperazine (40004-08-8) → 2-(4-benzylpiperazin-1-yl)acetohydrazide (24632-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / acetone

2: hydrazine / methanol; water / 1.5 h / 110 °C / Microwave irradiation

With sodium hydrogencarbonate; hydrazine; In methanol; water; acetone;

upstream raw materials:

ethyl 2-(4-benzylpiperazin-1-yl)acetate

1-phenylmethylpiperazine

benzyl chloride

1-(Ethoxycarbonylmethyl)piperazine

Downstream raw materials:

2-(4-benzylpiperazin-1-yl)-N'-[(1E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene]acetohydrazide

N'-(4-methoxybenzylidene)-2-(4-benzylpiperazin-1-yl)acetohydrazide

N'-(4-ethoxybenzylidene)-2-(4-benzylpiperazin-1-yl)acetohydrazide

N'-(3,4-dimethoxybenzylidene)-2-(4-benzylpiperazin-1-yl)acetohydrazide

Refernces

• 1、 Oezturan Oezer, Eda,Unsal Tan, Oya,Ozadali, Keriman,Kuecuekkilinc, Tuba,Balkan, Ayla,Ucar, Guelberk. "Synthesis, molecular modeling and evaluation of novel N′-2-(4- benzylpiperidin-/piperazin-1-yl)acylhydrazone derivatives as dual inhibitors for cholinesterases and Aβ aggregation". supporting information. p. 440 - 443. Retrieved 2013/02/23.
• 2、 -. "COMPOSITIONS AND METHODS INCLUDING CELL DEATH INDUCERS AND PROCASPASE ACTIVATION". Page/Page column 68. . Retrieved 2008/12/08.