Homopiperazine

Base Information

• Chemical Name: Homopiperazine
• CAS No.: 505-66-8
• Molecular Formula: C5H12N2
• Molecular Weight: 100.164
• Hs Code.: 29339900
• European Community (EC) Number: 208-016-1
• UNII: 95CL167W8T
• DSSTox Substance ID: DTXSID1060130
• Nikkaji Number: J53.916C
• Wikipedia: 1,4-Diazacycloheptane
• Wikidata: Q27271776
• Mol file: 505-66-8.mol

Synonyms:1,4-diazepane

Chemical Property of Homopiperazine

Chemical Property:

• Appearance/Colour: white to light yellow crystalline mass
• Vapor Pressure: 1.57mmHg at 25°C
• Melting Point: 38-40 ºC
• Refractive Index: 1.4378 (estimate)
• Boiling Point: 169 ºC at 760 mmHg
• PKA: 11.02±0.20(Predicted)
• Flash Point: 64.4 ºC
• PSA: 24.06000
• Density: 0.861 g/cm³
• LogP: 0.22690
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive & Hygroscopic
• Water Solubility.: Soluble in water.
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.100048391
• Heavy Atom Count: 7
• Complexity: 39.3

Purity/Quality:

99% ^*data from raw suppliers

Homopiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; C
• Hazard Codes: C,Xi
• Statements: 21-34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

Useful:

• Canonical SMILES: C1CNCCNC1
• Uses: It can be used as organic and pharmaceutical synthesis intermediates, for example, being applied to the synthesis of fasudil hydrochloride. Homopiperazine acts as a corrosion inhibitor for iron. It has also been used in the preparation of potent H3 receptor antagonists for use as treatments for neurodegenerative conditions such as Alzheimer disease. pharmaceutical intermediate Homopiperazine is used to prepare 1,4-bis-(2-thiazolyl)-1,4-diazacycloheptane by reacting with 2-bromo-thiazole. It acts as an intermediate for repaglinide and fasudil hydrochloride. It is also used in the preparation of potent H3 receptor antagonists, which is used for the treatment of neurodegenerative conditions. Further, it is used in vesicant, cosmetic, emulsifier and energetic material. It acts as a corrosion inhibitor for iron. In pharmaceuticals, it is employed as antipyretic and reducing blood sugar, adiposity, calm, antipsychotic and anti-nervous.

Technology Process of Homopiperazine

There total 12 articles about Homopiperazine 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: 87.0%

1,4-Bis(tert-butoxycarbonyl)-1,4-diazepane (882645-09-2) → 1,4-Diazacycloheptane (505-66-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 3h; Reflux;

Reference yield: 85.0%

C5H10Br2N2 → 1,4-Diazacycloheptane (505-66-8)

Guidance literature:

With sodium hydroxide; In toluene; Autoclave; Reflux; Large scale;

Reference yield: 83.05%

1,4-bistrifluoroacetyl homopiperazine → 1,4-Diazacycloheptane (505-66-8)

Guidance literature:

1,4-bistrifluoroacetyl homopiperazine; With hydrogenchloride; In ethanol; at 40 ℃; for 5h; Autoclave; Large scale;

With sodium hydroxide; In water; toluene; at 20 ℃; for 1h; Autoclave; Large scale;

upstream raw materials:

2-[(3-aminopropyl)amino]ethanol

N,N'-Di(phenylsulphonyl)hexahydro-1,4-diazepin

ethylene glycol

Trimethylenediamine

Downstream raw materials:

1-[2-(diphenylmethoxy)ethyl]homopiperazine

1-{2-[bis(4-fluorophenyl)methoxy]ethyl}homopiperazine

Refernces

• 1、 Niu, Jinming,Wang, Dingding,Wu, Weiting,Yang, Wu-Lin,Zhao, Jianhong. "Unconventional Synthetic Process of Fasudil Hydrochloride: Costly Homopiperazine Was Avoided". . . Retrieved 2021/12/06.
• 2、 -. "Method for preparing homopiperazine by utilizing ethyl trifluoroacetate". Paragraph 0067; 0078-0084; 0086; 0087. . Retrieved 2017/07/21.