Gabapentin Ethyl Ester Hydrochloride

Base Information

• Chemical Name: Gabapentin Ethyl Ester Hydrochloride
• CAS No.: 60175-04-4
• Molecular Formula: C11H21NO2.ClH
• Molecular Weight: 235.754
• Mol file: 60175-04-4.mol

Synonyms:(1-(2-ethoxy-2-oxoethyl)cyclohexyl)methanaminium chloride;Gabapentin Ethyl Ester Hydrochloride;ethyl (1-(aminomethyl)cyclohexyl)acetate hydrochloride;

Chemical Property of Gabapentin Ethyl Ester Hydrochloride

Chemical Property:

• Melting Point: 155-158°C
• PSA: 52.32000
• LogP: 3.35110
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

GabapentinEthylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: As protected Gabapentin (G117250), Amino acid structurally related to γ-Aminobutyric Acid (GABA), Gabapentin Ethyl Ester Hydrochloride has been designed to cross the blood brain barrier. Used as an anticonvulsant.

Technology Process of Gabapentin Ethyl Ester Hydrochloride

There total 2 articles about Gabapentin Ethyl Ester Hydrochloride 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: 100.0%

ethanol (64-17-5) + H-Gpn-OH (60142-96-3) → ethyl (1-(aminomethyl)cyclohexyl)acetate hydrochloride (60175-04-4)

Guidance literature:

With thionyl chloride; for 3.33h; Reflux;

DOI:10.1016/j.bioorg.2013.06.007

Reference yield:

ethanol (64-17-5) + H-Gpn-OH (60142-96-3) → ethyl (1-(aminomethyl)cyclohexyl)acetate hydrochloride (60175-04-4) + 1-(aminomethyl)cyclohexaneacetic acid hydrochloride

Guidance literature:

With hydrogenchloride; In water; for 0.0833333h; pH=2; Reflux;

DOI:10.1016/j.molstruc.2010.03.067

Reference yield: 67.0%

acetic acid 2-(2-hydroxyethyldithio)ethyl ester (877864-03-4) + ethyl (1-(aminomethyl)cyclohexyl)acetate hydrochloride (60175-04-4) → ethyl 2-(1-(3,12-dioxo-4,11-dioxa-7,8-dithia-2-azatridecyl)cyclohexyl)acetate

Guidance literature:

acetic acid 2-(2-hydroxyethyldithio)ethyl ester; trichloromethyl chloroformate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 0.666667h;

ethyl (1-(aminomethyl)cyclohexyl)acetate hydrochloride; In dichloromethane;

upstream raw materials:

ethanol

H-Gpn-OH