Amitriptyline hydrochloride

Chemical Name 6-Amino-3-methyl-1 -(2-methyl-2-propenyl)-2,4(1H,3H)-pyrimidinedione Common Name — 

Preparation of the ethyl analog is as follows (methyl isocyanate Is used in amisometradine manufacture). 

To a cooled and stirred solution of 142 parts of methallylamine in 900 parts of benzene, 156 parts of ethyl isocyanate are added dropwise. Upon concentration in vacuum N ethyl-N -methallylurea Is obtained. 

260 parts of this urea derivative are dissolved in 500 parts of acetic anhydride and treated with 157 parts of cyanoacetic acid at 60°C and heated at that temperature for 2 hours. The solution is then concentrated in vacuum to a syrup. 100 parts of water are added and the vacuum distillation Is repeated. The remaining syrup contains a mixture of N-cyanoacetyl-N-ethyl-N -methallylurea and a small quantity of N-cyanoacetyl-N-methallyl-N -ethylurea. 

This syrup is treated with sufficient 20% sodium hydroxide solution to raise the pH to 10. A violent reaction occurs. The reaction mixture is diluted with 50 partsof water, stirred, coo led and filtered. The material collected on the filter is recrystallized from 10% ethanol to yield a mixture of 1 -methallyl-3.ethyl. emino-1,2,3,4-tetrahydro-2,4 3yrimidinedione and 1. ethyl-3-methallyl-6-emino-1,2,3,4-tetrahydro-2,4 3yrimidinedione melting at about 157°-159°C. 

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Eerguson, G. K. Quantitative HPLG Analysis of a Psychotherapeutic Medication Simultaneous Determination of Amitriptyline Hydrochloride and Perphenazine, /. Chem. Educ. 1998, 75, 1615-1618. 

Materials Required Amitriptyline hydrochloride 1.0 g mercuric acetate crystal violet 0.1 N perchloric acid glacial acetic acid. 

Certain tricyclic compounds are found to be powerful stimulants, or antidepressants, to the central nervous system. Depressed individuals may respond with an elevation of mood, increased physical activity, mental alertness, and an improved appetite. Imipramine and amitriptyline hydrochlorides are good examples. 

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