Total synthesis method for making an indole structure derivative product class, of the triptamine type, in particular, melatonin or N-acetyl-5-methoxytriptamine type, having a high purity degree and easily soluble, for therapeutic use against acquired immuno-deficiency syndromes

摘要

The present invention relates to : 1) a method for the total synthesis of an indole structure derivative product class,of the triptamine type, in particular of the melatonine or N-Acetyl-5-Methoxy-triptamine type; 2) the use of melatonine or N-acetyl-5-methoxytriptamine as a drug with doses from 2 mg to 20 mg per day,in an oral,intramuscolar or endovenous way; 3) the use of melatonine or N-acetyl-5-methoxytriptamine, in combination with an azidothymidine treating process, in order to improve the curative effects. The subject total synthesis process consists of combining potassium phthalamide and di-bromopropane in order to obtain 3-bromopropylphthalamide;adding, in the presence of ethanol dissolved sodium,acetacetic esther in order to obtain ethyl-2-acetyl-5-phthalimido-penta noate ;adding diazo-p-anisidine so as to obtain 2-carboxyethyl-3-(2-phthalimidoethyl)-5-methoxy-indole. The main feature of the invention is that to the 2-carboxyethyl-3-(2-phthalimidoethyl)-5-methoxy-indole there are added NaOH 2N and 20% H2SO4 in order to obtain raw 5-methoxytriptamine;which is purified by means of hexamethyldisilazane,with the formation of the related mono and bi-derivative therefrom there is obtained the starting product which is purified by means of aqueous methanol. The subject method,in particular,is specifically designed for provided high purity melatonine,or N-acetyl-5-methoxytriptamine,with a great yield,which is water soluble and may be used for therapeutic purposes. The thus obtained melatonine,has such a purity that it can be used,in suitable packages,both in tumoral phrophilaxy and tumoral terapy,as well as against the acquired immuno-deficiency syndromes,o so called AIDS.