SYROSINGOPINE

Chemical properties

White or slightly yellowish powder. Practically insoluble in water; slightly soluble in methanol; soluble in chloroform and acetic acid.

Originator

Singoserp,Ciba,US,1958

The Uses of SYROSINGOPINE

Syrosingopine (CAS# 84-36-6) is a pharmaceutical used to treat hypertension.

The Uses of SYROSINGOPINE

Medicine.

Definition

Methyl reserpate ester of syringic acid ethyl carbonate. An analog of reserpine.

Manufacturing Process

1 part by weight of methyl reserpate and 1.9 parts by weight of Ocarbethoxysyringoyl chloride were dissolved in 20 parts by volume of anhydrous pyridine and allowed to stand at 5°C for 3 days. An equal volume of ice was then added, and the mixture evaporated to dryness in vacuo. The residue was dissolved in 50 parts by volume of chloroform and washed in succession with three 50 parts by volume portions of 2% sodium hydroxide solution and two 50 parts by volume portions of water. The chloroform solution was dried over sodium sulfate and evaporated to dryness. The residue was dissolved in 15 parts by volume of benzene and chromatographed on a 10 part by weight column of II-III grade alumina. Eluates of benzene, 90 benzene: 10 acetone, 80 benzene: 20 acetone, 60 benzene: 40 acetone; and acetone were removed. From the 90 benzene: 10 acetone eluate there was recovered crystalline methyl O-(O'-carbethoxysyringoyl)-reserpate, melting point 175°C to 178°C, on crystallization from acetone.

Therapeutic Function

Antihypertensive