SYROSINGOPINE

SYROSINGOPINE Basic information
Product Name:SYROSINGOPINE
Synonyms:SYROSINGOPINE(RG);3b,20a-Yohimban-16b-carboxylic acid, 18b-hydroxy-11,17a-dimethoxy-, methyl ester, 4-hydroxy-3,5-dimethoxybenzoate (ester) ethyl carbonate (ester) (8CI);NSC 77030;Reserpic acid, methyl ester, ester with syringic acid, ethyl carbonate (6CI);Yohimban-16-carboxylic acid, 18-[[4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-, methyl ester, (3b,16b,17a,18b,20a)- (9CI);Isotens;SYROSINGOPINE;18-[[4-[(Ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-yohimban-16-carboxylic acid methyl ester
CAS:84-36-6
MF:C35H42N2O11
MW:666.72
EINECS:201-527-0
Product Categories:Alkaloids
Mol File:84-36-6.mol
SYROSINGOPINE Structure
SYROSINGOPINE Chemical Properties
Melting point 175°C
Boiling point 686.09°C (rough estimate)
density 1.2536 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka18.11±0.70(Predicted)
color Beige
LogP3.510 (est)
CAS DataBase Reference84-36-6(CAS DataBase Reference)
Safety Information
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
ToxicityLD50 oral in rat: > 2gm/kg
MSDS Information
SYROSINGOPINE Usage And Synthesis
Chemical PropertiesWhite or slightly yellowish powder. Practically insoluble in water; slightly soluble in methanol; soluble in chloroform and acetic acid.
OriginatorSingoserp,Ciba,US,1958
UsesMedicine.
UsesSyrosingopine (CAS# 84-36-6) is a pharmaceutical used to treat hypertension.
DefinitionMethyl reserpate ester of syringic acid ethyl carbonate. An analog of reserpine.
Manufacturing Process1 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 FunctionAntihypertensive
targetHCV | Antifection | Androgen Receptor | Histone Methyltransferase | NF-kB | Mdm2
SYROSINGOPINE Preparation Products And Raw materials
Raw materialsReserpine
1,4-dimethylheptylamine 7-Aminoheptanoic acid OTAVA-BB 1310648 2-BUTYLHEXANOIC ACID 6-METHOXY-2-METHYL-1H-INDOLE METHYL 3-HYDROXYNONANOATE 2,4-Dimethylpiperidine DIPENTYLAMINE ACETATE SOLUTION 1-cyclohexyl-N-methyl-methanamine 2-PROPYL-3-HYDROXYPENTANOIC ACID 3,5-Dihydroxybenzoic acid (R)-(+)-1-BENZYLOXY-BUTANE-2-OL Vanillyl butyl ether N,N-Dimethyltryptamine 2-Ethyl-1H-indole 2-METHYL-4-PIPERIDINEACETIC ACID DIBUTYLAMMONIUM ACETATE (R)-(-)-1-BENZYLOXY-2-PROPANOL

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