Xanthinol nicotinate

Xanthinol nicotinate Basic information
Product Name:Xanthinol nicotinate
Synonyms:complamin;contamex;icotinicacid;methoxylin,compd.withnicotinicacid;nicotinicacid,compd.with3,7-dihydro-7-(2-hydroxy-3-((2-hydroxyethyl)methyl;sadamin;sk331a;stenalgil
CAS:437-74-1
MF:C19H26N6O6
MW:434.45
EINECS:207-115-7
Product Categories:437-74-1
Mol File:437-74-1.mol
Xanthinol nicotinate Structure
Xanthinol nicotinate Chemical Properties
Melting point 180°
storage temp. Inert atmosphere,Room Temperature
solubility Water (Slightly)
form Solid
color White to Off-White
Water Solubility Water: 250 mg/mL (575.44 mM)
CAS DataBase Reference437-74-1(CAS DataBase Reference)
Safety Information
WGK Germany 2
RTECS QT1500000
HazardClass IRRITANT
MSDS Information
ProviderLanguage
Xanthinol nicotinate English
SigmaAldrich English
Xanthinol nicotinate Usage And Synthesis
UsesSedative, Hypnotic
UsesXanthinol Nicotinate is a therapeutic agent that acts as a vasodilator.
Manufacturing ProcessTo a well-stirred solution of 740 parts by weight of epichlorohydrin in 200 parts by volume of isopropyl alcohol are added 600 parts by weight of methylaminoethanol during about 3 hours at 15°C to 20°C. The heat generated by the condensation is removed by means of a cooling bath. After the addition of the total quantity of methylaminoethanol, stirring is continued for 1 hour at 25°C. The condensation reaction is completed when development of heat reaction can no longer be observed. The solution thus produced of the raw 1-chloro-3-(methylhydroxyethylamino)-propanol-2 in isopropyl alcohol is a colorless viscous liquid which is used without further purification for the subsequent condensation with theophylline.
320 parts by weight of caustic soda are dissolved in 200 parts by weight of water and diluted with 6,000 parts by weight of isopropyl alcohol. 1,584 parts by weight of theophylline-hydrate are added to the well-stirred alcoholic caustic soda solution having a temperature between 50°C to 60°C. As a result, most of the theophylline sodium salt is precipitated and a doughy or pasty white reaction product is formed. While being stirred and heated to the boiling point of alcohol, the solution of the afore-described 1-chloro-3- (methylhydroxyethylamino)-propanol-2 is added dropwise into the reaction vessel during about 3 hours. After further cooking for 2 hours, the alcoholic solution of deposited sodium chloride is filtered off. By vaporizing the alcohol, the 3-(methylhydroxyethylamino)-2-hydroxypropyltheophylline can be obtained as a very viscous oil which contains impurities in the form of by- products.
For purpose of purification, the hot alcoholic solution is mixed with 975 parts by weight of nicotinic acid while being stirred and heated until the nicotinic acid is completely dissolved.
The 3-(methylhydroxyethylamino)-2-hydroxypropyltheophylline-nicotinate separates, while still being warm, in the form of shiny, thin, small sheets. After cooling, the crystallization product is sucked off from the mother liquor and recrystallized from 85% isopropyl alcohol.
The melting point of the pure nicotinic acid salt is 180°C and the yield is 75% to 80% related to the used theophylline. The substance has a nearly neutral reaction and is very readily soluble in water.
Therapeutic FunctionVasodilator
Xanthinol nicotinate Preparation Products And Raw materials
Raw materialsEpichlorohydrin-->Theophylline-->2-Methylaminoethanol-->Nicotinic acid
Xanthium Extract Hexyl nicotinate Propyl gallate 3-ETHYL-3H-IMIDAZOLE-4-CARBALDEHYDE Xanthinol nicotinate QUINOLINE-3-CARBOXYLIC ACID N,N-Dimethylformamide Poly(dimethylsiloxane) Xanthinol THEOBROMINE 7-ETHYL THEOPHYLLINE Purine 1,7-DIMETHYLXANTHINE N,N-Dimethylaniline 2-(METHYLSULFONYL)ETHANOL PROXYPHYLLINE Propyl butyrate 1,3-Diamino-2-propanol

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