Inositol nicotinate

Inositol nicotinate Basic information
Product Name:Inositol nicotinate
Synonyms:MYO-INOSITOL HEXANICOTINATE;MYO-INOSITOL HEXA-3-PYRIDINECARBOXYLATE;inositol hexa-3-pyridinecarboxylate;INOSITOL NIACINATE;INOSITOL NICOTINATE;dilcit;dilexpal;esantene
CAS:6556-11-2
MF:C42H30N6O12
MW:810.72
EINECS:229-485-9
Product Categories:Circulatory system agents;Nutritional fortification substances;Nutritional Supplements;Organics;6556-11-2
Mol File:6556-11-2.mol
Inositol nicotinate Structure
Inositol nicotinate Chemical Properties
Melting point 254-256 °C(lit.)
Boiling point 755.54°C (rough estimate)
density 1.3348 (rough estimate)
refractive index 1.6400 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility Aqueous Acid (Slightly, Heated), DMSO (Slightly, Heated, Sonicated)
form Solid
pka3.92±0.10(Predicted)
color White to Off-White
Merck 13,5002
LogP3.945 (est)
CAS DataBase Reference6556-11-2(CAS DataBase Reference)
EPA Substance Registry SystemInositol nicotinate (6556-11-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 2
RTECS NM7535400
MSDS Information
ProviderLanguage
Inositol nicotinate English
SigmaAldrich English
Inositol nicotinate Usage And Synthesis
OriginatorHexanicotol,Philadelphia,US,1962
Usesbenzidine substitute
Usesmyo-Inositol Hexanicotinate is an nicotinate conjugate of myo-inositol, an structural basis for a number of secondary messengers.
DefinitionChEBI: Inositol hexanicotinate is an inositol nicotinate. It is functionally related to a nicotinic acid.
Manufacturing Process100 g of nicotinic acid were suspended in 265 ml of distilled and dried pyridine without stirring. 68 g of phosphorus oxychloride were added dropwise to this mixture under continual stirring. The temperature of the reactants, initially at 20°C, was allowed to rise to about 60°C, and this temperature was maintained for a further 60 minutes. Thereafter 24.5 g of meso-inositol wereadded gradually, the temperature being controlled so that it did not exceed about 80°C. The reactants were maintained at this temperature for from 2 to 3 hours, and thereafter the reaction mixture was poured into 500 ml of water. The pyridine salts formed during the reaction readily dissolved, and the mesoinositol hexanicotinate which had formed crystallized out. The ester was filtered off and washed with water and acetone or alcohol. Finally, the mesoinositol hexanicotinate was dried at 100°C.
The yield was 90%, the melting point of the product was 258°C to 260°C. and the chlorine content <0.01%.
Brand nameHexopal (Sterling Winthrop); Linodil (Sterling Winthrop); Palohex (Sterling Winthrop).
Therapeutic FunctionVasodilator
Clinical Use
Peripheral vascular disease

Hyperlipidaemia


Drug interactionsPotentially hazardous interactions with other drugs
Statins: increased risk of myopathy.
MetabolismInositol nicotinate is believed to be slowly hydrolysed to nicotinic acid. The main route of metabolism is then conversion to N-methylnicotinamide and the 2-pyridone and 4-pyridone derivatives; nicotinuric acid is also formed.
Small amounts of nicotinic acid are excreted unchanged in urine.
Inositol nicotinate Preparation Products And Raw materials
Raw materialsPhosphorus oxychloride-->Inositol-->Nicotinic acid-->Phosphorus oxychloride
CIS,CIS-1,3,5-CYCLOHEXANETRIOL DIHYDRATE myo-Inositol Hexaacetate DL-ARABITOL L-SORBITOL CIS-1,3-DIACETOXYCYCLOHEXANE Cyclohexane-1,2,3,4,5,6-hexol Inositol nicotinate (-)-VIBO-QUERCITOL DL-THREITOL 1,2-Diformyloxyethane Vitamin E nicotinate L-IDITOL (-)-1,4-DI-O-METHYL-L-THREITOL N-BUTYL NICOTINATE Pyridinium acetate VITAMIN E NICOTINATE (ALPHA-GLYCEROPHOSPHORYL)-D-MYO-1-INOSITOL, LITHIUM SALT arabinitol

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