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CAS NUMBER: 6164-87-0
MOLECULAR FORMULA: C10H13NO7
MOLECULAR WEIGHT: 259.21
Nicotinyl alcohol is a niacin derivative used as a hypolipidemic agent and as a vasodilator.
Nicotinyl alcohol causes flushing and may decrease blood pressure.
Nicotinyl alcohol appears as a crystal that dissolves in water and alcohol with ease, also soluble in ether; melting range 147–148 ºC.
Nicotinic acid is a brief peripheral vasodilator; this compound was made to make its action longer and effective.
Nicotinyl alcohol provokes cutaneous flushing in head and upper thorax with heat, but with no major effects in blood pressure.
Nicotinyl alcohol is used in peripheral vascular diseases.
Nicotinyl alcohol is worked with this drug in more than two hundred patients for more than three years, achieving effective improvements, mainly in symptoms related to intermittent claudication, ulcer healing and others.
Nicotinyl alcohol is a member of pyridines and a tartrate salt.
Nicotinyl alcohol which is a direct-acting peripheral vasodilator that causes flushing and may decrease blood pressure.
Nicotinyl alcohol is used in vasospasm and threatened.
Nicotinyl alcohol, an aromatic alcohol compound, is a widely used in the synt Nicotinyl alcohol is a widely used in the synthesis of some inhibitors like Chk1 and histone dea.
Nicotinyl alcohol is a direct-acting vasolidator, that may decrease the blood pressure and it is a cholesterol-lowering agent.
Nicotinyl alcohol as a tartrate salt led to the efficiency improvements in patients with intermittent claudication.
In addition, nicotinyl alcohol alone or associated with other drugs was studied in the treatment of radicular syndromes; and was shown, that the effect had not been due to mechanical compression.
Nicotinyl Alcohol is a descriptor in the National Library of Medicine's controlled vocabulary thesaurus, MeSH.
Descriptors are arranged in a hierarchical structure, which enables searching at various levels of specificity.
Nicotinyl alcohol is a niacin derivative used as a hypolipidemic agent and as a vasodilator.
Nicotinyl alcohol causes flushing and may decrease blood pressure.
Nicotinyl alcohol appears as a crystal that dissolves in water and alcohol with ease, also soluble in ether; melting range 147–148 ºC.
Nicotinyl alcohol belongs to the group of medicines called vasodilators.
Nicotinyl alcohols increase the size of blood vessels and are used to treat problems resulting from poor blood circulation.
Nicotinyl Alcohol is used as a hypolipidemic agent and as a vasodilator.
Nicotinyl alcohol is a niacin derivative.Reference standards of Nicotinyl Alcohol API, and its pharmacopeial, non pharmacopeial impurities, and stable isotopes.
Nicotinyl alcohol is a niacin derivative used as a hypolipidemic agent.
Nicotinyl alcohol can be analyzed by this reverse phase HPLC method with simple conditions.
The mobile phase contains an acetonitrile, water, and phosphoric acid.
For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid.
Smaller 3 µm particles columns available for fast UPLC applications.
This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation.
Nicotinyl alcohol also suitable for pharmacokinetics.
The present invention discloses a nicotinyl alcohol ether derivative, a preparation method therefor, and a pharmaceutical composition and uses thereof.
Specifically, the invention relates to nicotinyl alcohol ether derivatives represented by formula (I), a pharmaceutically-acceptable salt thereof, a stereoisomer thereof, a preparation method therefor, a pharmaceutical composition containing the one or more compounds.
Nicotinyl alcohol is a niacin derivative used as a hypolipidemic agent and a vasodilator.
Nicotinyl alcohol causes redness and can lower blood pressure.
Nicotinyl alcohol appears as a crystal, easily soluble in water and alcohol, and soluble in ether; melting range 147–148 ºC.
Nicotinic acid is a short peripheral vasodilator; this compound was made to make its action longer and more effective.
Nicotinyl alcohol causes redness on the head and upper chest, but has no significant effect on blood pressure.
Nicotinyl alcohol is a useful synthetic intermediate.
Nicotinyl alcohol can be used in the synthesis of histone deacetylase inhibitors.
Nicotinyl alcohol can also be used to prepare (phenyl)(cyanopyrazinyl)urea derivatives as possible kinase-1 (Chk1) inhibitors.
The catalyst is prepared by suspending 5 kg of catalyst grade charcoal in 200 liters of water, in a pressure vessel, and adding thereto 25 liters of 4% (as Pd metal) aqueous palladous chloride.
Air is displaced from the vessel and then hydrogen is passed into the aqueous mixture at a pressure of 3 to 5 psi, while stirring, until no further absorption is noted and the chloride is completely reduced to metal.
To the aqueous suspension of Nicotinyl alcohol catalyst thus obtained are added 20.8 kg of 3-cyano-pyridine (96% purity); and then are added 70 liters of a hydrochloric acid solution prepared by diluting 30 liters of 36% HCl with 40 liters of water.
Nicotinyl alcohol represents approximately 1.75 mols of HCl for each mol of 3-cyano-pyridine.
The suspension is maintained at 10° to 15°C and stirred continuously while introducing a current of hydrogen at a pressure of 3 to 5 psi.
When absorption of Nicotinyl alcohol ceases and the 3-cyanopyridine is completely reduced, the reaction mixture is filtered to remove the catalyst.
The filter cake is washed with 40 liters of water in two equal portions, and the wash water is added to the filtrate.
The combined liquors, which comprise an aqueous Nicotinyl alcohol solution of 3-aminomethyl-pyridine hydrochloride, are then heated to a temperature of 60° to 65°C, and ethyl nitrite gas is passed into the heated solution.
Nicotinyl alcohol is generated by placing 20 liters of 90% ethyl alcohol in a suitable vessel, diluting with 200 liters of water, and, while stirring, adding to the dilute alcohol 18.3 kg of nitrosyl chloride at the rate of 2.25 kg per hour.
When all the ethyl nitrite has been added, the reaction mixture is refluxed for approximately one hour, then concentrated to dryness under reduced pressure (25 to 30 mm Hg) and at a maximum temperature of 70°C.
Nicotinyl alcohol is dissolved in 35 liters of water and adjusted to a pH of 8 to 9 by addition (with cooling and stirring) of 11 to 12 kg of caustic soda.
Nicotinyl alcohol formed is filtered off, and the filter cake is washed with 20 liters of normal butyl alcohol.
This wash liquid is used for the first extraction of the product from the aqueous filtrate.
The filtrate is then further extracted with four successive 20-liter portions of n-butyl alcohol.
All the extracts are combined and concentrated in vacuo (100°C/20 mm) to remove the n-butyl alcohol.
The residue is submitted to fractionation under reduced pressure. The forerun (up to 112°C/2 to 3 mm) consists of a small amount of n-butyl alcohol and some 3-pyridylcarbinol.
The main fraction, boiling at 112° to 114°C/2 to 3 mm, consists of 3-pyridylcarbinol.
Nicotinyl alcohol is a water-soluble B complex vitamin which is able to reduce serum lipids.
Nicotinyl alcohol lowers serum cholesterol and triglyceride concentrations by inhibiting the synthesis of very low-density lipoproteins (VLDL), which are the precursors to the formation of low-density lipoproteins (LDL), the principal carrier of blood cholesterol.
Several possible modes of action have been proposed, including inhibition of hepatic synthesis of lipoproteins containing apolipoprotein B-100, promotion of lipoprotein lipase activity, and reduction of free fatty acid mobilisation from adipose tissue with an increase in faecal output of sterols.
Oral therapy produces reduced triglyceride concentrations within several hours and reduced cholesterol concentrations within several days.
Nicotinyl alcohol also has a vasodilation effect when administered in large doses, identified by flushing of the skin while plasma nicotinic acid levels are rising.
Nicotinyl alcohol is believed to be mediated by prostacyclin.
Nicotinyl alcohol occurs within 20 minutes of an oral dose and persists for about 20-60 minutes.
USES:
-Used to solubilize riboflavin and as a peripheral vasodilator;
-Alcohol analog of nicotinic acid;
-A direct-acting peripheral vasodilator that is used in vasospasm and threatened gangrene;
APPLICATIONS:
Nicotinyl alcohol is a useful synthetic intermediate.
Among other uses, Nicotinyl alcohol has been used in the synthesis of histone deacetylase inhibitors.
Nicotinyl alcohol is also used to solubilize riboflavin and as a peripheral vasodilator; alcohol analog of nicotinic acid; a direct-acting peripheral vasodilator that is used in vasospasm and threatened gangrene.
-1-[5-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-3-O-(3-pyridylcarbonyl)-β-D-ribofuranosyl]uracil
-7,16-dinicotinoylated and/or 7,16-diisonicotinoylated compounds via reaction with tetraaza[14]annulene and its complexes
-bis(ethylenedithio)tetrathiafulvalene derivatives
PROPERTIES:
-grade: pharmaceutical primary standard
-manufacturer/tradename: BP
-format: neat
-storage temp.: 2-8°C
-InChI: 1S/C6H7NO.C4H6O6/c8-5-6-2-1-3-7-4-6;5-1(3(7)8)2(6)4(9)10/h1-4,8H,5H2;1-2,5-6H,(H,7,8)(H,9,10)
-InChI key: NPORIZAYKBQYLF-UHFFFAOYSA-N
FUNCTIONS:
-Antiplaque: Helps protect against the formation of dental plaque
TECHNICAL INFORMATIONS:
-Solubility :Soluble in water (fully).
-Storage :Store at 4° C
-Melting Point :-6--5° C
-Boiling Point :112-113° C (lit.) at 16 mmHg
-Density :1.13 g/mL at 25° C (lit.)
-Refractive Index :n20D 1.54
-pK Values :pKa: 4.86 at 25°C, pKb: 5.01 (Predicted)
STORAGE:
Keep out of the reach of children.
Store away from heat and direct light.
Do not store in the bathroom, near the kitchen sink, or in other damp places.
Heat or moisture may cause the medicine to break down.
Do not keep outdated medicine or medicine no longer needed.
Be sure that any discarded medicine is out of the reach of children.
SYNONYM:
Nicotinyl tartrate
6164-87-0
Danaden
Radecol
Niacol
Ronicol retard
UNII-5G605ZIE90
Ronicol tartrate
Roniacol tartrate
Zuganol-R
3-Pyridylmethanol tartrate
Nicotinyl alcohol tartrate [JAN]
Pyridyl-3-carbinol tartrate
3-Pyridylcarbinol bitartrate
5G605ZIE90
Neu-2121
(2R,3R)-2,3-dihydroxybutanedioic acid;pyridin-3-ylmethanol
3-(Hydroxymethyl)pyridine tartrate
Ronicol timespan
Roniocol tartrate
3-Pyridinemethanol tartrate (1:1) salt
Nicotinyl alcohol tartrate (JAN)
Nicotinic alcohol tartrate
Nicotinyl alcohol d-tartrate
beta-Pyridyl carbinol tartrate
EINECS 228-199-1
NSC 147492
3-Pyridinemethanol, tartrate
3-(Hydroxymethyl)pyridine tartrate (VAN)
NICOTINYLALCOHOL TARTRATE
SCHEMBL244656
3-Hydroxypyridinium hydrogen (R-(R*,R*))-tartrate
CHEBI:31907
PYRIDINE-3-METHANOL-L(+)-TARTRATE
D01789
OTHER NAMES:
β-Picolyl alcohol;
β-Pyridylcarbinol;
3-Picolyl alcohol;
3-Pyridinylcarbinol;
3-Pyridinylmethanol;
3-Pyridylcarbinol;
3-Pyridylmethan-1-ol;
3-Pyridylmethanol;
Nicotinic alcohol;
Pyridin-3-yl-methanol ;
Pyridyl-3-carbinol;
Roniacol;
β-Pyridinecarbinol;
ω-Hydroxy-3-picoline;
3-(Hydroxymethyl)pyridine ;
3-Hydroxymethylpyridine;
3-Pyridinemethanol;
Pyridine-3-carbinol;
Pyridine-3-methanol
