Nicotinamide riboside chloride CAS: 23111-00-4

Storage conditions: under inert gas (nitrogen or Argon) at 2-8°C
Solubility: up to 100mM in DMSO, up to 100mM in water
Form: solid
color: white
Stability: hygroscopic

Nicotinamide riboside is the precursor of nicotinamide adenine dinucleotide (NAD) and represents the source of vitamin B3. Recent studies have shown that ingesting larger amounts of niacinamide riboside than naturally occurring in food can Chemicalbook for new health benefits. Nicotinamide mononucleotide plays an important role in human cell energy production, it is involved in the synthesis of intracellular NAD (nicotinamide adenine dinucleotide, an important coenzyme for cellular energy conversion).

Description: Nicotinamide riboside chloride is a crystalline form of nicotinamide riboside (NR) chloride called NIAGEN, which is generally considered safe (GRAS) and can be used in food and dietary supplements. Niacinamide riboside is a source of vitamin B3 (niacin) that enhances oxidative metabolism and prevents metabolic abnormalities caused by a high-fat diet. Nicotinamide riboside is a newly discovered NAD(NAD+) precursor vitamin.

Uses: Nicotinamide riboside has been implicated in increasing tissue NAD concentration and inducing insulin sensitivity as well as enhancing deacetylase (sirtuin) function. Its ability to increase NAD production suggests that niacinamide riboside can also improve mitochondrial health, stimulate mitochondrial function, and induce the production of new mitochondria. Other studies using nicotinamide riboside in Alzheimer's disease models have shown that the molecule is bioavailable for the brain and may provide neuroprotective effects by stimulating brain NAD synthesis. In addition, a 2012 study observed that mice fed a high-fat diet supplemented with niacinamide nucleochemicalbook glycosides had 60% less weight gain than mice fed the same high-fat diet without niacinamide nucleosides. Nicotinamide riboside chloride (3-aminoformyl-1 -[(2R, 3R, 4S5R)-3, 4-dihydroxy-5 -(hydroxymethyl) oxacyclopentane-2-yl] -pyridine-1-onium chloride; Also known as 1-(β-D-ribofuranyl) nicotinamide chloride) is a known salt form of nicotinamide riboside, which, despite the presence of useful properties of nicotinamide riboside and its chloride salts (for example in drugs or nutritional supplements), is generally in need of improvement.

Production method: The residue is transferred back to the 20L reactor with 7.5L methanol. An ice bath was applied to the reactor to adjust the internal temperature to 3℃. On the other hand, 3.75L(3.75mol) of 1MNaOCH3 dissolved in methanol is cooled to 3 ° C, and this solution is then added to the reactor for 10 minutes. During addition, keep the internal temperature below 5 ° C. After completing the addition, stir the reaction mixture for 30 minutes, then slowly add 1.25L(3.75mol) of 3MHCl to keep the internal temperature below 5 ° C. At the end of adding HCl, pH = 3. Remove solvent under vacuum. (For convenience, the partially concentrated solution can be stored at 4 ° C for up to 48h). After the concentration is completed, the residue can be stored at -20 ° C for up to 18h. To remove the remaining methanol, the evaporation residue is dissolved in water and concentrated under vacuum (3x1L). The residue was absorbed in 5L of water and the pH was adjusted to 4 with 2MNaOH(aqueous solution). Add sodium chloride (NaCl) to the solution and stir the mixture at room temperature until NaCl is saturated, leaving about 5g of undissolved NaCl. The saturated solution was extracted with tetrahydrofuran (3x5L). The water layer is monitored by 1HNMR to confirm that the acetic acid has been removed after extraction is complete. The aqueous phase was adjusted to pH = 6-7 with 2MNaOH(aqueous solution), and then extracted with THF(4x5L). The water layer was monitored by 1HNMR to confirm that the residual nicotinamide was <5mol % relative to nicotinamide riboside. 19FNMR was also used to confirm the absence of trifluoromethanesulfonates in the water layer. The water layer is then concentrated under a vacuum to remove 2.5L of water. The residual suspension was diluted with 5L ethanol, filtered, and the salt precipitate was cleaned with 2.5L ethanol. The combined filtrate and lotion are concentrated into a viscous oil under vacuum. It was stirred with 1.5L methanol, filtered and precipitated, and the solution was concentrated under vacuum. In addition, 1.5L methanol was stirred with the residue, filtered and precipitated, and the solution was concentrated under vacuum. The residue was stirred with the third part of 1.5L methanol, filtered and precipitated, and the solution was concentrated under vacuum to obtain 385g orange-red oil. 1HNMR confirmed that the amount of residual methanol was 34g, and the crude product yield was 351g(77%). THF extracts are used to remove most of the excess nicotinamide.

Biological activity; NicotinamideRibosideChloride (NIAGEN), nicotinamide RNA (NR) form of chloride salt Chemicalbook. NR is a derivative of vitamin B3 and can be used as a precursor to NAD or NAD+. NIAGEN is generally considered safe for use in food in the United States

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in vitro study:

NicotinamideribosideChloride(0.5nM;24hours)reducestheacetylationstatusofNdufa9andSOD2.NicotinamideribosideChlorideincreasesintracellularandmitochondrialNAD+contentinC2C12,Hepa1.6,andHEK293cellsinaconcentration-dependentmanneratconcentrationsrangingfrom1-1000μM.NicotinamiderChemicalbookibosidechlorideboostsNADtorestoreantiviralpoly(ADP-ribose)polymerase(PARP)functionstosupportinnateimmunityforcoronavirus(CoVs),acauseofCOVID-19.WesternBlotAnalysisCellLine:HEK293TcellsConcentration:0.5nMIncubationTime:24hoursResult:ReducedtheacetylationstatusofNdufa9andSOD2.

in vivo study:

ChronicNicotinamideribosideChloride(p.o.;400mg/kg/day;for16weeks)supplementationincreasesplasmaandintracellularNAD+contentinatissue-specificmanner.AnimaChemicalbooklModel:10-week-oldC57Bl/6JmiceDosage:400mg/kgAdministration:PO;daily;for16weeksResult:IncreasedplasmaandintracellularNAD+contentinatissue-specificmanner.

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Nicotinamide B-D Riboside Chloride(WX900111)  Nicotinamide Riboside.Cl