Nicotinamide riboside chloride

Base Information

• Chemical Name: Nicotinamide riboside chloride
• CAS No.: 23111-00-4
• Molecular Formula: C11H15N2O5.Cl
• Molecular Weight: 290.703
• Hs Code.: 2938909090
• Mol file: 23111-00-4.mol

Synonyms:Nicotinamide riboside chloride;3-Carbamoyl-1-beta-D-ribofuranosylpyridinium chloride

Chemical Property of Nicotinamide riboside chloride

Chemical Property:

• PSA: 116.89000
• LogP: -4.61120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Soluble to 100 mM in DMSO and to 100 mM in water

Purity/Quality:

99% ^*data from raw suppliers

Nicotinamide riboside chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Nicotinamide Riboside Chloride is the chloride salt form of nicotinamide riboside(NR).NR is a new form pyridine-nucleoside of vitamin B3 that functions as a precursor to nicotinamide adenine dinucleotide(NAD) or NAD+ . Nicotinamide riboside chloride is a crystal form of Nicotinamide riboside (NR) chloride. Nicotinamide riboside chloride increases NAD[+] levels and activates SIRT1 and SIRT3, culminating in enhanced oxidative metabolism and protection against high fat diet-induced metabolic abnormalities. Nicotinamide riboside chloride is used in dietary supplements.
• Uses: Nicotinamide Riboside Chloride is a crystal form of Nicotinamide riboside (NR) chloride termed NIAGEN, generally recognized as safe (GRAS) for use in foods and in dietary supplements. Nicotinamide Riboside Chloride is a source of vitamin B3 (niacin) and enhances oxidative metabolism, protection against high fat diet-induced metabolic abnormalities. Nicotinamide riboside is a newly discovered NAD (NAD+) precursor vitamin. Nicotinamide riboside is involved in nicotinate and nicotinamide metabolism. Nicotinamide riboside was originally identified as a nutrient in milk and later discovered to be a NAD(+) precursor.Nicotinamide riboside (NR) is a naturally occurring vitamin B-3 present in the human diet that acts as an NAD+ precursor and is suggested to improve mitochondrial function and insulin sensitivity. NR acts via activation of the NAD+-dependent sirtuin enzyme family, thereby regulating oxidative metabolism. In vitro experiments of NR supplementation have shown its successful NAD+-restoring capability and subsequent increased oxidative gene expression in skeletal muscle cells. Results from in vivo mouse models have shown improvements in insulin sensitivity and oxidative energy metabolism, including enhanced metabolic flexibility, increased aerobic exercise capacity, and indications of improved mitochondrial biogenesis.
• Biological Functions: Nicotinamide riboside (NR) is a newly discovered form of vitamin B3 that is found naturally in trace amounts in milk. No one really thought much about NR until scientists discovered that our bodies can convert NR into something called nicotinamide adenine dinucleotide (NAD+). And NAD+—at least for healthy-aging researchers—is kind of a big deal.NAD+ is a coenzyme found in all living cells, and it plays a vital role in energy metabolism and maintaining proper cell functioning. Levels of NAD+ also happen to decline significantly as we get older, and these declining levels apparently drive the aging process.

Technology Process of Nicotinamide riboside chloride

There total 28 articles about Nicotinamide riboside chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide (19132-12-8) → 3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside) (23111-00-4)

Guidance literature:

With ammonium chloride; In water; at 20 ℃; for 1h; Solvent;

Reference yield: 90.0%

C12H17ClN2O6S → 3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside) (23111-00-4)

Guidance literature:

In methanol; at 25 ℃; Solvent; Temperature;

Reference yield: 89.3%

5’,3‘,2’-tri-O-acetyl-1-β-D-ribofuranosylnicotinamide chloride (109527-15-3) → 3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside) (23111-00-4)

Guidance literature:

With ammonia; In methanol; at -3 ℃; for 24h; Temperature;

upstream raw materials:

5’,3‘,2’-tri-O-acetyl-1-β-D-ribofuranosylnicotinamide chloride

3-carbamoyl-1-(tri-O-benzoyl-β-D-ribofuranosyl)-pyridinium; chloride

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride

Downstream raw materials:

1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide

nicotinamide mononucleotide

Refernces

• 1、 -. "Preparation method β - nicotinamide ribose chloride". Paragraph 0039; 0078; 0082-0098. . Retrieved 2021/11/10.
• 2、 -. "NMN intermediate NR chloride synthesis method". Paragraph 0053; 0059-0061; 0068-0069. . Retrieved 2021/05/29.