445489-49-6

Basic information

• Product Name: Nicotinamide Riboside Triflate
• Synonyms: Nicotinamide Riboside Triflate;3-(AMinocarbonyl)-1-D-ribofuranosylpyridiniuM TrifluoroMethanesulfonic Acid Salt;NAR;NicotinaMide Ribonucleoside Triflate;NicotinaMide Ribose Triflate;NicotinaMide Riboside Triflate, α/β Mixture;RibosylnicotinaMide Triflate;NICOTINAMIDE RIBOSIDE(P)
• CAS NO: 445489-49-6
• Molecular Formula: C12H17F3N2O9S
• Molecular Weight: 422.3315896
• Product Categories: Amines;Aromatics;Carbohydrates & Derivatives;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 445489-49-6.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Very Hygroscopic
• CAS DataBase Reference: Nicotinamide Riboside Triflate(CAS DataBase Reference)
• NIST Chemistry Reference: Nicotinamide Riboside Triflate(445489-49-6)
• EPA Substance Registry System: Nicotinamide Riboside Triflate(445489-49-6)

Safety Data

• Hazardous Substances Data: 445489-49-6(Hazardous Substances Data)

Usage

Description

Nicotinamide Riboside Triflate, also known as Nicotinamide Riboside (β-NAR), is a chemical compound that serves as an intermediate in the biosynthetic pathway for the conversion of Nicotinamide into NAD (Nicotinamide Adenine Dinucleotide). It is an off-white to pale yellow low melting solid.

Uses

Used in Pharmaceutical Industry:
Nicotinamide Riboside Triflate is used as a precursor for the production of NAD, which plays a crucial role in various cellular processes, including energy metabolism, redox signaling, and gene regulation. It is particularly important for the development of therapies targeting age-related diseases and conditions associated with NAD deficiency.
Used in Research and Development:
Nicotinamide Riboside Triflate is used as a research compound for studying the role of NAD in cellular processes and its potential applications in the development of novel therapeutic strategies for various diseases.
Used in Nutritional Supplements:
Nicotinamide Riboside Triflate is used as an ingredient in nutritional supplements, aiming to boost NAD levels in the body and potentially improve overall health and well-being.
Used in Cosmetics Industry:
Nicotinamide Riboside Triflate may be used in the development of anti-aging and skin care products, as NAD has been shown to have potential benefits in maintaining skin health and delaying the aging process.

Upstream product

• 28708-32-9 1,2,3,5-tetra-O-acetyl-D-ribofuranose 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 98-92-0 nicotinamide 
• 13035-61-5 1,2,3,5-tetraacetylribose 
• 69688-12-6 N,N-bis(trimethylsilyl)nicotinamide 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 

Downstream Products

• 19132-12-8 1-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-1,4-dihydropyridine-3-carboxamide 

Relevant articles and documents

An efficient chemical synthesis of nicotinamide riboside (NAR) and analogues

A simple and efficient synthesis of nicotinamide riboside (NAR) 1 and derivatives 4 and 5 via trimethylsilyl trifluoromethanesulfonate (TMSOTf)-mediated N-glycosilation followed by spontaneous deacetylation by treating with methanol is reported.

New crystalline salts of nicotinamide riboside as food additives

NR+ is a highly effective vitamin B3 type supplement due to its unique ability to replenish NAD+ levels. While NR+ chloride is already on the market as a nutritional supplement, its synthesis is challenging, expensive, and low yielding, making it cumbersome for large-scale industrial production. Here we report the novel crystalline NR+ salts, D/L/DL-hydrogen tartrate and D/L/DL-hydrogen malate. Their high-yielding, one-pot manufacture does not require specific equipment and is suitable for multi-ton scale production. These new NR+ salts seem ideal for nutritional applications due to their bio-equivalence compared to the approved NR+ chloride. In addition, the crystal structures of all stereoisomers of NR+ hydrogen tartrate and NR+ hydrogen malate and a comparison to the known NR+ halogenides are presented.

NICOTINYL RIBOSIDE COMPOUNDS AND THEIR USES

The disclosure provides nicotinamide riboside (NR), the reduced form of NR (NRH), nicotinic acid riboside (NAR), the reduced form of NAR (NARH), derivatives thereof, compositions thereof and uses thereof. The NR and NAR derivatives have improved stability and bioavailability compared to NR and NAR. NR, NRH, NAR, NARH, and derivatives thereof can increase cellular NAD+ levels and enhance mitochondrial and cellular function and cell viability. Therefore, NR, NRH, NAR, NARH, and derivatives thereof, whether alone or in combination with one or more additional therapeutic agents (e.g., a mitochondrial uncoupler or/and a PARP inhibitor), are useful for treating mitochondrial diseases, mitochondria-related diseases and conditions, metabolic disorders, and other disorders and conditions.