- Product Details
Keywords
- 23111-00-4
- Nicotinamide riboside chloride
- NR
Quick Details
- ProName: Nicotinamide riboside chloride
- CasNo: 23111-00-4
- Molecular Formula: C11H15ClN2O5
- Appearance: White Powder
- Application: Nicotinamide nucleoside is a precursor...
- DeliveryTime: 2 days
- PackAge: Aluminum foil bag sealing
- ProductionCapacity: 2000 Kiloliter/Month
- Purity: 99%
- Storage: Ventilation, sealed and dry
- Transportation: Ventilation and dryness
- LimitNum: 1 Kilogram
- Grade: Pharma Grade
Superiority
Chinese synonym nicotinamide nucleoside; 3-aminoformyl-1-BETA-D-ribofuranosylpyridine chloride; Nicotinamide nucleoside chloride; Nicotinamide ribose chloride; Nicotinamide ribose chloride; Niacinamide ribose chloride NR-CL, Niacinamide ribose chloride; β - D-nicotinamide nucleoside chloride; Nicotinamide ribonucleoside English name Nicotinamide ribonucleoside English synonym Nicotinamide ribonucleoside; NicotinamideB-DRibosideChloride(WX900111); NicotinamideRiboside.Cl; Nicotimideribosidechloride; Pyridinium,3-(aminocarbonyl)-1-β-D-ribofuranosyl-,chloride(1:1); 3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-iumchloride; 3-Carbamoyl-1-(β-D-ribofuranosyl)pyridiniumchloride; 3-Carbamoyl-1-beta-D-ribofuranosylpyridiniumchlorideCAS number 23111-00-4 molecular formula C11H15ClN2O5 molecular weight 290.7 EINECS number 200-184-4 related category pharmaceutical raw materials; Nucleosides; Finished product; Active pharmaceutical ingredients; Commonly used sugar synthesis intermediates; Hybridization; Pharmaceutical raw material intermediates; Coenzyme ribonucleoside nucleic acid series; Coenzyme and nucleotide raw materials; Pharmaceutical and chemical raw materials; Analytical reagent standards; Coenzyme ribonucleoside nucleic acid series; Raw materials; Drug active molecules; Raw materials for chemical products; Product 2; Chemical raw materials; Active pharmaceutical ingredients; Intermediate of synthetic materials; Raw material - health supplement addition; Chemical intermediates; biochemistry; Pharmaceutical raw materials; Conventional products; API (Active Pharmaceutical Ingredient); Product; Advantageous compound one - crystalline powder type; Impurity reference standard; Coenzyme; Organic raw materials; Foodadditive; NMN; API; 1. Chemical reagents; 23111-00-4; Main Mol file 23111-00-4. mol structural formula nicotinamide nucleoside properties storage conditions underinertgas (nitrogenorArgon) at 2-8 ° C solubility in DMSO up to 100mM, soluble in water up to 100mM morphology solid color white biological source milk water solubility 10mg/mL, clear, colorless stability hygroscopicity InChIInChI=1/C11H14N2O5. ClH/c12-10 (17) 6-2-1-3-13 (4-6) 11-9 (16) 8 (15) 7 (5-14) 18-11; /h1-4,7-9,11,14-16H,5H2,(H-,12,17); 1H/t7-,8-,9-,11-; /s3InChIKeyYABIFCKURFRPPO-TUHHAUDNNA-NSMILESO[C@@H]1[C@@H]([C@@H](CO)O[C@H]1[N+]1=CC=CC(C(=O)N)=C1)O.[Cl-]|&1:1,2,3,7,r| Introduction to the uses and synthesis methods of nicotinamide nucleoside. Nicotinamide nucleoside is a precursor of nicotinamide adenine dinucleotide (NAD) and represents the source of vitamin B3. Recent studies have shown that consuming larger amounts of nicotinamide nucleoside than naturally present in food can provide new health benefits. Nicotinamide mononucleotide plays an important role in energy production in human cells, as it participates in the synthesis of NAD (nicotinamide adenine dinucleotide, an important coenzyme for cellular energy conversion) within cells. Niacinamide nucleoside chloride is a crystalline form of nicotinamide nucleoside (NR) chloride, known as NIAGEN, which is generally considered safe (GRAS) and can be used in food and dietary supplements. Nicotinamide nucleoside is a source of vitamin B3 (niacin), which can enhance oxidative metabolism and prevent metabolic abnormalities caused by high-fat diets. Nicotinamide nucleoside is a newly discovered NAD (NAD+) precursor vitamin. The use of nicotinamide nucleoside has been involved in increasing tissue NAD concentration, inducing insulin sensitivity, and enhancing sirtuin function. Its ability to increase NAD production indicates that nicotinamide nucleoside can also improve mitochondrial health, stimulate mitochondrial function, and induce the production of new mitochondria. Other studies using nicotinamide nucleoside in Alzheimer's disease models have shown that the molecule is biologically available to 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 nicotinamide nucleoside had a 60% reduction in weight gain compared to mice fed the same high-fat diet without nicotinamide nucleoside. Nicotinamide nucleoside chloride (3-aminoformyl-1- [(2R, 3R, 4S5R) -3,4-dihydroxy-5- (hydroxymethyl) oxacyclopentan-2-yl] - pyridin-1-ium chloride); Also known as 1- (β - D-ribofuranosyl) nicotinamide chloride, it is a known salt form of nicotinamide nucleoside. Despite the useful properties of nicotinamide nucleoside and its chloride salts (such as in pharmaceuticals or nutritional supplements), improvements are often needed. The production method involves transferring the residue back to a 20L reactor using 7.5L of methanol. Apply an ice bath to the reactor to adjust the internal temperature to 3 ℃. On the other hand, cool 3.75L (3.75mol) of 1MNaOCH3 dissolved in methanol to 3 ℃, and then add the solution to the reactor after 10 minutes. During the addition period, keep the internal temperature below 5 ℃. After completion of the addition, stir the reaction mixture for 30 minutes, then slowly add 1.25L (3.75mol) of 3MHCl and maintain the internal temperature below 5 ℃. At the end of adding HCl, pH=3。 Remove the solvent under vacuum. For convenience, partially concentrated solutions can be stored at 4 ℃ for up to 48 hours. After concentration is complete, the residue can be stored at -20 ℃ for up to 18 hours. To remove residual methanol, the evaporated residue is dissolved in water and concentrated under vacuum (3x1L). Absorb the residue in 5L of water and adjust the pH 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. Extract the saturated solution with tetrahydrofuran (THF, 3x5L). Monitor the aqueous layer by 1HNMR to confirm that acetic acid has been removed after extraction is complete. Adjust the aqueous phase to pH 6-7 with 2MNaOH (aqueous solution), and then extract with THF (4x5L). Monitor the aqueous layer by 1HNMR to confirm that the residual nicotinamide is less than 5mol% relative to nicotinamide nucleoside. 19FNMR was also used to confirm the absence of trifluoromethanesulfonate in the aqueous layer. Then concentrate the water layer under vacuum to remove 2.5L of water. Dilute the residual suspension with 5L ethanol, filter, and wash the salt precipitate with 2.5L ethanol. Concentrate the combined filtrate and wash solution into a viscous oil under vacuum. Stir it with 1.5L of methanol, filter the precipitate, and concentrate the solution under vacuum. Additionally, stir 1.5L of methanol with the residue, filter the precipitate, and concentrate the solution under vacuum. Stir the residue with a third 1.5L of methanol, filter the precipitate, and concentrate the solution under vacuum to obtain 385g of orange red oil. The residual amount of methanol was confirmed to be 34g by 1HNMR, and the crude product yield was 351g (77%). THF extract is used to remove most excess nicotinamide. Bioactive Nicotinamide Riboside Chlorine (NIAGEN) is the chloride salt form of nicotinamide ribose (NR). NR is a derivative of vitamin B3 and can serve as a precursor for NAD or NAD+. NIAGEN is widely considered safe for use in food in the United States
Details
Chinese synonym nicotinamide nucleoside; 3-aminoformyl-1-BETA-D-ribofuranosylpyridine chloride; Nicotinamide nucleoside chloride; Nicotinamide ribose chloride; Nicotinamide ribose chloride; Niacinamide ribose chloride NR-CL, Niacinamide ribose chloride; β - D-nicotinamide nucleoside chloride; Nicotinamide ribonucleoside English name Nicotinamide ribonucleoside English synonym Nicotinamide ribonucleoside; NicotinamideB-DRibosideChloride(WX900111); NicotinamideRiboside.Cl; Nicotimideribosidechloride; Pyridinium,3-(aminocarbonyl)-1-β-D-ribofuranosyl-,chloride(1:1); 3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-iumchloride; 3-Carbamoyl-1-(β-D-ribofuranosyl)pyridiniumchloride; 3-Carbamoyl-1-beta-D-ribofuranosylpyridiniumchlorideCAS number 23111-00-4 molecular formula C11H15ClN2O5 molecular weight 290.7 EINECS number 200-184-4 related category pharmaceutical raw materials; Nucleosides; Finished product; Active pharmaceutical ingredients; Commonly used sugar synthesis intermediates; Hybridization; Pharmaceutical raw material intermediates; Coenzyme ribonucleoside nucleic acid series; Coenzyme and nucleotide raw materials; Pharmaceutical and chemical raw materials; Analytical reagent standards; Coenzyme ribonucleoside nucleic acid series; Raw materials; Drug active molecules; Raw materials for chemical products; Product 2; Chemical raw materials; Active pharmaceutical ingredients; Intermediate of synthetic materials; Raw material - health supplement addition; Chemical intermediates; biochemistry; Pharmaceutical raw materials; Conventional products; API (Active Pharmaceutical Ingredient); Product; Advantageous compound one - crystalline powder type; Impurity reference standard; Coenzyme; Organic raw materials; Foodadditive; NMN; API; 1. Chemical reagents; 23111-00-4; Main Mol file 23111-00-4. mol structural formula nicotinamide nucleoside properties storage conditions underinertgas (nitrogenorArgon) at 2-8 ° C solubility in DMSO up to 100mM, soluble in water up to 100mM morphology solid color white biological source milk water solubility 10mg/mL, clear, colorless stability hygroscopicity InChIInChI=1/C11H14N2O5. ClH/c12-10 (17) 6-2-1-3-13 (4-6) 11-9 (16) 8 (15) 7 (5-14) 18-11; /h1-4,7-9,11,14-16H,5H2,(H-,12,17); 1H/t7-,8-,9-,11-; /s3InChIKeyYABIFCKURFRPPO-TUHHAUDNNA-NSMILESO[C@@H]1[C@@H]([C@@H](CO)O[C@H]1[N+]1=CC=CC(C(=O)N)=C1)O.[Cl-]|&1:1,2,3,7,r| Introduction to the uses and synthesis methods of nicotinamide nucleoside. Nicotinamide nucleoside is a precursor of nicotinamide adenine dinucleotide (NAD) and represents the source of vitamin B3. Recent studies have shown that consuming larger amounts of nicotinamide nucleoside than naturally present in food can provide new health benefits. Nicotinamide mononucleotide plays an important role in energy production in human cells, as it participates in the synthesis of NAD (nicotinamide adenine dinucleotide, an important coenzyme for cellular energy conversion) within cells. Niacinamide nucleoside chloride is a crystalline form of nicotinamide nucleoside (NR) chloride, known as NIAGEN, which is generally considered safe (GRAS) and can be used in food and dietary supplements. Nicotinamide nucleoside is a source of vitamin B3 (niacin), which can enhance oxidative metabolism and prevent metabolic abnormalities caused by high-fat diets. Nicotinamide nucleoside is a newly discovered NAD (NAD+) precursor vitamin. The use of nicotinamide nucleoside has been involved in increasing tissue NAD concentration, inducing insulin sensitivity, and enhancing sirtuin function. Its ability to increase NAD production indicates that nicotinamide nucleoside can also improve mitochondrial health, stimulate mitochondrial function, and induce the production of new mitochondria. Other studies using nicotinamide nucleoside in Alzheimer's disease models have shown that the molecule is biologically available to 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 nicotinamide nucleoside had a 60% reduction in weight gain compared to mice fed the same high-fat diet without nicotinamide nucleoside. Nicotinamide nucleoside chloride (3-aminoformyl-1- [(2R, 3R, 4S5R) -3,4-dihydroxy-5- (hydroxymethyl) oxacyclopentan-2-yl] - pyridin-1-ium chloride); Also known as 1- (β - D-ribofuranosyl) nicotinamide chloride, it is a known salt form of nicotinamide nucleoside. Despite the useful properties of nicotinamide nucleoside and its chloride salts (such as in pharmaceuticals or nutritional supplements), improvements are often needed. The production method involves transferring the residue back to a 20L reactor using 7.5L of methanol. Apply an ice bath to the reactor to adjust the internal temperature to 3 ℃. On the other hand, cool 3.75L (3.75mol) of 1MNaOCH3 dissolved in methanol to 3 ℃, and then add the solution to the reactor after 10 minutes. During the addition period, keep the internal temperature below 5 ℃. After completion of the addition, stir the reaction mixture for 30 minutes, then slowly add 1.25L (3.75mol) of 3MHCl and maintain the internal temperature below 5 ℃. At the end of adding HCl, pH=3。 Remove the solvent under vacuum. For convenience, partially concentrated solutions can be stored at 4 ℃ for up to 48 hours. After concentration is complete, the residue can be stored at -20 ℃ for up to 18 hours. To remove residual methanol, the evaporated residue is dissolved in water and concentrated under vacuum (3x1L). Absorb the residue in 5L of water and adjust the pH 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. Extract the saturated solution with tetrahydrofuran (THF, 3x5L). Monitor the aqueous layer by 1HNMR to confirm that acetic acid has been removed after extraction is complete. Adjust the aqueous phase to pH 6-7 with 2MNaOH (aqueous solution), and then extract with THF (4x5L). Monitor the aqueous layer by 1HNMR to confirm that the residual nicotinamide is less than 5mol% relative to nicotinamide nucleoside. 19FNMR was also used to confirm the absence of trifluoromethanesulfonate in the aqueous layer. Then concentrate the water layer under vacuum to remove 2.5L of water. Dilute the residual suspension with 5L ethanol, filter, and wash the salt precipitate with 2.5L ethanol. Concentrate the combined filtrate and wash solution into a viscous oil under vacuum. Stir it with 1.5L of methanol, filter the precipitate, and concentrate the solution under vacuum. Additionally, stir 1.5L of methanol with the residue, filter the precipitate, and concentrate the solution under vacuum. Stir the residue with a third 1.5L of methanol, filter the precipitate, and concentrate the solution under vacuum to obtain 385g of orange red oil. The residual amount of methanol was confirmed to be 34g by 1HNMR, and the crude product yield was 351g (77%). THF extract is used to remove most excess nicotinamide. Bioactive Nicotinamide Riboside Chlorine (NIAGEN) is the chloride salt form of nicotinamide ribose (NR). NR is a derivative of vitamin B3 and can serve as a precursor for NAD or NAD+. NIAGEN is widely considered safe for use in food in the United States