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| CAS No.: | 1341-23-7 |
|---|---|
| Name: | NICOTINAMIDE RIBOSIDE |
| Molecular Structure: | |
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| Formula: | C11H15 N2 O5 |
| Molecular Weight: | 255.25 |
| Synonyms: | Pyridinium,3-carbamoyl-1-b-D-ribofuranosyl-(8CI);3-Pyridinecarboxamide, 1-b-D-ribosyl-;Nicotinamide ribonucleoside;Nicotinamide ribose;Nicotinamide riboside;Ribosylnicotinamide;1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyridine-5-carboxamide;nicotinamide-beta-riboside; |
| EINECS: | 1308068-626-2 |
| Density: | 1.201g/cm3 |
| Boiling Point: | 646.2 °C at 760 mmHg |
| Flash Point: | 344.6 °C |
| PSA: | 116.25000 |
| LogP: | -1.69540 |
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| Conditions | Yield |
|---|---|
| Stage #1: 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose With hydrogen bromide; acetic acid In toluene at 0℃; for 2h; Stage #2: nicotinamide In toluene Stage #3: With ammonia In methanol at 0℃; Concentration; | 86.8% |
| Conditions | Yield |
|---|---|
| Stage #1: nicotinamide; 1,2,3,5-tetraacetylribose With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 20℃; for 1.5h; Stage #2: With methanol at 20℃; for 1h; | |
| Stage #1: nicotinamide; 1,2,3,5-tetraacetylribose With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 30 - 40℃; Large scale; Stage #2: With potassium carbonate In dichloromethane at 15℃; for 1h; Large scale; |
- 1341-23-7
1-(β-D-ribofuranosyl)-nicotinamide
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In methanol at 4℃; for 16h; |
- 1341-23-7
1-(β-D-ribofuranosyl)-nicotinamide
| Conditions | Yield |
|---|---|
| With ammonia In methanol at 4℃; for 7h; | |
| Stage #1: 2',3',5'-triacetyl ethyl nicotinate riboside With ammonia at -5 - 5℃; for 1h; Stage #2: With sodium ethanolate In ethanol at -5 - 5℃; for 1h; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: zirconium(IV) chloride; water / 0.5 h / 80 °C 2: calcium L-ascorbate; water / 48 h / 80 °C View Scheme |
| Conditions | Yield |
|---|---|
| With water; calcium L-ascorbate at 80℃; for 48h; Reagent/catalyst; |
- 1341-23-7
1-(β-D-ribofuranosyl)-nicotinamide
| Conditions | Yield |
|---|---|
| With ammonia In acetonitrile at -5 - 5℃; for 1h; |
- 1341-23-7
1-(β-D-ribofuranosyl)-nicotinamide
| Conditions | Yield |
|---|---|
| With methanol at 25℃; for 0.5h; Large scale; | 0.71 kg |
| With sodium ethanolate In ethanol at -5 - 5℃; for 1h; | |
| With methanol; sodium methylate at -5 - 0℃; for 5h; Inert atmosphere; | 8.5 g |
| Conditions | Yield |
|---|---|
| In aq. buffer pH=7; |
- 13035-61-5
1,2,3,5-tetraacetylribose
- 1341-23-7
1-(β-D-ribofuranosyl)-nicotinamide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 12 h / 0 - 20 °C 2.1: ammonia / 1 h / -5 - 5 °C 2.2: 1 h / -5 - 5 °C View Scheme | |
| Multi-step reaction with 2 steps 1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 12 h / 0 - 20 °C 2: sodium ethanolate / ethanol / 1 h / -5 - 5 °C View Scheme | |
| Multi-step reaction with 4 steps 1: acetonitrile / 8 h / -5 °C / Inert atmosphere 2: sodium hydrogencarbonate; sodium hydroxide / water / 45 °C / Inert atmosphere 3: chloranil / tetrahydrofuran / 0 °C / Inert atmosphere 4: sodium methylate; methanol / 5 h / -5 - 0 °C / Inert atmosphere View Scheme |
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Specification
The Nicotinamide ribose with cas registry number of 1341-23-7, is also called Pyridinium,3-carbamoyl-1-b-D-ribofuranosyl-(8CI) ;3-Pyridinecarboxamide, 1-b-D-ribosyl- .
Physical properties of Nicotinamide ribose :(1)# of Rule of 5 Violations: 1; (2)#H bond acceptors: 8; (3)#H bond donors: 6; (4)#Freely Rotating Bonds: 9; (5)Polar Surface Area: 153.97 Å2; (6)Enthalpy of Vaporization: 100.16 kJ/mol; (7)Vapour Pressure: 1.39E-17 mmHg at 25°C .
You can still convert the following datas into molecular structure:(1)SMILES:NC(=O)c1cccnc1.O=C[C@H](O)[C@H](O)[C@H](O)CO; (2)InChI:InChI=1/C6H6N2O.C5H10O5/c7-6(9)5-2-1-3-8-4-5;6-1-3(8)5(10)4(9)2-7/h1-4H,(H2,7,9);1,3-5,7-10H,2H2/t;3-,4+,5-/m.0/s1; (3)InChIKey:JQZBTYOVGMGUST-HEEXEHOYBT; (4)Std. InChI:InChI=1S/C6H6N2O.C5H10O5/c7-6(9)5-2-1-3-8-4-5;6-1-3(8)5(10)4(9)2-7/h1-4H,(H2,7,9);1,3-5,7-10H,2H2/t;3-,4+,5-/m.0/s1; (5)Std. InChIKey:JQZBTYOVGMGUST-HEEXEHOYSA-N.