Organic acid salt of nicotinamide ribose and composition and method of making same
A technology of nicotinamide ribose and organic acid salt, applied in the field of medicine, can solve problems such as single use mode, and achieve the effects of preventing water infiltration, improving stability and improving stability
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Embodiment 1
[0032] Preparation of Nicotinamide Ribose Citrate (1:1)
[0033] Under the protection of nitrogen, the temperature is -10~-5°C, dissolve nicotinamide ribose (0.0220mol, 1eq) in 60mL of methanol, add anhydrous citric acid (0.0264mol, 1.2eq), stir for 2h to dissolve, add 75mL of Water methyl tert-butyl ether, continue to stir for 30 minutes, filter under nitrogen protection, rinse with anhydrous ether, and dry below -5°C to obtain the product (0.0123mol). The product NRX contains nicotinamide ribose (NR) and citric acid (X). The molar ratio is 1:1; yield: 55.91%.
[0034] Characterization data:
[0035] HNMR(400MHz,MeOD):δ9.72(s,1H),9.42-9.43(d,1H),9.01-9.03(d,1H),8.25-8.30(m,1H),6.18-6.19(d,1H ),4.42-4.464(m,2H),4.30-4.32(t,1H),4.01-4.05(dd,1H),3.85-3.89(dd,1H),2.67-2.79(q,4H);
[0036] MS(ESI+):254.96【M-1】, MS(ESI-):191.12【M-1】;
[0037] IR(KBr)ν max 3412,2940,2375,1692,1612,1516,1395,1232,1098,894,677,622cm -1 .
Embodiment 2
[0039] Preparation of Nicotinamide Ribose Citrate (1:2)
[0040] Under the protection of nitrogen, the temperature is -10~-5°C, dissolve nicotinamide ribose (0.0220mol, 1eq) in 60mL of methanol, add anhydrous citric acid (0.0495mol.2.25eq), stir for 2h to dissolve, add 150mL of Water methyl tert-butyl ether, continue to stir for 30min, filter under nitrogen protection, rinse with anhydrous ether, dry below -5°C to obtain the product (0.0125mol), the product NRX 2 The molar ratio of nicotinamide ribose (NR) to citric acid (X) is 1:2; yield: 56.82%.
[0041] Characterization data:
[0042] HNMR(400MHz,MeOD):δ9.73(s,1H),9.43-9.45(d,1H),9.04-9.06(d,1H),8.27-8.32(m,1H),6.20-6.21(d,1H ),4.43-4.45(m,2H),4.30-4.33(t,1H),4.02-4.05(d,1H),3.85-3.89(d,1H),2.74-2.86(q,8H);
[0043] MS(ESI+):254.97【M-1】, MS(ESI-):191.16【M-1】;
[0044] IR(KBr)ν max 3425,2929,2370,1697,1624,1516,1394,1219,1097,893,678,623cm -1 .
[0045] The amount of nicotinamide ribose and anhydrous citric acid was ...
Embodiment 3
[0047] Preparation of nicotinamide ribosyl malate (1:1)
[0048] Under the protection of nitrogen, the temperature is -10~-5°C, dissolve nicotinamide ribose (0.0195mol, 1eq) in 60mL of methanol, add anhydrous malic acid (0.0234mol, 1.2eq), stir for 2h to dissolve, add 100mL of Water methyl tert-butyl ether, continue to stir for 30 minutes, filter under nitrogen protection, rinse with anhydrous ether, and dry below -5°C to obtain the product (0.01334mol). The molar ratio is 1:1; yield: 57%.
[0049] Characterization data:
[0050] HNMR(400MHz,MeOD):δ9.72(s,1H),9.42-9.44(d,1H),9.02-9.04(d,1H),8.25-8.29(t,1H),6.18-6.19(d,1H ),4.41-4.44(m,2H),4.26-4.30(m,2H),3.99-4.03(dd,1H),3.83-3.87(dd,1H),2.49-2.80(dd,2H);
[0051] MS(ESI+):254.96【M-1】, MS(ESI-):133.04【M-1】;
[0052] IR(KBr)ν max 3379,2937,1691,591,1100,677,6cm -1 .
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