A jelly-like mouthwash with anti-caries, antibacterial and strong root tooth-fixing effects
A tooth-strengthening and mouthwash technology, which is applied to medical preparations containing active ingredients, antibacterial drugs, organic chemistry, etc., can solve the problems of caries-free prevention and tooth-strengthening, and achieve enhanced anti-caries effect, The preparation process is simple and convenient, and the effect of improving the anti-inflammatory and analgesic effects
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Embodiment 1
[0037] Example 1: (S)-2-(1,3-dimethyl-2-oxo-1,2-dihydroquinoxaline-6-sulfonamido)-3-(methylthio)-N- Preparation of (5-nitrothiazol-2-yl) propionamide (compound LX-S-06)
[0038]
[0039] Preparation of intermediate 3-methylquinoxalin-2(1H)-one (1)
[0040] Weigh 10.81g (0.10mol) of o-phenylenediamine into a 500mL round bottom flask, add 250mL of absolute ethanol, and stir until completely dissolved to obtain a light yellow solution. 12.77 g (0.11 mol) of ethyl pyruvate was added dropwise to the solution with stirring at room temperature. After about 10 minutes, a large amount of solids were generated instantaneously, and the reaction was continued for 5 hours, and the reaction ended. After filtration, the solid was collected and recrystallized with ethanol. After vacuum drying, a light white cotton wool-like product was obtained. The yield was 90.4%, m.p.=241.0-242.7°C.
[0041] Preparation of intermediate 1,3-dimethylquinoxalin-2(1H)-one (2)
[0042] Weigh 8.01g (0.05mo...
Embodiment 2
[0051] Example 2: (R)-methyl(2-(1-methyl-3-(((5-nitrothiazole-2-)amino)methyl)-2-oxo-1,2-dihydroquinone Preparation of oxaline-6-sulfonamido)-3-phenylpropionyl) carbamate (compound LX-S-18)
[0052]
[0053]Intermediate (R)-methyl 2-(1,3-dimethyl-2-oxo-1,2-dihydroquinoxaline-6-sulfonamido)-3-phenylpropanoic acid methyl ester (6 ) preparation
[0054] The preparation method of the intermediate (6) is the same as that of the intermediate (4) in Example 1, and the yield is 69%. M.p=151.0~153.0℃, 1 H-NMR (DMSO-d 6 ,400MHz,ppm):δ2.473(s,3H,N=CCH 3 ), 2.751 (dd, J=9.0, 13.8Hz, 1H, CH 2 ), 2.93 (dd, J=6.0, 13.8Hz, 1H, CH 2 ),3.34(s,3H,OCH 3 C=O),3.63(s,3H,NCH 3 ), 4.08(d, J=7.8Hz, 1H, CH), 7.05-7.14(m, 5H, 5ArH), 7.57(d, J=9.0Hz, 1H, ArH), 7.69(dd, J=2.4, 9.0 Hz,1H,ArH),7.85(d,J=2.4Hz,1H,ArH),8.63(d,J=9.0Hz,1H,NH).ESI-MS:416.7[M+H] + .
[0055] Intermediate (R)-Methyl 2-(3-bromomethyl)-1-methyl-2-oxo-1,2-dihydroquinoxaline-6-sulfonamido)-3-phenylpropionic acid Preparat...
Embodiment 3
[0059] Embodiment three: the antibacterial activity test of compound LX-S-06
[0060] Preparation of Streptococcus mutans
[0061] (1) The medium for cultivating Streptococcus mutans is Brain heart infusion medium (brand OXOID, product number CM1135), the main components of which are Brain infusion solids 12.5g / L, Beef heartinfusion solids 5.0g / L , Proteose peptone 10.0g / L, Glucose 2.0g / L, Sodiumchloride 5.0g / L, Di-sodium phosphate 2.5g / L, pH 7.4±0.2. If solid medium is required, add 1.5% agar powder. Sterilize with damp heat at 115°C for 30 minutes, and cool down for use.
[0062] (2) The culture medium for Streptococcus mutans biofilm is brain heart infusion-sucrose medium. The preparation method is to make 20% stock solution of sucrose, filter and sterilize it with a 0.22 μm sterile filter, and add 1% sucrose to the brain-heart infusion medium.
[0063] (3) Streptococcus mutans type strain UA159 and clinical strain UA246 were inoculated on the solid medium of brain hear...
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