Name | Sucrose stearate ester |
Synonyms | S-1670 Sucrapan S sucrose stearate Saccharose stearate SUCROSE MONOSTEARATE Sucrose stearate ester Ryoto sugar ester S 1670 1-O-octadecanoyl-beta-D-fructofuranosyl alpha-D-glucopyranoside alpha-d-glucopyranoside,beta-d-fructofuranosyl,monooctadecanoate .beta.-D-Fructofuranosyl-.alpha.-D-Glucopyranoside,monooctadecanoate 2,5-anhydro-5-(hydroxymethyl)-6-O-octadecanoyl-alpha-D-gluco-D-manno-undec-6-ulopyranose |
CAS | 25168-73-4 |
EINECS | 246-705-9 |
InChI | InChI=1/C30H56O12/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(33)39-20-30(28(38)25(35)22(19-32)41-30)42-29-27(37)26(36)24(34)21(18-31)40-29/h21-22,24-29,31-32,34-38H,2-20H2,1H3/t21-,22-,24-,25-,26+,27-,28+,29-,30+/m1/s1 |
Molecular Formula | C30H56O12 |
Molar Mass | 608.76 |
Density | 1.246g/cm3 |
Melting Point | 67-71 °C |
Boling Point | 763.216°C at 760 mmHg |
Flash Point | 235.593°C |
Water Solubility | Soluble in water and ethanol at 75°C. |
Solubility | Very slightly soluble in water, sparingly soluble in ethanol (96 per cent). |
Vapor Presure | 0mmHg at 25°C |
Appearance | Powder |
Color | White to Off-white |
Storage Condition | Refrigerator |
Refractive Index | 1.546 |
Use | Used as food additives, pharmaceutical excipients, emulsion dispersants |
Raw Materials | Stearic acid |
sucrose and fatty acid methyl ester were added to a dimethylformamide solvent, and the reaction was carried out at 90 to 95 ° C. Using K2 C03 as a catalyst, and methanol and excess sucrose were removed.
colorless or yellowish viscous liquid or powder, tasteless. Good dispersion, wetting, solubilization and washing, sterilization. Slightly soluble in water, soluble in ethanol.
This product is sucrose stearic acid ester mixture, according to the monoester in the total Ester phase content, mainly divided into sucrose stearate S-3, S-7, S-11 and S-15.
take 4g of this product, precision weighing, add 40ml and 20ml of tetrahydrofuran, slightly heat to dissolve, cool, according to the potential titration method (General 0701), month sodium hydroxide titration solution (0.lmol/L) titration to pH 8.20 for the end point, and the results of the titration with a blank test correction, acid value (General 0713) should not be greater than 5.0.
can be used as emulsifier, wetting agent, dispersant, solubilizer and emollient. Emulsifier for cosmetics, food, pharmaceutical industry, can also be used in detergents, fiber processing, agriculture and animal husbandry and canned products. When used as emulsifier and preservative in food, the dosage is 1~1.5g/kg.
non-toxic, non-irritating. Rat oral LD50:30000mg/kg.
measured by high performance liquid chromatography (General 0512).
take this product, with phosphorus pentoxide as desiccant, at 60°C under reduced pressure drying to constant weight, weight loss should not exceed 3.0% (General rule 0831).
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 1.5%.
The residue left under the ignition residue item shall not contain more than 20 parts per million of heavy metals as determined by law (general chapter 0821 second method).
take 2.Og of this product, add 5ml of sulfuric acid and 5ml of nitric acid, slowly heat to boiling, and continuously add 2 ~ 3ml of nitric acid, every time, until the solution is colorless or light yellow, let it cool, add 15ml saturated ammonium oxalate solution, heat to smoke, concentrate to 2-3ml, let it cool, add water to 25ml, and inspect according to law (General Principles 0822, first law), and meet the requirements (0.0001%).
take this product O.lg, put in a 50ml Erlenmeyer flask, add 2ml of 0.5mol/L sodium hydroxide methanol solution, heat and reflux in a 65°C water bath for about 30 minutes, cool, add 2ml of 14% trivapor boron methanol solution, then heat and reflux in 65°C water bath for about 30 minutes, cool down, add 4ml heptane, continue heating and reflux in 65°C water bath for 5 minutes, cool down, add 10ml saturated sodium chloride solution, shake well, the mixture was allowed to stand to separate into layers, and 2ml of the upper layer was taken, washed 3 times with 2ml of water each time, and dried over anhydrous sodium sulfate. According to the gas chromatography method (General 0521) test, with bonded polyethylene glycol as stationary liquid, the initial temperature is 130°C, maintained for 2 minutes, at a rate of 5°C per minute to 2 3 0°C, maintained for 18 minutes. The inlet temperature was 220°C and the detector temperature was 270°C. 20mg of the reference substance of lauric acid, myristic acid, palmitic acid and stearic acid were taken respectively, and the reference substance solution was prepared by the same method as above. lul was injected into human gas chromatograph, and the chromatogram was recorded. The resolution of each chromatographic peak should meet the requirements. The upper layer was injected into the gas chromatograph, and the chromatogram was recorded. The peak area was calculated by area normalization method, and both lauric acid and myristic acid were not more than 3.0%, stearic acid was not less than 40.0%, and the total amount of palmitic acid and stearic acid was not less than 90.0%.
take about 0.2g of this product, weigh it accurately, put it in a 10ml measuring flask, add chloroform to dissolve and dilute it to the scale, shake it well. According to the thin layer chromatography (General 0502) test, the above solution is absorbed 20ul, and is put on the silica gel G thin layer plate, with chloroform-methanol-glacial acetic acid-water (80:10:8:2) for the development, spread out and take out. The mixture was dried, heated at 100 ° C. For 30 minutes, allowed to cool, sprayed with a Morin solution (Morin 50mg, dissolved in methanol to ML), and examined under a UV lamp (365mn). And divide the monoester (M: The closest one from the origin), diester (D: two to four in the middle) and triester (T: one to four most distant from the origin) spots (single, two, the distance between the three Ester spots is relatively large). Scraping M, D, T Ester spots of silica gel, respectively, put 10ml centrifuge tube, each
Add ethanol (1 ml) and anthrone (7ml) in precision, shake well, heat in 60°C water bath for 20 minutes, let it cool, centrifuge for 15 minutes, rotate at 2500 rpm, take supernatant, as a test solution; The other scraping of the same thin layer plate blank and the same size of the Test spot of silica gel, the same method of treatment as a blank control solution. According to UV-visible spectrophotometry (General rule 0401), the absorbance was measured AT the wavelength of 625nm to obtain Am, AD and, the monoester content (based on 100% of total esters) is calculated according to the following formula, and the monoester content is 0 ~ 24% S-3; 25% ~ 44% S-7; And 45% ~ 64% S-ll; s-15 is not less than 65%.
pharmaceutical excipients, solubilizers and emulsifiers.
sealed and stored in a dry place.
introduction | sucrose stearate is a sucrose ester. Sucrose esters are products obtained by esterification or transesterification of sucrose and fatty acids or fatty acid derivatives. The synthetic raw material of sucrose ester comes from renewable resources, has excellent application performance, good biodegradability and toxicological properties, and the product itself is friendly to the environment and organisms. As an important natural surfactant, it is widely used in food, medicine, cosmetics and detergents. |
preparation | 1) preparation of ethyl stearate: weigh 42.65g of stearic acid, add it to a three-mouth flask for heating and melting, add 0.5mL of concentrated sulfuric acid and 55mL of absolute ethanol under stirring, and react at about 80 ℃ for 8 hours after the reaction ends. Evaporate ethanol under reduced pressure, neutralize with KOH to pH 6~7, wash with hot water, let the upper liquid of the layer as crude ester, and refine the crude ester to obtain the product. 2) Preparation of sucrose ester Take a certain amount of ethyl stearate, propylene glycol, sucrose and K2CO3, add them into a 250mL three-mouth flask, heat to 90 ℃, end the reaction after a certain period of reaction, add tartaric acid, evaporate most of the solvent under reduced pressure, add the distillation residue to 8% sodium chloride solution under stirring, until the two solutions produce obvious interfacial delamination, and remove the water layer to obtain crude sucrose ester, the crude product was further purified with ethyl acetate and vacuum dried to constant weight to obtain a white waxy solid. |
use | can improve the processing performance, disintegration performance and dissolution of the drug, thus improving the product quality. it is especially suitable for oral cephalosporins, macrolide antibiotics and penicillin antibiotics, elastase, interferon, N4-acylarabinoside stabilizers and absorption promoters. |
production method | 3mol of sucrose and 1mol of fatty acid methyl ester are added into dimethylformamide (DMF) solvent, K2CO3 is used as catalyst, and the methanol and excess sucrose are removed after the reaction is carried out at 90-95 ℃ and 10-13kPa pressure. |