Name | Sodium stearyl fumarate |
Synonyms | Pruv UNII-7CV7WJK4UI SODIUM STEARYL FUMARATE Sodium stearyl fumarate SODIUMSTEARYLFUMARATE,NF Sodium octadecyl fumarate SODIUMSTEARYLFUMARATE,FCC sodium octadecyl fumarate Monosodium stearyl fumarate Sodium monostearyl fumarate Sodium monooctadecyl fumarate Sodium Stearyl Fumarate (Excipient) Sodium monooctadecyl 2-butenedioate, (E)- SodiumStearylFumarate(Excipient)OpenPartDmf sodium (2E)-4-(octadecyloxy)-4-oxobut-2-enoate 2-Butenedioic acid (E)-, monoactadecyl ester, sodium salt 2-Butenedioic acid (2E)-, monooctadecyl ester, sodium salt |
CAS | 4070-80-8 |
EINECS | 223-781-1 |
InChI | InChI=1/C22H40O4.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-26-22(25)19-18-21(23)24;/h18-19H,2-17,20H2,1H3,(H,23,24);/q;+1/p-1/b19-18+ |
InChIKey | GKCVIRALYIXVLE-RZLHGTIFSA-M |
Molecular Formula | C22H39NaO4 |
Molar Mass | 390.53 |
Melting Point | >196°C (dec.) |
Boling Point | 483.4°C at 760 mmHg |
Flash Point | 153.5°C |
Solubility | Practically insoluble in water, slightly soluble in methanol, practically insoluble in acetone and in anhydrous ethanol. |
Vapor Presure | 1.14E-10mmHg at 25°C |
Appearance | neat |
Color | White to Off-White |
Storage Condition | Inert atmosphere,Room Temperature |
Physical and Chemical Properties | White fine powder. Soluble in methanol, almost insoluble in water. |
Hazard Symbols | Xi - Irritant![]() |
Risk Codes | 36/38 - Irritating to eyes and skin. |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
HS Code | 2917191600 |
introduction | sodium stearin fumarate is used to react with stearyl alcohol and maleic anhydride, and the reaction product is isomerized into salt to obtain sodium stearin fumarate. Sodium stearic fumarate is a hydrophilic lubricant. It is used as a lubricant in pharmaceutical excipients. It can overcome many problems related to magnesium stearate, such as the main drug is affected and excessive lubrication; in effervescent tablets The formation of a protective film can improve disintegration and promote dissolution, thereby increasing bioavailability. |
application field | sodium stearin fumarate (C22H39NaO4) is a widely used and important pharmaceutical and food excipient. In the metabolic process of sodium stearic fumarate in animals, most of it can be absorbed, and hydrolysis produces stearyl alcohol and stearic acid, and a small part can be directly and quickly metabolized, which is non-toxic and non-irritating. In the field of pharmaceuticals, sodium stearic fumarate is added to pharmaceutical preparations, which can be used as a lubricant for tablets and capsules, and can also form a protective film in effervescent tablets, which can solve stearate lubricants The existing problems can improve drug disintegration and promote drug dissolution. In the field of food, FDA allows sodium stearic fumarate to be directly added as a regulator and stabilizer to foods for human consumption, such as various baked foods, flour thickened foods, dried potatoes and treated grains, etc. The addition amount can account for 0.2 ~ 1.0% of the weight of food. |
use | sodium stearin fumarate: used as a lubricant for tablets and capsules, the common dosage is 0.5 ~ 2.0%, it is also used in some foods. It is a hydrophilic lubricant, soluble in water, but its solubility is obviously affected by the water temperature. The solubility in water at 25 ℃ is very small, and the surface of the effervescent solution with a slightly larger dosage will appear white floating matter (sodium stearin fumarate), which affects the appearance of the solution And taste. dough regulator; wheat flour treatment agent; oxidant. |
action | stearin sodium fumarate (C22H39NaO4) is a widely used and important pharmaceutical and food excipients. In the metabolic process of sodium stearic fumarate in animals, most of it can be absorbed, hydrolyzed to produce stearic alcohol and stearic acid, and a small part can be directly and quickly metabolized, with no irritation. In the field of pharmaceuticals, sodium stearin fumarate is added to pharmaceutical preparations, which can be used as a lubricant for agents and capsules, and can also form a protective film in effervescent tablets, which can solve stearate lubricants The existing problems, columbium plays a role in improving drug disintegration and promoting drug dissolution. |
Preparation | A method for preparing sodium stearin fumarate excipients, comprising the following steps: S1, mixing maleic anhydride and decanol with a reaction solvent, and performing a ring-opening reaction at a temperature of 80°C and above; S2, adding a conversion agent to the reaction system to carry out the conversion reaction; S3, cooling to 40-50°C, add sodium-containing alkali solution dropwise to the reaction system, and after the stirring reaction, the temperature is reduced and crystallizing to obtain the crude sodium stearin fumarate; S4, the crude sodium stearin fumarate is refined to obtain the sodium stearin fumarate product. The following is the route: |
identification test | in the following quality index analysis of the "sodium stearoyl maleate and octanol test" upward thin layer chromatography, the specific shift value (R1) of rhubarb spots obtained from the sample liquid should be consistent with those obtained from standard liquid a. The Rf value of the main color spots obtained after spraying the thin layer plate with sulfuric acid and heating at 150 ℃ shall be consistent with that obtained from standard solution B. |
content analysis | accurately weigh the sample about 250mg, put it into a 50ml conical flask, mix with chloroform 1m1, and add 20ml glacial acetic acid to dissolve the sample. Add quinaldine red test solution (TS-203) for several drops and titrate with 0.1mol/L perchloric acid glacial acetic acid. Perchloric acid per mL0.1 mol/L is equivalent to 39.05mg of this product (C22H39NaO4). |
toxicity | can be safely used in food (FDA, 172.826,2000). |
usage limit | FDA,§ 172.826(2000): yeast fermented baked products, 0.5% (in flour quantity); Dehydrated potatoes, 1%; Stabilizer for non-yeast fermented baked products, 1%; 1% cereal products; Starch or wheat flour thickener, 0.2%. |