GB815246A - Process for the preparation of new complex compounds of glycerine-di-fatty acid-phosphoric acid amino-alcohol esters with sugars - Google Patents
Process for the preparation of new complex compounds of glycerine-di-fatty acid-phosphoric acid amino-alcohol esters with sugarsInfo
- Publication number
- GB815246A GB815246A GB21285/56A GB2128556A GB815246A GB 815246 A GB815246 A GB 815246A GB 21285/56 A GB21285/56 A GB 21285/56A GB 2128556 A GB2128556 A GB 2128556A GB 815246 A GB815246 A GB 815246A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ester
- phosphoric acid
- glycerine
- sugar
- oleyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229910000147 aluminium phosphate Inorganic materials 0.000 title abstract 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 title abstract 11
- 235000000346 sugar Nutrition 0.000 title abstract 7
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 150000008163 sugars Chemical class 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 12
- 239000000839 emulsion Substances 0.000 abstract 6
- 235000019441 ethanol Nutrition 0.000 abstract 6
- 238000003756 stirring Methods 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- KXRQORIXKYKYHT-UHFFFAOYSA-N 2-[(Z)-octadec-9-enoxy]-3-octadecoxypropan-1-ol Chemical compound C(CCCCCCCCCCCCCCCCC)OCC(OCCCCCCCCC=C/CCCCCCCC)CO KXRQORIXKYKYHT-UHFFFAOYSA-N 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000005313 fatty acid group Chemical group 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/10—Phosphatides, e.g. lecithin
- C07F9/106—Adducts, complexes, salts of phosphatides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
A complex compound of a glycerine-di-fatty acid-phosphoric acid amino alcohol ester with a sugar is obtained by allowing the ester to act on a hot solution of the sugar in aqueous ethyl alcohol with stirring. The complex compound is not soluble in aqueous ethyl alcohol but forms therewith a stable emulsion. Grape sugar is the preferred sugar. A glycerine-1,2-di-fatty acid-3-phosphoric acid amino alcohol ester or a glycerine-1,3-di-fatty acid-2-phosphoric acid amino alcohol ester may be used and the fatty acid residues in these esters may be saturated or unsaturated and may contain 16 to 22 carbon atoms. In an example, a boiling 10 per cent aqueous solution of grape sugar is mixed with boiling 96 per cent aqueous ethyl alcohol while stirring and 1-palmityl-2-oleyl-glycerine-3-phosphoric acid b -amino ethyl ester or 1 - stearyl - 2 - oleyl - glycerine - 3 - phosphoric acid b -(hydroxy trimethyl ammonium)-ethyl ester or 1-palmityl-3-oleyl-2-phosphoric acid b -aminoethyl ester, the ester being first heated to about 40 DEG C., is added portionwise and slowly to the mixture with constant stirring, the temperature of the reaction mixture being kept at 82 DEG to 87 DEG C. The stirring is continued for another 4 minutes after the addition, a stable emulsion being obtained.ALSO:A therapeutic composition comprises an emulsion in aqueous ethyl alcohol of a complex compound of a glycerine-di-fatty acid-phosphoric acid amino alcohol ester with a sugar, said emulsion being obtained by allowing the ester to act on a hot solution of the sugar in aqueous ethyl alcohol with stirring (see Group IV (b)). Specified emulsions are those obtained by reacting a hot aqueous ethyl alcohol solution of grape sugar with 1-palmityl-2-oleyl-glycerine-3-phosphoric acid b -amino ethyl ester, 1 - stearyl - 2 - oleyl - glycerine - 3 - phosphoric acid b -(hydroxy trimethyl ammonium)-ethyl ester and 1-palmityl-3-oleyl-2-phosphoric acid b -aminoethyl ester respectively. The emulsions should preferably contain at least 10 per cent by weight of the complex compound and a sugar content of at least 6 per cent by weight.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE815246X | 1955-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB815246A true GB815246A (en) | 1959-06-24 |
Family
ID=6734724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21285/56A Expired GB815246A (en) | 1955-07-12 | 1956-07-10 | Process for the preparation of new complex compounds of glycerine-di-fatty acid-phosphoric acid amino-alcohol esters with sugars |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB815246A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0096439A2 (en) * | 1982-06-08 | 1983-12-21 | Unilever N.V. | Emulsion stabilizing agent |
-
1956
- 1956-07-10 GB GB21285/56A patent/GB815246A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0096439A2 (en) * | 1982-06-08 | 1983-12-21 | Unilever N.V. | Emulsion stabilizing agent |
| JPS591499A (en) * | 1982-06-08 | 1984-01-06 | ユニリ−バ−・ナ−ムロ−ゼ・ベンノ−トシヤ−プ | Emulsion stabilizer |
| EP0096439A3 (en) * | 1982-06-08 | 1984-05-30 | Unilever Nv | Emulsion stabilizing agent |
| US4547387A (en) * | 1982-06-08 | 1985-10-15 | Lever Brothers Company | Edible emulsions containing Amadori rearrangement products |
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