DE1098512B - Process for the preparation of rub-in, percutaneous effective silane esters - Google Patents
Process for the preparation of rub-in, percutaneous effective silane estersInfo
- Publication number
- DE1098512B DE1098512B DESCH24171A DESC024171A DE1098512B DE 1098512 B DE1098512 B DE 1098512B DE SCH24171 A DESCH24171 A DE SCH24171A DE SC024171 A DESC024171 A DE SC024171A DE 1098512 B DE1098512 B DE 1098512B
- Authority
- DE
- Germany
- Prior art keywords
- rub
- percutaneous
- preparation
- skin
- silane esters
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 5
- 150000004756 silanes Chemical class 0.000 title claims description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 6
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 3
- 229960004889 salicylic acid Drugs 0.000 claims description 3
- 239000013543 active substance Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000007721 medicinal effect Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1896—Compounds having one or more Si-O-acyl linkages
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Biophysics (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Description
Verfahren zur Herstellung von einreibb aren, perkutanwirks amen Silanestern Die Erfindung betrifft ein Verfahren zur Herstellung von einreibbaren, perkutanwirksamen säureabgebenden Medikamenten. Organische, die Haut nicht schädigende Säuren, z.B. Salicylsäure, dringen nach dem Auftragen auf die Haut nur in sehr geringem Maße in die Haut ein, so daß ihre medizinische Wirkung auf unter der Haut liegende Organe nur gering ist. Process for the production of rub-in, percutaneous active silane esters The invention relates to a method for the production of rub-in, percutaneous active substances acid-releasing drugs. Organic acids that do not damage the skin, e.g. Salicylic acid penetrate only to a very small extent after application to the skin into the skin, so that its medicinal effect on organs located under the skin is only slight.
Aufgabe der Erfindung ist es, die Wirkung solcher Säuren zu erhöhen, indem ihre Eindringtiefe durch die Haut hindurch vergrößert und die Eindringzeit beschleunigt wird. Erfindungsgemäß wirdDimethyldiäthoxisilan mit perkutanwirksamen, die Haut nicht schädigenden organischen Säuren verestert. Die so erhaltenen Ester dringen schnell und tief in die Haut ein, so daß die medizinische Wirkung im verstärkten Maße eintritt. The object of the invention is to increase the effect of such acids by increasing their penetration depth through the skin and increasing the penetration time is accelerated. According to the invention, dimethyl diethoxysilane is used with percutaneous, the skin is esterified with organic acids that do not damage the skin. The esters thus obtained penetrate quickly and deeply into the skin, so that the medicinal effect is enhanced Dimensions enters.
Beispiel 1 148 g Dimethyldiäthoxysilan werden mit 138 g Salicylsäure im Ölbad auf 1140C erwärmt. Nach 4 Stundeu wird die Masse auf etwa 700 C abgekühlt und etwa 1 Gewichtsprozent Wasser zugegeben. Dann wird der frei gewordene Äthylalkohol abdestilliert. Das Reaktionsprodukt wird aus warmem Alkohol umkristallisiert. Es verbleibt ein weißes kristallines Produkt von 208 g mit einem Schmelzpunkt von 158"C. Example 1 148 g of dimethyl diethoxysilane are mixed with 138 g of salicylic acid warmed to 1140C in an oil bath. After 4 hours the mass is cooled to about 700 ° C and about 1 weight percent water is added. Then the released ethyl alcohol becomes distilled off. The reaction product is recrystallized from warm alcohol. It a white crystalline product of 208 g with a melting point of 158 ° C. remains.
Beispiel 2 148 g Dimethyldiäthoxysilan werden mit 244 g Benzoesäure im Ölbad auf 134"C erwärmt. Nach 4 Stunden wird die Masse auf etwa 70"C abgekühlt und etwa 1 Gewichtsprozent Wasser zugegeben. Dann wird der frei gewordene Äthylalkohol abdestilliert. Das Reaktionsprodukt wird aus warmem Alkohol umkristallisiert. Es verbleibt ein weißes kristallines Produkt von 295 g mit einem Schmelzpunkt von 129"C. Example 2 148 g of dimethyl diethoxysilane are mixed with 244 g of benzoic acid heated in an oil bath to 134 "C. After 4 hours the mass is cooled to about 70" C. and about 1 weight percent water is added. Then the released ethyl alcohol becomes distilled off. The reaction product is recrystallized from warm alcohol. It remains a white crystalline product of 295 g with a melting point of 129 "C.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH24171A DE1098512B (en) | 1958-06-02 | 1958-06-02 | Process for the preparation of rub-in, percutaneous effective silane esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH24171A DE1098512B (en) | 1958-06-02 | 1958-06-02 | Process for the preparation of rub-in, percutaneous effective silane esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1098512B true DE1098512B (en) | 1961-02-02 |
Family
ID=7429820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DESCH24171A Pending DE1098512B (en) | 1958-06-02 | 1958-06-02 | Process for the preparation of rub-in, percutaneous effective silane esters |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1098512B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3718681A (en) * | 1970-04-23 | 1973-02-27 | Stauffer Wacker Silicone Corp | Acyloxybenzoyloxysilanes |
| FR2615856A1 (en) * | 1987-05-26 | 1988-12-02 | Exsymol Sa | New products of the condensation of silanols, their preparation and applications |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2584341A (en) * | 1950-01-07 | 1952-02-05 | Dow Corning | Process of reacting an organosilane, glycerine, and glycerine-dicarboxylic acid ester |
-
1958
- 1958-06-02 DE DESCH24171A patent/DE1098512B/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2584341A (en) * | 1950-01-07 | 1952-02-05 | Dow Corning | Process of reacting an organosilane, glycerine, and glycerine-dicarboxylic acid ester |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3718681A (en) * | 1970-04-23 | 1973-02-27 | Stauffer Wacker Silicone Corp | Acyloxybenzoyloxysilanes |
| FR2615856A1 (en) * | 1987-05-26 | 1988-12-02 | Exsymol Sa | New products of the condensation of silanols, their preparation and applications |
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