JPS5920663B2 - アンモニウムシンナメ−ト化合物の製造法 - Google Patents
アンモニウムシンナメ−ト化合物の製造法Info
- Publication number
- JPS5920663B2 JPS5920663B2 JP11568574A JP11568574A JPS5920663B2 JP S5920663 B2 JPS5920663 B2 JP S5920663B2 JP 11568574 A JP11568574 A JP 11568574A JP 11568574 A JP11568574 A JP 11568574A JP S5920663 B2 JPS5920663 B2 JP S5920663B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- salts
- manufacturing
- hydroxymethyl
- tris
- 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
- -1 ammonium cinnamate compound Chemical class 0.000 title description 6
- 238000004519 manufacturing process Methods 0.000 title description 3
- 150000003839 salts Chemical class 0.000 claims description 21
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 7
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 5
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 5
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 3
- AFDXODALSZRGIH-UHFFFAOYSA-N p-coumaric acid methyl ether Natural products COC1=CC=C(C=CC(O)=O)C=C1 AFDXODALSZRGIH-UHFFFAOYSA-N 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 239000000516 sunscreening agent Substances 0.000 description 11
- 230000000475 sunscreen effect Effects 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- ZEUMCJIXVFFRFR-UHFFFAOYSA-M COC1=CC=C(C=CC(=O)[O-])C=C1.OC[N+](C)(CO)CO Chemical compound COC1=CC=C(C=CC(=O)[O-])C=C1.OC[N+](C)(CO)CO ZEUMCJIXVFFRFR-UHFFFAOYSA-M 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- UEVDJZVDTFMTHB-UHFFFAOYSA-N CC(CNCC(C)O)O.COC1=CC=C(C=CC(O)=O)C=C1 Chemical compound CC(CNCC(C)O)O.COC1=CC=C(C=CC(O)=O)C=C1 UEVDJZVDTFMTHB-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 210000001339 epidermal cell Anatomy 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1448273A CH580558A5 (enrdf_load_stackoverflow) | 1973-10-11 | 1973-10-11 | |
| CH1448273 | 1973-10-11 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5064242A JPS5064242A (enrdf_load_stackoverflow) | 1975-05-31 |
| JPS5920663B2 true JPS5920663B2 (ja) | 1984-05-15 |
Family
ID=4401208
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11568574A Expired JPS5920663B2 (ja) | 1973-10-11 | 1974-10-09 | アンモニウムシンナメ−ト化合物の製造法 |
| JP24076783A Granted JPS59130209A (ja) | 1973-10-11 | 1983-12-20 | 遮光剤 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24076783A Granted JPS59130209A (ja) | 1973-10-11 | 1983-12-20 | 遮光剤 |
Country Status (8)
| Country | Link |
|---|---|
| JP (2) | JPS5920663B2 (enrdf_load_stackoverflow) |
| AT (1) | AT338435B (enrdf_load_stackoverflow) |
| CH (1) | CH580558A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2445384C2 (enrdf_load_stackoverflow) |
| FR (1) | FR2272069B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1422480A (enrdf_load_stackoverflow) |
| NL (1) | NL7412465A (enrdf_load_stackoverflow) |
| SE (1) | SE412227B (enrdf_load_stackoverflow) |
-
1973
- 1973-10-11 CH CH1448273A patent/CH580558A5/xx not_active IP Right Cessation
-
1974
- 1974-09-20 NL NL7412465A patent/NL7412465A/xx not_active Application Discontinuation
- 1974-09-23 DE DE19742445384 patent/DE2445384C2/de not_active Expired
- 1974-10-09 FR FR7433964A patent/FR2272069B1/fr not_active Expired
- 1974-10-09 JP JP11568574A patent/JPS5920663B2/ja not_active Expired
- 1974-10-10 AT AT816974A patent/AT338435B/de not_active IP Right Cessation
- 1974-10-10 SE SE7412789A patent/SE412227B/xx not_active IP Right Cessation
- 1974-10-10 GB GB4393174A patent/GB1422480A/en not_active Expired
-
1983
- 1983-12-20 JP JP24076783A patent/JPS59130209A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE2445384A1 (de) | 1975-04-17 |
| JPS625882B2 (enrdf_load_stackoverflow) | 1987-02-07 |
| ATA816974A (de) | 1976-12-15 |
| DE2445384C2 (de) | 1983-12-22 |
| JPS59130209A (ja) | 1984-07-26 |
| AT338435B (de) | 1977-08-25 |
| NL7412465A (nl) | 1975-04-15 |
| SE412227B (sv) | 1980-02-25 |
| CH580558A5 (enrdf_load_stackoverflow) | 1976-10-15 |
| SE7412789L (enrdf_load_stackoverflow) | 1975-04-14 |
| GB1422480A (en) | 1976-01-28 |
| JPS5064242A (enrdf_load_stackoverflow) | 1975-05-31 |
| FR2272069A1 (enrdf_load_stackoverflow) | 1975-12-19 |
| FR2272069B1 (enrdf_load_stackoverflow) | 1978-11-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4327031A (en) | Anti-solar cosmetic composition | |
| US4584190A (en) | Novel chalcone derivatives and ultraviolet absorbers comprising the same | |
| US5830441A (en) | Photostable UV absorbent containing A-cyano cinnamyl moiety | |
| US5451394A (en) | Quaternary salts of para-dialkylamino benzamide derivatives | |
| BRPI0609703A2 (pt) | compostos de éster de ácido benzóico, composições, usos, e métodos relacionados aos mesmos | |
| JPH0278666A (ja) | 新規な２・４―ジアミノピリミジン３―オキシド誘導体およびそれを含む組成物 | |
| US4061730A (en) | Anti-solar agent and compositions containing the same | |
| DE2347928C2 (de) | Benzylidenkampher-Derivate und diese Verbindungen enthaltendes kosmetisches Mittel | |
| JPH11279040A (ja) | 皮膚外用剤 | |
| US4165336A (en) | (2-Oxo-3-bornylidene methyl)-benzene sulfonates and derivatives thereof | |
| US3636077A (en) | Acid addition salts of 5-benzoyl-4-hydroxy - 2 -methoxybenzenesulfonic acid and 4-aminobenzoic acid ester and derivatives thereof | |
| EP1021159B1 (en) | Photoresponsive sunscreen compositions | |
| JPS6124549A (ja) | カルボン酸のベンゼンスルフオネート第４級アンモニウム塩 | |
| JPS5920663B2 (ja) | アンモニウムシンナメ−ト化合物の製造法 | |
| JP2572207B2 (ja) | 新規なセリン誘導体、その製造方法及びそれを含有する化粧料又は皮膚治療用の組成物 | |
| US4181804A (en) | Allantoin urocanic acid complexes | |
| US3895022A (en) | Anti-inflammatory agents, cosmetic preparations and method of preventing inflammation | |
| US2880140A (en) | Sun screening compositions | |
| WO2004084853A2 (en) | Photoresponsive fragrances | |
| WO1984000106A1 (en) | Anesthetic-antipruritic n-(3-(4-(3-fluorobenzyloxy)phenoxy)propyl)morpholine compounds, compositions and use | |
| JPS6050785B2 (ja) | ピリドキシン酸誘導体の製造方法 | |
| JPH01156942A (ja) | ４−オキソ−４−（置換フェニル）ブテノイル−サリシレート | |
| CH591243A5 (en) | Alkanol-ammonium para-methoxy-cinnamates, prepn. - used in anti-sunburn prepn. as ultraviolet absorber | |
| DE2009600A1 (de) | Neue Harnstoff-Derivate | |
| MXPA94005923A (en) | Improvements in process to smoke and soften p |