CH628619A5 - Process for the preparation of a liquid mixture containing peroxide-, hydroperoxide- and/or sulphur-containing, unsaturated fatty acids and/or fatty acid esters - Google Patents
Process for the preparation of a liquid mixture containing peroxide-, hydroperoxide- and/or sulphur-containing, unsaturated fatty acids and/or fatty acid esters Download PDFInfo
- Publication number
- CH628619A5 CH628619A5 CH1196676A CH1196676A CH628619A5 CH 628619 A5 CH628619 A5 CH 628619A5 CH 1196676 A CH1196676 A CH 1196676A CH 1196676 A CH1196676 A CH 1196676A CH 628619 A5 CH628619 A5 CH 628619A5
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfur
- oil
- peroxide
- fatty acids
- products
- Prior art date
Links
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title description 81
- 238000000034 method Methods 0.000 title description 50
- 239000000203 mixture Substances 0.000 title description 28
- 235000014113 dietary fatty acids Nutrition 0.000 title description 14
- 239000000194 fatty acid Substances 0.000 title description 14
- 229930195729 fatty acid Natural products 0.000 title description 14
- -1 fatty acid esters Chemical class 0.000 title description 10
- 239000007788 liquid Substances 0.000 title description 7
- 235000021122 unsaturated fatty acids Nutrition 0.000 title description 7
- 150000004670 unsaturated fatty acids Chemical class 0.000 title description 7
- 238000002360 preparation method Methods 0.000 title description 2
- 239000005864 Sulphur Substances 0.000 title 1
- 125000002081 peroxide group Chemical group 0.000 title 1
- 239000011593 sulfur Substances 0.000 description 73
- 229910052717 sulfur Inorganic materials 0.000 description 73
- 239000000047 product Substances 0.000 description 46
- 235000019198 oils Nutrition 0.000 description 32
- 239000003921 oil Substances 0.000 description 31
- 150000002978 peroxides Chemical class 0.000 description 22
- 239000002775 capsule Substances 0.000 description 16
- 239000000126 substance Substances 0.000 description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 13
- 229910052760 oxygen Inorganic materials 0.000 description 13
- 239000001301 oxygen Substances 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 235000015112 vegetable and seed oil Nutrition 0.000 description 12
- 241000207961 Sesamum Species 0.000 description 10
- 235000003434 Sesamum indicum Nutrition 0.000 description 10
- 238000002347 injection Methods 0.000 description 10
- 239000007924 injection Substances 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 239000008159 sesame oil Substances 0.000 description 9
- 235000011803 sesame oil Nutrition 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 239000013078 crystal Substances 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 8
- 238000007254 oxidation reaction Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 230000035484 reaction time Effects 0.000 description 7
- 206010012335 Dependence Diseases 0.000 description 6
- 235000012343 cottonseed oil Nutrition 0.000 description 6
- 239000002385 cottonseed oil Substances 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
- 125000000746 allylic group Chemical group 0.000 description 5
- 238000007664 blowing Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000000779 smoke Substances 0.000 description 5
- 230000000391 smoking effect Effects 0.000 description 5
- 241000208125 Nicotiana Species 0.000 description 4
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 235000019504 cigarettes Nutrition 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 210000004185 liver Anatomy 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 4
- 150000003626 triacylglycerols Chemical class 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000010775 animal oil Substances 0.000 description 3
- 235000013339 cereals Nutrition 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 150000002432 hydroperoxides Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 229910052711 selenium Inorganic materials 0.000 description 3
- 239000011669 selenium Substances 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 241000251468 Actinopterygii Species 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BAECOWNUKCLBPZ-HIUWNOOHSA-N Triolein Natural products O([C@H](OCC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)CCCCCCC/C=C\CCCCCCCC BAECOWNUKCLBPZ-HIUWNOOHSA-N 0.000 description 2
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 229940013317 fish oils Drugs 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 2
- 229940117972 triolein Drugs 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000005671 trienes Chemical class 0.000 description 1
- 125000005457 triglyceride group Chemical group 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 238000010792 warming 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
Landscapes
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Emergency Medicine (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61520775A | 1975-09-22 | 1975-09-22 | |
| US72436676A | 1976-09-17 | 1976-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH628619A5 true CH628619A5 (en) | 1982-03-15 |
Family
ID=27087445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1196676A CH628619A5 (en) | 1975-09-22 | 1976-09-21 | Process for the preparation of a liquid mixture containing peroxide-, hydroperoxide- and/or sulphur-containing, unsaturated fatty acids and/or fatty acid esters |
Country Status (5)
| Country | Link |
|---|---|
| AU (1) | AU515065B2 (enExample) |
| CA (1) | CA1134748A (enExample) |
| CH (1) | CH628619A5 (enExample) |
| DE (1) | DE2642668A1 (enExample) |
| FR (3) | FR2340097A1 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA775541B (en) * | 1976-09-17 | 1978-07-26 | Vinoxen Co | Method for treating alcoholism and eliminating and preventing alcohol intoxication |
| FR2469921A1 (fr) * | 1979-11-22 | 1981-05-29 | Rousselet Annie | Parfum anti-tabagique |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2330M (fr) * | 1962-12-11 | 1964-02-10 | Pierre Baranger | Nouveaux médicaments a base de peroxydes de corps gras. |
-
1976
- 1976-09-21 CA CA000261672A patent/CA1134748A/en not_active Expired
- 1976-09-21 CH CH1196676A patent/CH628619A5/de not_active IP Right Cessation
- 1976-09-22 DE DE19762642668 patent/DE2642668A1/de not_active Withdrawn
- 1976-09-22 AU AU18008/76A patent/AU515065B2/en not_active Expired
- 1976-09-22 FR FR7628485A patent/FR2340097A1/fr active Granted
-
1977
- 1977-05-31 FR FR7716478A patent/FR2346019A1/fr active Granted
- 1977-05-31 FR FR7716477A patent/FR2346020A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| AU1800876A (en) | 1978-04-06 |
| FR2346019A1 (fr) | 1977-10-28 |
| FR2346019B1 (enExample) | 1981-07-31 |
| FR2346020B1 (enExample) | 1980-02-29 |
| FR2340097A1 (fr) | 1977-09-02 |
| AU515065B2 (en) | 1981-03-12 |
| CA1134748A (en) | 1982-11-02 |
| FR2346020A1 (fr) | 1977-10-28 |
| DE2642668A1 (de) | 1977-03-24 |
| FR2340097B1 (enExample) | 1982-06-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |