DE2922118C2 - - Google Patents
Info
- Publication number
- DE2922118C2 DE2922118C2 DE19792922118 DE2922118A DE2922118C2 DE 2922118 C2 DE2922118 C2 DE 2922118C2 DE 19792922118 DE19792922118 DE 19792922118 DE 2922118 A DE2922118 A DE 2922118A DE 2922118 C2 DE2922118 C2 DE 2922118C2
- Authority
- DE
- Germany
- Prior art keywords
- solution
- trichinoyl
- barium
- sulfuric acid
- ampoule
- 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 - Lifetime
Links
- 239000000243 solution Substances 0.000 claims description 31
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 14
- PKRGYJHUXHCUCN-UHFFFAOYSA-N cyclohexanehexone Chemical group O=C1C(=O)C(=O)C(=O)C(=O)C1=O PKRGYJHUXHCUCN-UHFFFAOYSA-N 0.000 claims description 10
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 6
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 claims description 6
- 229910001626 barium chloride Inorganic materials 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000000706 filtrate Substances 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 4
- 229960000367 inositol Drugs 0.000 claims description 4
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 4
- -1 barium salt compounds Chemical class 0.000 claims description 3
- 238000001556 precipitation Methods 0.000 claims description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- 238000005660 chlorination reaction Methods 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000003708 ampul Substances 0.000 description 15
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 8
- 239000012141 concentrate Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- WCJLIWFWHPOTAC-UHFFFAOYSA-N rhodizonic acid Chemical compound OC1=C(O)C(=O)C(=O)C(=O)C1=O WCJLIWFWHPOTAC-UHFFFAOYSA-N 0.000 description 8
- 238000003860 storage Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- CUQKYFXHLIXQIV-UHFFFAOYSA-L barium(2+);3,4,5,6-tetraoxocyclohexene-1,2-diolate Chemical compound [Ba+2].[O-]C1=C([O-])C(=O)C(=O)C(=O)C1=O CUQKYFXHLIXQIV-UHFFFAOYSA-L 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 238000013459 approach Methods 0.000 description 4
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920001470 polyketone Polymers 0.000 description 3
- 230000035806 respiratory chain Effects 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 238000004435 EPR spectroscopy Methods 0.000 description 1
- 241000011102 Thera Species 0.000 description 1
- XUBKPYAWPSXPDZ-UHFFFAOYSA-N [Ba].OS(O)(=O)=O Chemical compound [Ba].OS(O)(=O)=O XUBKPYAWPSXPDZ-UHFFFAOYSA-N 0.000 description 1
- 238000011481 absorbance measurement Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000032823 cell division Effects 0.000 description 1
- 230000019522 cellular metabolic process Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000005429 filling process Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/298—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with manganese derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Catalysts (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792922118 DE2922118A1 (de) | 1979-05-31 | 1979-05-31 | Verfahren zur herstellung einer loesung von trichinoyl, seinen radikalen, polymeren und kettenfoermigen bruchstuecken, auch als radikale, fuer arzneimittel mit neuen therapeutischen eigenschaften |
| CA000352619A CA1154443A (en) | 1979-05-31 | 1980-05-23 | Process for the preparation of a solution of trichinoyl, its radicals polymers and chain fragments, also as radicals, with novel therapeutic properties |
| GB8017369A GB2051795B (en) | 1979-05-31 | 1980-05-27 | Process for the preparation of a solution of trichinoyl its radicals polymers and chain fragments also as radicals withs novel therapeutic properties |
| AT280480A AT377510B (de) | 1979-05-31 | 1980-05-27 | Verfahren zur herstellung einer semitrichinoyl enthaltenden loesung |
| CH419980A CH669189A5 (de) | 1979-05-31 | 1980-05-29 | Verfahren zur herstellung einer semitrichinoyl mit seinen radikalen enthaltenden loesung. |
| FR8012130A FR2472554B1 (fr) | 1979-05-31 | 1980-05-30 | Procede de preparation d'une solution de triquinoyle et de ses derives |
| LU82493A LU82493A1 (de) | 1979-05-31 | 1980-05-30 | Verfahren zur herstellung einer loesung von trichinoyl, seinen radikalen, polymeren und kettenfoermigen bruchstuecken, auch als radikale, fuer arzneimittel mit neuen therapeutischen eigenschaften |
| FR8023898A FR2469922A1 (fr) | 1979-05-31 | 1980-11-07 | Medicament contenant du triquinoyle et ses derives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792922118 DE2922118A1 (de) | 1979-05-31 | 1979-05-31 | Verfahren zur herstellung einer loesung von trichinoyl, seinen radikalen, polymeren und kettenfoermigen bruchstuecken, auch als radikale, fuer arzneimittel mit neuen therapeutischen eigenschaften |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2922118A1 DE2922118A1 (de) | 1980-12-04 |
| DE2922118C2 true DE2922118C2 (enrdf_load_stackoverflow) | 1992-12-03 |
Family
ID=6072121
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792922118 Granted DE2922118A1 (de) | 1979-05-31 | 1979-05-31 | Verfahren zur herstellung einer loesung von trichinoyl, seinen radikalen, polymeren und kettenfoermigen bruchstuecken, auch als radikale, fuer arzneimittel mit neuen therapeutischen eigenschaften |
Country Status (6)
| Country | Link |
|---|---|
| CA (1) | CA1154443A (enrdf_load_stackoverflow) |
| CH (1) | CH669189A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2922118A1 (enrdf_load_stackoverflow) |
| FR (2) | FR2472554B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2051795B (enrdf_load_stackoverflow) |
| LU (1) | LU82493A1 (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL8301035A (nl) * | 1983-03-23 | 1984-10-16 | Organon Teknika Bv | Macromoleculair materiaal met carbonylgroepen geschikt als sorbent voor stikstofverbindingen. |
| US5391273A (en) * | 1993-04-16 | 1995-02-21 | Reinstorff; Dieter | Process for the preparation of a solution containing semitrichinoyl |
| WO2020031765A1 (ja) * | 2018-08-09 | 2020-02-13 | 日本曹達株式会社 | 電解酸化によるトリキノイル及び／又はその水和物の製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1618607A1 (de) * | 1966-06-21 | 1971-02-25 | Koch William Frederick Prof Dr | Verfahren zur Herstellung der neuen Verbindung Trichinoyl und seiner Polymerisate |
-
1979
- 1979-05-31 DE DE19792922118 patent/DE2922118A1/de active Granted
-
1980
- 1980-05-23 CA CA000352619A patent/CA1154443A/en not_active Expired
- 1980-05-27 GB GB8017369A patent/GB2051795B/en not_active Expired
- 1980-05-29 CH CH419980A patent/CH669189A5/de not_active IP Right Cessation
- 1980-05-30 LU LU82493A patent/LU82493A1/fr unknown
- 1980-05-30 FR FR8012130A patent/FR2472554B1/fr not_active Expired
- 1980-11-07 FR FR8023898A patent/FR2469922A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB2051795B (en) | 1983-11-23 |
| FR2472554A1 (fr) | 1981-07-03 |
| FR2472554B1 (fr) | 1985-08-30 |
| CA1154443A (en) | 1983-09-27 |
| DE2922118A1 (de) | 1980-12-04 |
| FR2469922A1 (fr) | 1981-05-29 |
| FR2469922B1 (enrdf_load_stackoverflow) | 1983-11-18 |
| CH669189A5 (de) | 1989-02-28 |
| GB2051795A (en) | 1981-01-21 |
| LU82493A1 (de) | 1980-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8172 | Supplementary division/partition in: |
Ref country code: DE Ref document number: 2954407 Format of ref document f/p: P |
|
| Q171 | Divided out to: |
Ref country code: DE Ref document number: 2954407 |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition |