DE3021785A1 - Neue verbindung mit laxierender wirkung, pharmazeutische komposition mit dieser verbindung und verfahren zu ihrer herstellung - Google Patents
Neue verbindung mit laxierender wirkung, pharmazeutische komposition mit dieser verbindung und verfahren zu ihrer herstellungInfo
- Publication number
- DE3021785A1 DE3021785A1 DE19803021785 DE3021785A DE3021785A1 DE 3021785 A1 DE3021785 A1 DE 3021785A1 DE 19803021785 DE19803021785 DE 19803021785 DE 3021785 A DE3021785 A DE 3021785A DE 3021785 A1 DE3021785 A1 DE 3021785A1
- Authority
- DE
- Germany
- Prior art keywords
- ethoxy
- liebau
- formula
- phenyl
- connection
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 11
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 4
- 230000000694 effects Effects 0.000 title description 6
- 238000004519 manufacturing process Methods 0.000 title description 2
- 241001465754 Metazoa Species 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 12
- 230000002475 laxative effect Effects 0.000 claims description 9
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- -1 ethoxy-ethoxy Chemical group 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 3
- 239000008024 pharmaceutical diluent Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 235000009579 balsamo Nutrition 0.000 claims 1
- 238000003745 diagnosis Methods 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 241000700159 Rattus Species 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000000741 diarrhetic effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- LJROKJGQSPMTKB-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)-pyridin-2-ylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1N=CC=CC=1)C1=CC=C(O)C=C1 LJROKJGQSPMTKB-UHFFFAOYSA-N 0.000 description 3
- 229920000084 Gum arabic Polymers 0.000 description 3
- 241000699670 Mus sp. Species 0.000 description 3
- 239000000205 acacia gum Substances 0.000 description 3
- 235000010489 acacia gum Nutrition 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241000978776 Senegalia senegal Species 0.000 description 2
- 230000007059 acute toxicity Effects 0.000 description 2
- 231100000403 acute toxicity Toxicity 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000000968 intestinal effect Effects 0.000 description 2
- 230000002045 lasting effect Effects 0.000 description 2
- 239000008141 laxative Substances 0.000 description 2
- 229940125722 laxative agent Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- GOZDTZWAMGHLDY-UHFFFAOYSA-L sodium picosulfate Chemical compound [Na+].[Na+].C1=CC(OS(=O)(=O)[O-])=CC=C1C(C=1N=CC=CC=1)C1=CC=C(OS([O-])(=O)=O)C=C1 GOZDTZWAMGHLDY-UHFFFAOYSA-L 0.000 description 2
- 229960005077 sodium picosulfate Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 244000171897 Acacia nilotica subsp nilotica Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004899 motility Effects 0.000 description 1
- 210000003097 mucus Anatomy 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/10—Laxatives
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT23571/79A IT1121574B (it) | 1979-06-14 | 1979-06-14 | Nouvo composto ad attivita'lassativa,processo per la sua preparazione e composizioni farmaceutiche che lo contengono |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3021785A1 true DE3021785A1 (de) | 1980-12-18 |
| DE3021785C2 DE3021785C2 (enrdf_load_stackoverflow) | 1988-04-28 |
Family
ID=11208226
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803021785 Granted DE3021785A1 (de) | 1979-06-14 | 1980-06-10 | Neue verbindung mit laxierender wirkung, pharmazeutische komposition mit dieser verbindung und verfahren zu ihrer herstellung |
Country Status (11)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1167197B (it) * | 1983-07-25 | 1987-05-13 | Bellon Roger Schoum Rbs Pharma | Impiego della fenpiramina quale farmaco antiaggregante piastrinico,vasodilatatore,antitrombotico e antianginoso |
| JPH01283222A (ja) * | 1988-05-10 | 1989-11-14 | Tokai Kapuseru Kk | ピコスルフアートナトリウム軟カプセル剤 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2764590A (en) * | 1952-03-17 | 1956-09-25 | Thomae Gmbh Dr K | Certain 4, 4'-disubstituted-diphenylpyridyl methanes and process |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR75159E (enrdf_load_stackoverflow) * | 1961-09-08 | |||
| GB730243A (enrdf_load_stackoverflow) * |
-
1979
- 1979-06-14 IT IT23571/79A patent/IT1121574B/it active
-
1980
- 1980-06-10 DE DE19803021785 patent/DE3021785A1/de active Granted
- 1980-06-10 GB GB8018930A patent/GB2051801B/en not_active Expired
- 1980-06-12 MX MX808872U patent/MX5881E/es unknown
- 1980-06-13 FR FR8013234A patent/FR2459232A1/fr active Granted
- 1980-06-13 BE BE2/58605A patent/BE883804A/nl not_active IP Right Cessation
- 1980-06-13 AR AR281393A patent/AR223223A1/es active
- 1980-06-13 NL NL8003465A patent/NL8003465A/nl not_active Application Discontinuation
- 1980-06-13 JP JP8082880A patent/JPS568366A/ja active Granted
- 1980-06-13 CH CH456780A patent/CH646692A5/it not_active IP Right Cessation
- 1980-06-13 ES ES492397A patent/ES8104799A1/es not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2764590A (en) * | 1952-03-17 | 1956-09-25 | Thomae Gmbh Dr K | Certain 4, 4'-disubstituted-diphenylpyridyl methanes and process |
Also Published As
| Publication number | Publication date |
|---|---|
| CH646692A5 (it) | 1984-12-14 |
| ES492397A0 (es) | 1981-05-16 |
| IT7923571A0 (it) | 1979-06-14 |
| GB2051801B (en) | 1983-03-09 |
| NL8003465A (nl) | 1980-12-16 |
| JPS5745431B2 (enrdf_load_stackoverflow) | 1982-09-28 |
| MX5881E (es) | 1984-08-16 |
| IT1121574B (it) | 1986-04-02 |
| AR223223A1 (es) | 1981-07-31 |
| FR2459232B1 (enrdf_load_stackoverflow) | 1984-05-18 |
| ES8104799A1 (es) | 1981-05-16 |
| JPS568366A (en) | 1981-01-28 |
| GB2051801A (en) | 1981-01-21 |
| BE883804A (nl) | 1980-10-01 |
| FR2459232A1 (fr) | 1981-01-09 |
| DE3021785C2 (enrdf_load_stackoverflow) | 1988-04-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |