CH634066A5 - 4-(2-Thenoyl)-2,3-dichlorophenoxyacetic acid of the polymorphic modification B, a process for its preparation and its use - Google Patents
4-(2-Thenoyl)-2,3-dichlorophenoxyacetic acid of the polymorphic modification B, a process for its preparation and its use Download PDFInfo
- Publication number
- CH634066A5 CH634066A5 CH1612877A CH1612877A CH634066A5 CH 634066 A5 CH634066 A5 CH 634066A5 CH 1612877 A CH1612877 A CH 1612877A CH 1612877 A CH1612877 A CH 1612877A CH 634066 A5 CH634066 A5 CH 634066A5
- Authority
- CH
- Switzerland
- Prior art keywords
- modification
- polymorphic
- polymorphic modification
- dichlorophenoxyacetic acid
- compound according
- Prior art date
Links
- 230000004048 modification Effects 0.000 title claims description 43
- 238000012986 modification Methods 0.000 title claims description 43
- AGHANLSBXUWXTB-UHFFFAOYSA-N tienilic acid Chemical compound ClC1=C(Cl)C(OCC(=O)O)=CC=C1C(=O)C1=CC=CS1 AGHANLSBXUWXTB-UHFFFAOYSA-N 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 14
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 10
- 238000010521 absorption reaction Methods 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 238000002329 infrared spectrum Methods 0.000 claims description 4
- 239000012454 non-polar solvent Substances 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000003021 water soluble solvent Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 5
- 230000008018 melting Effects 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 229960000356 tienilic acid Drugs 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000001953 recrystallisation Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 2
- 238000004455 differential thermal analysis Methods 0.000 description 2
- 239000002934 diuretic Substances 0.000 description 2
- 230000001882 diuretic effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- KRVKCQGNBBYQJK-MVNLRXSJSA-N (2r,3r,4r,5r)-hexane-1,2,3,4,5,6-hexol;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO KRVKCQGNBBYQJK-MVNLRXSJSA-N 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010591 solubility diagram Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 230000003424 uricosuric effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/10—Antioedematous agents; Diuretics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB56277 | 1977-01-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH634066A5 true CH634066A5 (en) | 1983-01-14 |
Family
ID=9706556
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1612877A CH634066A5 (en) | 1977-01-07 | 1978-01-01 | 4-(2-Thenoyl)-2,3-dichlorophenoxyacetic acid of the polymorphic modification B, a process for its preparation and its use |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS5387349A (en:Method) |
| AU (1) | AU510569B2 (en:Method) |
| BE (1) | BE862688A (en:Method) |
| CH (1) | CH634066A5 (en:Method) |
| DD (1) | DD134096A5 (en:Method) |
| DE (1) | DE2800489A1 (en:Method) |
| DK (1) | DK565677A (en:Method) |
| ES (1) | ES465181A1 (en:Method) |
| FR (1) | FR2376856A1 (en:Method) |
| GR (1) | GR66062B (en:Method) |
| IL (1) | IL53651A0 (en:Method) |
| IT (1) | IT1089800B (en:Method) |
| LU (1) | LU78823A1 (en:Method) |
| NL (1) | NL7800213A (en:Method) |
| PL (1) | PL203865A1 (en:Method) |
| PT (1) | PT67416B (en:Method) |
| SE (1) | SE7714959L (en:Method) |
| ZA (1) | ZA777531B (en:Method) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0748806B1 (en) * | 1995-01-04 | 1998-07-08 | Ferrer Internacional, S.A. | PROCESS FOR PREPARING POLYMORPHS B AND C OF 1- 2,4-DICHLORO-BETA-[(7-CHLOROBENZO[b]THIEN-3-YL)METHOXY]PHENETYL]IMIDAZOLE MONONITRATE |
| WO2007064595A2 (en) * | 2005-11-29 | 2007-06-07 | Bausch & Lomb Incorporated | Fluocinolone acetonide drug substance polymorphic interconversion |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2115042A2 (en) * | 1970-11-25 | 1972-07-07 | Cerpha | 4-2-thienylketo-2,3-dichlorophenoxy acetic acid - prepn and purificn |
-
1977
- 1977-12-16 PT PT67416A patent/PT67416B/pt unknown
- 1977-12-17 ES ES465181A patent/ES465181A1/es not_active Expired
- 1977-12-19 AU AU31698/77A patent/AU510569B2/en not_active Expired
- 1977-12-19 ZA ZA00777531A patent/ZA777531B/xx unknown
- 1977-12-19 DK DK565677A patent/DK565677A/da not_active Application Discontinuation
- 1977-12-20 IL IL53651A patent/IL53651A0/xx unknown
- 1977-12-23 IT IT31205/77A patent/IT1089800B/it active
- 1977-12-26 JP JP15718977A patent/JPS5387349A/ja active Pending
- 1977-12-30 SE SE7714959A patent/SE7714959L/xx not_active Application Discontinuation
-
1978
- 1978-01-01 CH CH1612877A patent/CH634066A5/de not_active IP Right Cessation
- 1978-01-02 FR FR7800007A patent/FR2376856A1/fr active Granted
- 1978-01-04 GR GR55095A patent/GR66062B/el unknown
- 1978-01-04 DD DD78203100A patent/DD134096A5/xx unknown
- 1978-01-05 DE DE19782800489 patent/DE2800489A1/de not_active Withdrawn
- 1978-01-06 LU LU78823A patent/LU78823A1/xx unknown
- 1978-01-06 NL NL7800213A patent/NL7800213A/xx not_active Application Discontinuation
- 1978-01-06 BE BE184139A patent/BE862688A/xx not_active IP Right Cessation
- 1978-08-06 PL PL20386578A patent/PL203865A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE7714959L (sv) | 1978-07-08 |
| JPS5387349A (en) | 1978-08-01 |
| IL53651A0 (en) | 1978-03-10 |
| AU3169877A (en) | 1979-06-28 |
| PT67416A (en) | 1978-01-01 |
| AU510569B2 (en) | 1980-07-03 |
| FR2376856B1 (en:Method) | 1981-01-23 |
| DE2800489A1 (de) | 1978-07-13 |
| PL203865A1 (pl) | 1979-06-04 |
| BE862688A (fr) | 1978-07-06 |
| PT67416B (en) | 1979-05-22 |
| ZA777531B (en) | 1978-10-25 |
| LU78823A1 (fr) | 1978-06-09 |
| DK565677A (da) | 1978-07-08 |
| GR66062B (en:Method) | 1981-01-15 |
| DD134096A5 (de) | 1979-02-07 |
| IT1089800B (it) | 1985-06-18 |
| NL7800213A (nl) | 1978-07-11 |
| FR2376856A1 (fr) | 1978-08-04 |
| ES465181A1 (es) | 1979-01-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |