GB1397647A - Thiophene derivatives - Google Patents
Thiophene derivativesInfo
- Publication number
- GB1397647A GB1397647A GB3609572A GB3609572A GB1397647A GB 1397647 A GB1397647 A GB 1397647A GB 3609572 A GB3609572 A GB 3609572A GB 3609572 A GB3609572 A GB 3609572A GB 1397647 A GB1397647 A GB 1397647A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- compound
- alkoxy
- give
- phenyl
- 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
- 150000003577 thiophenes Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 18
- 150000001875 compounds Chemical class 0.000 abstract 18
- 125000003545 alkoxy group Chemical group 0.000 abstract 11
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 4
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 abstract 3
- -1 methoxy compound Chemical class 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- QBTVHTGBOQUVCR-UHFFFAOYSA-N 2-(4-methoxy-5-phenylthiophen-3-yl)acetonitrile Chemical compound COC1=C(SC=C1CC#N)C1=CC=CC=C1 QBTVHTGBOQUVCR-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 abstract 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- JUWHRCYGNROCDC-UHFFFAOYSA-N 2-(4-hydroxy-5-phenylthiophen-3-yl)acetonitrile Chemical compound OC1=C(SC=C1CC#N)C1=CC=CC=C1 JUWHRCYGNROCDC-UHFFFAOYSA-N 0.000 abstract 1
- MVTBJKAIVUTVMT-UHFFFAOYSA-N 2-(4-methoxy-5-phenylthiophen-3-yl)propanoyl chloride Chemical compound COC=1C(=CSC1C1=CC=CC=C1)C(C(=O)Cl)C MVTBJKAIVUTVMT-UHFFFAOYSA-N 0.000 abstract 1
- CXMONHDNWORQHA-UHFFFAOYSA-N 4-(chloromethyl)-3-methoxy-2-phenylthiophene Chemical compound COC=1C(=CSC1C1=CC=CC=C1)CCl CXMONHDNWORQHA-UHFFFAOYSA-N 0.000 abstract 1
- 229910010082 LiAlH Inorganic materials 0.000 abstract 1
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical class C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 206010003246 arthritis Diseases 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 229940125890 compound Ia Drugs 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- KTIGDMUOOWTMEL-UHFFFAOYSA-N ethyl 4-methoxy-5-phenylthiophene-3-carboxylate Chemical compound C(C)OC(=O)C1=CSC(=C1OC)C1=CC=CC=C1 KTIGDMUOOWTMEL-UHFFFAOYSA-N 0.000 abstract 1
- PEQYRSZTDROSJS-UHFFFAOYSA-N ethyl 5-(3-chlorophenyl)-4-hydroxythiophene-3-carboxylate Chemical compound C(C)OC(=O)C1=CSC(=C1O)C1=CC(=CC=C1)Cl PEQYRSZTDROSJS-UHFFFAOYSA-N 0.000 abstract 1
- KFJZWGDIDIKNAB-UHFFFAOYSA-N ethyl 5-(3-chlorophenyl)-4-oxothiolane-3-carboxylate Chemical compound C(C)OC(=O)C1CSC(C1=O)C1=CC(=CC=C1)Cl KFJZWGDIDIKNAB-UHFFFAOYSA-N 0.000 abstract 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 125000002346 iodo group Chemical group I* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 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
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
-
- 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
- C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/32—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1162071 | 1971-08-06 | ||
| CH1162671 | 1971-08-06 | ||
| CH1162371 | 1971-08-06 | ||
| CH1162471 | 1971-08-06 | ||
| CH1162171 | 1971-08-06 | ||
| CH1162571 | 1971-08-06 | ||
| CH1162271 | 1971-08-06 | ||
| CH1161771A CH553203A (de) | 1971-08-06 | 1971-08-06 | Verfahren zur herstellung neuer thiophen derivate. |
| CH1161871 | 1971-08-06 | ||
| CH1161971 | 1971-08-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1397647A true GB1397647A (en) | 1975-06-11 |
Family
ID=27579081
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3609572A Expired GB1397647A (en) | 1971-08-06 | 1972-08-02 | Thiophene derivatives |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS4826755A (enExample) |
| BE (1) | BE787235A (enExample) |
| DD (1) | DD99999A5 (enExample) |
| GB (1) | GB1397647A (enExample) |
| HU (1) | HU166152B (enExample) |
| IL (1) | IL40051A0 (enExample) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2143234A (en) * | 1983-07-06 | 1985-02-06 | Shinogi Seiyaku Kabushiki Kais | (oxoheterocyclic carbonamido) cephem carboxylic acid derivatives |
| US4820719A (en) * | 1985-04-19 | 1989-04-11 | Smithkline Beckman Corporation | Leukotriene antagonists |
| US4939279A (en) * | 1985-04-19 | 1990-07-03 | Smithkline Beecham Corporation | Leukotriene antagonists |
| US4954513A (en) * | 1988-12-23 | 1990-09-04 | Smithkline Beecham Corporation | Leukotriene antagonists |
| US5143931A (en) * | 1982-06-24 | 1992-09-01 | Smithkline Beecham Corporation | Leukotriene antagonists containing tetrazolyl groups |
| US5314918A (en) * | 1987-06-24 | 1994-05-24 | Smithkline Beecham Corporation | Leukotriene antagonists |
| CN101959875A (zh) * | 2008-02-29 | 2011-01-26 | 日产化学工业株式会社 | 噻吩化合物及其中间体的制造方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996002529A1 (fr) * | 1994-07-13 | 1996-02-01 | Taisho Pharmaceutical Co., Ltd. | Derive de l'acide thiophene acetique |
-
0
- BE BE787235D patent/BE787235A/xx unknown
-
1972
- 1972-07-20 DD DD164559A patent/DD99999A5/xx unknown
- 1972-08-02 GB GB3609572A patent/GB1397647A/en not_active Expired
- 1972-08-04 JP JP47078703A patent/JPS4826755A/ja active Pending
- 1972-08-04 IL IL40051A patent/IL40051A0/xx unknown
- 1972-08-04 HU HUSA2385A patent/HU166152B/hu unknown
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5143931A (en) * | 1982-06-24 | 1992-09-01 | Smithkline Beecham Corporation | Leukotriene antagonists containing tetrazolyl groups |
| GB2143234A (en) * | 1983-07-06 | 1985-02-06 | Shinogi Seiyaku Kabushiki Kais | (oxoheterocyclic carbonamido) cephem carboxylic acid derivatives |
| US4820719A (en) * | 1985-04-19 | 1989-04-11 | Smithkline Beckman Corporation | Leukotriene antagonists |
| US4874792A (en) * | 1985-04-19 | 1989-10-17 | Smithkline Beckman Corporation | Thiophenyl Alkanoic acids useful as leukotriene antagonists |
| US4939279A (en) * | 1985-04-19 | 1990-07-03 | Smithkline Beecham Corporation | Leukotriene antagonists |
| US5314918A (en) * | 1987-06-24 | 1994-05-24 | Smithkline Beecham Corporation | Leukotriene antagonists |
| US4954513A (en) * | 1988-12-23 | 1990-09-04 | Smithkline Beecham Corporation | Leukotriene antagonists |
| CN101959875A (zh) * | 2008-02-29 | 2011-01-26 | 日产化学工业株式会社 | 噻吩化合物及其中间体的制造方法 |
| CN101959875B (zh) * | 2008-02-29 | 2013-10-16 | 日产化学工业株式会社 | 噻吩化合物及其中间体的制造方法 |
| RU2495877C2 (ru) * | 2008-02-29 | 2013-10-20 | Ниссан Кемикал Индастриз, Лтд. | Способ получения тиофенового производного и его промежуточного продукта |
| CN103360290A (zh) * | 2008-02-29 | 2013-10-23 | 日产化学工业株式会社 | 噻吩化合物及其中间体的制造方法 |
| CN103435593B (zh) * | 2008-02-29 | 2015-01-28 | 日产化学工业株式会社 | 噻吩化合物及其中间体的制造方法 |
| CN103360290B (zh) * | 2008-02-29 | 2015-04-01 | 日产化学工业株式会社 | 噻吩化合物及其中间体的制造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| HU166152B (enExample) | 1975-01-28 |
| BE787235A (fr) | 1973-02-05 |
| JPS4826755A (enExample) | 1973-04-09 |
| IL40051A0 (en) | 1972-10-29 |
| DD99999A5 (enExample) | 1973-09-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |