FR2272081A1 - Anti-inflammatory indolylpyridylketones prepn. - from 2-alkyl (or aryl) indole and pyridine carboxylic acid chlorides - Google Patents
Anti-inflammatory indolylpyridylketones prepn. - from 2-alkyl (or aryl) indole and pyridine carboxylic acid chloridesInfo
- Publication number
- FR2272081A1 FR2272081A1 FR7417891A FR7417891A FR2272081A1 FR 2272081 A1 FR2272081 A1 FR 2272081A1 FR 7417891 A FR7417891 A FR 7417891A FR 7417891 A FR7417891 A FR 7417891A FR 2272081 A1 FR2272081 A1 FR 2272081A1
- Authority
- FR
- France
- Prior art keywords
- pyridyl
- inflammatory
- pref
- indolylpyridylketones
- prepn
- 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
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title 2
- 125000003118 aryl group Chemical group 0.000 title 1
- JHJFZAKBKNOTBV-UHFFFAOYSA-N bis[3-(1H-indol-2-yl)pyridin-2-yl]methanone Chemical class N1C(=CC2=CC=CC=C12)C=1C(=NC=CC=1)C(=O)C1=NC=CC=C1C=1NC2=CC=CC=C2C=1 JHJFZAKBKNOTBV-UHFFFAOYSA-N 0.000 title 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 title 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 title 1
- PSAYJRPASWETSH-UHFFFAOYSA-N pyridine-2-carbonyl chloride Chemical class ClC(=O)C1=CC=CC=N1 PSAYJRPASWETSH-UHFFFAOYSA-N 0.000 title 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 abstract 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000001567 anti-fibrinolytic effect Effects 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 231100001261 hazardous Toxicity 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 abstract 1
- 229960000905 indomethacin Drugs 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- 230000001562 ulcerogenic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7417891A FR2272081A1 (en) | 1974-05-22 | 1974-05-22 | Anti-inflammatory indolylpyridylketones prepn. - from 2-alkyl (or aryl) indole and pyridine carboxylic acid chlorides |
| NL7504913A NL182642C (nl) | 1974-05-22 | 1975-04-25 | Werkwijze voor de bereiding van 2-alkyl(aryl)-indolyl-3-pyridylketonen. |
| JP50056683A JPS6011038B2 (ja) | 1974-05-22 | 1975-05-08 | （２―インプロピル―３―インドリル）（３―ピリジル）ケトンの製造方法 |
| AT389175A AT344171B (de) | 1974-05-22 | 1975-05-22 | Verfahren zur herstellung von indolyl-pyridyl-ketonen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7417891A FR2272081A1 (en) | 1974-05-22 | 1974-05-22 | Anti-inflammatory indolylpyridylketones prepn. - from 2-alkyl (or aryl) indole and pyridine carboxylic acid chlorides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2272081A1 true FR2272081A1 (en) | 1975-12-19 |
| FR2272081B1 FR2272081B1 (enExample) | 1977-03-11 |
Family
ID=9139171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7417891A Granted FR2272081A1 (en) | 1974-05-22 | 1974-05-22 | Anti-inflammatory indolylpyridylketones prepn. - from 2-alkyl (or aryl) indole and pyridine carboxylic acid chlorides |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS6011038B2 (enExample) |
| AT (1) | AT344171B (enExample) |
| FR (1) | FR2272081A1 (enExample) |
| NL (1) | NL182642C (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0073663A3 (en) * | 1981-08-26 | 1983-04-13 | Pfizer Limited | Thromboxane synthetase inhibitors, processes for their production, and pharmaceutical compositions comprising them |
| EP0069513A3 (en) * | 1981-07-07 | 1984-03-21 | Pfizer Limited | Indole thromboxane synthetase inhibitors, processes for their preparation, and pharmaceutical compositions containing them |
-
1974
- 1974-05-22 FR FR7417891A patent/FR2272081A1/fr active Granted
-
1975
- 1975-04-25 NL NL7504913A patent/NL182642C/xx not_active IP Right Cessation
- 1975-05-08 JP JP50056683A patent/JPS6011038B2/ja not_active Expired
- 1975-05-22 AT AT389175A patent/AT344171B/de not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0069513A3 (en) * | 1981-07-07 | 1984-03-21 | Pfizer Limited | Indole thromboxane synthetase inhibitors, processes for their preparation, and pharmaceutical compositions containing them |
| EP0073663A3 (en) * | 1981-08-26 | 1983-04-13 | Pfizer Limited | Thromboxane synthetase inhibitors, processes for their production, and pharmaceutical compositions comprising them |
Also Published As
| Publication number | Publication date |
|---|---|
| AT344171B (de) | 1978-07-10 |
| JPS50154271A (enExample) | 1975-12-12 |
| NL182642B (nl) | 1987-11-16 |
| NL182642C (nl) | 1988-04-18 |
| FR2272081B1 (enExample) | 1977-03-11 |
| ATA389175A (de) | 1977-11-15 |
| JPS6011038B2 (ja) | 1985-03-22 |
| NL7504913A (nl) | 1975-11-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| TP | Transmission of property | ||
| CA | Change of address | ||
| CD | Change of name or company name | ||
| ST | Notification of lapse |