IE40368L - 2-(2-pyridylcarbonyl)-indole - Google Patents
2-(2-pyridylcarbonyl)-indoleInfo
- Publication number
- IE40368L IE40368L IE750137A IE13775A IE40368L IE 40368 L IE40368 L IE 40368L IE 750137 A IE750137 A IE 750137A IE 13775 A IE13775 A IE 13775A IE 40368 L IE40368 L IE 40368L
- Authority
- IE
- Ireland
- Prior art keywords
- indole
- prepared
- substituted
- picolyl
- jan
- Prior art date
Links
- INXMOYLZSTUBBF-UHFFFAOYSA-N 1h-indol-2-yl(pyridin-2-yl)methanone Chemical compound C=1C2=CC=CC=C2NC=1C(=O)C1=CC=CC=N1 INXMOYLZSTUBBF-UHFFFAOYSA-N 0.000 title 1
- ANVQGHPFUNSAPE-UHFFFAOYSA-N 2-(pyridin-2-ylmethyl)-1h-indole Chemical class C=1C2=CC=CC=C2NC=1CC1=CC=CC=N1 ANVQGHPFUNSAPE-UHFFFAOYSA-N 0.000 abstract 2
- HCUARRIEZVDMPT-UHFFFAOYSA-N Indole-2-carboxylic acid Chemical compound C1=CC=C2NC(C(=O)O)=CC2=C1 HCUARRIEZVDMPT-UHFFFAOYSA-N 0.000 abstract 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 abstract 2
- -1 picolinoyl Chemical group 0.000 abstract 2
- CSDSSGBPEUDDEE-UHFFFAOYSA-N 2-formylpyridine Chemical compound O=CC1=CC=CC=N1 CSDSSGBPEUDDEE-UHFFFAOYSA-N 0.000 abstract 1
- PBDCXDMFBSWHPU-UHFFFAOYSA-N C1=CC=C2NC([Li])=CC2=C1 Chemical compound C1=CC=C2NC([Li])=CC2=C1 PBDCXDMFBSWHPU-UHFFFAOYSA-N 0.000 abstract 1
- COHLMUXFVGVBKX-UHFFFAOYSA-N [Li]C1=CC=CC=N1 Chemical compound [Li]C1=CC=CC=N1 COHLMUXFVGVBKX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000003146 anticoagulant agent Substances 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 239000003527 fibrinolytic agent Substances 0.000 abstract 1
- 230000003480 fibrinolytic effect Effects 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 230000002537 thrombolytic 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1472342 Derivatives of 2-(2-picolyl)indole CIBA-GEIGY AG 23 Jan 1975 [25 Jan 1974] 2994/75 Heading C2C The invention comprises indoles-and their salts-which are substituted (a) in the 1-position by aliphatic hydrocarbyl (possibly aryl-substituted), and (b) in the 2-position by (possibly C 1-7 -alkyl substituted) picolinoyl or alphahydroxypicolyl, and optionally (c) in other ring positions. In examples, these compounds are prepared by (1) reducing the ketones to carbinols, or the reverse oxidation process, (2) converting substituent methoxy groups to OH, or (3) reacting together either (i) a 2-lithioindole with 2-formylpyridine or 2-picolinic acid, or (ii) a 2-lithiopyridine with the corresponding indole- 2-carboxylic acid (which reagents are themselves prepared by hydrolysis of the methyl or ethyl esters). The acids may react in the form of their Li salts. Starting materials otherwise prepared have the formula 2,5-MeNH(Cl)C 6 H 3 X, where X is CONHNH 2 , CONHNHO 2 SC 6 H 4 Me(-p) or CHO. Therapeutic compositions having fibrinolytic, thrombolytic and platelet aggregation inhibitive activity, comprise the above 2-(2-picolyl)indole derivatives, and may be administered orally or parenterally.
[GB1472342A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH104774 | 1974-01-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE40368L true IE40368L (en) | 1975-07-25 |
| IE40368B1 IE40368B1 (en) | 1979-05-09 |
Family
ID=4201215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE137/75A IE40368B1 (en) | 1974-01-25 | 1975-01-24 | Derivatives of 2-(2-pyridylcarbonyl)-indole |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS50106969A (en) |
| AT (1) | ATA53175A (en) |
| AU (1) | AU7756375A (en) |
| BE (1) | BE824742A (en) |
| DE (1) | DE2501468A1 (en) |
| DK (1) | DK3375A (en) |
| ES (1) | ES434079A1 (en) |
| FR (1) | FR2258853B1 (en) |
| GB (1) | GB1472342A (en) |
| IE (1) | IE40368B1 (en) |
| IL (1) | IL46505A0 (en) |
| NL (1) | NL7500535A (en) |
| SE (1) | SE7500262L (en) |
| ZA (1) | ZA75522B (en) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4999186A (en) * | 1986-06-27 | 1991-03-12 | The Procter & Gamble Company | Novel sunscreen agents, sunscreen compositions and methods for preventing sunburn |
| CZ20023544A3 (en) * | 2000-04-28 | 2004-07-14 | Baxter Healthcare Sa | 2-Acylindole derivatives and their use as antineoplastic agent |
| DE10152306A1 (en) * | 2001-10-26 | 2003-07-24 | Asta Medica Ag | 2-acylindole derivatives with new therapeutically valuable properties |
| WO2009045700A2 (en) * | 2007-10-05 | 2009-04-09 | Amira Pharmaceuticals, Inc. | 5-lipoxygenase-activating protein (flap) inhibitors |
| CN104945420A (en) | 2009-06-29 | 2015-09-30 | 因塞特公司 | Pyrimidinones as PI3K inhibitors |
| WO2011075643A1 (en) | 2009-12-18 | 2011-06-23 | Incyte Corporation | Substituted heteroaryl fused derivatives as pi3k inhibitors |
| US8680108B2 (en) | 2009-12-18 | 2014-03-25 | Incyte Corporation | Substituted fused aryl and heteroaryl derivatives as PI3K inhibitors |
| AR081823A1 (en) | 2010-04-14 | 2012-10-24 | Incyte Corp | FUSIONATED DERIVATIVES AS PI3Kd INHIBITORS |
| US9062055B2 (en) | 2010-06-21 | 2015-06-23 | Incyte Corporation | Fused pyrrole derivatives as PI3K inhibitors |
| EP2655374B1 (en) | 2010-12-20 | 2019-10-23 | Incyte Holdings Corporation | N-(1-(substituted-phenyl)ethyl)-9h-purin-6-amines as pi3k inhibitors |
| US9108984B2 (en) | 2011-03-14 | 2015-08-18 | Incyte Corporation | Substituted diamino-pyrimidine and diamino-pyridine derivatives as PI3K inhibitors |
| WO2012135009A1 (en) | 2011-03-25 | 2012-10-04 | Incyte Corporation | Pyrimidine-4,6-diamine derivatives as pi3k inhibitors |
| KR102507287B1 (en) | 2011-09-02 | 2023-03-07 | 인사이트 홀딩스 코포레이션 | Heterocyclylamines as pi3k inhibitors |
| AR090548A1 (en) | 2012-04-02 | 2014-11-19 | Incyte Corp | BICYCLIC AZAHETEROCICLOBENCILAMINS AS PI3K INHIBITORS |
| WO2015191677A1 (en) | 2014-06-11 | 2015-12-17 | Incyte Corporation | Bicyclic heteroarylaminoalkyl phenyl derivatives as pi3k inhibitors |
| SI3831833T1 (en) | 2015-02-27 | 2023-03-31 | Incyte Holdings Corporation | Processes for the preparation of a pi3k inhibitor |
| US9732097B2 (en) | 2015-05-11 | 2017-08-15 | Incyte Corporation | Process for the synthesis of a phosphoinositide 3-kinase inhibitor |
| US9988401B2 (en) | 2015-05-11 | 2018-06-05 | Incyte Corporation | Crystalline forms of a PI3K inhibitor |
| CA3101323A1 (en) | 2018-06-01 | 2019-12-05 | Incyte Corporation | Dosing regimen for the treatment of pi3k related disorders |
-
1975
- 1975-01-08 DK DK3375*BA patent/DK3375A/da unknown
- 1975-01-10 SE SE7500262A patent/SE7500262L/xx unknown
- 1975-01-16 DE DE19752501468 patent/DE2501468A1/en active Pending
- 1975-01-16 NL NL7500535A patent/NL7500535A/en unknown
- 1975-01-23 ES ES434079A patent/ES434079A1/en not_active Expired
- 1975-01-23 FR FR7502129A patent/FR2258853B1/fr not_active Expired
- 1975-01-23 AU AU77563/75A patent/AU7756375A/en not_active Expired
- 1975-01-23 GB GB299475A patent/GB1472342A/en not_active Expired
- 1975-01-24 ZA ZA00750522A patent/ZA75522B/en unknown
- 1975-01-24 IL IL46505A patent/IL46505A0/en unknown
- 1975-01-24 IE IE137/75A patent/IE40368B1/en unknown
- 1975-01-24 BE BE152675A patent/BE824742A/en unknown
- 1975-01-24 AT AT53175A patent/ATA53175A/en not_active IP Right Cessation
- 1975-01-25 JP JP50010179A patent/JPS50106969A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATA53175A (en) | 1977-08-15 |
| IE40368B1 (en) | 1979-05-09 |
| ZA75522B (en) | 1976-01-28 |
| FR2258853B1 (en) | 1978-06-30 |
| IL46505A0 (en) | 1975-04-25 |
| JPS50106969A (en) | 1975-08-22 |
| DK3375A (en) | 1975-09-15 |
| SE7500262L (en) | 1975-07-28 |
| AU7756375A (en) | 1976-07-29 |
| ES434079A1 (en) | 1977-03-01 |
| BE824742A (en) | 1975-07-24 |
| FR2258853A1 (en) | 1975-08-22 |
| GB1472342A (en) | 1977-05-04 |
| DE2501468A1 (en) | 1975-07-31 |
| NL7500535A (en) | 1975-07-29 |
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