ES403245A1 - Procedimiento para preparar 3-[2-(4-fenil-1-piperazinil)etil] indolinas. - Google Patents
Procedimiento para preparar 3-[2-(4-fenil-1-piperazinil)etil] indolinas.Info
- Publication number
- ES403245A1 ES403245A1 ES0403245A ES403245A ES403245A1 ES 403245 A1 ES403245 A1 ES 403245A1 ES 0403245 A ES0403245 A ES 0403245A ES 403245 A ES403245 A ES 403245A ES 403245 A1 ES403245 A1 ES 403245A1
- Authority
- ES
- Spain
- Prior art keywords
- indolines
- piperazinyl
- phenyl
- ethyl
- hydrogen
- 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
- NVYKXMSWXPPYSH-UHFFFAOYSA-N 3-[2-(4-phenylpiperazin-1-yl)ethyl]-2,3-dihydro-1h-indole Chemical class C1NC2=CC=CC=C2C1CCN(CC1)CCN1C1=CC=CC=C1 NVYKXMSWXPPYSH-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 150000002431 hydrogen Chemical group 0.000 abstract 3
- -1 nitro, amino, acetamido Chemical group 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 239000000460 chlorine Chemical group 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
- C07D317/66—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedimiento para preparar nuevas 3-[2-(4-fenil-1-piperazinil)etil] indolinas sustituidas. Las nuevas 3-[2-(4-fenil-1-piperazinil)etil] indolinas sustituidas obtenidas por la presente invención pueden representarse mediante la siguiente formula general: *formula* en donde R1 es hidrógeno, cloro, bromo, alcoxi inferior (1-4C), nitro, amino, acetamido o dimetilamino; R2 es hidrógeno, alcoxi inferior o nitro y R1 y R2 tomados juntamente representan metilendioxi; R3 es hidrógeno o metilo; R4 es hidrógeno ometilo; y R5 es hidrógeno, cloro, metoxi, metilo o trifluormetilo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14770071A | 1971-05-27 | 1971-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES403245A1 true ES403245A1 (es) | 1975-04-16 |
Family
ID=22522572
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0403245A Expired ES403245A1 (es) | 1971-05-27 | 1972-05-27 | Procedimiento para preparar 3-[2-(4-fenil-1-piperazinil)etil] indolinas. |
| ES409282A Expired ES409282A1 (es) | 1971-05-27 | 1972-12-04 | Procedimiento para preparar 3-(2-(4-fenil-1-piperazinil) etil) indolinas. |
| ES409284A Expired ES409284A1 (es) | 1971-05-27 | 1972-12-04 | Procedimiento para preparar 1-acilo-3-indolinas. |
| ES409281A Expired ES409281A1 (es) | 1971-05-27 | 1972-12-04 | Procedimiento para preparar 3-(2-(4-fenil-1-piperazinil) etil) indolinas. |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES409282A Expired ES409282A1 (es) | 1971-05-27 | 1972-12-04 | Procedimiento para preparar 3-(2-(4-fenil-1-piperazinil) etil) indolinas. |
| ES409284A Expired ES409284A1 (es) | 1971-05-27 | 1972-12-04 | Procedimiento para preparar 1-acilo-3-indolinas. |
| ES409281A Expired ES409281A1 (es) | 1971-05-27 | 1972-12-04 | Procedimiento para preparar 3-(2-(4-fenil-1-piperazinil) etil) indolinas. |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US3751416A (es) |
| AR (4) | AR194595A1 (es) |
| BE (1) | BE784012A (es) |
| BG (5) | BG19151A3 (es) |
| CA (1) | CA1014154A (es) |
| CH (5) | CH582142A5 (es) |
| CS (3) | CS185244B2 (es) |
| DD (1) | DD100471A5 (es) |
| DE (1) | DE2225765A1 (es) |
| ES (4) | ES403245A1 (es) |
| FR (1) | FR2139158B1 (es) |
| GB (2) | GB1382916A (es) |
| HU (3) | HU168720B (es) |
| NL (1) | NL7207129A (es) |
| NO (1) | NO136795C (es) |
| PL (4) | PL92627B1 (es) |
| RO (4) | RO63715A (es) |
| SE (4) | SE397525B (es) |
| SU (4) | SU489321A3 (es) |
| ZA (1) | ZA722916B (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3888861A (en) * | 1974-01-07 | 1975-06-10 | Colgate Palmolive Co | 3-(2-(4-substituted-piperazin-1-yl)ethyl)indoles |
| US4089853A (en) * | 1977-02-09 | 1978-05-16 | American Cyanamid Company | Process for the preparation of cis-5,6-dimethoxy-2-methyl-3-[2-(4-phenyl-1-piperazinyl)-ethyl]indoline |
| FR2421900A1 (fr) * | 1977-03-17 | 1979-11-02 | Sauba Lab | Piperazino-3-indoles, leur procede de preparation et leurs applications therapeutiques |
| GR65270B (en) * | 1978-10-10 | 1980-07-31 | Fujisawa Pharmaceutical Co | Isatin derivatives and processes for the preparation thereof |
| US4224330A (en) * | 1979-09-13 | 1980-09-23 | Zoecon Corporation | Esters and thiolesters of benzothienyl acids |
| US4411900A (en) * | 1980-01-03 | 1983-10-25 | Fujisawa Pharmaceutical Co., Ltd. | Benzhydrylpiperozinyl thiazole derivatives and pharmaceutical composition comprising the same |
| US4302589A (en) * | 1980-05-08 | 1981-11-24 | American Cyanamid Company | Cis-mono and disubstituted-2-methyl-3-[(piperazinyl) and (piperidino)ethyl]indolines, intermediates for their preparation and methods of preparation |
| CA1248531A (en) * | 1984-04-17 | 1989-01-10 | Jeffrey C. Watkins | 4-substituted piperazine-2-carboxylic acids |
| JPH05255089A (ja) * | 1991-12-18 | 1993-10-05 | Sanwa Kagaku Kenkyusho Co Ltd | 抗ウイルス剤 |
| GB9215526D0 (en) * | 1992-07-22 | 1992-09-02 | Merck Sharp & Dohme | Chemical process |
-
1971
- 1971-05-27 US US00147700A patent/US3751416A/en not_active Expired - Lifetime
-
1972
- 1972-05-01 CA CA140,989A patent/CA1014154A/en not_active Expired
- 1972-05-01 ZA ZA722916A patent/ZA722916B/xx unknown
- 1972-05-03 GB GB2067472A patent/GB1382916A/en not_active Expired
- 1972-05-03 GB GB5623773A patent/GB1382917A/en not_active Expired
- 1972-05-16 AR AR242017A patent/AR194595A1/es active
- 1972-05-19 CS CS7600000248A patent/CS185244B2/cs unknown
- 1972-05-19 CS CS7600000251A patent/CS185245B2/cs unknown
- 1972-05-19 CS CS7200003454A patent/CS185203B2/cs unknown
- 1972-05-22 BG BG022393A patent/BG19151A3/xx unknown
- 1972-05-22 BG BG022392A patent/BG19593A3/xx unknown
- 1972-05-22 BG BG22400A patent/BG20791A3/xx unknown
- 1972-05-22 BG BG022401A patent/BG19594A3/xx unknown
- 1972-05-22 BG BG020537A patent/BG18866A3/xx unknown
- 1972-05-25 PL PL1972176212A patent/PL92627B1/pl unknown
- 1972-05-25 PL PL1972176213A patent/PL92635B1/pl unknown
- 1972-05-25 PL PL1972176214A patent/PL92634B1/pl unknown
- 1972-05-25 PL PL1972155596A patent/PL81987B1/pl unknown
- 1972-05-26 DE DE19722225765 patent/DE2225765A1/de not_active Ceased
- 1972-05-26 CH CH759776A patent/CH582142A5/xx not_active IP Right Cessation
- 1972-05-26 SU SU1792254A patent/SU489321A3/ru active
- 1972-05-26 CH CH759876A patent/CH582172A5/xx not_active IP Right Cessation
- 1972-05-26 CH CH759576A patent/CH583700A5/xx not_active IP Right Cessation
- 1972-05-26 BE BE784012A patent/BE784012A/xx unknown
- 1972-05-26 DD DD163237A patent/DD100471A5/xx unknown
- 1972-05-26 SE SE7402375A patent/SE397525B/xx unknown
- 1972-05-26 SU SU1960739A patent/SU489322A3/ru active
- 1972-05-26 RO RO7200080196A patent/RO63715A/ro unknown
- 1972-05-26 RO RO7280193A patent/RO64489A/ro unknown
- 1972-05-26 NO NO1869/72A patent/NO136795C/no unknown
- 1972-05-26 CH CH784372A patent/CH579563A5/xx not_active IP Right Cessation
- 1972-05-26 SE SE7206918A patent/SE395455B/xx unknown
- 1972-05-26 RO RO7200080194A patent/RO63730A/ro unknown
- 1972-05-26 SE SE7402374A patent/SE397524B/xx unknown
- 1972-05-26 RO RO71032A patent/RO60145A/ro unknown
- 1972-05-26 NL NL7207129A patent/NL7207129A/xx not_active Application Discontinuation
- 1972-05-26 FR FR7218968A patent/FR2139158B1/fr not_active Expired
- 1972-05-26 CH CH759676A patent/CH583701A5/xx not_active IP Right Cessation
- 1972-05-27 ES ES0403245A patent/ES403245A1/es not_active Expired
- 1972-05-27 HU HUAE401A patent/HU168720B/hu unknown
- 1972-05-27 HU HUAE360A patent/HU166178B/hu unknown
- 1972-05-27 HU HUAE400A patent/HU167203B/hu unknown
- 1972-12-04 ES ES409282A patent/ES409282A1/es not_active Expired
- 1972-12-04 ES ES409284A patent/ES409284A1/es not_active Expired
- 1972-12-04 ES ES409281A patent/ES409281A1/es not_active Expired
-
1973
- 1973-02-13 AR AR246557A patent/AR208647A1/es active
- 1973-02-13 AR AR246556A patent/AR208646A1/es active
- 1973-02-13 AR AR246558A patent/AR210562A1/es active
- 1973-07-26 SU SU7301953507A patent/SU575024A3/ru active
- 1973-09-13 SU SU1960738A patent/SU488408A3/ru active
-
1976
- 1976-01-20 SE SE7600531A patent/SE7600531L/xx unknown
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