LU81299A1 - Nouveaux derives d'isoquinoleine,procede pour leur preparation et application comme medicaments exercant une activite sur le systeme nerveux central - Google Patents
Nouveaux derives d'isoquinoleine,procede pour leur preparation et application comme medicaments exercant une activite sur le systeme nerveux central Download PDFInfo
- Publication number
- LU81299A1 LU81299A1 LU81299A LU81299A LU81299A1 LU 81299 A1 LU81299 A1 LU 81299A1 LU 81299 A LU81299 A LU 81299A LU 81299 A LU81299 A LU 81299A LU 81299 A1 LU81299 A1 LU 81299A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- methyl
- formula
- group
- compound
- acetyl
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 11
- 239000003814 drug Substances 0.000 title description 7
- 229940079593 drug Drugs 0.000 title description 6
- 230000000694 effects Effects 0.000 title description 6
- 238000002360 preparation method Methods 0.000 title description 6
- 210000003169 central nervous system Anatomy 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 49
- AWJUIBRHMBBTKR-UHFFFAOYSA-N iso-quinoline Natural products C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims description 43
- 239000000203 mixture Substances 0.000 claims description 26
- -1 Isoquinoline compound Chemical class 0.000 claims description 18
- 239000002253 acid Chemical group 0.000 claims description 17
- 150000003839 salts Chemical class 0.000 claims description 17
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 241001465754 Metazoa Species 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 230000002140 halogenating effect Effects 0.000 claims description 3
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- 239000000126 substance Substances 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- ZPEIMTDSQAKGNT-UHFFFAOYSA-N chlorpromazine Chemical compound C1=C(Cl)C=C2N(CCCN(C)C)C3=CC=CC=C3SC2=C1 ZPEIMTDSQAKGNT-UHFFFAOYSA-N 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims description 2
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 208000015114 central nervous system disease Diseases 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
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- 238000002844 melting Methods 0.000 description 47
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 10
- 238000007792 addition Methods 0.000 description 9
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
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- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 4
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- 238000005804 alkylation reaction Methods 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 150000002537 isoquinolines Chemical class 0.000 description 4
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- 150000002923 oximes Chemical class 0.000 description 4
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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- 238000000354 decomposition reaction Methods 0.000 description 3
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- 230000017105 transposition Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- PRXNKYBFWAWBNZ-UHFFFAOYSA-N trimethylphenylammonium tribromide Chemical compound Br[Br-]Br.C[N+](C)(C)C1=CC=CC=C1 PRXNKYBFWAWBNZ-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/90—Benzo [c, d] indoles; Hydrogenated benzo [c, d] indoles
-
- 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
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/94—[b, c]- or [b, d]-condensed containing carbocyclic rings other than six-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2135578 | 1978-05-23 | ||
| GB2135578 | 1978-05-23 | ||
| GB7902970 | 1979-01-29 | ||
| GB7902970A GB2013949A (en) | 1978-02-03 | 1979-01-29 | Monitoring of running machines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU81299A1 true LU81299A1 (fr) | 1980-12-16 |
Family
ID=26255288
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU81299A LU81299A1 (fr) | 1978-05-23 | 1979-05-22 | Nouveaux derives d'isoquinoleine,procede pour leur preparation et application comme medicaments exercant une activite sur le systeme nerveux central |
Country Status (3)
| Country | Link |
|---|---|
| AT (1) | AT374201B (enrdf_load_stackoverflow) |
| GR (1) | GR68497B (enrdf_load_stackoverflow) |
| LU (1) | LU81299A1 (enrdf_load_stackoverflow) |
-
1979
- 1979-05-21 AT AT0373279A patent/AT374201B/de not_active IP Right Cessation
- 1979-05-21 GR GR59138A patent/GR68497B/el unknown
- 1979-05-22 LU LU81299A patent/LU81299A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT374201B (de) | 1984-03-26 |
| ATA373279A (de) | 1983-08-15 |
| GR68497B (enrdf_load_stackoverflow) | 1982-01-07 |
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