AU596494B2 - 1-((4-morpholinyl)alkyl)-1h-indoles useful as analgesics and preparation thereof - Google Patents
1-((4-morpholinyl)alkyl)-1h-indoles useful as analgesics and preparation thereof Download PDFInfo
- Publication number
- AU596494B2 AU596494B2 AU10387/88A AU1038788A AU596494B2 AU 596494 B2 AU596494 B2 AU 596494B2 AU 10387/88 A AU10387/88 A AU 10387/88A AU 1038788 A AU1038788 A AU 1038788A AU 596494 B2 AU596494 B2 AU 596494B2
- Authority
- AU
- Australia
- Prior art keywords
- acid
- compound
- morpholinyl
- pharmaceutically acceptable
- alk
- 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
- 229940035676 analgesics Drugs 0.000 title 1
- 239000000730 antalgic agent Substances 0.000 title 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 5
- 238000000034 method Methods 0.000 claims 3
- -1 1,2-ethylene Chemical group 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- 230000000202 analgesic effect Effects 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- BQWJMPCFWKTSMD-UHFFFAOYSA-N (4-methoxyphenyl)-[1-(2-morpholin-4-ylethyl)indol-4-yl]methanone Chemical compound C1=CC(OC)=CC=C1C(=O)C1=CC=CC2=C1C=CN2CCN1CCOCC1 BQWJMPCFWKTSMD-UHFFFAOYSA-N 0.000 claims 1
- ZOGXGXXRLFEZEJ-UHFFFAOYSA-N (4-methoxyphenyl)-[1-(3-morpholin-4-ylpropyl)indol-4-yl]methanone Chemical compound C1=CC(OC)=CC=C1C(=O)C1=CC=CC2=C1C=CN2CCCN1CCOCC1 ZOGXGXXRLFEZEJ-UHFFFAOYSA-N 0.000 claims 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
- WNWVKZTYMQWFHE-UHFFFAOYSA-N 4-ethylmorpholine Chemical group [CH2]CN1CCOCC1 WNWVKZTYMQWFHE-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- ZSXGLVDWWRXATF-UHFFFAOYSA-N N,N-dimethylformamide dimethyl acetal Chemical compound COC(OC)N(C)C ZSXGLVDWWRXATF-UHFFFAOYSA-N 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 239000008297 liquid dosage form Substances 0.000 claims 1
- 238000006476 reductive cyclization reaction Methods 0.000 claims 1
- 239000007909 solid dosage form Substances 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 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
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pain & Pain Management (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US013313 | 1987-02-11 | ||
| US07/013,313 US4840950A (en) | 1987-02-11 | 1987-02-11 | 4-arylcarbonyl-1-[(4-morpholinyl)-lower-alkyl]-1H-indoles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU1038788A AU1038788A (en) | 1988-08-18 |
| AU596494B2 true AU596494B2 (en) | 1990-05-03 |
Family
ID=21759325
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU10387/88A Expired AU596494B2 (en) | 1987-02-11 | 1988-01-19 | 1-((4-morpholinyl)alkyl)-1h-indoles useful as analgesics and preparation thereof |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4840950A (en, 2012) |
| EP (1) | EP0278265B1 (en, 2012) |
| JP (1) | JP2561939B2 (en, 2012) |
| KR (1) | KR960007523B1 (en, 2012) |
| AR (1) | AR243184A1 (en, 2012) |
| AT (1) | ATE80386T1 (en, 2012) |
| AU (1) | AU596494B2 (en, 2012) |
| CA (1) | CA1299180C (en, 2012) |
| DE (1) | DE3874361T2 (en, 2012) |
| DK (1) | DK167921B1 (en, 2012) |
| ES (1) | ES2052608T3 (en, 2012) |
| FI (1) | FI88152C (en, 2012) |
| GR (1) | GR3005855T3 (en, 2012) |
| IE (1) | IE63264B1 (en, 2012) |
| IL (1) | IL84922A (en, 2012) |
| MX (1) | MX174421B (en, 2012) |
| NO (1) | NO169713C (en, 2012) |
| NZ (1) | NZ223146A (en, 2012) |
| PH (1) | PH25902A (en, 2012) |
| PT (1) | PT86527B (en, 2012) |
| ZA (1) | ZA879723B (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5081122A (en) * | 1990-03-05 | 1992-01-14 | Sterling Drug Inc. | Antiglaucoma compositions containing 4-arylcarbonyl-1-(4-morpholinyl)-lower-alkyl)-1H-indoles and method of use thereof |
| CA2651732C (en) | 2006-05-18 | 2014-10-14 | Mannkind Corporation | Intracellular kinase inhibitors |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU574817B2 (en) * | 1984-08-06 | 1988-07-14 | Sanofi-Synthelabo | 3-carbonyl-1-aminoalkyl-1h-indoles and their use as analgesics |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3182071A (en) * | 1961-06-27 | 1965-05-04 | Warner Lambert Pharmaceutical | Acylated indole derivatives |
| US3215699A (en) * | 1961-06-27 | 1965-11-02 | Warner Lambert Pharmaceutical | Substituted acetylphenyl hydrazones of 2,3-piperidine diones |
| US3489429A (en) * | 1967-12-18 | 1970-01-13 | American Home Prod | 1-loweralkanoyl-3-(2-substituted ethyl)indoles |
| GB1374414A (en) * | 1972-06-12 | 1974-11-20 | Sterling Drug Inc | 1-acyl-3-amino-alkyl-indoles and their preparation |
| GB1436771A (en) * | 1973-02-16 | 1976-05-26 | Labaz | Indole derivatives and process for preparing the same |
| US4581354A (en) * | 1984-08-06 | 1986-04-08 | Sterling Drug Inc. | 3-arylcarbonyl- and 3-cycloalkylcarbonyl-1-aminoalkyl-1H-indoles, compositions and use |
-
1987
- 1987-02-11 US US07/013,313 patent/US4840950A/en not_active Expired - Lifetime
- 1987-12-22 IL IL84922A patent/IL84922A/xx not_active IP Right Cessation
- 1987-12-29 ZA ZA879723A patent/ZA879723B/xx unknown
-
1988
- 1988-01-04 PH PH36317A patent/PH25902A/en unknown
- 1988-01-08 IE IE4788A patent/IE63264B1/en not_active IP Right Cessation
- 1988-01-11 NZ NZ223146A patent/NZ223146A/en unknown
- 1988-01-12 FI FI880117A patent/FI88152C/fi not_active IP Right Cessation
- 1988-01-12 PT PT86527A patent/PT86527B/pt not_active IP Right Cessation
- 1988-01-13 MX MX010085A patent/MX174421B/es unknown
- 1988-01-19 ES ES88100694T patent/ES2052608T3/es not_active Expired - Lifetime
- 1988-01-19 EP EP88100694A patent/EP0278265B1/en not_active Expired - Lifetime
- 1988-01-19 KR KR1019880000361A patent/KR960007523B1/ko not_active Expired - Lifetime
- 1988-01-19 DK DK021588A patent/DK167921B1/da not_active IP Right Cessation
- 1988-01-19 NO NO880206A patent/NO169713C/no not_active IP Right Cessation
- 1988-01-19 AU AU10387/88A patent/AU596494B2/en not_active Expired
- 1988-01-19 AT AT88100694T patent/ATE80386T1/de not_active IP Right Cessation
- 1988-01-19 DE DE8888100694T patent/DE3874361T2/de not_active Expired - Lifetime
- 1988-01-20 AR AR88309876A patent/AR243184A1/es active
- 1988-01-20 JP JP63010552A patent/JP2561939B2/ja not_active Expired - Lifetime
- 1988-01-26 CA CA000557313A patent/CA1299180C/en not_active Expired - Lifetime
-
1992
- 1992-10-01 GR GR920401725T patent/GR3005855T3/el unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU574817B2 (en) * | 1984-08-06 | 1988-07-14 | Sanofi-Synthelabo | 3-carbonyl-1-aminoalkyl-1h-indoles and their use as analgesics |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5081122A (en) | Antiglaucoma compositions containing 4-arylcarbonyl-1-(4-morpholinyl)-lower-alkyl)-1H-indoles and method of use thereof | |
| CA1241004A (en) | Indole derivative | |
| US5834493A (en) | Indole derivatives as 5-HT1A and/or 5-HT2 ligands | |
| CA1242193A (en) | 1-benzyl-aminoalkyl-pyrrolidinones and the acid addition salts thereof, processes for preparing them and pharmaceutical compositions | |
| US4289781A (en) | Anti-psychotic phthalimidine derivatives | |
| CY1458A (en) | Indoles | |
| GB2162522A (en) | An indole derivative | |
| US4153789A (en) | Phenylindolines | |
| HU196593B (en) | Process for producing new decahydroquinoline derivatives and their salts and pharmaceutics comprising these derivatives | |
| DE69329084T2 (de) | Benzoxazepin-Derivate als Cholinesterase-Inhibitoren | |
| IE780110L (en) | Amides. | |
| DE3688397T2 (de) | 3-(2-aminoethyl)indol und -indolinderivate, verfahren zu ihrer herstellung und diese derivate enthaltende pharmazeutische zusammensetzungen. | |
| AU596494B2 (en) | 1-((4-morpholinyl)alkyl)-1h-indoles useful as analgesics and preparation thereof | |
| US5318967A (en) | 2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole derivatives | |
| CA1106382A (en) | Substituted pyrrolidines, process for their preparation, their use and medicament containing them | |
| US4874761A (en) | 4-arylcarbonyl-1-[(4-morpholinyl)-lower-alkyl]-1H-indoles | |
| US4448777A (en) | 1-Phenylindazole-3-one compounds, process and intermediates for their preparation, and pharmaceutical compositions containing same | |
| JPH037280A (ja) | 新規ベンゾチオピラニルアミン | |
| US3966761A (en) | Novel amino-indazole compounds | |
| AU4466599A (en) | Process for pyrrolidinyl hydroxamic acid compounds | |
| NZ231370A (en) | 1,3-benzodiazepin-2-one derivatives, medicaments | |
| CA1050021A (en) | 6-aza-3h-1,4-benzodiazepines | |
| JPS62270576A (ja) | イサチン誘導体 | |
| SI9200401A (en) | Indole derivatives | |
| MXPA99006264A (en) | Procedure for pirrolidinyl hydroxam acid compounds |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC | Assignment registered |
Owner name: SANOFI-SYNTHELABO Free format text: FORMER OWNER WAS: SANOFI |