FI63402C - Foerfarande foer framstaellning av nya terapeutiskt anvaendbara d- och d1-trans-5-fenyl 2,3,4,4a,5,9b-hexahydro-1h-pyrido(4,3-b)indolderivat - Google Patents
Foerfarande foer framstaellning av nya terapeutiskt anvaendbara d- och d1-trans-5-fenyl 2,3,4,4a,5,9b-hexahydro-1h-pyrido(4,3-b)indolderivat Download PDFInfo
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- FI63402C FI63402C FI781612A FI781612A FI63402C FI 63402 C FI63402 C FI 63402C FI 781612 A FI781612 A FI 781612A FI 781612 A FI781612 A FI 781612A FI 63402 C FI63402 C FI 63402C
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- formula
- trans
- compound
- hexahydro
- choh
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- 238000000034 method Methods 0.000 title claims description 33
- 230000001225 therapeutic effect Effects 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 66
- 239000000203 mixture Substances 0.000 claims description 55
- -1 lithium aluminum hydride Chemical compound 0.000 claims description 37
- 239000002253 acid Substances 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 18
- 229910052731 fluorine Inorganic materials 0.000 claims description 15
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- 239000011737 fluorine Substances 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 13
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- 238000002360 preparation method Methods 0.000 claims description 11
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 7
- 229910000085 borane Inorganic materials 0.000 claims description 7
- 239000012280 lithium aluminium hydride Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
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- 230000017105 transposition Effects 0.000 claims description 4
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- CFTOTSJVQRFXOF-UHFFFAOYSA-N 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole Chemical compound N1C2=CC=CC=C2C2=C1CNCC2 CFTOTSJVQRFXOF-UHFFFAOYSA-N 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 10
- IPWQOZCSQLTKOI-QMMMGPOBSA-N d-[(amino)carbonyl]phenylalanine Chemical compound NC(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 IPWQOZCSQLTKOI-QMMMGPOBSA-N 0.000 description 10
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Classifications
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- 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
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/22—Anxiolytics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurosurgery (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FI820468A FI68830C (fi) | 1977-05-23 | 1982-02-12 | Dl- eller d-trans-8-fluor-5-(p-fluorfenyl)-2,3,4,4a,5,9b-heksahydro-1h-pyrido(4,3-b)indol som anvaends som mellanprodukt vid framstaellning av terapeutiskt anvaendbara 2-substituerade dl- och d-trans-8-fluor-5-(p-fluorfenyl)-2,3,4,4a,5,9b-heksahydro-1h-pyrido(4,3-b)indoler |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US79939277A | 1977-05-23 | 1977-05-23 | |
US79939277 | 1977-05-23 |
Publications (3)
Publication Number | Publication Date |
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FI781612A7 FI781612A7 (fi) | 1978-11-24 |
FI63402B FI63402B (fi) | 1983-02-28 |
FI63402C true FI63402C (fi) | 1983-06-10 |
Family
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Application Number | Title | Priority Date | Filing Date |
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FI781612A FI63402C (fi) | 1977-05-23 | 1978-05-22 | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara d- och d1-trans-5-fenyl 2,3,4,4a,5,9b-hexahydro-1h-pyrido(4,3-b)indolderivat |
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JP (1) | JPS53144600A (cs) |
AR (2) | AR217688A1 (cs) |
AT (1) | AT368995B (cs) |
AU (1) | AU499618B1 (cs) |
BE (1) | BE867249A (cs) |
CA (1) | CA1094071A (cs) |
CH (1) | CH634321A5 (cs) |
CS (1) | CS207612B2 (cs) |
DD (4) | DD138321A5 (cs) |
DE (1) | DE2822465C2 (cs) |
DK (1) | DK226678A (cs) |
EG (1) | EG13590A (cs) |
FI (1) | FI63402C (cs) |
FR (1) | FR2392023A1 (cs) |
GB (1) | GB1586655A (cs) |
GR (1) | GR69985B (cs) |
HU (3) | HU185009B (cs) |
IE (1) | IE46975B1 (cs) |
IL (1) | IL54755A (cs) |
IT (1) | IT1096307B (cs) |
LU (1) | LU79684A1 (cs) |
NL (1) | NL7804210A (cs) |
NO (2) | NO150204C (cs) |
NZ (1) | NZ187333A (cs) |
PH (1) | PH13756A (cs) |
PL (5) | PL114547B1 (cs) |
PT (1) | PT68058B (cs) |
SE (2) | SE441448B (cs) |
SU (4) | SU873883A3 (cs) |
YU (4) | YU91478A (cs) |
ZA (1) | ZA782918B (cs) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4224329A (en) * | 1979-01-23 | 1980-09-23 | Pfizer Inc. | 2-Substituted-trans-5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indoles |
US4451655A (en) * | 1982-05-17 | 1984-05-29 | Pfizer Inc. | Process for preparing carboline derivatives and compounds used in their preparation |
RU2106864C1 (ru) * | 1995-10-23 | 1998-03-20 | Николай Серафимович Зефиров | Средство для лечения болезни альцгеймера |
SE9604786D0 (sv) | 1996-12-20 | 1996-12-20 | Astra Pharma Inc | New compounds |
US6974825B1 (en) | 1996-12-20 | 2005-12-13 | Astrazeneca Canada Inc. | Compounds with analgesic effect |
SE9904675D0 (sv) | 1999-12-20 | 1999-12-20 | Astra Pharma Inc | Novel compounds |
SE0101773D0 (sv) | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
SE0101771D0 (sv) | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
SE0101770D0 (sv) | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
SE0101769D0 (sv) | 2001-05-18 | 2001-05-18 | Astrazeneca Ab | Novel compounds |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
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AR205452A1 (es) * | 1973-12-06 | 1976-05-07 | Endo Lab | Metodo para preparar nuevos trans-2, 3, 4, 4a, 5, 9b-hexahidro-5-fenil-1h-pirido(4,3-b) indoles |
JPS50126699A (cs) * | 1974-03-20 | 1975-10-04 | ||
US4001263A (en) * | 1974-04-01 | 1977-01-04 | Pfizer Inc. | 5-Aryl-1,2,3,4-tetrahydro-γ-carbolines |
-
1978
- 1978-03-30 SE SE7803625A patent/SE441448B/sv unknown
- 1978-04-17 PH PH21013A patent/PH13756A/en unknown
- 1978-04-18 YU YU00914/78A patent/YU91478A/xx unknown
- 1978-04-20 NL NL7804210A patent/NL7804210A/xx not_active Application Discontinuation
- 1978-04-24 AU AU35377/78A patent/AU499618B1/en not_active Expired
- 1978-04-25 EG EG276/78A patent/EG13590A/xx active
- 1978-04-28 AR AR271956A patent/AR217688A1/es active
- 1978-05-18 PL PL1978206903A patent/PL114547B1/pl unknown
- 1978-05-18 PL PL1978215922A patent/PL114541B1/pl unknown
- 1978-05-18 HU HU78PI626A patent/HU185009B/hu unknown
- 1978-05-18 SU SU782615898A patent/SU873883A3/ru active
- 1978-05-18 HU HU822638A patent/HU188802B/hu unknown
- 1978-05-18 PL PL1978215923A patent/PL116944B1/pl unknown
- 1978-05-18 PL PL1978215921A patent/PL117107B1/pl unknown
- 1978-05-18 GB GB20350/78A patent/GB1586655A/en not_active Expired
- 1978-05-18 HU HU822639A patent/HU187782B/hu unknown
- 1978-05-18 CS CS783239A patent/CS207612B2/cs unknown
- 1978-05-19 BE BE187842A patent/BE867249A/xx not_active IP Right Cessation
- 1978-05-19 DD DD78205479A patent/DD138321A5/xx unknown
- 1978-05-19 CA CA303,710A patent/CA1094071A/en not_active Expired
- 1978-05-19 DD DD78215017A patent/DD145537A5/de unknown
- 1978-05-19 DD DD215016A patent/DD146186A5/de unknown
- 1978-05-19 DD DD78215015A patent/DD145536A5/de unknown
- 1978-05-19 PT PT68058A patent/PT68058B/pt unknown
- 1978-05-20 GR GR56281A patent/GR69985B/el unknown
- 1978-05-22 AT AT0369678A patent/AT368995B/de not_active IP Right Cessation
- 1978-05-22 NO NO781770A patent/NO150204C/no unknown
- 1978-05-22 IT IT23673/78A patent/IT1096307B/it active
- 1978-05-22 FI FI781612A patent/FI63402C/fi not_active IP Right Cessation
- 1978-05-22 CH CH552678A patent/CH634321A5/fr not_active IP Right Cessation
- 1978-05-22 DK DK226678A patent/DK226678A/da not_active Application Discontinuation
- 1978-05-22 ZA ZA00782918A patent/ZA782918B/xx unknown
- 1978-05-22 IE IE1013/78A patent/IE46975B1/en unknown
- 1978-05-22 FR FR7815029A patent/FR2392023A1/fr active Granted
- 1978-05-22 NZ NZ187333A patent/NZ187333A/en unknown
- 1978-05-22 JP JP6087278A patent/JPS53144600A/ja active Granted
- 1978-05-22 LU LU79684A patent/LU79684A1/xx unknown
- 1978-05-22 IL IL54755A patent/IL54755A/xx unknown
- 1978-05-23 DE DE2822465A patent/DE2822465C2/de not_active Expired
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1979
- 1979-04-16 AR AR276191A patent/AR221721A1/es active
- 1979-04-24 SU SU792753359A patent/SU843749A3/ru active
- 1979-04-26 SU SU792759902A patent/SU818484A3/ru active
- 1979-05-18 SU SU792763595A patent/SU841589A3/ru active
- 1979-05-18 PL PL20690379A patent/PL206903A1/xx unknown
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1982
- 1982-10-01 YU YU02216/82A patent/YU221682A/xx unknown
- 1982-10-01 YU YU02218/82A patent/YU221882A/xx unknown
- 1982-10-01 YU YU2217/82A patent/YU40796B/xx unknown
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1983
- 1983-05-20 NO NO831790A patent/NO151862C/no unknown
- 1983-10-27 SE SE8305917A patent/SE448459B/sv not_active IP Right Cessation
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM | Patent lapsed |
Owner name: PFIZER INC. |