ES450876A1 - Pyrido (3,4-b)indole derivatives - Google Patents
Pyrido (3,4-b)indole derivativesInfo
- Publication number
- ES450876A1 ES450876A1 ES450876A ES450876A ES450876A1 ES 450876 A1 ES450876 A1 ES 450876A1 ES 450876 A ES450876 A ES 450876A ES 450876 A ES450876 A ES 450876A ES 450876 A1 ES450876 A1 ES 450876A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- pyrido
- allyl
- alkyl
- see formula
- 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
- AIFRHYZBTHREPW-UHFFFAOYSA-N β-carboline Chemical class N1=CC=C2C3=CC=CC=C3NC2=C1 AIFRHYZBTHREPW-UHFFFAOYSA-N 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- IIBBFJNIQJXPSW-DOTOQJQBSA-N C1(=CC=CC=C1)N1[C@H]2[C@H](C3=CC=CC=C13)CCNC2 Chemical compound C1(=CC=CC=C1)N1[C@H]2[C@H](C3=CC=CC=C13)CCNC2 IIBBFJNIQJXPSW-DOTOQJQBSA-N 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- -1 and R3 is H Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012279 sodium borohydride Substances 0.000 abstract 1
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 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
- C07D209/02—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
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A procedure for the preparation of trans2,3,4,4a, 9,9a-hexahydro-9-phenyl-1H-pyrido- [3,4-b] indole of formula: **(See formula)** where R1 is H, CH3 or C2H5 R2 is H C1-C3 alkyl or allyl, and R3 is H, CH3 or C2H5 whose procedure consists of reacting with BH3 or NaBH4, a compound of the following formula: **(See formula)** where R is (see formula) C1-C3 alkyl, allyl or propargyl, and R1 and R3 are as defined above; then treat with an acid and optionally react the obtained product, where R2 is methyl or ethyl with cyanogen bromide followed by acid hydrolysis to obtain the products of formula (I) where R2 is hydrogen and, finally, if desired, convert the products obtained into pharmaceutically acceptable acid addition salts. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60687175A | 1975-08-22 | 1975-08-22 | |
| US05/695,361 US4091102A (en) | 1975-08-22 | 1976-06-22 | Anti-depressant trans-hexahydropyrido[3,4-b]indoles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES450876A1 true ES450876A1 (en) | 1977-12-01 |
Family
ID=27085353
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES450876A Expired ES450876A1 (en) | 1975-08-22 | 1976-08-20 | Pyrido (3,4-b)indole derivatives |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS5225799A (en) |
| AR (1) | AR212633A1 (en) |
| AU (1) | AU497249B2 (en) |
| CA (1) | CA1058617A (en) |
| DD (1) | DD126298A5 (en) |
| DE (1) | DE2637503A1 (en) |
| DK (1) | DK374976A (en) |
| ES (1) | ES450876A1 (en) |
| FI (1) | FI762384A7 (en) |
| FR (1) | FR2321289A1 (en) |
| GB (1) | GB1502038A (en) |
| GR (1) | GR61611B (en) |
| IE (1) | IE43528B1 (en) |
| IL (1) | IL50322A (en) |
| LU (1) | LU75637A1 (en) |
| NL (1) | NL7609293A (en) |
| NO (1) | NO762869L (en) |
| PH (1) | PH12211A (en) |
| PT (1) | PT65505B (en) |
| SE (1) | SE7607882L (en) |
-
1976
- 1976-07-09 SE SE7607882A patent/SE7607882L/en unknown
- 1976-08-19 DK DK374976A patent/DK374976A/en unknown
- 1976-08-19 CA CA259,410A patent/CA1058617A/en not_active Expired
- 1976-08-20 AU AU17009/76A patent/AU497249B2/en not_active Expired
- 1976-08-20 IL IL50322A patent/IL50322A/en unknown
- 1976-08-20 FI FI762384A patent/FI762384A7/fi not_active Application Discontinuation
- 1976-08-20 DE DE19762637503 patent/DE2637503A1/en not_active Withdrawn
- 1976-08-20 NO NO762869A patent/NO762869L/no unknown
- 1976-08-20 GB GB38464/76A patent/GB1502038A/en not_active Expired
- 1976-08-20 NL NL7609293A patent/NL7609293A/en not_active Application Discontinuation
- 1976-08-20 PH PH18807A patent/PH12211A/en unknown
- 1976-08-20 AR AR264394A patent/AR212633A1/en active
- 1976-08-20 LU LU75637A patent/LU75637A1/xx unknown
- 1976-08-20 FR FR7625337A patent/FR2321289A1/en not_active Withdrawn
- 1976-08-20 ES ES450876A patent/ES450876A1/en not_active Expired
- 1976-08-20 PT PT65505A patent/PT65505B/en unknown
- 1976-08-20 DD DD194413A patent/DD126298A5/xx unknown
- 1976-08-20 IE IE1873/76A patent/IE43528B1/en unknown
- 1976-08-21 GR GR51521A patent/GR61611B/en unknown
- 1976-08-21 JP JP51099240A patent/JPS5225799A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| AU497249B2 (en) | 1978-12-07 |
| FR2321289A1 (en) | 1977-03-18 |
| AR212633A1 (en) | 1978-08-31 |
| PT65505A (en) | 1976-09-01 |
| DD126298A5 (en) | 1977-07-06 |
| GB1502038A (en) | 1978-02-22 |
| DE2637503A1 (en) | 1977-03-03 |
| AU1700976A (en) | 1978-02-23 |
| IL50322A (en) | 1979-07-25 |
| NO762869L (en) | 1977-02-23 |
| CA1058617A (en) | 1979-07-17 |
| LU75637A1 (en) | 1977-03-31 |
| JPS5225799A (en) | 1977-02-25 |
| NL7609293A (en) | 1977-02-24 |
| DK374976A (en) | 1977-02-23 |
| PT65505B (en) | 1978-10-10 |
| IE43528B1 (en) | 1981-03-25 |
| GR61611B (en) | 1978-12-02 |
| IE43528L (en) | 1977-02-22 |
| IL50322A0 (en) | 1976-10-31 |
| PH12211A (en) | 1978-11-29 |
| SE7607882L (en) | 1977-02-23 |
| FI762384A7 (en) | 1977-02-23 |
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