GB1430777A - Pyrido indole derivatives - Google Patents
Pyrido indole derivativesInfo
- Publication number
- GB1430777A GB1430777A GB4236873A GB4236873A GB1430777A GB 1430777 A GB1430777 A GB 1430777A GB 4236873 A GB4236873 A GB 4236873A GB 4236873 A GB4236873 A GB 4236873A GB 1430777 A GB1430777 A GB 1430777A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- benzyl
- hydrogen
- carbon atoms
- 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
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1430777 Pyrido[2,3-b]indole derivatives GRUPPO LEPETIT SpA 22 Aug 1974 [10 Sept 1973] 42368/73 Heading C2C The invention comprises compounds of the general Formula I wherein the dotted lines represent an additional bond localized in one of the two possible positions; R is alkyl of 1 to 4 carbon atoms or benzyl; R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, benzyl or aliphatic acyl of 1 to 4 carbon atoms and is present only if the symbol R 2 is absent and the double bond is located between the carbon atoms in position 2 and 3 of the indole ring and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms or benzyl and is present only if the symbol R 1 is absent and the double bond is located between the positions 1 and 2 of the pyridine ring. The compounds of Formula I may be prepared by heating at a temperature between 60 and 160 C. an indole derivative of the formula or the corresponding acid salt wherein the dotted lines represent a double bond localized in one of the two possible positions; R is C 1 to C 4 alkyl or benzyl, R 1 is hydrogen, C 1 to C 4 alkyl, benzyl or C 1 to C 4 aliphatic acyl if the symbol R 2 is absent and the double bond is located between the carbon atoms in position 2 and 3 of the indole ring; R2 is hydrogen, C 1 to C 4 alkyl or benzyl and is present only if the symbol R 1 is absent and the double bond is located between the iminic substituent and the carbon atom in the position 2 of the indole ring and R 3 is hydrogen or C 1 to C 4 alkyl in an organic polar solvent in the presence of a basic agent and, optionally when in the obtained compound of Formula I either R 1 or R 2 represent hydrogen, substituting hydrogen with C 1 to C 4 alkyl, benzyl or when R 1 in the obtained compound of Formula I is hydrogen also C 1 to C 4 aliphatic acyl, by reaction with an agent selected from C 1 to C 4 alkyl halogenides and benzyl halogenides in dimethyl formamide in the presence of sodium hydride and C 1 to C 4 aliphatic acyl halogenides or anhydrides in the presence of pyridine. The compounds of Formula I are used as pharmaceuticals.
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4236873A GB1430777A (en) | 1973-09-10 | 1973-09-10 | Pyrido indole derivatives |
US503026A US3928371A (en) | 1973-09-10 | 1974-09-03 | Pyrido-indole derivatives |
JP49102491A JPS5070396A (en) | 1973-09-10 | 1974-09-05 | |
DE2442513A DE2442513A1 (en) | 1973-09-10 | 1974-09-05 | PYRIDO SQUARE CLAMP ON 2.3-ANGLE CLAMP FOR INDOL DERIVATIVES AND PROCESS FOR THEIR PRODUCTION |
NL7411846A NL7411846A (en) | 1973-09-10 | 1974-09-06 | PROCESS FOR THE PREPARATION OF PYRIDO INDOLE DERIVATIVES. |
BE148379A BE819739A (en) | 1973-09-10 | 1974-09-10 | PYRIDO-INDOLE DERIVATIVES AND THEIR PREPARATION |
FR7430636A FR2242982B1 (en) | 1973-09-10 | 1974-09-10 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4236873A GB1430777A (en) | 1973-09-10 | 1973-09-10 | Pyrido indole derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1430777A true GB1430777A (en) | 1976-04-07 |
Family
ID=10424115
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4236873A Expired GB1430777A (en) | 1973-09-10 | 1973-09-10 | Pyrido indole derivatives |
Country Status (7)
Country | Link |
---|---|
US (1) | US3928371A (en) |
JP (1) | JPS5070396A (en) |
BE (1) | BE819739A (en) |
DE (1) | DE2442513A1 (en) |
FR (1) | FR2242982B1 (en) |
GB (1) | GB1430777A (en) |
NL (1) | NL7411846A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8600651D0 (en) * | 1986-01-11 | 1986-02-19 | Beecham Group Plc | Compounds |
US4952584A (en) * | 1986-01-11 | 1990-08-28 | Beecham Group P.L.C. | 9H-pyrido[2,B-8]indole-3-carboxylic acid ester compounds having useful pharmaceutical activity |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE547985C (en) * | 1930-06-28 | 1932-04-06 | I G Farbenindustrie Akt Ges | Process for the preparation of heterocyclic compounds |
JPS3922979B1 (en) * | 1962-04-10 | 1964-10-15 | ||
JPS3920857B1 (en) * | 1962-05-17 | 1964-09-24 | ||
JPS412713B1 (en) * | 1963-08-30 | 1966-02-21 | ||
JPS412790B1 (en) * | 1963-11-26 | 1966-02-21 | ||
JPS412791B1 (en) * | 1963-11-26 | 1966-02-21 |
-
1973
- 1973-09-10 GB GB4236873A patent/GB1430777A/en not_active Expired
-
1974
- 1974-09-03 US US503026A patent/US3928371A/en not_active Expired - Lifetime
- 1974-09-05 DE DE2442513A patent/DE2442513A1/en active Pending
- 1974-09-05 JP JP49102491A patent/JPS5070396A/ja active Pending
- 1974-09-06 NL NL7411846A patent/NL7411846A/en unknown
- 1974-09-10 BE BE148379A patent/BE819739A/en unknown
- 1974-09-10 FR FR7430636A patent/FR2242982B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
US3928371A (en) | 1975-12-23 |
BE819739A (en) | 1974-12-31 |
NL7411846A (en) | 1975-03-12 |
FR2242982A1 (en) | 1975-04-04 |
JPS5070396A (en) | 1975-06-11 |
DE2442513A1 (en) | 1975-03-13 |
FR2242982B1 (en) | 1977-11-04 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |