GB1311334A - 2-substituted aminohexahydrobenzo alpha-quinolizines - Google Patents
2-substituted aminohexahydrobenzo alpha-quinolizinesInfo
- Publication number
- GB1311334A GB1311334A GB3415470A GB3415470A GB1311334A GB 1311334 A GB1311334 A GB 1311334A GB 3415470 A GB3415470 A GB 3415470A GB 3415470 A GB3415470 A GB 3415470A GB 1311334 A GB1311334 A GB 1311334A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- phenyl
- formula
- cycloalkyl
- alkyl
- 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
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
- C07D455/06—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1311334 Substituted aminohexahydrobenzo- [a]quinolizines MILES LABORATORIES Inc 14 July 1970 [22 Dec 1969(2)] 34154/70 Addition to 1,192,520 Heading C2C Novel compounds of Formula I wherein R is hydrogen, hydroxy or lower alkoxy, R<SP>1</SP> is hydrogen, hydroxy or lower alkoxy, R<SP>3</SP> is hydrogen, lower alkyl, cycloalkyl, phenyl, substituted phenyl, diphenyl, or substituted phenyl (lower alkyl), the said substitution being by halogen, lower alkyl, lower alkoxy, cyano, lower alkoxycarbonyl or nitro, R<SP>4</SP> is hydrogen, -CO-alkyl, -CO-cycloalkyl, -CO-phenyl, -CH 2 CH 2 NHC(: NH)NH 2 , -C(: NH) NH 2 , or -CH 2 CH 2 -C(: NOH)NH 2 , and R<SP>6</SP> is hydrogen, lower alkyl, or phenyl, with the proviso that, when R<SP>3</SP> is hydrogen or phenyl, R<SP>4</SP> is -CO- cycloalkyl or -CO-phenyl, and its pharmacologically acceptable salts (lower denotes radicals containing (1-4 C atoms) are prepared by forming the Schiff base from a ketone of Formula II and an amine R<SP>3</SP>NH 2 and reducing it to give an amine of formula and, where the product desired is one in which R<SP>4</SP> is other than hydrogen, reacting the amine with a compound of formula: (R<SP>8</SP>) 2 O or R<SP>4</SP>X in which R<SP>4</SP> is as defined in claim 1 but is not hydrogen, R<SP>8</SP> is -CO-alkyl, -CO-cycloalkyl, or -CO-phenyl, and X is halogen, to form the desired basic product of Formula I above and optionally forming a pharmaceutically acceptable salt thereof. Pharmaceutical compositions in conventional forms for oral or subcutaneous administration and having antihypertensive activity comprise an above novel compound or salt and a carrier, filler, extender and/or excipient.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US88734469A | 1969-12-22 | 1969-12-22 | |
US88734269A | 1969-12-22 | 1969-12-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1311334A true GB1311334A (en) | 1973-03-28 |
Family
ID=27128838
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3415470A Expired GB1311334A (en) | 1969-12-22 | 1970-07-14 | 2-substituted aminohexahydrobenzo alpha-quinolizines |
Country Status (3)
Country | Link |
---|---|
CA (1) | CA940930A (en) |
DE (1) | DE2037661A1 (en) |
GB (1) | GB1311334A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1593146A (en) | 1976-11-05 | 1981-07-15 | Beecham Group Ltd | Octahydro-quinolizinyl benzamide derivatives |
US4230710A (en) * | 1978-10-23 | 1980-10-28 | Miles Laboratories, Inc. | Amide derivatives of 2-substituted anilino-hexahydrobenzo[a]quinolizines, and methods of treating hypertension employing them |
CA1118422A (en) * | 1978-11-20 | 1982-02-16 | Herbert J. Havera | Trans-2-substituted-amido-hexahydrobenzo [a] quinolizines |
-
1970
- 1970-05-11 CA CA082,410A patent/CA940930A/en not_active Expired
- 1970-07-14 GB GB3415470A patent/GB1311334A/en not_active Expired
- 1970-07-29 DE DE19702037661 patent/DE2037661A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
CA940930A (en) | 1974-01-29 |
DE2037661A1 (en) | 1971-08-26 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |