GB1311334A - 2-substituted aminohexahydrobenzo alpha-quinolizines - Google Patents

2-substituted aminohexahydrobenzo alpha-quinolizines

Info

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
Application number
GB3415470A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Corp
Original Assignee
Miles Laboratories Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Miles Laboratories Inc filed Critical Miles Laboratories Inc
Publication of GB1311334A publication Critical patent/GB1311334A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D455/00Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03Heterocyclic 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
    • C07D455/04Heterocyclic 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
    • C07D455/06Heterocyclic 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.
GB3415470A 1969-12-22 1970-07-14 2-substituted aminohexahydrobenzo alpha-quinolizines Expired GB1311334A (en)

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)

* Cited by examiner, † Cited by third party
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

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