GB1375836A - - Google Patents

Info

Publication number
GB1375836A
GB1375836A GB495071A GB495071A GB1375836A GB 1375836 A GB1375836 A GB 1375836A GB 495071 A GB495071 A GB 495071A GB 495071 A GB495071 A GB 495071A GB 1375836 A GB1375836 A GB 1375836A
Authority
GB
United Kingdom
Prior art keywords
piperidine
alkyl
benzyl
ring
compounds
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
GB495071A
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 filed Critical
Priority to GB495071A priority Critical patent/GB1375836A/en
Priority to CA134,251A priority patent/CA973882A/en
Priority to NL7201854A priority patent/NL7201854A/xx
Priority to DK66772A priority patent/DK134553B/en
Priority to FR7205015A priority patent/FR2135126B2/fr
Priority to DE19722207258 priority patent/DE2207258A1/en
Priority to JP1688972A priority patent/JPS5545553B1/ja
Priority to SE192972A priority patent/SE383746B/en
Priority to BE779578A priority patent/BE779578R/en
Priority to CH232372A priority patent/CH570996A5/xx
Publication of GB1375836A publication Critical patent/GB1375836A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1375836 Indole derivatives JOHN WYETH & BRO Ltd 10 Feb 1972 [18 Feb 1971] 4950/71 Addition to 1218570 Heading C2C Pharmacologically active indole derivatives of the formula wherein R<SP>1</SP> is H, C 1-6 alkyl, C 7-10 aralkyl or aroyl; R<SP>2</SP> is H, C 1-6 alkyl or aryl; R<SP>3</SP> is H, halogen, OH, C 1-6 alkyl or C 1-6 alkoxy; R<SP>4</SP> is H, 'halogen or C 1-6 alkyl; R<SP>5</SP> is aryl (including heteroaryl)-, C 1-6 alkoxy, aryloxy, C 7-10 aralkyl, C 7-10 aralkyloxy, diaryl-C 1-6 alkyl or C 5-7 cycloalkyl; A is C 1-4 alkylene; Z is an oxo (=O) group; and the formula is a 1,2,3,6-tetrahydropyridine or piperidine ring, substituted by NHCZR<SP>5</SP> and R<SP>4</SP> with the proviso that Z may be two hydrogen atoms when R<SP>5</SP> is aryl and the ring is piperidine; are prepared by reacting compounds of the formula with the corresponding 1,2,3,6-tetrahydropyridine or piperidine derivatives in the presence of catalysts. The compounds thus obtained containing a 1,2,3,6-tetrahydropyridine ring may be hydrogenated to the corresponding compounds containing a piperidine ring, or compounds thus obtained in which R<SP>1</SP> is H may be alkylated, aralkylated or aroylated. 4-Cyclohexanecarboxamidopiperidine is obtained by hydrogenating 1-benzyl-4-cyclohexanecarboxamidopiperidine resulting from the reaction between cyclohexane carbonyl chloride and 4-amino-1-benzylpiperidine, obtained by hydrolysing 4 - benzamido - 1 - benzylpiperidine. By similar processes the following intermediates and starting materials are obtained:-1- benzyl - 4 - (3,4 - methylenedioxybenzamido)- piperidine, 4 - (3,4 - methylenediozybenzamido)- piperidine, 1 - benzyl - 4 - (3 - methozybenzamido)piperidine, 4 - (3 - methoxybenzamido)- piperidine, 1 - benzyl - 4 - (4 - methylbenzamido)- piperidine and 4-(4-methylbenzamido)piperidine. Reference has been directed by the Comptroller to Specification 1,273,563.
GB495071A 1971-02-18 1971-02-18 Expired GB1375836A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
GB495071A GB1375836A (en) 1971-02-18 1971-02-18
CA134,251A CA973882A (en) 1971-02-18 1972-02-08 Indoles
NL7201854A NL7201854A (en) 1971-02-18 1972-02-11
DK66772A DK134553B (en) 1971-02-18 1972-02-14 Process for the preparation of indole derivatives or acid addition salts or quaternary ammonium salts thereof.
FR7205015A FR2135126B2 (en) 1971-02-18 1972-02-15
DE19722207258 DE2207258A1 (en) 1971-02-18 1972-02-16 Process for the preparation of indole derivatives for such compounds containing pharmaceutical preparations
JP1688972A JPS5545553B1 (en) 1971-02-18 1972-02-17
SE192972A SE383746B (en) 1971-02-18 1972-02-17 NEW PROCEDURE TO PRODUCE THERAPEUTICALLY VALUABLE CONTENT DERIVATIVES
BE779578A BE779578R (en) 1971-02-18 1972-02-18 INDOLE DERIVATIVES AND THEIR
CH232372A CH570996A5 (en) 1971-02-18 1972-02-18

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB495071A GB1375836A (en) 1971-02-18 1971-02-18

Publications (1)

Publication Number Publication Date
GB1375836A true GB1375836A (en) 1974-11-27

Family

ID=9786946

Family Applications (1)

Application Number Title Priority Date Filing Date
GB495071A Expired GB1375836A (en) 1971-02-18 1971-02-18

Country Status (10)

Country Link
JP (1) JPS5545553B1 (en)
BE (1) BE779578R (en)
CA (1) CA973882A (en)
CH (1) CH570996A5 (en)
DE (1) DE2207258A1 (en)
DK (1) DK134553B (en)
FR (1) FR2135126B2 (en)
GB (1) GB1375836A (en)
NL (1) NL7201854A (en)
SE (1) SE383746B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004002490A2 (en) * 2002-06-26 2004-01-08 Glaxo Group Limited Piperidine compounds as antibacterials

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004002490A2 (en) * 2002-06-26 2004-01-08 Glaxo Group Limited Piperidine compounds as antibacterials
WO2004002490A3 (en) * 2002-06-26 2005-10-27 Glaxo Group Ltd Piperidine compounds as antibacterials
US7498326B2 (en) 2002-06-26 2009-03-03 Glaxo Group Limited Compounds

Also Published As

Publication number Publication date
NL7201854A (en) 1972-08-22
DE2207258A1 (en) 1972-09-07
CH570996A5 (en) 1975-12-31
SE383746B (en) 1976-03-29
DK134553B (en) 1976-11-29
CA973882A (en) 1975-09-02
JPS5545553B1 (en) 1980-11-18
FR2135126B2 (en) 1975-10-24
FR2135126A2 (en) 1972-12-15
DK134553C (en) 1977-05-02
BE779578R (en) 1972-08-18

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years