GB1364314A - indoles - Google Patents

indoles

Info

Publication number
GB1364314A
GB1364314A GB445871A GB445871A GB1364314A GB 1364314 A GB1364314 A GB 1364314A GB 445871 A GB445871 A GB 445871A GB 445871 A GB445871 A GB 445871A GB 1364314 A GB1364314 A GB 1364314A
Authority
GB
United Kingdom
Prior art keywords
compounds
formula
alkyl
tetrahydropyridine
radical
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
GB445871A
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.)
John Wyeth and Brother Ltd
Original Assignee
John Wyeth and Brother Ltd
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 John Wyeth and Brother Ltd filed Critical John Wyeth and Brother Ltd
Priority to GB445871A priority Critical patent/GB1364314A/en
Priority to IE15272A priority patent/IE36069B1/en
Publication of GB1364314A publication Critical patent/GB1364314A/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

Landscapes

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

Abstract

1364314 Indole derivatives JOHN WYETH & BRO Ltd 10 Feb 1972 [11 Feb 1971] 4458/71 Addition to 1218570 Heading C2C The invention comprises novel indole derivatives of the Formula VI wherein R<SP>1</SP> is H, C 1 -C 6 alkyl, C 7 -C 10 aralkyl, or aroyl; R<SP>2</SP> is H, C 1 -C 6 alkyl or aryl; R<SP>3</SP> is H, halogen, OH, C 1 -C 6 alkyl or C 1 -C 6 alkoxy; R<SP>4</SP> is H, halogen or C 1 -C 6 alkyl; R<SP>5</SP> is aryl (including heteroaryl), C 1 -C 6 alkoxy, aryloxy, C 7 -C 10 aralkyl, C 7 -C 10 aralkyloxy or diaryl- C 1 -C 6 alkyl; A is C 1 -C 4 hydroxyalkylene; and the formula is a pyridinium, 1,2,3,6-tetrahydropyridine or piperidine, substituted by NHOOR<SP>5</SP> and R<SP>4</SP>, and the pharmaceutically acceptable acid addition and quaternary ammonium salts of the tetrahydropyridine and piperidine compounds. The compounds are prepared by one of the following methods:- (a) selectively reducing corresponding compounds of the Formula VI above in which A is a mono- or diketoalkylene radical. (b) Acylating the corresponding compounds of the Formula VI above in which the NHCOR<SP>5</SP> radical is replaced by an NH 2 radical with reactive derivatives of acids of the formula R<SP>5</SP>COOH. (c) Selectively reducing the corresponding pyridinium compounds with alkali metal borohydrides to the tetrahydropyridine compounds. (d) Reducing the corresponding pyridinium or tetrahydropyridine compounds to the corresponding piperidine compounds. (e) Alkylating, aralkylating or aroylating the corresponding compounds of the Formula VI above in which R<SP>1</SP> is H. 3 - [1 - Oxo - 2 - (4 - benramidopiperid - 1 - yl) ethyl]-indole is obtained by reacting 3-indolyl bromomethyl ketone with 4-benzamidopiperidine. Pharmaceutical compositions, suitable for oral or parenteral administration, contain the above novel compounds or pharmaceutically acceptable acid addition or quaternary ammonium salts thereof and pharmaceutically acceptable carriers. The compounds possess hypotensive and/or anti-histamine activity.
GB445871A 1971-02-11 1971-02-11 indoles Expired GB1364314A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB445871A GB1364314A (en) 1971-02-11 1971-02-11 indoles
IE15272A IE36069B1 (en) 1971-02-11 1972-02-08 Indoles

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB445871A GB1364314A (en) 1971-02-11 1971-02-11 indoles

Publications (1)

Publication Number Publication Date
GB1364314A true GB1364314A (en) 1974-08-21

Family

ID=9777546

Family Applications (1)

Application Number Title Priority Date Filing Date
GB445871A Expired GB1364314A (en) 1971-02-11 1971-02-11 indoles

Country Status (2)

Country Link
GB (1) GB1364314A (en)
IE (1) IE36069B1 (en)

Also Published As

Publication number Publication date
IE36069L (en) 1972-08-11
IE36069B1 (en) 1976-08-04

Similar Documents

Publication Publication Date Title
IE32083B1 (en) Indoles
IE40945L (en) Benzomorphane derivatives.
GB1416872A (en) 4-aminoquinoline derivatives
GB1273563A (en) Indoles
CH611615A5 (en) Process for the preparation of novel indole derivatives
ES368973A1 (en) Derivatives of (benzimidazolyl-2-methyl) piperazine and their process of preparation
IE43496L (en) 1-(benzazolylalkyl) piperidine derivatives.
GB1297386A (en)
GB1364314A (en) indoles
GB1410783A (en) N-substituted 4-amidopyridines tetrahydropyridines and piperidines
GB1397869A (en) 1,8-naphthyridin derivatives
GB1392194A (en) Pyrrolidine derivatives
GB1356431A (en) Substituted benz-g-indoles
GB1194598A (en) Benzofuran Derivatives
GB1307277A (en) 1-carbamoyl-4-phenylpiperidines and tetrahydropyridines
GB1425559A (en) Pyridine tetrahydropyridine and piperidine derivatives
GB1346261A (en) Substituted piperidines and a process for the preparation thereof
GB1361249A (en) 3-sulphoalkyl-6-hydroxy-pyrid--2--ones their manufacture and use
GB1369580A (en) Tricyclic diphenylamine derivatives
GB1356937A (en) Pyrimido-isoquinolines
IE33470B1 (en) Process for preparing 1-azacyclo-4-imino-1,4-dihydro-pyridines and product
GB1399608A (en) Process for preparing indole derivatives
GB1228272A (en)
GB1413708A (en) Indole derivative
GB990092A (en) Novel indole derivatives and a process for the manufacture thereof

Legal Events

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