GB1028812A - Indole derivatives - Google Patents

Indole derivatives

Info

Publication number
GB1028812A
GB1028812A GB3303062A GB3303062A GB1028812A GB 1028812 A GB1028812 A GB 1028812A GB 3303062 A GB3303062 A GB 3303062A GB 3303062 A GB3303062 A GB 3303062A GB 1028812 A GB1028812 A GB 1028812A
Authority
GB
United Kingdom
Prior art keywords
stands
radical
ethanol
preparation
acid addition
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
GB3303062A
Inventor
Albert Frederick Crowther
Leslie Harold Smith
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB3303062A priority Critical patent/GB1028812A/en
Publication of GB1028812A publication Critical patent/GB1028812A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an alkyl or cycloalkyl radical attached to the ring nitrogen atom

Landscapes

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

Abstract

The invention comprises 2-t.-butylamino-1-(1 - methylindol - 3 - yl)ethanol, 2 - isopropylamino - 1 - (1 - ethylindol - 3 - yl)ethanol, 2 - (2 - hydroxy - 1,1 - dimethylethylamino) - 1 - (1 - methylindol - 3 - yl)ethanol and 1 - indol - 3 - yl - 2 - isopropylaminoethanol and their acid addition salts, the preparation of the first three compounds and their salts by reducing a compound of the formula <FORM:1028812/C2/1> (wherein R2 stands for a t-butyl or 2-hydroxy-1,1-dimethylethyl radical and R3 stands for a methyl radical, or R2 stands for an isopropyl radical and R3 stands for an ethyl radical) with an alkali metal aluminium hydride, optionally followed by acid addition salt formation, and the preparation of the fourth compound and its salts by hydrogenolysing 1-(1-benzylindol-3-yl)-2-isopropylaminoethanol, optionally followed by acid addition salt formation. The compounds of the invention possess analgesic, anticonvulsant and b -adrenergic blocking activity. The preparation of the starting materials and of 1 - benzyl - 3 - isopropylaminooxalylindole is described. Reference has been directed by the Comptroller to Specification 797,258.
GB3303062A 1962-08-28 1962-08-28 Indole derivatives Expired GB1028812A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3303062A GB1028812A (en) 1962-08-28 1962-08-28 Indole derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3303062A GB1028812A (en) 1962-08-28 1962-08-28 Indole derivatives

Publications (1)

Publication Number Publication Date
GB1028812A true GB1028812A (en) 1966-05-11

Family

ID=10347590

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3303062A Expired GB1028812A (en) 1962-08-28 1962-08-28 Indole derivatives

Country Status (1)

Country Link
GB (1) GB1028812A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4228082A (en) 1977-07-22 1980-10-14 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler N-Substituted α-ketocarboxylic acid amides
US5569668A (en) * 1995-03-29 1996-10-29 Webster; John M. Indole derivatives with antibacterial and antimycotic properties
WO1998009946A1 (en) * 1996-09-06 1998-03-12 Asta Medica Aktiengesellschaft N-substituted indol-3-glyoxylamid with antiasthmatic, antiallergic and immunosuppressive/immunomodulating effect
US6903104B2 (en) 2001-12-06 2005-06-07 National Health Research Institutes Indol-3-YL-2-oxoacetamide compounds and methods of use thereof
BG64838B1 (en) * 1998-04-02 2006-06-30 Asta Medica Aktiengesellschaft Indolyl-3-glyoxylic acid derivatives with antitumoral activity

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4228082A (en) 1977-07-22 1980-10-14 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler N-Substituted α-ketocarboxylic acid amides
US5569668A (en) * 1995-03-29 1996-10-29 Webster; John M. Indole derivatives with antibacterial and antimycotic properties
WO1998009946A1 (en) * 1996-09-06 1998-03-12 Asta Medica Aktiengesellschaft N-substituted indol-3-glyoxylamid with antiasthmatic, antiallergic and immunosuppressive/immunomodulating effect
CN100376554C (en) * 1996-09-06 2008-03-26 Asta药物股份公司 N-substituted indol-3-glyoxylamid with antiasthmatic, antiallergic and immunosuppressive/immunomodulating effect
BG64838B1 (en) * 1998-04-02 2006-06-30 Asta Medica Aktiengesellschaft Indolyl-3-glyoxylic acid derivatives with antitumoral activity
US6903104B2 (en) 2001-12-06 2005-06-07 National Health Research Institutes Indol-3-YL-2-oxoacetamide compounds and methods of use thereof
US7396838B2 (en) 2001-12-06 2008-07-08 National Health Research Institutes Use of 1H-indol-3-yl-2-oxoacetamide compounds
US7662834B2 (en) 2001-12-06 2010-02-16 National Health Research Institutes Methods of 1H-indol-3-yl-2-oxoacetamide compounds

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