GB1123415A - Berbine derivatives and processes for the preparation thereof - Google Patents

Berbine derivatives and processes for the preparation thereof

Info

Publication number
GB1123415A
GB1123415A GB23490/67A GB2349067A GB1123415A GB 1123415 A GB1123415 A GB 1123415A GB 23490/67 A GB23490/67 A GB 23490/67A GB 2349067 A GB2349067 A GB 2349067A GB 1123415 A GB1123415 A GB 1123415A
Authority
GB
United Kingdom
Prior art keywords
dimethoxyphenethyl
cyclization
nitro
processes
preparation
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
GB23490/67A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1123415A publication Critical patent/GB1123415A/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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Novel compounds of the general formula <FORM:1123415/C2/1> in which X and Z each represent a hydrogen atom and Y represents two hydrogen atoms, or X and Z together represent a double bond and Y represents an oxygen atom are obtained by (a) cyclization of an ester of 2-carboxy-4-nitro-N-b -(31, 41-dimethoxyphenethyl)-phenylacetamide III e.g. with phosphorus oxychloride, or (b) by cyclization of 2-hydroxymethyl-4-nitro-N-b -(31,41 - dimethoxyphenethyl) - phenyl acetamide VII and reduction of the olefinic bond so formed. Reduction may be effected by means of an alkali metal borohydride. The starting compound VII may be obtained by reducing the ester of the acid of Formula III with an alkali metal borohydride.
GB23490/67A 1964-11-13 1965-11-12 Berbine derivatives and processes for the preparation thereof Expired GB1123415A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR994859A FR1514084A (en) 1964-11-13 1964-11-13 Berbine derivatives and methods of preparation

Publications (1)

Publication Number Publication Date
GB1123415A true GB1123415A (en) 1968-08-14

Family

ID=8842445

Family Applications (3)

Application Number Title Priority Date Filing Date
GB23489/67A Expired GB1123414A (en) 1964-11-13 1965-11-12 Substituted phenylacetamides and processes for the preparation thereof
GB23490/67A Expired GB1123415A (en) 1964-11-13 1965-11-12 Berbine derivatives and processes for the preparation thereof
GB48157/65A Expired GB1123413A (en) 1964-11-13 1965-11-12 Berbine derivatives and processes for the preparation thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB23489/67A Expired GB1123414A (en) 1964-11-13 1965-11-12 Substituted phenylacetamides and processes for the preparation thereof

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB48157/65A Expired GB1123413A (en) 1964-11-13 1965-11-12 Berbine derivatives and processes for the preparation thereof

Country Status (8)

Country Link
BR (1) BR6574829D0 (en)
CH (1) CH467264A (en)
DE (2) DE1620172B1 (en)
FR (3) FR1514084A (en)
GB (3) GB1123414A (en)
IL (2) IL32770A (en)
NL (4) NL6514686A (en)
SE (2) SE321685B (en)

Also Published As

Publication number Publication date
IL32770A (en) 1970-03-22
DE1620195A1 (en) 1970-06-04
FR1514084A (en) 1968-02-23
NL129872C (en)
CH467264A (en) 1969-01-15
IL24573A (en) 1969-11-30
NL6903199A (en) 1969-05-27
SE321685B (en) 1970-03-16
DE1620194A1 (en) 1970-06-04
FR4125M (en) 1966-04-25
BR6574829D0 (en) 1973-12-26
DE1620192A1 (en) 1970-06-04
NL6514686A (en) 1966-05-16
GB1123413A (en) 1968-08-14
NL6903198A (en) 1969-05-27
GB1123414A (en) 1968-08-14
FR4043M (en) 1966-03-28
SE353538B (en) 1973-02-05
DE1620172B1 (en) 1972-04-27

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