WO1987004160A1 - N,n'-(bisfurfuryle)-2-furylmethanediamine, sa production et son utilisation - Google Patents

N,n'-(bisfurfuryle)-2-furylmethanediamine, sa production et son utilisation Download PDF

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Publication number
WO1987004160A1
WO1987004160A1 PCT/DE1986/000525 DE8600525W WO8704160A1 WO 1987004160 A1 WO1987004160 A1 WO 1987004160A1 DE 8600525 W DE8600525 W DE 8600525W WO 8704160 A1 WO8704160 A1 WO 8704160A1
Authority
WO
WIPO (PCT)
Prior art keywords
bisfurfuryl
hydrofuramide
furfurylmethanediamine
furfural
acid
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.)
Ceased
Application number
PCT/DE1986/000525
Other languages
German (de)
English (en)
French (fr)
Inventor
Gustav Sotek
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of WO1987004160A1 publication Critical patent/WO1987004160A1/de
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical

Definitions

  • the pH is then adjusted to 10 using 30% sodium hydroxide solution and the anoraganic salts which have precipitated are suctioned off.
  • the reaction mixture separates into two phases.
  • the tetrahydrofuran phase is separated off and concentrated under a water jet pump vacuum.
  • the residue is added to "70 ml Diisopopylether and crystallized.
  • the crystals dersrrt obtained are filtered off with suction.
  • the Filter ⁇ cake is taken up in 150 ml of acetone and boiled for 30 minutes under reflux.
  • the solids are filtered hot with suction and the acetone was completely evaporated.
  • the crystalline return The stand is taken up in 80 ml of diisopropyl ether and suction filtered, and the solid is washed with diisopopyl ether and dried at 40 ° C.
  • mice Fourteen mice were fed a high cholesterol-cholic acid diet for 7 days.
  • the hypercholesterolemic animals were divided into two groups of 7 animals (control group). On the 6th and 7th day after starting the diet, 0.2 mg test substance / animal was administered orally. After fasting at night, a reduction in blood cholesterol levels of over 15% was measured compared to the mice in the control group.
  • mice 10 mice were fed with 0.2 g test substance. One hour after the test substance was administered, 5 mice were treated with oxazolone on the shaved abdomen.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Furan Compounds (AREA)
PCT/DE1986/000525 1985-12-30 1986-12-30 N,n'-(bisfurfuryle)-2-furylmethanediamine, sa production et son utilisation Ceased WO1987004160A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3546319.8 1985-12-30
DE19853546319 DE3546319A1 (de) 1985-12-30 1985-12-30 N,n' (bisfurfuryl)-2-furfurylmethandiamin, seine herstellung und seine verwendung

Publications (1)

Publication Number Publication Date
WO1987004160A1 true WO1987004160A1 (fr) 1987-07-16

Family

ID=6289678

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/DE1986/000525 Ceased WO1987004160A1 (fr) 1985-12-30 1986-12-30 N,n'-(bisfurfuryle)-2-furylmethanediamine, sa production et son utilisation

Country Status (4)

Country Link
EP (1) EP0258264A1 (cs)
JP (1) JPS63502504A (cs)
DE (1) DE3546319A1 (cs)
WO (1) WO1987004160A1 (cs)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5292903A (en) * 1991-08-22 1994-03-08 The United States Department Of Agriculture As Represented By The Secretary Of Agriculture One step method for the preparation of difurfuryl diamines

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1936259A1 (de) * 1968-07-16 1970-02-26 Proewig Dr Med Frederick W Pharmazeutische Zubereitung
DE2700432A1 (de) * 1977-01-07 1978-07-20 Brauegg Arzneimittel Kg Bernd Neuer wirkstoff zur verwendung als arzneimittel mit wertvollen therapeutischen effekten n,n'-difurfuryliden-2- furan-methandiamin

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1936259A1 (de) * 1968-07-16 1970-02-26 Proewig Dr Med Frederick W Pharmazeutische Zubereitung
DE2700432A1 (de) * 1977-01-07 1978-07-20 Brauegg Arzneimittel Kg Bernd Neuer wirkstoff zur verwendung als arzneimittel mit wertvollen therapeutischen effekten n,n'-difurfuryliden-2- furan-methandiamin

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5292903A (en) * 1991-08-22 1994-03-08 The United States Department Of Agriculture As Represented By The Secretary Of Agriculture One step method for the preparation of difurfuryl diamines

Also Published As

Publication number Publication date
DE3546319A1 (de) 1987-09-17
DE3546319C2 (cs) 1988-12-08
JPS63502504A (ja) 1988-09-22
EP0258264A1 (de) 1988-03-09

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