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US3855201A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of producing glucofrangulin of technical purity

Assignee: ICN Switzerland AG
•
Filing: 1971-07-12
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Granted: 1974-12-17
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Expires: 1991-07-12
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Abstract

Abstract Alder buckthorn bark (Rhamnus Frangula, Rhamnacae or Cortex Rhamnacae, Rhamni Frangulae), after prolonged drying in the usual manner, is treated with a water-alcohol mixture to form a raw extract from which heavy water-soluble impurities are removed. The resulting prepurified extract is, in turn, extracted with a solvent system of butanol or a higher alcohol and of water. The two-phase mixture is designed to solubilize the glucofrangulin in both phases.

Inventors

  • 👤 S Buchner
  • 👤 D Fischer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 10:31
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/244; A; A61; A61K; A61K36/00; A61K36/18; A61K36/185; A61K36/72

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 271 words
A CONTINUOUS METHOD FOR PRODUCING TECHNICALY PURE GLUCOFRANGULIN FROM AN AQUEOUS ALCOHOLIC RAW EXTRACT OF ALDER BUCKTHORN BARK CONTAINING IMPURITIES COMPRISING FRANGULIN AND EMODIN WHICH CONSISTS ESSENTIALLY OF THE STEPS OF: A. PRECIPITATING IMPURITIES POORLY SOLUBLE IN WATER FROM SAID RAW EXTRACT BY TREATING IT WITH WATER; B. REMOVING SAID IMPURITIES POORLY SOLUBLE IN WATER BY FILTRATION TO PRODUCE A PREPURIFIED GLUCOFRANGULIN CONTAINING RAW EXTRACT; C. SUBJECTING SAID PREPURIFIED RAW EXTRACT TO COUNTERCURRENT LIQUID-LIQUID EXTRACTION WITH A BINARY SOLVENT SYSTEM CONSISTING OF (1) AN ORGANIC PHASE CONSISTING OF WATERSATURATED BUTANOL OR HIGHER ALIPHATIC ALCOHOL, METHYL ETHYL KETONE, METHYLISOBUTYL KETONE OR WATER SATURATED MIXTURE THEREOF AND (2) AN AQUEOUS PHASE SATURATED WITH THE ORGANIC PHASE ADJUSTED TO A PH OF ABOUT 5.5, TO EFFECT PREFERENTIAL TRANSFER OF SAID GLUCOFRANGULIN INTO SAID ORGANIC PHASE; D. COUNTERCURRENTLY CONTACTING THE THUS OBTAINED GLUCOFRANGULIN-CONTAINING ORGANIC PHASE FROM STEP (C) WITH AN AQUEOUS PHASE ADJUSTED TO A PH OF ABOUT 4 TO EFFECT PREFERENTIAL TRANSFER OF GLUCOFRANGULIN FROM SAID ORGANIC PHASE INTO SAID AQUEOUS PHASE; E. EVAPORATING SAID GLUCOFRANGULIN-CONTAINING AQUEOUS PHASE FROM STEP (D) TO RECOVER GLUCOFRANGULIN OF TECHNICAL PURITY; F. COUNTERCURRENTLY CONTACTING THE ORGANIC PHASE FROM STEP (D) WITH AN AQUEOUS PHASE ADJUSTED TO PH ABOUT 6.5 OR ABOVE, TO EFFECT PREFERENTIAL TRANSFER OF IMPURITIES INTO SAID AQUEOUS PHASE WITH RETENTION OF GLUCOFRANGULIN IN SAID ORGANIC PHASE; G. DISCARDING SAID AQUEOUS PHASE FROM STEP (F); H. EVAPORATING SAID ORGANIC PHASE FROM STEP (F) TO RECOVER ORGANIC SOLVENT THEREFROM, THEREBY PRODUCING A RESIDUECONTAINING GLUCOFRANGULIN, EMODIN AND FRANGULIN AND I. ADDING SAID RESIDUE OF STEP (H) ALONG WITH A NEW PORTION OF PREPURIFIED RAW EXTRACT TO STEP (C).
Claim 2
Dependent Claim 271 words
A CONTINUOUS METHOD FOR PRODUCING TECHNICALY PURE GLUCOFRANGULIN FROM AN AQUEOUS ALCOHOLIC RAW EXTRACT OF ALDER BUCKTHORN BARK CONTAINING IMPURITIES COMPRISING FRANGULIN AND EMODIN WHICH CONSISTS ESSENTIALLY OF THE STEPS OF: A. PRECIPITATING IMPURITIES POORLY SOLUBLE IN WATER FROM SAID RAW EXTRACT BY TREATING IT WITH WATER; B. REMOVING SAID IMPURITIES POORLY SOLUBLE IN WATER BY FILTRATION TO PRODUCE A PREPURIFIED GLUCOFRANGULIN CONTAINING RAW EXTRACT; C. SUBJECTING SAID PREPURIFIED RAW EXTRACT TO COUNTERCURRENT LIQUID-LIQUID EXTRACTION WITH A BINARY SOLVENT SYSTEM CONSISTING OF (1) AN ORGANIC PHASE CONSISTING OF WATERSATURATED BUTANOL OR HIGHER ALIPHATIC ALCOHOL, METHYL ETHYL KETONE, METHYLISOBUTYL KETONE OR WATER SATURATED MIXTURE THEREOF AND (2) AN AQUEOUS PHASE SATURATED WITH THE ORGANIC PHASE ADJUSTED TO A PH OF ABOUT 5.5, TO EFFECT PREFERENTIAL TRANSFER OF SAID GLUCOFRANGULIN INTO SAID ORGANIC PHASE; D. COUNTERCURRENTLY CONTACTING THE THUS OBTAINED GLUCOFRANGULIN-CONTAINING ORGANIC PHASE FROM STEP (C) WITH AN AQUEOUS PHASE ADJUSTED TO A PH OF ABOUT 4 TO EFFECT PREFERENTIAL TRANSFER OF GLUCOFRANGULIN FROM SAID ORGANIC PHASE INTO SAID AQUEOUS PHASE; E. EVAPORATING SAID GLUCOFRANGULIN-CONTAINING AQUEOUS PHASE FROM STEP (D) TO RECOVER GLUCOFRANGULIN OF TECHNICAL PURITY; F. COUNTERCURRENTLY CONTACTING THE ORGANIC PHASE FROM STEP (D) WITH AN AQUEOUS PHASE ADJUSTED TO PH ABOUT 6.5 OR ABOVE, TO EFFECT PREFERENTIAL TRANSFER OF IMPURITIES INTO SAID AQUEOUS PHASE WITH RETENTION OF GLUCOFRANGULIN IN SAID ORGANIC PHASE; G. DISCARDING SAID AQUEOUS PHASE FROM STEP (F); H. EVAPORATING SAID ORGANIC PHASE FROM STEP (F) TO RECOVER ORGANIC SOLVENT THEREFROM, THEREBY PRODUCING A RESIDUECONTAINING GLUCOFRANGULIN, EMODIN AND FRANGULIN AND I. ADDING SAID RESIDUE OF STEP (H) ALONG WITH A NEW PORTION OF PREPURIFIED RAW EXTRACT TO STEP (C).
Claim 3
Dependent Claim 37 words
A method as claimed in claim 1 wherein said prepurified raw extract is further purified after step (b) and before step (c) by treating it with methylene chloride, ethylene chloride, ethyl ether, chloroform, petroleum ether or benzene.
Claim 4
Dependent Claim 20 words
A method as claimed in claim 1 wherein the recovered organic solvent from step (h) is returned to step (c).
Claim 5
Dependent Claim 21 words
A method as claimed in claim 1 wherein the pH is adjusted in steps (c), (d) and (f) by a buffer.
Claim 6
Dependent Claim 12 words
A method according to claim 1 wherein the organic solvent is butanol.

References Cited (Backward Citations)

US2425094A Cited
US2534250A Cited
US2662893A Cited
US2952674A Cited
US3157584A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-12-16 1978-06-17 1978-12-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-16 1982-06-17 1982-12-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-16 1986-06-17 1986-12-17 $7700.00 Window Closed / Lapsed

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