PL450634A1 - Chiralne chlorki choliny zawierające komponent monoterpenu, sposób ich wytwarzania oraz ich zastosowanie - Google Patents

Chiralne chlorki choliny zawierające komponent monoterpenu, sposób ich wytwarzania oraz ich zastosowanie

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Publication number
PL450634A1
PL450634A1 PL450634A PL45063424A PL450634A1 PL 450634 A1 PL450634 A1 PL 450634A1 PL 450634 A PL450634 A PL 450634A PL 45063424 A PL45063424 A PL 45063424A PL 450634 A1 PL450634 A1 PL 450634A1
Authority
PL
Poland
Prior art keywords
monoterpene
endo
chloromethyl
ether
chiral
Prior art date
Application number
PL450634A
Other languages
English (en)
Inventor
Przemysław Pietrusiak
Joanna Feder-Kubis
Barbara Pawłowska
Robert Biczak
Original Assignee
Politechnika Wrocławska
Uniwersytet Jana Długosza W Częstochowie
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 Politechnika Wrocławska, Uniwersytet Jana Długosza W Częstochowie filed Critical Politechnika Wrocławska
Priority to PL450634A priority Critical patent/PL450634A1/pl
Publication of PL450634A1 publication Critical patent/PL450634A1/pl

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/62—Quaternary ammonium compounds
    • C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02—Amines; Quaternary ammonium compounds
    • A01N33/12—Quaternary ammonium compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
    • C07C35/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings
    • C07C35/28—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system containing seven carbon atoms
    • C07C35/29—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system containing seven carbon atoms being a (2.2.1) system
    • C07C35/30—Borneol; Isoborneol

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Przedmiotem zgłoszenia są czwartorzędowe sole amoniowe pochodne choliny z komponentem chiralnych alkoholi monoterpenowych w części kationowej, sposób ich wytwarzania oraz zastosowanie jako środków ochrony roślin wykazujących niską toksyczność w stosunku do różnych gatunków roślin wyższych użytkowych, w szczególności w stosunku do popularnych zbóż: pszenicy (Triticum aestivum L.) i kukurydzy (Zea mays L.). Sposób wytwarzania chiralnych chlorków choliny zawierających komponent monoterpenu o wzorze ogólnym 1, w którym R oznacza alkohol monoterpenowy wybrany z grupy: (1R,2S,5R)-(-)-mentol, (1R)-endo-(+)-fenchol lub (1S)-endo-(-)-borneol charakteryzuje się tym, że N,N-dimetyloetanoloaminę poddaje się reakcji czwartorzędowania bezwodnym eterem chlorometylowomonoterpenowym wybranym z grupy: eter chlorometylowo [(1R,2S,5R)-(—)-mentolowy], eter chlorometylowo[(1R)-endo-(+)fencholowy] lub eter chlorometylowo[(1S)-endo-(—)-borneolowy] w stosunku molowym bliskim 1:1 w czasie od 15 do 40 minut w temperaturze pokojowej w obecności rozpuszczalnika niepolarnego.
PL450634A 2024-12-19 2024-12-19 Chiralne chlorki choliny zawierające komponent monoterpenu, sposób ich wytwarzania oraz ich zastosowanie PL450634A1 (pl)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL450634A PL450634A1 (pl) 2024-12-19 2024-12-19 Chiralne chlorki choliny zawierające komponent monoterpenu, sposób ich wytwarzania oraz ich zastosowanie

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL450634A PL450634A1 (pl) 2024-12-19 2024-12-19 Chiralne chlorki choliny zawierające komponent monoterpenu, sposób ich wytwarzania oraz ich zastosowanie

Publications (1)

Publication Number Publication Date
PL450634A1 true PL450634A1 (pl) 2026-06-22

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PL450634A PL450634A1 (pl) 2024-12-19 2024-12-19 Chiralne chlorki choliny zawierające komponent monoterpenu, sposób ich wytwarzania oraz ich zastosowanie

Country Status (1)

Country Link
PL (1) PL450634A1 (pl)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6291401B1 (en) * 1997-01-20 2001-09-18 Action Pin Additive composition for plant protection
US11026418B2 (en) * 2014-11-26 2021-06-08 Microban Products Company Surface disinfectant with residual biocidal property

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6291401B1 (en) * 1997-01-20 2001-09-18 Action Pin Additive composition for plant protection
US11026418B2 (en) * 2014-11-26 2021-06-08 Microban Products Company Surface disinfectant with residual biocidal property

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ANASTASIYA S SOKOLOVA ET AL.,: "Arch Virol. 2021 Jul;166(7):1965-1976, 13.05.2021 https://pubmed.ncbi.nlm.nih.gov/33983502/", QUATERNARY AMMONIUM SALTS BASED ON (-)-BORNEOL AS EFFECTIVE INHIBITORS OF INFLUENZA VIRUS *
JOLANTA FLIEGER AND MICHAŁ FLIEGER,: "Int. J. Mol. Sci. 2020, 21(17), 6267, 28.08.2020 https://www.mdpi.com/1422-0067/21/17/6267?ref=PDF", IONIC LIQUIDS TOXICITY—BENEFITS AND THREATS *