PL448242A1 - 2'-deoxyadenosine derivative in the form of 8-benzyl(4-trifluoromethoxy)-2'-deoxyadenosine, method of obtaining it and its use as a radiosensitizer - Google Patents

2'-deoxyadenosine derivative in the form of 8-benzyl(4-trifluoromethoxy)-2'-deoxyadenosine, method of obtaining it and its use as a radiosensitizer

Info

Publication number
PL448242A1
PL448242A1 PL448242A PL44824224A PL448242A1 PL 448242 A1 PL448242 A1 PL 448242A1 PL 448242 A PL448242 A PL 448242A PL 44824224 A PL44824224 A PL 44824224A PL 448242 A1 PL448242 A1 PL 448242A1
Authority
PL
Poland
Prior art keywords
deoxyadenosine
trifluoromethoxy
radiosensitizer
obtaining
formula
Prior art date
Application number
PL448242A
Other languages
Polish (pl)
Inventor
Magdalena Datta
Adrian Szczyrba
Anna Czaja
Sebastian DEMKOWICZ
Janusz Rak
Original Assignee
Uniwersytet Gdański
Politechnika Gdańska
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 Uniwersytet Gdański, Politechnika Gdańska filed Critical Uniwersytet Gdański
Priority to PL448242A priority Critical patent/PL448242A1/en
Publication of PL448242A1 publication Critical patent/PL448242A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • C07H19/173—Purine radicals with 2-deoxyribosyl as the saccharide radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
    • A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
    • A61K31/7076—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines containing purines, e.g. adenosine, adenylic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Molecular Biology (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

Przedmiotem zgłoszenia jest pochodna 2'-deoksyadenozyny w postaci 8-(4-trifluorometoksy)benzyloamino-2'-deoksyadenozyny o wzorze 1 oraz jej zastosowanie jako radiosensybilizatora uszkodzeń DNA, który uwrażliwia komórki nowotworowe na promieniowanie jonizujące. Przedmiotem zgłoszenia jest także sposób otrzymywania 8-(4-trifluorometoksy)benzyloamino-2'-deoksyadenozyny o wzorze 1, który charakteryzuje się tym, że 8-bromo-2'-deoksyadenozynę o wzorze 2 miesza się z 4-trifluorometoksybenzyloaminą o wzorze 3 w stosunku molowym 1:8, w obecności metanolu, mieszaninę ogrzewa się do temperatury wrzenia i miesza przez 72 h.The subject of the application is a 2'-deoxyadenosine derivative in the form of 8-(4-trifluoromethoxy)benzylamino-2'-deoxyadenosine of formula 1 and its use as a radiosensitizer of DNA damage that sensitizes cancer cells to ionizing radiation. The subject of the application is also a method for obtaining 8-(4-trifluoromethoxy)benzylamino-2'-deoxyadenosine of formula 1, characterized in that 8-bromo-2'-deoxyadenosine of formula 2 is mixed with 4-trifluoromethoxybenzylamine of formula 3 in a molar ratio of 1:8, in the presence of methanol, the mixture is heated to reflux and stirred for 72 h.

PL448242A 2024-04-09 2024-04-09 2'-deoxyadenosine derivative in the form of 8-benzyl(4-trifluoromethoxy)-2'-deoxyadenosine, method of obtaining it and its use as a radiosensitizer PL448242A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL448242A PL448242A1 (en) 2024-04-09 2024-04-09 2'-deoxyadenosine derivative in the form of 8-benzyl(4-trifluoromethoxy)-2'-deoxyadenosine, method of obtaining it and its use as a radiosensitizer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL448242A PL448242A1 (en) 2024-04-09 2024-04-09 2'-deoxyadenosine derivative in the form of 8-benzyl(4-trifluoromethoxy)-2'-deoxyadenosine, method of obtaining it and its use as a radiosensitizer

Publications (1)

Publication Number Publication Date
PL448242A1 true PL448242A1 (en) 2025-10-13

Family

ID=97302782

Family Applications (1)

Application Number Title Priority Date Filing Date
PL448242A PL448242A1 (en) 2024-04-09 2024-04-09 2'-deoxyadenosine derivative in the form of 8-benzyl(4-trifluoromethoxy)-2'-deoxyadenosine, method of obtaining it and its use as a radiosensitizer

Country Status (1)

Country Link
PL (1) PL448242A1 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4432348A (en) * 1980-09-17 1984-02-21 Yamasa Shoyu Kabushiki Kaisha Enhancer of anti-tumor effect
PL236657B1 (en) * 2018-10-02 2021-02-08 Univ Gdanski Radiosensitizer in the form of 5-iodo-4-thio-2'-deoxyuridine for use in radiotherapy

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4432348A (en) * 1980-09-17 1984-02-21 Yamasa Shoyu Kabushiki Kaisha Enhancer of anti-tumor effect
PL236657B1 (en) * 2018-10-02 2021-02-08 Univ Gdanski Radiosensitizer in the form of 5-iodo-4-thio-2'-deoxyuridine for use in radiotherapy

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATTA, M., SZCZYRBA, A., ZDROWOWICZ, M., CIUPAK, O., WYRZYKOWSKI, D., DEMKOWICZ, S., & RAK, J., (2023). 8-BENZYLAMINO-2’-DEOXYADENOSINE AS A POTENTIAL RADIOSENSITIZER OF DNA DAMAGE. PLENARY LECTURES, 165 *

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