ES2459565B2 - Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurinic groups, and their use as anticancer agents - Google Patents

Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurinic groups, and their use as anticancer agents Download PDF

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Publication number
ES2459565B2
ES2459565B2 ES201430048A ES201430048A ES2459565B2 ES 2459565 B2 ES2459565 B2 ES 2459565B2 ES 201430048 A ES201430048 A ES 201430048A ES 201430048 A ES201430048 A ES 201430048A ES 2459565 B2 ES2459565 B2 ES 2459565B2
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Spain
Prior art keywords
phenylmethylpurinic
dioxolanylalkyl
groups
secondary amines
anticancer agents
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.)
Active
Application number
ES201430048A
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Spanish (es)
Other versions
ES2459565A1 (en
Inventor
Joaquín CAMPOS ROSA
Ana CONEJO GARCÍA
Juan Antonio Marchal Corrales
Fátima MORALES MARÍN
Cynthia MORATA TARIFA
Alberto RAMÍREZ RIVERA
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Universidad de Granada
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Universidad de Granada
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Publication date
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Priority to ES201430048A priority Critical patent/ES2459565B2/en
Publication of ES2459565A1 publication Critical patent/ES2459565A1/en
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Publication of ES2459565B2 publication Critical patent/ES2459565B2/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4188—1,3-Diazoles condensed with other heterocyclic ring systems, e.g. biotin, sorbinil
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/21—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/28—Oxygen atom
    • C07D473/30—Oxygen atom attached in position 6, e.g. hypoxanthine

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Sulfonamidas derivadas de aminas secundarias con grupos 1,3-dioxolanilalquílicos y fenilmetilpurínicos, y su utilización como agentes anticancerígenos.#La presente invención se refiere a derivados de sulfonilanilina, o-, m- y p-sustituidos, y/o 1-dimetilaminonaftalen-5-sulfonilanilina (dansilanilina) en los que el átomo de nitrógeno de la anilina se encuentra alquilado por un grupo 2-(1,3-dioxolan-2-il)alquílico y además, el anillo bencénico de la anilina se encuentra alquilado por el grupo 2-fenilmetilpurínico sustituido con halógenos en la purina, unido a través del enlace N-9 de la purina cuando se parta de la sulfonilanilina o-, m- y p-sustituida, y a través de los enlaces N-9 o N-7 de la purina cuando se parta de la dansilanilina; a su procedimiento de síntesis y a su uso como medicamento para el tratamiento de cáncer.Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurine groups, and their use as anticancer agents. # The present invention relates to sulfonilaniline derivatives, o-, m- and p-substituted, and / or 1-dimethylaminonaphthalen 5-sulfonilanilina (dansilanilina) in which the nitrogen atom of the aniline is alkylated by a group 2- (1,3-dioxolan-2-yl) alkyl and also, the benzene ring of the aniline is rented by the 2-phenylmethylpurinic group substituted with halogens in the purine, linked through the purine N-9 bond when starting from the o-, m- and p-substituted sulfonilaniline, and through the N-9 or N-7 bonds of purine when starting from dansilaniline; to its synthesis procedure and its use as a medicine for the treatment of cancer.

Description

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Claims (1)

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ES201430048A 2014-01-20 2014-01-20 Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurinic groups, and their use as anticancer agents Active ES2459565B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES201430048A ES2459565B2 (en) 2014-01-20 2014-01-20 Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurinic groups, and their use as anticancer agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES201430048A ES2459565B2 (en) 2014-01-20 2014-01-20 Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurinic groups, and their use as anticancer agents

Publications (2)

Publication Number Publication Date
ES2459565A1 ES2459565A1 (en) 2014-05-09
ES2459565B2 true ES2459565B2 (en) 2014-09-29

Family

ID=50630470

Family Applications (1)

Application Number Title Priority Date Filing Date
ES201430048A Active ES2459565B2 (en) 2014-01-20 2014-01-20 Sulfonamides derived from secondary amines with 1,3-dioxolanylalkyl and phenylmethylpurinic groups, and their use as anticancer agents

Country Status (1)

Country Link
ES (1) ES2459565B2 (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2334747B2 (en) * 2008-08-07 2011-06-10 Universidad De Granada NEW (RS) - 7- O 9- (1,2,3,5- TETRAHIDRO-4,1-BENZOCAZEPIN-3-IL) -7H O9H-PURINS WITH ANTITUMORAL ACTIVITY.

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