Patent · US Active

Propargyl-functionalized macrocyclic compounds

US10723694B2 · kind B2 · utility

1Cited by
9References
2Claims
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Key dates

Filing dateOct 2, 2018
Grant dateJul 28, 2020
Priority date
Expiry dateOct 2, 2038

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07F3/06
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Propargyl-functionalized macrocyclic compounds can include non-aggregating compounds having at least one phthalocyanine (Pc), azaphthalocyanine (AzaPc), or naphthalocyanine (Nc) unit. The compounds can be metal-free or metal-complexed. The metal-complexed compounds can include zinc (II), for example. The compounds can include multiple propargyl moieties at different sites, e.g., peripheral or non-peripheral sites, as described herein. Exemplary compounds include an azaphthalocyanine complex (AzaPc1) and phthalocyanine complexes (Pc2-Pc5). The compounds may provide efficient solubility in aqueous and/or organic solvents, optimal physicochemical properties, improved photo-sensitizability, significant tumor specificity, and electron transfer tunability. The compounds can provide suitable non-aggregated molecular scaffolds for construction of numerous macrocycle derivatives via different organic transformation methodologies, e.g., Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC).

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.