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新产品编号:2235875

Chemical Name: 5,20-(4-Fluorophenyl)-10,15-bis(4-sulfophenyl)-21,23-dithiaporphyrin disodium salt
项目整合开发状态: Preclinical
项目研究机构: Roswell Park Cancer Institute (Originator), State University of New York (Originator), University of Rochester Medical Center (Originator)
合成路线:Dilithiation of thiophene (I) employing an excess of BuLi in the presence of TMEDA produced the intermediate 2,5-dilithiothiophene (II).Addition of 4-fluorobenzaldehyde (III) to the organolithium compound (II) afforded the bis-carbinol adduct (IV).Alternatively,addition of benzaldehyde (V) to (II) provided adduct (VI).Boron trifluoride-catalyzed condensation of pyrrole (VII) with diol (IV) yielded the bis(alpha-pyrrolylbenzyl)thiophene (VIII).The dithiaporphyrin derivative (IX) was then obtained by condensation between (VIII) and (VI) in the presence of boron trifluoride.Finally,aromatic sulfonation of (IX) with hot sulfuric acid,followed by neutralization with NaOH furnished the title disulfonate disodium salt.
📌 参考资料/链接:
参考文献标题:Water-soluble,core-modified porphyrins as novel longer-wavelength-absorbing sensitizers for photodynamic therapy.II.Effects of core heteroatoms and meso-substituents on biological activity
文献作者:Hilmey,D.G.; Abe,M.; Nelen,M.I.; Stilts,C.E.; Baker,G.A.; Baker,S.N.; Bright,F.V.; Davies,S.R.; Gollnick,S.O.; Oseroff,A.R.; Gibson,S.L.; Hilf,R.; Detty,M.R.
参考来源:J Med Chem 2002,45(2),449