【药物名称】MnTE-2-PyP5+, AEOL-10113
化学结构式(Chemical Structure):
参考文献No.39303
标题:Substd. porphyrins
作者:Batinic-Haberle, I.; Fridovich, I. (Duke University)
来源:EP 1045851; JP 2001521939; WO 9923097
合成路线图解说明:

Tetrakis-(2-pyridyl)porphyrin (III) was prepared by condensation between pyridine-2-carboxaldehyde (I) and pyrrole (II) in refluxing propionic acid. Metallation of porphyrin (III) was performed with MnCl2, which spontaneously underwent oxidation, yielding the Mn3+ complex (IV). Subsequent N-alkylation of the pyridine rings with ethyl iodide produced the corresponding pyridinium iodide salt, which was transformed to the analogous chloride by treatment with tetrabutylammonium chloride (1). In an alternative procedure, initial quaternization of the pyridine rings of porphyrin (III) with ethyl p-toluenesulfonate afforded (V), which was further metallated with MnCl2 to give the title compound.

参考文献No.629118
标题:Manganese-porphyrin reactions with lipid and lipoproteins
作者:Bloodsworth, A.; et al.
来源:Free Radical Biol Med 2000,28(7),1017
合成路线图解说明:

Tetrakis-(2-pyridyl)porphyrin (III) was prepared by condensation between pyridine-2-carboxaldehyde (I) and pyrrole (II) in refluxing propionic acid. Metallation of porphyrin (III) was performed with MnCl2, which spontaneously underwent oxidation, yielding the Mn3+ complex (IV). Subsequent N-alkylation of the pyridine rings with ethyl iodide produced the corresponding pyridinium iodide salt, which was transformed to the analogous chloride by treatment with tetrabutylammonium chloride (1). In an alternative procedure, initial quaternization of the pyridine rings of porphyrin (III) with ethyl p-toluenesulfonate afforded (V), which was further metallated with MnCl2 to give the title compound.

参考文献No.638318
标题:Relationships among redox potentials, proton dissociation constants of pyrrolic nitrogens, and in vivo and in vitro superoxide dismutating activities of magnase(III) and iron(III) water-soluble porphyrins
作者:Batini?Haberle, I.; et al.
来源:Inorg Chem 1999,38(18),4011
合成路线图解说明:

Tetrakis-(2-pyridyl)porphyrin (III) was prepared by condensation between pyridine-2-carboxaldehyde (I) and pyrrole (II) in refluxing propionic acid. Metallation of porphyrin (III) was performed with MnCl2, which spontaneously underwent oxidation, yielding the Mn3+ complex (IV). Subsequent N-alkylation of the pyridine rings with ethyl iodide produced the corresponding pyridinium iodide salt, which was transformed to the analogous chloride by treatment with tetrabutylammonium chloride (1). In an alternative procedure, initial quaternization of the pyridine rings of porphyrin (III) with ethyl p-toluenesulfonate afforded (V), which was further metallated with MnCl2 to give the title compound.

参考文献No.638319
标题:Synthesis and superoxide dismuting activities of partially (1-4) beta-chlorinated derivatives of manganese (III) meso-tetrakis (N-ethylpyridinium-2-yl)porphyrin
作者:Kachadourian, R.; et al.
来源:Inorg Chem 1999,38(2),391
合成路线图解说明:

Tetrakis-(2-pyridyl)porphyrin (III) was prepared by condensation between pyridine-2-carboxaldehyde (I) and pyrrole (II) in refluxing propionic acid. Metallation of porphyrin (III) was performed with MnCl2, which spontaneously underwent oxidation, yielding the Mn3+ complex (IV). Subsequent N-alkylation of the pyridine rings with ethyl iodide produced the corresponding pyridinium iodide salt, which was transformed to the analogous chloride by treatment with tetrabutylammonium chloride (1). In an alternative procedure, initial quaternization of the pyridine rings of porphyrin (III) with ethyl p-toluenesulfonate afforded (V), which was further metallated with MnCl2 to give the title compound.

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