title: Characterization of hydrazine derivative: proposed decomposition mechanism and structure elucidation of decomposition compounds.
abstract: Decomposition of protected hydrazine diol (1) hemi-oxalate, a key intermediate of the potent indolocarbazole-based DNA topoisomerase I inhibitor (2), was investigated. Spectroscopic analysis revealed that the main decomposition compounds of the hydrazine derivative were a peroxide (3) and an alcohol derivative (4). The peroxide derivative (3) was proposed to form in the presence of oxygen- and/or H(2)O-generated radicals, which was subsequently reduced to the more stable alcohol derivative (4). A plausible decomposition mechanism was proposed and our findings were substantiated by chemical conversion.
authors.affiliation: Process R&D, Laboratories for Technology Development, Banyu Pharmaceutical Co., Ltd., Aichi, Japan. nemototy@banyu.co.jp
authors.forename: Takayuki
authors.initials: T
authors.lastname: Nemoto
authors.forename: Eliada
authors.initials: E
authors.lastname: Lazoura
authors.forename: Takashi
authors.initials: T
authors.lastname: Nomoto
mesh_terms: D006834:Hydrazines / Q000032:analysis / Q000737:chemistry* / Q000378:metabolism*; D015394:Molecular Structure
chemical_list: D006834:Hydrazines