Aranoza, Aranose, CRC-0510375
N-2-L-阿拉伯唑并丙环烯基-N-甲基-N-亚硝基脲Chemical Name: 3-(alpha-L-Arabinopyranosyl)-1-methyl-1-nitrosourea
CAS No. 167396-23-8, 95342-54-4 (alpha-D-isomer), 103667-91-0 (undefined isomer)
项目整合开发状态: Phase III
项目研究机构: Cancer Research Center RAMS (Originator)
合成路线:The synthesis of aranoza (IV) was accomplished by the condensation of N-methylurea (II) with L-arabinose (I),which yields 3-a-L-arabinopyranosyl-1-methylurea (III),followed by nitrosation of the latter.In slightly alkaline conditions or upon heating,aranoza undergoes intramolecular carbamoylation to produce N1O3-carbonyl-a-L-arabinopyranosylamine (V),gaseous N2 and methanol.It is important that diazomethane (CH2N2) is not formed under these conditions as demonstrated by gas chromatography and mass spectrometry.
📌 参考资料/链接：
参考文献标题:Method of synthesis of 3-(1-alpha-L-arabinopyranozyl)-1-methyl-1-nitrosourea (aranose) - an antitumor preparation
文献作者:Preobrazhenskaja,M.N.; Miniker,T.D.; Yartseva,I.V.; Kikot,B.S.; Nikitina,T.V.; Ignat'eva,E.V.; Pichugina,L.V.; Timofeeva,A.K.; Kenke,I.K.; Murkhanov,V.I.
参考来源:SU 1711456
📄 详细内容
合成路线:The synthesis of aranoza (IV) was accomplished by the condensation of N-methylurea (II) with L-arabinose (I),which yields 3-a-L-arabinopyranosyl-1-methylurea (III),followed by nitrosation of the latter.In slightly alkaline conditions or upon heating,aranoza undergoes intramolecular carbamoylation to produce N1O3-carbonyl-a-L-arabinopyranosylamine (V),gaseous N2 and methanol.It is important that diazomethane (CH2N2) is not formed under these conditions as demonstrated by gas chromatography and mass spectrometry.
参考文献标题:Aranoza
文献作者:Perevodchikova,N.I.; Gorbacheva,L.B.; Preobrazhenskaya,M.N.
参考来源:Drugs Fut 2003,28(10),941
产品链接: CAS No. 167396-23-8››