新产品编号:114413
Chemical Name: N2-[4-[5-(Acetamidomethyl)furan-2-yl]thiazol-2-yl]-N1-(2-ethoxybenzyl)guanidine
CAS No. 168970-48-7 (tautomer)
项目整合开发状态: Preclinical
项目研究机构: Fujisawa (Originator)
合成路线:The cyclization of N-[5-(2-chloroacetyl)furan-2-ylmethylacetamide (I) with thiourea (II) in ethanol gives the thiazole (III),which is condensed with benzoyl isothiocyanate (IV) in acetone to yield the benzoylthiourea (V).The hydrolysis of (V) with NaOH in aqueous methanol affords the thiourea (VI),which is treated with methyl iodide in methanol to give the S-methylisothiourea (VII).Finally,this compound is condensed with 2-ethoxybenzylamine (VIII) in EtOH/AcOH.
📌 参考资料/链接：
参考文献标题:Furylthiazoles and their use as H2-receptor antagonists and antimicrobials
文献作者:Katsura,Y.; Ohno,M.; Nishino,S.; Tomishi,T.; Takasugi,H.(Fujisawa Pharmaceutical Co.,Ltd.)
参考来源:JP 1997507222; WO 9518126
📄 详细内容
合成路线:The cyclization of N-[5-(2-chloroacetyl)furan-2-ylmethylacetamide (I) with thiourea (II) in ethanol gives the thiazole (III),which is condensed with benzoyl isothiocyanate (IV) in acetone to yield the benzoylthiourea (V).The hydrolysis of (V) with NaOH in aqueous methanol affords the thiourea (VI),which is treated with methyl iodide in methanol to give the S-methylisothiourea (VII).Finally,this compound is condensed with 2-ethoxybenzylamine (VIII) in EtOH/AcOH.
合成路线:The reaction of dithiobiuret (IX) with methyl iodide in ethanol gives the corresponding S-methyl derivative (X),which is condensed with 2-ethoxybenzylamine (VIII) in ethanol yielding the guanidine (XI).Finally,this compound is cyclized with N-[5-(2-chloroacetyl)furan-2-ylmethylacetamide (I) in ethanol.
参考文献标题:Anti-Helicobacter pylori Agents.3.2-[(Arylalkyl)guanidino]-4-furylthiazoles
文献作者:Katsura,Y.; Nishino,S.; Ohno,M.; Sakane,K.; Matsumoto,Y.; Morinaga,C.; Ishikawa,H.; Takasugi,H.
参考来源:J Med Chem 1999,42(15),2920