L-294, LASSBio-294
Chemical Name: (E)-N'-(Thien-2-ylmethylene)-1,3-benzodioxole-5-carbohydrazide
CAS No. 314021-07-3
项目整合开发状态: Preclinical
项目研究机构: LASSBio (Originator), University of Maryland (Originator)
合成路线:Isosafrole (II) was obtained by isomerization of safrole (I) under basic conditions.Ozonolysis of (II),followed by reductive decomposition of the intermediate ozonide with Zn,furnished piperonal (III).Oxidation of aldehyde (III) with methanolic iodine produced the methyl ester (IV),which was converted to the corresponding hydrazide (V) upon treatment with hydrazine in refluxing EtOH.Finally,condensation of (V) with thiophene-2-carboxaldehyde (VI) yielded the title hydrazone.
📌 参考资料/链接：
参考文献标题:Thienylhydrazon with digitalis-like properties (positive inotropic effects)
文献作者:Sudo,R.T.; Alburquerque,E.X.; De Barreiro,E.J.(University of Maryland)
参考来源:WO 0078754
📄 详细内容
合成路线:Isosafrole (II) was obtained by isomerization of safrole (I) under basic conditions.Ozonolysis of (II),followed by reductive decomposition of the intermediate ozonide with Zn,furnished piperonal (III).Oxidation of aldehyde (III) with methanolic iodine produced the methyl ester (IV),which was converted to the corresponding hydrazide (V) upon treatment with hydrazine in refluxing EtOH.Finally,condensation of (V) with thiophene-2-carboxaldehyde (VI) yielded the title hydrazone.
参考文献标题:A novel thienylhydrazone,(2-thienylidene)3,4-methylenedioxybenzoylhydrazine,increases inotropism and decreases fatigue of skeletal muscle
文献作者:Gonzalez-Serratos,H.; et al.
参考来源:J Pharmacol Exp Ther 2001,299(2),588