Tyrphostin B42, AG-490, -Drug Synthesis Database

【结构式】

【药物名称】Tyrphostin B42, AG-490

【化学名称】N-Benzyl-2-cyano-3-(3,4-dihydroxyphenyl)-2-propenamide

【CA登记号】133550-30-8

【分子式】C₁₇H₁₄N₂O₃

【分子量】294.31273

【开发单位】Chiba University (Originator), University of Texas System (Originator)

【药理作用】IMMUNOMODULATING AGENTS, ONCOLYTIC DRUGS, Treatment of Transplant Rejection, Antiinflammatory Drugs, Jak2 Inhibitors, STAT-3 Inhibitors, Tyrphostins

合成路线1

Reaction of methyl cyanoacetate (I) with benzylamine (II) at 100 C gives N-benzyl cyanoacetamide (III). Subsequent condensation of (III) with 3,4-dihydroxybenzaldehyde (IV) in the presence of NaH provides the title compound.

参考文献中间体

【1】 Gazit, A.; et al.; Tyrphostins. 2. Heterocyclic and alpha-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2/neu tyrosine kinases. J Med Chem 1991, 34, 6, 1896.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	34458	Cyanoacetic acid methyl ester; methyl 2-cyanoacetate	105-34-0	C₄H₅NO₂	详情	详情
(II)	15147	Benzylamine; Phenylmethanamine	100-46-9	C₇H₉N	详情	详情
(III)	57914	N-benzyl-2-cyanoacetamide		C₁₀H₁₀N₂O	详情	详情
(IV)	39749	3,4-dihydroxybenzaldehyde	139-85-5	C₇H₆O₃	详情	详情

Extended Information