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Flavoneacetic acid, Mitoflaxone, CRC-85/31, LM-975, FAA, NSC-347512

米托拉酮Chemical Name: 4-Oxo-2-phenyl-4H-1-benzopyran-8-acetic acid
CAS No. 87626-55-9
项目整合开发状态: Phase II
项目研究机构: Lipha (Originator)
合成路线:Treatment of 8-bromomethyl-2-phenylflavone (I) with KCN in EtOH-H2O for 3 h gives the nitrile intermediate (II) (m.p.165-7 C) in 67% yield,which in diluted acetic-sulfuric acid is hydrolyzed to flavoneacetic acid (III) in 88% yield.On refluxing the potassium salt of the acid with 2-diethylaminoethyl chloride in acetone for 4 h,followed by converting the resulting ester to the hydrochloride salt,the diethylaminoethyl ester of flavoneacetic acid (m.p.186 C) is produced in 70% yield.
📌 参考资料/链接:
参考文献标题:8-Haloalkyl-4H-(1)-benzopyran-4-ones and preparati
文献作者:Berthelon,J.-J.; Collonges,F.; Briet,P.(Lipha Sant?
参考来源:EP 0080419

📄 详细内容


合成路线:Treatment of 8-bromomethyl-2-phenylflavone (I) with KCN in EtOH-H2O for 3 h gives the nitrile intermediate (II) (m.p.165-7 C) in 67% yield,which in diluted acetic-sulfuric acid is hydrolyzed to flavoneacetic acid (III) in 88% yield.On refluxing the potassium salt of the acid with 2-diethylaminoethyl chloride in acetone for 4 h,followed by converting the resulting ester to the hydrochloride salt,the diethylaminoethyl ester of flavoneacetic acid (m.p.186 C) is produced in 70% yield.

参考文献标题:(Oxo-4-4H-(1)-benzopyran-8-yl) alkanoic acids,sal
文献作者:Berthelon,J.-J.; Collonges,F.; Briet,P.(Lipha Sant?
参考来源:EP 0080934; US 4602034


合成路线:Treatment of 8-bromomethyl-2-phenylflavone (I) with KCN in EtOH-H2O for 3 h gives the nitrile intermediate (II) (m.p.165-7 C) in 67% yield,which in diluted acetic-sulfuric acid is hydrolyzed to flavoneacetic acid (III) in 88% yield.On refluxing the potassium salt of the acid with 2-diethylaminoethyl chloride in acetone for 4 h,followed by converting the resulting ester to the hydrochloride salt,the diethylaminoethyl ester of flavoneacetic acid (m.p.186 C) is produced in 70% yield.

参考文献标题:8-Haloalkyl-4H-1-benzopyran-4-ones and methods of
文献作者:Berthelon,J.-J.; Collonges,F.; Briet,P.(Lipha Sant?
参考来源:FR 2536396


合成路线:Treatment of 8-bromomethyl-2-phenylflavone (I) with KCN in EtOH-H2O for 3 h gives the nitrile intermediate (II) (m.p.165-7 C) in 67% yield,which in diluted acetic-sulfuric acid is hydrolyzed to flavoneacetic acid (III) in 88% yield.On refluxing the potassium salt of the acid with 2-diethylaminoethyl chloride in acetone for 4 h,followed by converting the resulting ester to the hydrochloride salt,the diethylaminoethyl ester of flavoneacetic acid (m.p.186 C) is produced in 70% yield.

参考文献标题:Flavoneacetic acid
文献作者:Cheng,C.C.; Zee-Cheng,R.K.-Y.
参考来源:Drugs Fut 1987,12(2),123


合成路线:Treatment of 8-bromomethyl-2-phenylflavone (I) with KCN in EtOH-H2O for 3 h gives the nitrile intermediate (II) (m.p.165-7 C) in 67% yield,which in diluted acetic-sulfuric acid is hydrolyzed to flavoneacetic acid (III) in 88% yield.On refluxing the potassium salt of the acid with 2-diethylaminoethyl chloride in acetone for 4 h,followed by converting the resulting ester to the hydrochloride salt,the diethylaminoethyl ester of flavoneacetic acid (m.p.186 C) is produced in 70% yield.
参考文献标题:Synthesis and antitumor activity of some 8-substit
文献作者:Briet,P.; Berthelon,J.J.; Collonges,F.; Atassi,G.
参考来源:Eur J Med Chem 1985,20393


产品链接: CAS No. 87626-55-9››