Antineoplaston AS2-5
苯乙酰谷氨酰胺(钠) N-苯乙酰基-L-谷氨酰胺 Chemical Name: N2-Phenylacetyl-L-glutamine sodium salt
CAS No. 104771-87-1, 28047-15-6 (free acid), 31427-44-8 (free acid)
项目整合开发状态: Phase II
项目研究机构: Burzynski Research Institute (Originator), National Cancer Institute (Not Determined)
合成路线:Antineoplaston AS2-5 (AS2-5) can be obtained in the following way (1,2): N-Phenylacetyl-L-glutamine sodium is synthesized in two steps.In the first step,phenylacetic acid (I) is treated with N-hydroxysuccinimide (B) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (A) in acetonitrile to give intermediate (Ia).In the second step,(Ia) is reacted without purification with L-glutamine (II) in the presence of NaHCO3 in 1:1 acetonitrile-water mixture to afford N-phenylacetyl-L-glutamine (III) in 87% yield.Compound (III) is then converted to sodium salt in aqueous solution by treatment with aqueous sodium hydroxide solution (pH 7).In a large scale preparation reaction of phenylacetyl chloride with L-glutamine in aqueous solution containing NaHCO3 affords N-phenyiacetyl L-glutamine sodium.
📌 参考资料/链接：
参考文献标题:Benzoselenino[4,3,2-cd]indazole compound,compositions comprising the compounds and processes for producing the compounds
文献作者:Berman,E.M.; Gregor,V.E.; Showalter,H.H.D.(Pfizer Inc.)
参考来源:AU 8544154; EP 0170412; ES 8704956
📄 详细内容
合成路线:Antineoplaston AS2-5 (AS2-5) can be obtained in the following way (1,2): N-Phenylacetyl-L-glutamine sodium is synthesized in two steps.In the first step,phenylacetic acid (I) is treated with N-hydroxysuccinimide (B) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (A) in acetonitrile to give intermediate (Ia).In the second step,(Ia) is reacted without purification with L-glutamine (II) in the presence of NaHCO3 in 1:1 acetonitrile-water mixture to afford N-phenylacetyl-L-glutamine (III) in 87% yield.Compound (III) is then converted to sodium salt in aqueous solution by treatment with aqueous sodium hydroxide solution (pH 7).In a large scale preparation reaction of phenylacetyl chloride with L-glutamine in aqueous solution containing NaHCO3 affords N-phenyiacetyl L-glutamine sodium.
参考文献标题:Purified antineoplaston fractions and methods of treating neoplastic disease
文献作者:Burzynski,S.R.(Burzynski Research Institute)
参考来源:US 4558057
合成路线:Antineoplaston AS2-5 (AS2-5) can be obtained in the following way (1,2): N-Phenylacetyl-L-glutamine sodium is synthesized in two steps.In the first step,phenylacetic acid (I) is treated with N-hydroxysuccinimide (B) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (A) in acetonitrile to give intermediate (Ia).In the second step,(Ia) is reacted without purification with L-glutamine (II) in the presence of NaHCO3 in 1:1 acetonitrile-water mixture to afford N-phenylacetyl-L-glutamine (III) in 87% yield.Compound (III) is then converted to sodium salt in aqueous solution by treatment with aqueous sodium hydroxide solution (pH 7).In a large scale preparation reaction of phenylacetyl chloride with L-glutamine in aqueous solution containing NaHCO3 affords N-phenyiacetyl L-glutamine sodium.
参考文献标题:Antineoplaston AS2-5
文献作者:Khalid,M.; Burzynski,S.R.
参考来源:Drugs Fut 1986,11(5),364
产品链接: CAS No. 104771-87-1›› 产品链接: CAS No.28047-15-6››