CAS: 52454-37-2; (S)-2-(4-(2-(2,4-Diaminopteridin-6-yl)Ethyl)Benzamido)Pentanedioic Acid

上下游产品

(S)-2-{4-[2-(2,4-Diamino-pteridin-6-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester benzoic acid4-(2,4-diaminopteridin-6-yl)ethylbenzoic acid 1-amino-4-(p-carbomethoxyphenyl)-2-butanone oxime 4-[2-(2,4-Diamino-7,8-dihydro-pteridin-6-yl)-ethyl]-benzoic acid

📜L-谷氨酸二乙酯盐酸盐置于sodium Hydroxide,三乙胺,氯甲酸异丁酯体系中,用 乙二醇甲醚 作为反应溶剂,化学反应 29.5H,反应生成 10-去氮杂氨基蝶呤
参考文献:10-烷基-10-去氮杂蝶呤的合成和抗肿瘤活性.一种方便的10-脱氮蝶呤合成方法.
标题:10-烷基-10-去氮杂蝶呤的合成和抗肿瘤活性.一种方便的10-脱氮蝶呤合成方法.
摘要:大规模合成有效的抗肿瘤药10-脱氮蝶呤的要求导致了该化合物及其10-烷基类似物的简便合成的发展.用3-甲氧基烯丙基氯将适当的对烷基苯甲酸的二异丙基氨基锂锂反应生成的二价阴离子烷基化.在ph 7-8下将所得的4-(对羧基苯基)-1-甲氧基-1-丁烯溴化,得到2-溴-4-(对羧基苯基)丁醛.与2,4,5,6-四氨基嘧啶缩合,然后原位氧化所得的二蝶啶,得到结晶的10-烷基-10-脱氮基-4-氨基-4-脱氧蝶酸.通过混合酸酐法将蝶酸与谷氨酸二乙酯偶联,然后在室温下皂化,以得到目标10-脱氮蝶呤类化合物.10-烷基化合物作为叶酸依赖性细菌的生长抑制剂与10-脱氮蝶呤大致相等.它们抑制干酪乳杆菌和l1210衍生的二氢叶酸还原酶的能力也相似.体外转运特性提示10-烷基类似物的治疗指数得到改善.相对于小鼠中的l1210,在ld10剂量下,寿命延长百分比为+ 151%(甲氨蝶呤),+ 178%(10-脱氮蝶呤),+
DOI:10.1021/jm00352A026

专利信息

专利号:US-4746659-A
优先权日:1985-12-30
标题:Diastereomers of 10-alkyl-10-deazaminopterins and process for preparing the same
发明人：DEGRAW JOSEPH I; CHRISTIE PAMELA H; SIROTNAK FRANCIS M
权利人:STANFORD RES INST INT; SLOAN KETTERING INST CANCER
摘要:Diastereomers of 10-alkyl-10-deazaminopterins are provided, as well as a synthesis for their preparation as the individual d,L. and l,L.-diastereomers, the d,L-10-ethyl diastereomer being three times as potent against L1210 cells as the l,L-10-ethyl diastereomer, and the l,L-10-ethyl diastereomer being approximately one-half as toxic as the d,L-10-ethyl diastereomer.

专利号:WO-9513803-A1
优先权日:1993-11-15
标题 :Blocking induction of tetrahydrobiopterin to block induction of nitric oxide synthesis

专利号:CA-2075346-A1
优先权日:1991-12-26
标 题:Blocking induction of tetrahydrobiopterin to block induction of nitric oxide synthesis