CAS: 4702-13-0; N-Phthaloylglycine

该化合物是属于氨基酸和衍生物类别的有机化合物,其特征是附属于氨基酸甘油的phathalyl类,具有独特的特性,通常为白色至白外晶状固体,在水和酒精等极地溶剂中溶解,但非极地溶剂中溶解较少.N-Phthaloylglycine以其在有机合成中作为中间体的作用著称,并经常用于制作各种药品和农用化学品,其结构允许在开发化合成过程中潜在应用,并作为有机反应中的保护组.此外,该化合物在标准条件下具有中度稳定性,但可能对强酸或强基体敏感.

结构式图片

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合成工艺路线路线简述

    Isopropyl 2-(1,3-Dioxoisoindolin-2-yl)Acetate置于三氯化铝体系中,用 硝基甲烷 作为反应溶剂,化学反应 5.0H,以92%的收率获得产物邻苯二甲酰甘氨酸
    参考文献:氯化铝对异丙酯,氨基甲酸酯和碳酸酯的选择性脱保护
    标题:氯化铝对异丙酯,氨基甲酸酯和碳酸酯的选择性脱保护
    摘要:异丙酯,氨基甲酸酯和碳酸酯的 O-异丙基键可在 0-50 °C,硝基甲烷中用 Alcl3 有效地选择性裂解,分别得到羧酸,胺和醇,收率从非常好到极佳.
    DOI:10.1055/s-2001-17466

    海关参考信息

    专利信息


    专利号:US-2005119332-A1
    优先权日:1998-03-12
    标 题 :Substituted thiophene compounds as modulators of protein tyrosine phosphatases (PTPases)
    发明人:JEPPESEN LONE; ANDERSEN HENRIK S; OLSEN OLE H; JUDGE LUKE M; HOLSWORTH DANIEL D; BAKIR FARID; AXE FRANK U; GE YU
    摘要:The present invention provides novel compounds of formula 1a, n nnovel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

    专利号:WO-9946244-A1
    优先权日:1998-03-12
    标题 :Modulators of protein tyrosine phosphatases (ptpases)
    发明人:JEPPESEN LONE; ANDERSEN HENRIK SUNE; OLSEN OLE HVILSTED; JUDGE LUKE MILBURN; HOLSWORTH DANIEL DALE; BAKIR FARID; AXE FRANK URBAN; GE YU
    权利人:NOVO NORDISK AS; ONTOGEN CORP
    摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

    专利号:US-2002165398-A1
    优先权日:1998-03-12
    标题:Modulators of protein tyrosine phosphatases (PTPases)
    发明人:JEPPESEN LONE; ANDERSEN HENRIK SUNE; OLSEN OLE HVILSTED; JUDGE LUKE MILBURN; HOLSWORTH DANIEL DALE; BAKIR FARID; AXE FRANK URBAN; GE YU
    摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. n The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimers disease and schizophrenia, and infectious diseases.

    专利号:EP-1062204-A1
    优先权日:1998-03-12
    标题 :Modulators of protein tyrosine phosphatases (ptpases)
    发明人:JEPPESEN LONE; ANDERSEN HENRIK SUNE; OLSEN OLE HVILSTED; JUDGE LUKE MILBURN; HOLSWORTH DANIEL DALE; BAKIR FARID; AXE FRANK URBAN; GE YU
    权利人:NOVO NORDISK AS; ONTOGEN CORP
    摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

    专利号:US-3396157-A
    优先权日:1964-12-01
    标 题:Use of esters of nu, nu-dialkylhydroxylamines and 1-hydroxypiperidine for the synthesis of peptides and other amides
    发明人:TYNDALE YOUNG GEOFFREY; ONSLOW HANDFORD BRIAN
    权利人:NAT RES DEV

    专利号:US-2722526-A
    优先权日:1952-09-24
    标题:Trialkylphosphites as acid acceptors in the synthesis of amides
    发明人:WASHINGTON ANDERSON GEORGE; WILLIAM YOUNG RICHARD
    权利人:AMERICAN CYANAMID CO
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    主要参考文献

    [参考文献]: Julija Matijevi-Sosa, Et Al. N-Phthaloyl-Glycine-Hydroxamic Acid As Serum Iron Chelator In Rats. Acta Pharm. 2008 Jun;58(2):231-6.
    [参考文献]: O Abu Salach, Et Al. Comparative Pharmacokinetic And Pharmacodynamic Analysis Of Phthaloyl Glycine Derivatives With Potential Antiepileptic Activity. Pharm Res. 1994 Oct;11(10):1429-34.

    合成参考文献


    摘要:Saha, D.; Aggarwal, T.; Sumii, Y.; Yadav, A. K.; Shibata, N., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
    摘要:Das, A.; Ramkumar, N.; Veliks, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
    参考文献:10.1007/s00726-004-0109-1
    摘要:Zeng Q, Liu Z, Li B, Wang F. Mild and effective N-phthaloylation of amino acids. Amino Acids. 2004 Oct;27(2):183–6. doi: 10.1007/s00726-004-0109-1.
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