CAS: 3705-27-9; (S)-Hexahydropyrrolo[1,2-A]Pyrazine-1,4-Dione

该化合物是一种由氨酸Proline和甘油组成的环状二极酸,具有独特的环状结构,有助于其稳定性和特性,与线性相比,这种环状结构具有独特性,其特点是分子重量相对较低,在proline残留物中存在二级地雷,影响其一致性灵活性.Cyclo(pro-gly)因其在各种生物过程中的作用而著称,包括它可能参与信号路径及其对细胞功能的影响.此外,它显示出有趣的溶性特征,经常在极地溶剂中溶解.该二极酸的循环性质可以增强其对酶降解的抗药性,使其成为药物和生物化学研究的一个对象.它的独特结构还可能有助于与受体或酶的具体互动,突出其在药物设计和开发中的潜在应用.

结构式图片

相似化合物

19179-12-5 2873-36-1 2854-40-2

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H-Pro-Gly-OMe (2S)-N-(N-Benzyloxycarbonylglycyl)prolinamide H-Pro-Gly-OEt N-chloroacetyl-L-proline ethyl esterN-prolylglycine (S)-2-(4-Methoxy-benzyl)-hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione (S)-°Ctahydropyrrolo[1,2-a]pyrazine cyclo(L)-Pro-(D)-Val

合成工艺路线路线简述

    📜甲基1-{[(2-甲基-2-丙基)氧基]羰基}-L-脯氨酰甘氨酸酯置于三乙胺,三氟乙酸体系中,用 甲醇,二氯甲烷 用作溶剂,化学反应生成(8As)-六氢吡咯并[1,2-A]吡嗪-1,4-二酮
    参考文献:由甘氨酰脯氨酸2,5-二酮哌嗪高度非对映选择性地合成环状α-氨基膦酸和α-氨基次膦酸
    标题:由甘氨酰脯氨酸2,5-二酮哌嗪高度非对映选择性地合成环状α-氨基膦酸和α-氨基次膦酸
    摘要:本文描述的环状α-氨基膦和α-Aminophosphinic酸的非对映选择性的第一合成(1-[r,8α小号)-3及(1-[r,8α小号)-4从甘氨酰-升-脯氨酸-2,5-二酮哌嗪(小号)-6,通过高度非对映亲核加成亚磷酸三甲酯或甲基苯基亚与手性碳正离子(的小号)-5.
    Doi:10.1002/ejoc.201901439

    海关参考信息

    专利信息


    专利号:US-7723082-B2
    优先权日:2002-06-21
    标题 :Polynucleotides and polypeptides coded by said polynucleotides involved in the synthesis of diketopiperazine derivatives
    发明人:GONDRY MURIEL; GENET ROGER; LAUTRU SYLVIE; PERNODET JEAN-LUC
    权利人:COMMISSARIAT ENERGIE ATOMIQUE; CENTRE NAT RECH SCIENT
    摘要:The invention concerns novel isolated natural or synthetic polynucleotides and polypeptides coded by said polynucleotides, involved in the synthesis of diketopiperazine derivatives, vectors comprising said polynucleotides, micro-organisms transformed with said polynucleotides, uses of said polynucleotides and said polypeptides, as well as methods for the synthesis of diketopiperazine derivatives, including cyclodipeptides and diketopiperazine derivatives 3- and 6-substituted by α,β-unsaturated amino acid side chains.

    专利号:WO-2023064991-A1
    优先权日:2021-10-22
    标题 :Process for preparing bicyclic glycine-proline compounds and monocyclic glycine-proline intermediates thereof
    发明人:SCOTT JEREMY PETER; KEEN STEPHEN PHILIP; ESPENSEN GEORGE MAX; PARRY-JONES DAVID; LAWRENCE RONNIE MAXWELL; BLOWER CLIVE JOHN
    权利人:NEUREN PHARMACEUTICALS LTD
    摘要:The present disclosure generally relates to a process for the synthesis of bicyclic glycine-proline compounds, and monocyclic glycine-proline intermediates thereof. In particular, the present disclosure also relates to a process for the synthesis of cyclic G-2-AllylP and its analogues. The present disclosure also relates to a process for the synthesis of optionally protected monocyclic glycine-proline intermediates. The present disclosure also relates to a process for the synthesis of esterified glycine-proline intermediates. The present disclosure also relates to compounds prepared by the processes and the use of such compounds to prepare compositions and to treat disorders.

    专利号:US-2006051837-A1
    优先权日:2002-06-21
    标 题 :Polynucleotides and polypeptides coded by said polynucleotides involved in the synthesis of diketopiperazine derivatives

    专利号:US-2007048817-A1
    优先权日:2002-06-21
    标 题:Polynucleotides and polypeptides coded by said polynucleotides involved in the synthesis of diketopiperazine derivatives

    专利号:AU-2003255681-B2
    优先权日:2002-06-21
    标题:Polynucleotides and polypeptides coded by said polynucleotides involved in the synthesis of diketopiperazine derivatives

    专利号:CN-103710412-A
    优先权日:2013-12-11
    标题 :Synthesis of salidroside catalyzed by β-glucosidase cross-linked aggregates

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:A General Method For The Facile Synthesis Of Optically Active 2-Substituted Piperazines Via Functionalized 2,5-Diketopiperazines
    作者:Kate S. Ashton,Mitchell Denti,Mark H. Norman,David J. St. Jean |发布日期:2014.8
    摘要:Upon Utilization Of Some Common Methods Described In The Literature For The Synthesis Of Chiral, 2-Substituted 2,5-Diketopiperazines, Extensive Racemization Was Observed. Further Investigation Showed That Heating In The Presence Of A Mild Base Racemized The Chiral Center In The Product Diketopiperazines. A Generalized, Readily Scalable Route Was Sought And, After Investigating The Effect Of Base And

    合成参考文献


    摘要:Molodavkin GM, Borlikova GG, Voronina TA, Gudasheva TA, Ostrovskaia RU, Tushmalova NA, Seredenin SB. [Effect of the novel dipeptide nootropic agent noopept and its metabolite cyclo-L-prolylglycine on the transcallosal evoked potential in the rat brain]. Eksp Klin Farmakol. 2002 Mar;65(2):3–5.
    摘要:Ostrovskaia RU, Liapina LA, Pastorova VE, Mirzoev TKh, Gudasheva TA, Seredenin SB, Ashmarin IP. [Multicomponent antithrombotic effect of the neuroprotective prolyl dipeptide GVS-111 and its major metabolite cyclo-L-prolylglycine]. Eksp Klin Farmakol. 2002 Mar;65(2):34–7.
    参考文献:10.1023/a:1016293904149
    摘要:Seredenin SB, Gudasheva TA, Boiko SS, Kovalev GI, Voronin MV, Yarkova MA. Endogenous Dipeptide Cycloprolylglycine Shows Selective Anxiolytic Activity in Animals with Manifest Fear Reaction. Bulletin of Experimental Biology and Medicine. 2002 Apr;133(4):360–2. doi: 10.1023/a:1016293904149.
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