D,L-α-Allyl-PG | 144125-69-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: D,L-α-Allyl-PG
• 英文别名: (RS)-2-amino-2-phenyl-4-pentenoic acid；2-amino-2-phenylpent-4-enoic acid；2-Azaniumyl-2-phenylpent-4-enoate；2-azaniumyl-2-phenylpent-4-enoate
• CAS: 144125-69-9
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: DCHXDQRGXGXRIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D,L-α-Allyl-PG 在 偶氮二异丁腈 、 dimethyl sulfide borane 、 三氟化硼 作用下， 以 甲醇 为溶剂， 反应 50.0h， 生成 (RS)-2-amino-5-(methylthio)-2-phenylpentan-1-ol
  参考文献：
  名称：

  Synthesis of (optically active) sulfur-containing trifunctional amino acids by radical addition to (optically active) unsaturated amino acids

  摘要：

  Sulfur-based radicals, generated from R-S-H-type precursors (R = alkyl, acyl) with AIBN, smoothly add to alpha-allylglycines protected at none, one, or both of the amino acid functions (NH2 and/or CO2H). Sulfur-containing trifunctional amino acids were obtained in good to excellent yields (64-100%). The solvent used for the reaction is critical. Optimal results were obtained when both the unsaturated amino acid and RSH dissolve completely in the medium (dioxane/water or methanol/water are good solvent systems). The scope of the reaction includes alpha-substituted alpha-allylglycine and derivatives as well as beta-substituted beta-allyl-beta-ammo alcohols. In the case of optically active alpha-allylglycine derivatives, radical addition is accompanied by a small amount of racemization, the amount depending on the type of protection and R-S-H. The products are easily optically enriched by crystallization. Addition of sulfur-based radicals to alpha-allylglycine is believed to be an example of a general method for synthesizing optically active trifunctional amino acids from unsaturated amino acids.

  DOI：

  10.1021/jo00049a041
• 作为产物：
  描述：

  (benzoylhydrazono)phenylacetic acid methyl ester 在 甲醇 、 indium(III) chloride 、 samarium diiodide 、 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 42.75h， 生成 D,L-α-Allyl-PG
  参考文献：
  名称：

  手性亚砜/ N-氧化物路易斯碱促进α-酮酸酯衍生的N-苯甲酰肼的不对称烯丙基化：高度α-取代α-烯丙基-α-氨基酸季铵盐的高对映选择性合成

  摘要：

  手性亚砜/ Ñ -oxides（[R ）- 1和（- [R ，- [R ） - 2是α酮的对映选择性烯丙基酯有效手性启动子Ñ -benzoylhydrazone衍生物3a中，图3b，图3c，3D，3E，3F，3克到生成相应的N-苯甲酰肼衍生物4a，4b，4c，4d，4e，4f，4g，对映体过量高达98％。随后将代表性的肼衍生物4a，4b用SmI 2处理，并将所得的氨基酯5a，5b用LiOH处理，得到季构α-取代的α-烯丙基α-氨基酸6a，6b，其绝对构型指定为（S），化学基础和电子圆二色性（ECD）数据基础。手性25：529–540，2013年。©2013 Wiley Periodicals，Inc.

  DOI：

  10.1002/chir.22159

文献信息

• Mitotic kinesin inhibitors
  申请人：Coleman J. Paul

  公开号：US20060287302A1

  公开（公告）日：2006-12-21

  The present invention relates to dihydropyrrole compounds that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention is also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

  本发明涉及二氢吡咯烷化合物，用于治疗细胞增殖性疾病，治疗与KSP动力蛋白活性相关的疾病，并抑制KSP动力蛋白。该发明还涉及包含这些化合物的组合物，以及使用它们治疗哺乳动物癌症的方法。
• PHOTOREACTIVE REGULATOR OF GLUTAMATE RECEPTOR FUNCTION AND METHODS OF USE THEREOF
  申请人：Trauner Dirk

  公开号：US20090181454A1

  公开（公告）日：2009-07-16

  The present invention provides a synthetic regulator of glutamate receptor function, which regulator is a light-sensitive (photoreactive) regulator. The present invention further provides a light-regulated glutamate receptor that includes a subject synthetic regulator non-covalently associated with the glutamate receptor. Also provided are cells and membranes comprising a subject light-regulated glutamate receptor. The present invention further provides methods of modulating glutamate receptor function, involving use of light. The present invention further provides methods of identifying agents that modulate glutamate receptor function.

  本发明提供了一种合成的谷氨酸受体功能调节剂，该调节剂是一种光敏感（光反应性）调节剂。本发明还提供了一种光调节的谷氨酸受体，其中包括与谷氨酸受体非共价结合的主体合成调节剂。还提供了包括主体光调节谷氨酸受体的细胞和膜。本发明还提供了使用光调节谷氨酸受体的调节谷氨酸受体功能的方法。本发明还提供了识别调节谷氨酸受体功能的药剂的方法。
• Mitotic Kinesin Inhibitors
  申请人：Coleman Paul J.

  公开号：US20080199459A1

  公开（公告）日：2008-08-21

  The present invention relates to dihydropyrrole compounds that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention is also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

  本发明涉及二氢吡咯化合物，用于治疗细胞增殖性疾病，用于治疗与KSP肌动蛋白活性相关的疾病，并用于抑制KSP肌动蛋白。本发明还涉及包含这些化合物的组合物，以及使用它们治疗哺乳动物癌症的方法。
• New use of glutamate antagonists for the treatment of cancer
  申请人：Ikonomidou, Hrissanthi

  公开号：EP1002535A1

  公开（公告）日：2000-05-24

  New therapies can be devised based upon a demonstration of the role of glutamate in the pathogenesis of cancer. Inhibitors of the interaction of glutamate with the AMPA, kainate, or NMDA receptor complexes are likely to be useful in treating cancer and can be formulated as pharmaceutical compositions. They can be identified by appropriate screens.

  根据谷氨酸在癌症发病机制中的作用，可以设计出新的疗法。谷氨酸与 AMPA、kainate 或 NMDA 受体复合物相互作用的抑制剂可能有助于治疗癌症，并可配制成药物组合物。它们可以通过适当的筛选来确定。
• Treatment of glial tumors with glutamate antagonists
  申请人：——

  公开号：US20030050224A1

  公开（公告）日：2003-03-13

  The present invention relates to a method of treating glial tumors in a subject, which includes providing a glutamate antagonist or a NMDA receptor antagonist and administering the glutamate antagonist or NMDA receptor antagonist to a subject with a glial tumor of the brain or spinal cord under conditions effective to treat the glial tumor.

  本发明涉及一种治疗受试者神经胶质瘤的方法，该方法包括提供谷氨酸拮抗剂或NMDA受体拮抗剂，并在有效治疗神经胶质瘤的条件下将谷氨酸拮抗剂或NMDA受体拮抗剂施用于患有脑或脊髓神经胶质瘤的受试者。