(2-propyl)-2-methylaminoacetate | 93378-87-1

• 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: (2-propyl)-2-methylaminoacetate
• 英文别名: sarcosine isopropyl ester；i-Propyl sarcosinate；H-Sar-OiPr；Propan-2-yl 2-(methylamino)acetate
• CAS: 93378-87-1
• 化学式: C₆H₁₃NO₂
• mdl: MFCD12144625
• 分子量: 131.175
• InChiKey: YRJZXBJXYOBRLR-UHFFFAOYSA-N

物化性质

• 沸点：
  151.5±23.0 °C(Predicted)
• 密度：
  0.935±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-propyl)-2-methylaminoacetate 在 碘 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 9.0h， 生成 diisopropyl 2-methyl-2H-benzo[f]isoindole-4,9-dione-1,3-dicarboxylate
  参考文献：
  名称：

  The Synthesis of Benzo[f]isoindole-1,3-dicarboxylates via an I₂-Induced 1,3-Dipolar Cycloaddition Reaction

  摘要：

  An I-2-induced 1,3-dipolar cycloaddition reaction has been developed for the synthesis of benzo[f]-isoindole-1,3-dicarboxylates from quinones and N-substituted amino esters. The reaction proceeds in good to excellent yields in one step from 3 equiv of amino ester to react with the quinone structure. The utility of this transformation has been highlighted by its use for the construction of benzo[f]-isoindole-1,3-dicarboxylates, which have been identified in natural products exhibiting important biological activities.

  DOI：

  10.1021/jo401652k
• 作为产物：
  描述：

  溴乙酸异丙酯 、 甲胺 以 四氢呋喃 、 乙腈 为溶剂， 反应 4.0h， 以81%的产率得到(2-propyl)-2-methylaminoacetate
  参考文献：
  名称：

  Microwave-assisted solvent-free intramolecular 1,3-dipolar cycloaddition reactions leading to hexahydrochromeno[4,3-b]pyrroles: scope and limitations

  摘要：

  We report the microwave-assisted solvent-free synthesis of hexahydrochromeno[4,3-b]pyrroles. Intramolecular 1,3-dipolar cycloadditions proceed under these conditions within 15-40 min in 16-84% yields. An influence of the microwave irradiation upon various [3+2] cycloaddition reaction intermediates was studied. Additionally, a scope and limitations of these reactions including an influence of the dipolarophile geometry upon the cycloaddition selectivity and steric demands of the dipole upon its reactivity were also disclosed. These observations led us to postulate a preferable transition state of the reaction. Finally, an influence of the microwave irradiation to the isomerization of activated olefins was also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.074

文献信息

• SUBSTITUTED 4-PYRIDONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY
  申请人：OOST Thorsten

  公开号：US20140057916A1

  公开（公告）日：2014-02-27

  This invention relates to substituted 4-pyridones of formula 1 and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other auto-immune and allergic disorders, allograft rejection, and oncological diseases.

  这项发明涉及式1的取代4-吡啶酮及其作为中性粒细胞弹性蛋白酶活性抑制剂的用途，包含这些化合物的药物组合物，以及将其用作治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植物排斥反应和肿瘤性疾病的药剂的方法。
• Modulators of toll-like receptor 7
  申请人：Chong S. Lee

  公开号：US20080008682A1

  公开（公告）日：2008-01-10

  The present application provides for a compound of Formula I or II: or a pharmaceutically acceptable salt, solvate, and/or ester thereof, compositions containing such compounds, therapeutic methods that include the administration of such compounds, and therapeutic methods that include the administration of such compounds with at least one additional active agent.

  本申请提供了一种公式I或II的化合物： 或其药用可接受的盐、溶剂化物和/或酯，包含此类化合物的组合物，包括施用此类化合物的治疗方法和包括与至少一个附加活性剂施用此类化合物的治疗方法。
• Studies on anti-Fusarium disease activity of aminonitrile derivatives. III. Preventive activity of N-allylamino acids against Fusarium diseases and their mode of action.
  作者：Osamu KIRINO、Hirofumi OSHITA、Tadashi OISHI、Toshiro KATO

  DOI：10.1271/bbb1961.44.35

  日期：——

  Thirty-two N-allylamino acids were prepared, and their preventive activity against Fusarium diseases was determined. Esters of N-allyl-glycine and -sarcosine showed a strong effect in preventing yellows of the Japanese radish caused by Fusarium oxysporuwn f. sp. raphani. These compounds were also effective against Fusarium wilt of tomato by foliage treatment. The preventive activity of N-allylsarcosinates varied insignificantly with the variation of the alcohol moiety of the esters. Although n-dodecyl N-allylsarcosinate was shown to effectively control Fusarium diseases, it did not affect the growth of Fusarium on an agar medium. The preventive effect was dependent on the application time. Enhancement of the peroxidase activity and the accumulation of total phenols were seen in the plants treated with these chemicals.

  制备了32种N-烯丙基氨基酸，并测定了它们对镰刀菌病害的预防活性。N-烯丙基甘氨酸和N-烯丙基肌氨酸的酯类化合物对日本萝卜由尖孢镰刀菌萝卜专化型引起的黄变病具有强效的预防作用。这些化合物还通过叶面处理对番茄镰刀菌枯萎病有效。N-烯丙基肌氨酸盐的预防活性在酯类的醇部分的变动下变化不大。尽管正十二烷基N-烯丙基肌氨酸盐显示能有效控制镰刀菌病害，但不影响镰刀菌在琼脂培养基上的生长。预防效果依赖于施用时间。在用这些化学品处理的植物中，观察到过氧化物酶活性的增强和总酚的积累。
• Iodine mediated reaction of quinones and N-substituted amino esters to 2-substituted benzo[f]isoindole-4,9-diones
  作者：Yu-jin Li、Huan-ming Huang、Jie Ju、Jian-hong Jia、Liang Han、Qing Ye、Wu-bin Yu、Jian-rong Gao

  DOI：10.1039/c3ra44095h

  日期：——

  A novel and efficient synthesis of benzo[f]isoindole-4,9-diones through the I2-promoted cyclization reaction of N-substituted amino acid esters and quinones has been realized successfully via an unprecedented 1,3-dipolar cycloaddition using KF as the base. Different substituted amino esters were found able to react with quinones through a cycloaddition reaction to afford 2-substituted benzo[f]isoindole-4

  苯并[一种新颖和有效的合成˚F ]通过I异吲哚-4,9-二酮2的促进的环化反应Ñ取代的氨基酸酯和醌已经成功地实现了通过使用KF作为一个前所未有的1,3-偶极环加成基地。发现不同的取代的氨基酯能够通过环加成反应与醌反应，得到2-取代的苯并[ f ]异吲哚-4，9-二酮。这些令人感兴趣的化合物的出人意料的，短暂的，有吸引力的和直接的合成是重要和相关的，并且为合成2-取代的苯并[ f ]异吲哚-4,9-二酮提供了极其优选的方法。
• Efficient synthesis of some new antiproliferative N-fused indoles and isoquinolines via 1,3-dipolar cycloaddition reaction in an ionic liquid
  作者：Tushar R. Sutariya、Balvantsingh M. Labana、Narsidas J. Parmar、Rajni Kant、Vivek K. Gupta、Gabriela B. Plata、José M. Padrón

  DOI：10.1039/c4nj02308k

  日期：——

  Syntheses of some new pyrrolo-fused pyrrolo[1,2-a] indole derivatives have been achieved by combining N-allyl-indole-2-carbaldehyde with a variety of N-alkyl-glycine esters as well as tetrahydroisoquinolines in an ionic liquid, triethylammonium acetate (TEAA), a recyclable reaction medium, via intramolecular [3+2] cycloaddition reaction. This new method is highly efficient, and the ionic liquid employed

  通过在离子液体中将N-烯丙基-吲哚-2-甲醛与各种N-烷基-甘氨酸酯以及四氢异喹啉结合，可以合成一些新的吡咯并稠合的吡咯并[1,2- a ]吲哚衍生物。通过分子内[3 + 2]环加成反应可回收的反应介质乙酸三乙铵（TEAA）。这种新方法效率很高，而且所用的离子液体是可回收的。所有化合物的立体化学均通过2D NMR NOESY和在某些情况下的单晶X射线衍射数据证实。在体外 针对各种细菌菌株和具有代表性的人类实体瘤细胞系A549（肺），HeLa（子宫颈），SW1573（肺），T-47D（乳腺癌）和WiDr（结肠）进行了所有候选筛选，发现其中许多具有良好的抗菌，抗真菌，抗结核和抗增殖活性。