2-oxo-3-m-tolyl-propionic acid | 61676-25-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-oxo-3-m-tolyl-propionic acid
• 英文别名: 2-Oxo-3-(M-tolyl)propanoic acid；3-(3-methylphenyl)-2-oxopropanoic acid
• CAS: 61676-25-3
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: ZUERZXYBRUIXKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-oxo-3-m-tolyl-propionic acid 在 甲酸 、 C₂₆H₃₄ClIrN₂O₂S 、 高碘酸 、 1,3-丙二胺 、 三乙胺 作用下， 以 甲醇 、 水 、 甲胺 为溶剂， 反应 36.0h， 生成 3-甲基-D-苯丙氨酸
  参考文献：
  名称：

  使用铱基氢转移催化剂进行 α-酮酸的不对称还原胺化：获得未受保护的非天然 α-氨基酸

  摘要：

  描述了由带有手性N- (2-吡啶甲基)磺酰胺基配体的 Cp*Ir 配合物催化的 α-酮酸的直接不对称还原胺化。组合使用光学活性2-苯甘氨醇作为胺化剂对于使用甲酸的化学选择性和立体选择性转移氢化是有效的。随后用原高碘酸消除羟乙基部分可以以令人满意的分离产率（20个实例）提供各种未保护的α-氨基酸，并具有优异的光学纯度（高达> 99% ee）。

  DOI：

  10.1021/acs.orglett.3c04378
• 作为产物：
  描述：

  (Z)-2-methyl-4-(3-methylbenzylidene)-5(4H)-oxazolone 在 sodium hydroxide 、 盐酸 作用下， 反应 5.0h， 生成 2-oxo-3-m-tolyl-propionic acid
  参考文献：
  名称：

  Synthesis and activity of novel analogs of hemiasterlin as inhibitors of tubulin polymerization: modification of the A segment

  摘要：

  Analogs of hemiasterlin (1) and HTI-286 (2), which contain various aromatic rings in the A segment, were synthesized as potential inhibitors of tubulin polymerization. The structure-activity relationships related to stereo- and regio-chemical effects of substituents on the aromatic ring in the A segment were studied. Analogs, which carry a meta-substituted phenyl ring in the A segment show comparable activity for inhibition of tubulin polymerization to 2, as well as in the cell proliferation assay using KB cells containing P-glycoprotein, compared to those of 1 and 2. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.024

文献信息

• [EN] N-(HETEROCYCLYL AND HETEROCYCLYLALKYL)-3-BENZYLPYRIDIN-2-AMINE DERIVATIVES AS SSTR4 AGONISTS<br/>[FR] DÉRIVÉS DE N-(HÉTÉROCYCLYL ET HÉTÉROCYCLYLALKYL)-3-BENZYLPYRIDIN-2-AMINE SERVANT D'AGONISTES DE SSTR4
  申请人：TAKEDA PHARMACEUTICALS CO

  公开号：WO2021202775A1

  公开（公告）日：2021-10-07

  Disclosed are compounds of Formula (1), and pharmaceutically acceptable salts thereof, wherein n, R1, R4, R5, R6, R7, R8, R9, R10, R11, R14, X2, X3 and X12 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula (1), to pharmaceutical compositions which contain them, and to their use for treating diseases, disorders, and conditions associated with SSTR4.

  披露了公式（1）的化合物，以及其中n、R1、R4、R5、R6、R7、R8、R9、R10、R11、R14、X2、X3和X12在说明书中定义的药用可接受盐。本公开还涉及用于制备公式（1）化合物的材料和方法，含有它们的药物组合物，以及它们用于治疗与SSTR4相关的疾病、障碍和状况。
• [EN] ANTIDIABETIC ENOLIC GLUCOSIDE OF PHENYLPYRUVIC ACID<br/>[FR] GLUCOSIDE ÉNOLIQUE DE L'ACIDE PHÉNYLPYRUVIQUE À PROPRIÉTÉS ANTIDIABÉTIQUES
  申请人：ZADEC APS

  公开号：WO2012045363A1

  公开（公告）日：2012-04-12

  There is provided an antidiabetic enolic glucoside of phenylpyruvic acid and derivatives thereof for use as medicaments, especially normoglycemic agents, i.e. for lowering blood glucose levels to normal levels in mammals that are obese, pre-diabetic or have diabetes, obesity and/or syndrome X.Hence the compounds of the present invention help to manage blood sugar levels, i.e. helping the body by balancing the blood sugar levels; helping to keep balanced blood glucose levels, particularly in humans with diabetes; aiding by enhancing the glucose uptake by the cells and by reducing sugar levels, thus improving or restoring the glucose tolerance; optimizing the glycemic response; normalizing the glucose tolerance.

  提供了一种抗糖尿病的苯丙酮酸烯醇葡萄糖苷及其衍生物，用作药物，特别是用作正常血糖代理，即降低哺乳动物（肥胖、糖尿病前期或患有糖尿病、肥胖和/或综合征X）的血糖水平至正常水平。因此，本发明的化合物有助于管理血糖水平，即通过平衡血糖水平来帮助身体；帮助保持平衡的血糖水平，特别是在患有糖尿病的人类中；通过增强细胞对葡萄糖的摄取和降低糖分水平来帮助，从而改善或恢复葡萄糖耐量；优化血糖反应；正常化葡萄糖耐量。
• ANTIDIABETIC ENOLIC GLUCOSIDE OF PHENYLPYRUVIC ACID
  申请人：Joubert Elizabeth

  公开号：US20130310331A1

  公开（公告）日：2013-11-21

  There is provided an antidiabetic enolic glucoside of phenylpyruvic acid and derivatives thereof for use as medicaments, especially normoglycemic agents, i.e. for lowering blood glucose levels to normal levels in mammals that are obese, pre-diabetic or have diabetes, obesity and/or syndrome X. Hence the compounds of the present invention help to manage blood sugar levels, i.e. helping the body by balancing the blood sugar levels; helping to keep balanced blood glucose levels, particularly in humans with diabetes; aiding by enhancing the glucose uptake by the cells and by reducing sugar levels, thus improving or restoring the glucose tolerance; optimizing the glycemic response; normalizing the glucose tolerance.

  提供了一种苯丙酮酸和其衍生物的抗糖尿病烯醇葡萄糖苷，用作药物，特别是用作正常血糖代理，即降低哺乳动物（肥胖、糖尿病前期或有糖尿病、肥胖和/或X综合症）的血糖水平至正常水平。因此，本发明的化合物有助于管理血糖水平，即通过平衡血糖水平来帮助身体；有助于保持平衡的血糖水平，特别是在患有糖尿病的人类中；通过增强细胞对葡萄糖的摄取并降低糖分水平，从而改善或恢复葡萄糖耐受性；优化糖代谢反应；正常化葡萄糖耐受性。
• Engineered Aminotransferase for the Production of<scp>d</scp>-Phenylalanine Derivatives Using Biocatalytic Cascades
  作者：Curtis J. W. Walton、Fabio Parmeggiani、Janet E. B. Barber、Jenna L. McCann、Nicholas J. Turner、Roberto A. Chica

  DOI：10.1002/cctc.201701068

  日期：2018.1.23

  commercially available racemic mixtures or l‐amino acids. These whole‐cell systems couple Proteus mirabilis l‐amino acid deaminase with an engineered aminotransferase that displays native‐like activity towards d‐phenylalanine, which we generated from Bacillus sp. YM‐1 d‐amino acid aminotransferase. Our cascades are applicable to preparative‐scale synthesis and do not require cofactor‐regeneration systems

  d-苯丙氨酸衍生物是多种药物的重要手性构件。在这里，我们开发了立体反转和脱硫生物催化级联反应，以合成d-苯丙氨酸衍生物，这些衍生物含有苯胺环上不同大小的给电子或吸电子取代基，且苯环上不同位置的对映体过量（从90％到> 99％ee很高）可用的外消旋混合物或l-氨基酸。这些全细胞系统将奇异变形杆菌 l-氨基酸脱氨酶与工程化的氨基转移酶结合，该酶对我们从芽孢杆菌属中产生的对d-苯丙氨酸表现出天然的活性。YM-1d-氨基酸氨基转移酶。我们的级联适用于制备规模的合成，不需要辅因子再生系统或化学还原剂。
• Method of treating resistant tumors
  申请人：Wyeth Holdings Corporation

  公开号：US20040121965A1

  公开（公告）日：2004-06-24

  The invention provides a method of treating or inhibiting the growth of or eradicating a tumor in a mammal in need thereof wherein said tumor is resistant to at least one chemotherapeutic agent which method comprises providing to said mammal an effective amount of a compound of Formula II or a pharmaceutically acceptable salt thereof.

  本发明提供了一种治疗或抑制哺乳动物体内对至少一种化疗药物产生耐药性的肿瘤生长或根除肿瘤的方法，该方法包括向该哺乳动物提供有效量的公式II化合物或其药学上可接受的盐。