2-氧代-3-(2-萘基)丙酸 | 111726-64-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-氧代-3-(2-萘基)丙酸
• 英文名称: 2-oxo-3-(2-naphthalenyl)propionic acid
• 英文别名: 3-(naphthalene-2-yl)-2-oxopropanoic acid；3-(2-naphthyl)pyruvic acid；Naphthyl-(2)-brenztraubensaeure；[2]naphthyl-pyruvic acid；α-Oxo-β-(naphthyl-(2))-propionsaeure；2-Oxo-3-(naphthyl-(2))-propionsaeure；β-Naphthylbrenztraubensaeure；[2]Naphthyl-brenztraubensaeure；3-(Naphthalen-2-yl)-2-oxopropanoic acid；3-naphthalen-2-yl-2-oxopropanoic acid
• CAS: 111726-64-8
• 化学式: C₁₃H₁₀O₃
• mdl: MFCD00969473
• 分子量: 214.221
• InChiKey: GTZXBCWKXWCNNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  2-氧代-3-(2-萘基)丙酸 在 盐酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 3-(4-hydroxy-3-naphthalen-2-yl-5-oxo-2H-furan-2-yl)propanoic acid
  参考文献：
  名称：

  Synthesis and aldose reductase-inhibitory activities of structural analogues of WF-3681, a novel aldose reductase inhibitor.

  摘要：

  合成了多种WF-3681（1a）的类似物，这是一种新型的醛糖还原酶抑制剂，并对其醛糖还原酶抑制活性进行了研究。结果发现，羧酸基团是必要的，侧链长度对活性也很重要。此外，苯环和烯醇醚基团的脂溶性对提高活性具有重要意义。

  DOI：

  10.1248/cpb.36.1404
• 作为产物：
  描述：

  (Z)-2-methyl-4-(naphthalen-2-ylmethylene)oxazol-5(4H)-one 在 盐酸 、 sodium hydroxide 作用下， 生成 2-氧代-3-(2-萘基)丙酸
  参考文献：
  名称：

  Potent, Selective Tetrahydro-β-carboline Antagonists of the Serotonin 2B (5HT_2B) Contractile Receptor in the Rat Stomach Fundus

  摘要：

  A series of potent, selective 5HT(2B) receptor antagonists has been identified based upon yohimbine, with SAR studies resulting in a 1000-fold increase in 5HT(2B) receptor affinity relative to the starting structure (-log K(B)s > 10.0 have been obtained). These high-affinity tetrahydro-beta-carboline antagonists are able to discriminate among the 5HT(2) family of serotonin receptors, with members of the series showing selectivities of more than 100-fold versus both the 5HT(2A) and 5HT(2C) receptors based upon radioligand binding and functional assays. As the first compounds reported with such selectivity and enhanced receptor affinity, these tetrahydro-beta-carboline antagonists are useful tools for elucidating the role of serotonin acting at the 5HT(2B) receptor in normal and disease physiology.

  DOI：

  10.1021/jm960062t

文献信息

• ANTHELMINTIC COMPOUNDS AND COMPOSITIONS AND METHOD OF USING THEREOF
  申请人：Meng Charles Q.

  公开号：US20140142114A1

  公开（公告）日：2014-05-22

  The present invention relates to novel anthelmintic compounds of formula (I) below: wherein Y and Z are independently a bicyclic carbocyclic or a bicyclic heterocyclic group, or one of Y or Z is a bicyclic carbocyclic or a bicyclic heterocyclic group and the other of Y or Z is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl, and variables X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 are as defined herein. The invention also provides for veterinary compositions comprising the anthelmintic compounds of the invention, and their uses for the treatment and prevention of parasitic infections in animals.

  本发明涉及以下式（I）的新型驱虫化合物： 其中 Y和Z分别是双环碳环或双环杂环基团，或者Y或Z中的一个是双环碳环或双环杂环基团，另一个是烷基，烯基，炔基，环烷基，苯基，杂环基或杂芳基，以及变量X 1 ，X 2 ，X 3 ，X 4 ，X 5 ，X 6 ，X 7 和X 8 如本文所定义。本发明还提供了包含本发明的驱虫化合物的兽药组合物，以及它们用于治疗和预防动物寄生虫感染的用途。
• Enzymatic Conversion of Unnatural Amino Acids by YeastD-Amino Acid Oxidase
  作者：Antonio Caligiuri、Paola D'Arrigo、Elena Rosini、Davide Tessaro、Gianluca Molla、Stefano Servi、Loredano Pollegioni

  DOI：10.1002/adsc.200606188

  日期：2006.10

  by a rational approach. With this D-amino acid oxidase variant the complete resolution of all the unnatural amino acids tested was obtained: in this case, the bioconversion requires a shorter time and a lower amount of biocatalyst compared to the wild-type enzyme. The simultaneous production of the corresponding α-keto acid, a possible precursor of the amino acid in the L-form, improves the significance

  非天然氨基酸，特别是合成的α-氨基酸，正在成为现代药物发现研究的关键工具。特别地，该申请需要对映体纯的异构体。在这项工作中，我们报告了利用酵母Rhodotorula gracilis的天然酶D-氨基酸氧化酶解析氨基酸d，1-萘基丙氨酸和d，1-萘基甘氨酸的外消旋混合物的方法。。使用通过合理方法设计的单点突变酶可以显着提高生物转化率。使用这种D-氨基酸氧化酶变体，可以完全分离出所有测试的非天然氨基酸：在这种情况下，与野生型酶相比，生物转化需要更短的时间和更少的生物催化剂。同时生产相应的α-酮酸（一种可能的L型氨基酸前体）提高了该方法的重要性。
• Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines
  作者：Xiaoyu Lan、Chuangan Tao、Xuliang Liu、Aina Zhang、Baoguo Zhao

  DOI：10.1021/acs.orglett.6b01714

  日期：2016.8.5

  novel chiral pyridoxamines 3a–g containing a side chain has been developed. The pyridoxamines displayed catalytic activity and promising enantioselectivity in biomimetic asymmetric transamination of α-keto acids, to give various α-amino acids in 47–90% yields with up to 87% ee’s under very mild conditions. An interesting effect of the side chain on enantioselectivity was observed in the reaction.

  已开发出一种新型的含有侧链的新型手性吡ido胺3a – g。吡ido胺在α-酮酸的仿生不对称转氨反应中显示出催化活性和有前途的对映选择性，在非常温和的条件下，以47-90％的产率提供了高达87％ee的各种α-氨基酸。在反应中观察到侧链对对映选择性的有趣作用。
• D-amino acid dehydrogenase and method of making D-amino acids
  申请人：Rozzell J. David

  公开号：US20080182972A1

  公开（公告）日：2008-07-31

  Polypeptides capable of catalyzing the reductive amination of a 2-ketoacid to its corresponding D-amino acid are provided. The polypeptides can be prepared by mutagenesis of, e.g., a diaminopimelate dehydrogenase. Also provided is a method of making a D-amino acid using a catalytically active polypeptide, wherein a 2-ketoacid is allowed to contact the polypeptide in the presence of a nicotinamide cofactor and ammonia or an ammonia source.

  提供了能够催化将2-酮酸还原氨基化为相应的D-氨基酸的多肽。这些多肽可以通过对二氨基戊二酸脱氢酶等进行突变来制备。还提供了一种使用具有催化活性的多肽制备D-氨基酸的方法，其中在存在烟酰胺辅因子和氨或氨源的情况下，允许2-酮酸与多肽接触。
• Method for chemical transformation using a mutated enzyme
  申请人：Rozzell David J.

  公开号：US20080076162A1

  公开（公告）日：2008-03-27

  Methods for chemically transforming compounds using a mutated enzyme are provided, and more particularly a method for the production of an amino acid from a target 2-ketoacid, the production of an amine from a target ketone and the production of an alcohol from a target ketone. The methods comprise creating a mutated enzyme that catalyzes the reductive amination or transamination of the target 2-ketoacid or ketone or the reduction of the ketone and providing the mutated enzyme in a reaction mixture comprising the target 2-ketoacid or ketone under conditions sufficient to permit the formation of the desired amino acid, amine or alcohol to thereby produce the amino acid, amine or alcohol.

  提供了一种利用突变酶化学转化化合物的方法，特别是一种从目标2-酮酸生产氨基酸的方法，从目标酮生产胺的方法和从目标酮生产醇的方法。这些方法包括创建一个催化目标2-酮酸或酮的还原胺化或转氨化或酮还原的突变酶，并在包含目标2-酮酸或酮的反应混合物中提供突变酶，在足够的条件下促使所需的氨基酸，胺或醇的形成，从而生产氨基酸，胺或醇。