(R)-(+)-2-丁基丁二酸 4-叔丁酯 | 200866-61-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (R)-(+)-2-丁基丁二酸 4-叔丁酯
• 中文别名: (R)-(+)-2-丁基丁二酸4-叔丁酯
• 英文名称: (R)-(+)-2-butylbutanedioic acid 4-tert-butyl monoester
• 英文别名: (R)-2-(2-(tert-butoxy)-2-oxoethyl)hexanoic acid；(R)-2-butyl-succinic acid 4-tert-butyl ester；(R)-(+)-2-Butylbutanedioic acid 4-tert-butyl ester；(2R)-2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]hexanoic acid
• CAS: 200866-61-1
• 化学式: C₁₂H₂₂O₄
• 分子量: 230.304
• InChiKey: PRKYQKFRMIJBQV-SECBINFHSA-N

物化性质

• 沸点：
  330 °C
• 密度：
  1.022
• 闪点：
  116 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-(+)-2-丁基丁二酸 4-叔丁酯 在 三乙胺 、 N,N'-羰基二咪唑 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 (3R)-3-[[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]carbamoyl]heptanoic acid
  参考文献：
  名称：

  Matrix Metalloproteinase Inhibitors:  A Structure−Activity Study

  摘要：

  Modifications around the dipeptide-mimetic core of a hydroxamic acid based matrix metalloproteinase inhibitor were studied. These variations incorporated a variety of natural, unnatural, and synthetic amino acids in addition to modifications of the P1' and P3' substituents. The results of this study indicate the following structural requirements: (1) Two key hydrogen bonds must be present between the enzyme and potent substrates. (2) Potent inhibitors must possess strong zinc-binding functionalities. (3) The potential importance of the hydrophobic group at position R3 as illustrated by its ability to impart greater relative potency against stromelysin when larger hydrophobic groups are used. (4) Requirements surrounding the nature of the amino acid appear to be more restrictive for stromelysin than for neutrophil collagenase, 72 kDa gelatinase, and 92 kDa gelatinase. These requirements may involve planar fused-ring aryl systems and possibly hydrogen-bonding capabilities.

  DOI：

  10.1021/jm970494j
• 作为产物：
  描述：

  (S)-4-苄基-3-己酰-2-恶唑烷酮 在 双氧水 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.75h， 生成 (R)-(+)-2-丁基丁二酸 4-叔丁酯
  参考文献：
  名称：

  新型肌动蛋白衍生物作为HsPDF抑制剂的合成及其抗癌活性。

  摘要：

  人线粒体肽去甲酰基化酶（HsPDF）负责从新合成的线粒体蛋白的N末端甲酰基甲硫氨酸中去除甲酰基，并在维持线粒体功能中发挥重要作用。它在各种癌症中过表达，并已被提议作为一种新型治疗靶标。肌动蛋白是一种天然的拟肽HsPDF抑制剂，据报道在体外能抑制多种人类癌细胞的增殖。但是，其功效和药代动力学特性需要显着改善以达到治疗目的。为了获得作为抗癌治疗剂的HsPDF抑制剂，我们筛选了肌动蛋白衍生物的内部集合，并发现了两个具有抗增殖活性的初始产物。沿拟肽骨架的进一步优化导致包含取代的苯基部分的两个系列的化合物。它们是有效的HsPDF抑制剂，在选定的癌细胞系中表现出极大的抗增殖活性。最后，复合15m在异种移植动物模型中显着抑制了人类结肠癌的生长。

  DOI：

  10.1021/acs.jmedchem.0c00079

文献信息

• Novel Hydroxamic Acid Derivative as Peptide Deformylase Inhibitor and Manufacturing Method Thereof
  申请人：Kang Jae-Hoon

  公开号：US20080234333A1

  公开（公告）日：2008-09-25

  The present invention relates to the novel antibacterial compounds having potent antibacterial activity as inhibitors of peptide deformylase. This invention further relates to pharmaceutically acceptable salts thereof, to processes for their preparation, and to pharmaceutical compositions containing them as an active ingredient.

  本发明涉及具有强效抗菌活性的新型抗菌化合物，作为肽变形酶抑制剂。本发明还涉及其药用盐、其制备方法以及含有其作为活性成分的药物组合物。
• Synthesis and preliminary antibacterial evaluation of hydroxamic acid and N-formyl hydroxylamine derivatives bearing oxazole ring
  作者：Datong Zhang、Lingyan Huo、Laichun Lu、Qiong Yu、Jianwu Wang、Yanyan Yang

  DOI：10.1007/s00044-012-0141-8

  日期：2013.3

  Three hydroxamic acids and seven N-formyl hydroxylamine derivatives containing oxazole ring have been designed and synthesized. The structures of target compounds were characterized on the basis of spectral (FT-IR, 1H NMR, and HRMS) analysis. All the final synthesized compounds were evaluated in vitro against Staphylococcus aureus, Streptococcus pneumonia, Escherichia coli, and Pseudomonas aeruginosa

  已经设计并合成了三种异羟肟酸和七种含恶唑环的N-甲酰基羟胺衍生物。根据光谱分析（FT-IR，1 H NMR和HRMS）表征目标化合物的结构。所有最终合成的化合物在体外评估了金黄色葡萄球菌，肺炎链球菌，大肠杆菌和铜绿假单胞菌。其中，10a与参考药物环丙沙星盐酸盐相比，对大肠杆菌表现出良好的活性。
• Synthesis and preliminary antibacterial evaluation of 2-butyl succinate-based hydroxamate derivatives containing isoxazole rings
  作者：Datong Zhang、Jiong Jia、Lijuan Meng、Weiren Xu、Lida Tang、Jianwu Wang

  DOI：10.1007/s12272-010-0605-7

  日期：2010.6

  Two series of novel 2-butyl succinate-based Hydroxamate derivatives containing isoxazole rings were synthesized, characterized and evaluated for antibacterial activity. The synthesized compounds were found to exhibit weak to moderate inhibitory activity against Staphytlococcus aureu and Klebsiellar pneumonia in vitro. All the compounds synthesized were found to be more effective against Klebsiellar pneumonia compared to Staphytlococcus aureu.

  本研究合成了两个系列的新型 2-丁基丁二酸酯基含异噁唑环的羟酰胺衍生物，并对其进行了表征和抗菌活性评估。研究发现，合成的化合物在体外对金黄色葡萄球菌和克雷伯氏肺炎表现出弱到中等程度的抑制活性。与金黄色葡萄球菌相比，所有合成的化合物对克雷伯氏肺炎都更有效。
• [EN] NOVEL COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN TREATING METABOLIC DISORDERS<br/>[FR] NOUVEAUX COMPOSÉS, LEURS COMPOSITIONS PHARMACEUTIQUES ET MÉTHODES D'UTILISATION DANS LE TRAITEMENT DE TROUBLES MÉTABOLIQUES
  申请人：EUROSCREEN SA

  公开号：WO2011151434A1

  公开（公告）日：2011-12-08

  The present invention is directed to novel compounds of formula (I) and their use in treating metabolic diseases.

  本发明涉及公式（I）的新化合物及其在治疗代谢性疾病中的应用。
• PDF INHIBITORS
  申请人：Pichota Arkadius

  公开号：US20090318445A1

  公开（公告）日：2009-12-24

  The invention relates to novel compounds that are inhibitors of peptidyl deformylase (PDF). The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and uses of the compounds are also disclosed.

  本发明涉及一种新型化合物，它们是肽变形酶（PDF）的抑制剂。这些化合物可用作抗微生物和抗生素。本发明的化合物具有选择性地抑制肽变形酶而不是其他金属蛋白酶，如MMPs。还公开了化合物的制备方法和用途。