ethyl 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoate | 94122-76-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoate
• 英文别名: 2-hydroxy-5,5-dimethyl-4-oxo-2-hexenoate；ethyl 2-hydroxy-5,5-dimethyl-4-oxo-2-hexenoate；Ethyl 2-hydroxy-5,5-dimethyl-4-oxo-2-hexenoate
• CAS: 94122-76-6
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: KAIQXLGAGMBFGI-UHFFFAOYSA-N

物化性质

• 沸点：
  314.3±42.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  ethyl 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoate 在 盐酸羟胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 生成 ethyl 2-(hydroxyimino)-5,5-dimethyl-4-oxohexanoate
  参考文献：
  名称：

  高效合成 ESI-09，一种新型非环核苷酸 EPAC 拮抗剂

  摘要：

  报道了一种简洁有效的合成方法来生产新型非环核苷酸 EPAC 拮抗剂ESI-09及其新类似物。该合成的主要特点包括温和可靠的异恶唑合成子一锅法，以及氰甲基酮关键中间体的改良一锅法。该合成需要廉价的起始材料和仅三个线性步骤即可完成，总产率为 53%。

  DOI：

  10.1016/j.tetlet.2013.01.024
• 作为产物：
  描述：

  频哪酮 、 草酸二乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以92%的产率得到ethyl 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoate
  参考文献：
  名称：

  通过不对称 P(III)/P(V) 氧化还原催化合成功能化环丁烯和螺环

  摘要：

  已开发出一种对映选择性膦催化转化，用于合成手性环丁烯三酯和氟化螺环化合物。该策略涉及 P(III)/P(V) 氧化还原循环过程，通过用苯基硅烷原位还原氧化膦。这种催化方法使官能化环丁烯的对映选择性合成成为可能（24 个例子，高达 94% ee）。在将这项研究扩展到 α-酮酯茚酮底物时，发现了合成螺茚酮产物的惊人反应性。

  DOI：

  10.1002/adsc.202100664

文献信息

• PYRAZOLE INHIBITORS OF COX-2 AND SEH
  申请人：Hammock Bruce D.

  公开号：US20140038923A1

  公开（公告）日：2014-02-06

  The present invention provides compounds and compositions, e.g., a series of compounds wherein a 1,5-biarylpyrazole group is conjugated to a urea group by a non-cleavable covalent chain, that are useful as dual COX-2/sEH inhibitors. The compounds disclosed herein have activity associated with the arachidonate cascade. The activity of these compounds was demonstrated using a lipopolysaccharide (LPS) induced model of pain in the rat. The compounds of the present invention demonstrated superior anti-allodynic activity as compared to the same dose of celecoxib, i.e., a COX-2 inhibitor, also as compared to the same dose of t-AUCB, i.e., a sEH inhibitor, and also as compared to the co-administered same dose of both celecoxib and t-AUCB. The dual inhibitors of the present invention demonstrate enhanced in vivo anti-allodynic activity in a nociceptive behavioral assay. In addition, the compounds of the present invention also demonstrated to have potent anti-angiogenic effects toward endothelial cells (HUVEC) and inhibit angiogenesis in vitro, ex vivo and in vivo. The dual inhibitors of the present invention also demonstrate anti-angiogenic effect to slow breast tumor growth in vivo.

  本发明提供了化合物和组合物，例如一系列化合物，其中1,5-联苯吡唑基通过不可断裂的共价链与尿素基结合，这些化合物可用作双COX-2/sEH抑制剂。本文披露的化合物具有与花生四烯酸级联相关的活性。这些化合物的活性是使用大鼠脂多糖（LPS）诱导的疼痛模型进行证明的。与同等剂量的Celecoxib（即COX-2抑制剂）以及同等剂量的t-AUCB（即sEH抑制剂）相比，本发明的化合物表现出优越的抗痛觉过敏活性，也与同时给予的Celecoxib和t-AUCB的同等剂量相比。本发明的双重抑制剂在伤害性行为测定中显示出增强的体内抗痛觉过敏活性。此外，本发明的化合物还表现出对内皮细胞（HUVEC）具有强效的抗血管生成作用，并且在体外、体内和体内抑制血管生成。本发明的双重抑制剂还表现出抗血管生成效应，可以减缓体内乳腺肿瘤生长。
• [EN] HETEROYCLYLPHENYL-AND HETEROCYCLYLPYRIDYL-SUBSTITUTED AZOLECARBOXAMIDES AS HERBICIDES<br/>[FR] AZOLECARBOXAMIDES SUBSTITUES PAR HETEROCYCLYLPHENYLE ET HETEROCYCLYLPYRIDILE
  申请人：DU PONT

  公开号：WO2005040152A1

  公开（公告）日：2005-05-06

  Compounds of Formula (I), and their N-oxides and agriculturally suitable salts, are disclosed which are useful for controlling undesired vegetation : wherein (J) is (J-1), (J-2), (J-3), (J-4), (J-5), (J-6), (J-7), (J-8), or (J-9) ; R5 is a phenyl ring or a 5- or 6-membered heteroaromatic ring which includes at least one heteroatom selected from N, O and S, each ring optionally substituted with one or more substituents selected from R15; or R5 is a 5- or 6-membered partially unsaturated heterocyclic ring which includes at least one heteroatom selected form N, O and S, the ring connected through a nitrogen atom or an sp2 carbon atom to the remainder of Formula (I) and optionally substituted by one or more substituents selected from R16; and R1a, R1b, R2a, R2b, R3, R4, R15, R16, T, U, W, Y and Z are as defined in the disclosure.

  公式（I）的化合物及其N-氧化物和农业适用盐已被披露，可用于控制不受欢迎的植被：其中（J）为（J-1）、（J-2）、（J-3）、（J-4）、（J-5）、（J-6）、（J-7）、（J-8）或（J-9）；R5为苯环或含有N、O和S中至少一个杂原子的5-或6-成员杂芳环，每个环可以选择性地取代一个或多个R15所选取的取代基；或者R5为包含至少一个N、O和S中选取的杂原子的5-或6-成员部分不饱和杂环，该环通过氮原子或sp2碳原子连接到公式（I）的其余部分，并可以选择性地取代一个或多个R16所选取的取代基；而R1a、R1b、R2a、R2b、R3、R4、R15、R16、T、U、W、Y和Z的定义如披露中所述。
• Azolecarboxamide herbicides
  申请人：Armel Russell Gregory

  公开号：US20060069132A1

  公开（公告）日：2006-03-30

  Compounds of Formula I, and their N-oxides and agriculturally suitable salts, are disclosed which are useful for controlling undesired vegetation and R 1a , R 1b , R 1c , R 2a , R 2b , R 3 , R 4 , R 5 , T, U, W, Y and Z are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula I and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula I. Also disclosed are mixtures and compositions comprising a herbicidally effective amount of a compound of Formula Iz wherein J, R 1a , R 1b , R 1c , R 2a , R 2b , R 3 , R 4 , R 5 , T, U, W, Y and Z are as defined in the disclosure; and an effective amount of another herbicide or herbicide safener. Also disclosed is a method for selectively controlling undesired vegetation in a crop that involves contacting the locus of a crop with an effective amount of a compound of Formula Iz and a effective amount of a safener.

  公开了化学式I的化合物及其N-氧化物和适用于农业的盐，其可用于控制不良杂草，其中R1a，R1b，R1c，R2a，R2b，R3，R4，R5，T，U，W，Y和Z如披露所定义。还公开了含有化学式I的化合物的组合物以及一种控制不良杂草的方法，该方法涉及将化合物I与植物或其环境的有效量接触。还公开了混合物和组合物，包括化学式Iz的除草有效量，其中J，R1a，R1b，R1c，R2a，R2b，R3，R4，R5，T，U，W，Y和Z如披露所定义;以及另一种除草剂或除草剂安全剂的有效量。还公开了一种用于选择性控制作物中不良杂草的方法，该方法涉及将化学式Iz的有效量和安全剂的有效量与作物的部位接触。
• Analogs of 4-hydroxyisoleucine and uses thereof
  申请人：Mioskowski Charles

  公开号：US20060199853A1

  公开（公告）日：2006-09-07

  The invention relates to analogs of 4-hydroxyisoleucine, and to lactones, pharmaceutically acceptable salts, and prodrugs thereof, to processes for their preparation, and to pharmaceutical compositions comprising the same. The analogs of the invention stimulate both glucose uptake and insulin secretion, and may thus be useful for the prevention and treatment of disorders of carbohydrate or lipid metabolism, including diabetes mellitus (type 1 and type 2 diabetes), pre-diabetes, and Metabolic Syndrome.

  本发明涉及4-羟基异亮氨酸的类似物，以及其内酯、药学上可接受的盐和前药，以及其制备方法和包含它们的制药组合物。本发明的类似物可以刺激葡萄糖摄取和胰岛素分泌，因此可能有助于预防和治疗碳水化合物或脂质代谢紊乱，包括糖尿病（1型和2型糖尿病）、糖尿病前期和代谢综合征。
• Compounds and compositions for use in the prevention and treatment of obesity and related syndromes
  申请人：Chapal Nicolas

  公开号：US20060223884A1

  公开（公告）日：2006-10-05

  The invention relates to 4-hydroxyisoleucine, isomers, analogs, lactones, salts, and prodrugs thereof, to processes for their preparation, and to pharmaceutical compositions comprising the same. More particularly, the invention relates to the use of those compounds in the prevention and treatment of obesity and related syndromes.

  该发明涉及4-羟基异亮氨酸、异构体、类似物、内酯、盐及其前药的制备方法，以及包含这些化合物的药物组成物。更具体地，该发明涉及在预防和治疗肥胖症及相关综合症方面使用这些化合物的方法。