methyl 3-acetyl-4-oxo-4-phenylbutanoate | 213026-09-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-acetyl-4-oxo-4-phenylbutanoate
• 英文别名: methyl 3-aceto-4-oxo-4-phenylbutanoate；methyl 4-oxo-3-(phenylcarbonyl)pentanoate；methyl 3-benzoyl-4-oxopentanoate
• CAS: 213026-09-6
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: BTVSGCGALCBDPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-acetyl-4-oxo-4-phenylbutanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 2-(3-Methyl-1,5-diphenyl-1H-pyrazol-4-yl)-ethanol
  参考文献：
  名称：

  Novel 1,5-Diphenylpyrazole Nonnucleoside HIV-1 Reverse Transcriptase Inhibitors with Enhanced Activity versus the Delavirdine-Resistant P236L Mutant:  Lead Identification and SAR of 3- and 4-Substituted Derivatives

  摘要：

  Through computationally directed broad screening, a novel 1,5-diphenylpyrazole (DPP) class of HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) has been discovered. Compound 2 (PNU-32945) was found to have good activity versus wild-type (IC50 = 2.3 mu M) and delavirdine-resistant P236L (IC50 = 1.1 mu M) reverse transcriptase IRT). Also, PNU-32945 has an ED50 for inhibition of viral replication in cell cultures of 0.1 mu M and was shown to be noncytotoxic with a CC50 > 10 mu M. Structure-activity relationship studies on the 3- and 4-positions of PNU-32945 led to interesting selectivity and activity within the class. In particular, the 3-hydroxyethyl-4-ethyl congener 29 is a potent inhibitor of the P236L mutant (IC50 = 0.65 mu M), whereas it is essentially inactive versus the wild-type enzyme (IC50 > 50 mu M). Furthermore, this compound was significantly more active versus the P236L mutant than delavirdine. The synthesis and RT inhibitory activity of various 3- and 4-substituted analogues are discussed.

  DOI：

  10.1021/jm990383f
• 作为产物：
  描述：

  溴乙酸甲酯 、 1-苯基-1,3-丁二酮 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以82%的产率得到methyl 3-acetyl-4-oxo-4-phenylbutanoate
  参考文献：
  名称：

  Novel 1,5-Diphenylpyrazole Nonnucleoside HIV-1 Reverse Transcriptase Inhibitors with Enhanced Activity versus the Delavirdine-Resistant P236L Mutant:  Lead Identification and SAR of 3- and 4-Substituted Derivatives

  摘要：

  Through computationally directed broad screening, a novel 1,5-diphenylpyrazole (DPP) class of HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) has been discovered. Compound 2 (PNU-32945) was found to have good activity versus wild-type (IC50 = 2.3 mu M) and delavirdine-resistant P236L (IC50 = 1.1 mu M) reverse transcriptase IRT). Also, PNU-32945 has an ED50 for inhibition of viral replication in cell cultures of 0.1 mu M and was shown to be noncytotoxic with a CC50 > 10 mu M. Structure-activity relationship studies on the 3- and 4-positions of PNU-32945 led to interesting selectivity and activity within the class. In particular, the 3-hydroxyethyl-4-ethyl congener 29 is a potent inhibitor of the P236L mutant (IC50 = 0.65 mu M), whereas it is essentially inactive versus the wild-type enzyme (IC50 > 50 mu M). Furthermore, this compound was significantly more active versus the P236L mutant than delavirdine. The synthesis and RT inhibitory activity of various 3- and 4-substituted analogues are discussed.

  DOI：

  10.1021/jm990383f

文献信息

• SUBSTITUTED 1-(DIAZINYL)PYRAZOL-4-YLACETIC ACIDS, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS HERBICIDES AND PLANT GROWTH REGULATORS
  申请人：JAKOBI Harald

  公开号：US20100160164A1

  公开（公告）日：2010-06-24

  The invention relates to 1-(3-diazinyl)pyrazol-4-ylacetic acid derivatives of the general formula (I) and salts thereof in which Het, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and n are as defined in the specification. The compounds (I) and their salts are suitable as herbicides and plant growth regulators, in particular as herbicides for the selctive control of harmful plants in crops of useful plants, and can be prepared by processes as described in the specification.

  这项发明涉及一般式(I)的1-(3-二嗪基)吡唑-4-基乙酸衍生物及其盐，其中Het、R1、R2、R3、R4、R5、R6和n如规范中所定义。化合物(I)及其盐适用作除草剂和植物生长调节剂，特别是作为对有用植物作物中有害植物的选择性控制除草剂，并可通过规范中描述的方法制备。
• Substituted 1-(3-pyridinyl)pyrazol-4-ylacetic Acids, Processes for Their Preparation and Their Use as Herbicides and Plant Growth Regulators
  申请人：JAKOBI Harald

  公开号：US20090036310A1

  公开（公告）日：2009-02-05

  The invention relates to the use of compounds of the formula (I) or salts thereof in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and n are as defined in claim 1 as herbicides and plant growth regulators. The invention also relates to novel compounds of the formula (I) and salts thereof (see claim 5 ).

  该发明涉及将式(I)化合物或其盐用作除草剂和植物生长调节剂，其中R1、R2、R3、R4、R5、R6和n如权利要求1中所定义。该发明还涉及式(I)的新化合物及其盐（见权利要求5）。
• Tandem reaction of 1,2-allenic ketone with α-halo ketone or α-halo ester in water: an efficient and sustainable synthesis of 1,3,4′-tricarbonyl compounds
  作者：Xuesen Fan、Yan He、Liangyan Cui、Xinying Zhang、Jianji Wang

  DOI：10.1039/c1gc15707h

  日期：——

  difficult to obtain 1,3,4′-tricarbonyl compounds through a water mediated, TBAF·3H2O promoted unprecedented tandem reaction of 1,2-allenic ketone with α-halo ketone or α-halo ester has been developed. Remarkably enhanced reactivity and improved chemoselectivity by using water as the reaction medium was observed. The 1,3,4′-tricarbonyl compounds facilitate further versatile transformations, which underscores

  通过水介导的TBAF·3H 2 O有效高效地合成原本难以获得的1,3,4'-三羰基化合物，促进了1,2-烯酮与α-卤代的空前串联反应酮 或α-halo 酯已经被开发出来。通过使用，显着增强了反应性并改善了化学选择性水观察到反应介质。1,3,4'-三羰基化合物促进了进一步的通用转化，这突显了这些产物作为合成中间体的重要性。
• Substituted 1-(diazinyl)pyrazol-4-ylacetic acids, processes for their preparation and their use as herbicides and plant growth regulators
  申请人：Bayer Cropscience AG

  公开号：US08298994B2

  公开（公告）日：2012-10-30

  The invention relates to 1-(3-diazinyl)pyrazol-4-ylacetic acid derivatives of the general formula (I) and salts thereof in which Het, R1, R2, R3, R4, R5, R6 and n are as defined in the specification. The compounds (I) and their salts are suitable as herbicides and plant growth regulators, in particular as herbicides for the selective control of harmful plants in crops of useful plants, and can be prepared by processes as described in the specification.

  本发明涉及一般式(I)及其盐的1-(3-吡唑啉基)吡唑-4-乙酸衍生物，其中Het，R1，R2，R3，R4，R5，R6和n如规范中所定义。化合物(I)及其盐适用于除草剂和植物生长调节剂，特别是作为除草剂用于有用植物作物中有害植物的选择性控制，并且可以通过规范中所述的方法制备。
• Substituted 1-(3-pyridinyl)pyrazol-4-ylacetic acids, processes for their preparation and their use as herbicides and plant growth regulators
  申请人：Bayer CropScience AG

  公开号：US08252723B2

  公开（公告）日：2012-08-28

  The invention relates to the use of compounds of the formula (I) or salts thereof in which R1, R2, R3, R4, R5, R6 and n are as defined in claim 1 as herbicides and plant growth regulators. The invention also relates to novel compounds of the formula (I) and salts thereof (see claim 5).

  本发明涉及使用式(I)化合物或其盐作为除草剂和植物生长调节剂，其中R1、R2、R3、R4、R5、R6和n如权利要求1所定义。本发明还涉及式(I)的新化合物及其盐（参见权利要求5）。