2-chloro-4-methyl-3-oxopentanoate | 98431-19-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-chloro-4-methyl-3-oxopentanoate
• 英文别名: 2-chloro-4-methyl-3-oxo-valeric acid methyl ester；2-Chlor-4-methyl-3-oxo-valeriansaeure-methylester；methyl 2-chloro-4-methyl-3-oxopentanoate
• CAS: 98431-19-7
• 化学式: C₇H₁₁ClO₃
• 分子量: 178.616
• InChiKey: ZJNVCHYVEORSJT-UHFFFAOYSA-N

物化性质

• 沸点：
  90-94 °C(Press: 11 Torr)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-4-methyl-3-oxopentanoate 在 硫酸 作用下， 反应 3.0h， 以70%的产率得到3-氯-3-甲基丁酮
  参考文献：
  名称：

  Kimpe, Norbert De; Cock, Wim De; Schamp, Niceas, Synthesis, 1987, # 2, p. 188 - 190

  摘要：

  DOI：
• 作为产物：
  描述：

  异丁酰醋酸甲酯 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以81%的产率得到2-chloro-4-methyl-3-oxopentanoate
  参考文献：
  名称：

  Kimpe, Norbert De; Cock, Wim De; Schamp, Niceas, Synthesis, 1987, # 2, p. 188 - 190

  摘要：

  DOI：

文献信息

• 1,2-Acyl group migration in the oxidative free radical reaction of 2-substituted-1,4-quinones
  作者：An.-I. Tsai、Che-Ping Chuang

  DOI：10.1016/j.tet.2008.03.054

  日期：2008.5

  Oxidative free radical reactions of 2-substituted-1,4-quinone derivatives are described. Electrophilic carbon-centered radical produced by the manganese(III) acetate oxidation of α-chloro-β-ketoester undergoes efficient addition to the C–C double bond of 5,6-dimethyl-2-(methylamino)-1,4-benzoquinone, and this reaction provides a novel method for the synthesis of spirolactam 3 and indole-2,4,7-trione

  描述了2-取代的1，4-醌衍生物的氧化自由基反应。α-氯-β-酮酸酯的乙酸锰（III）氧化产生的亲电子碳中心自由基经过有效地添加到5,6-二甲基-2-（甲基氨基）-1,4-苯醌的CC双键中，该反应为螺内酰胺3和吲哚2,4,7-三酮4的合成提供了一种新方法。根据α-氯-β-酮酸酯上取代基的迁移能力，它显示出高的化学选择性。亚胺基可以由β-烯氨基羰基化合物与Mn（III）或Ce（IV）盐氧化而生成。用2-羟基-1,4-萘醌可有效地由β-烯氨基羰基化合物制备螺内酰胺6。TBACN / CHCl 3是形成6的最有效反应条件 。
• Design, Synthesis, and Biological Evaluation of Thiazoles Targeting Flavivirus Envelope Proteins
  作者：Abdelrahman S. Mayhoub、Mansoora Khaliq、Richard J. Kuhn、Mark Cushman

  DOI：10.1021/jm1013538

  日期：2011.3.24

  A series of third-generation analogues of methyl 4-(dibromomethyl)-2-(4-chlorophenyl)thiazole-5-carboxylate (1), which had the most potent antiviral activity among the first- and second-generation compounds, have been synthesized and tested against yellow fever virus using a cell-based assay. The compounds were designed with the objectives of improving metabolic stability, therapeutic index, and antiviral potency. The biological effects of C4 and C5 substitution were examined. The methylthio ester and the dihydroxpropylamide analogues had the best antiviral potencies and improved therapeutic indices and metabolic stabilities relative to the parent compound 1.
• The Association Between Glutathione S-Transferase P1 Genotype and Plasma Level in Head and Neck Cancer
  作者：Willem P. A. Kelders、Michael B. Oude Ophuis、Hennie M. J. Roelofs、Wilbert H. M. Peters、Johannes J. Manni

  DOI：10.1097/00005537-200203000-00011

  日期：2002.3

  AbstractObjectives/Hypothesis Glutathione S‐transferase P1‐1 (GSTP1‐1) is an important enzyme because it plays a major role in many detoxification reactions, including tobacco‐related metabolic products. GSTP1‐1 is the most abundant of all glutathione S‐transferase (GST) enzymes in normal human head and neck epithelium, whereas it is overexpressed in head and neck malignancies. At least three different GSTP1 genotypes exist, AA, AB, and BB, which have been correlated with reduced enzyme activity. Many authors have studied the GSTP1 genotypes in relation to the risk for human head and neck squamous cell carcinoma (HNSCC). A correlation between GSTP1‐1 genotype and GSTP1‐1 plasma levels has not been made before. We investigated the correlation between GSTP1 genotype and GSTP1‐1 plasma levels.Study Design To evaluate the possible association between the genetic polymorphisms in GSTP1 and the phenotypic expression (GSTP1‐1 plasma levels) in patients with HNSCC.Methods GSTP1 genotype and GSTP1‐1 plasma level were established in 87 patients with HNSCC and 51 patients with benign head and neck lesions who served as control subjects.Results For all GSTP1 genotypes (AA, AB, and BB) in patients with HNSCC, the mean plasma GSTP1‐1 values were significantly higher compared with the control subjects. There was no significant difference in the plasma GSTP1‐1 levels between the different genotypes in patients with HNSCC.Conclusion There is no association between GSTP1 genotype and GSTP1‐1 plasma levels in patients with head and neck cancer.
• ——
  作者：NAKAYAMA NORITAKA、 KAVAKATSU CATOPY、 KATO KATSUNORI、 MIYADZI KOORU

  DOI：——

  日期：——
• DE KIMPE N.; DE COCK W.; SCHAMP N., SYNTHESIS,(1987) N 2, 188-190
  作者：DE KIMPE N.、 DE COCK W.、 SCHAMP N.

  DOI：——

  日期：——