4-(4-hydroxy-2-methyl-phenyl)-4-oxo-butyric acid | 319494-43-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-hydroxy-2-methyl-phenyl)-4-oxo-butyric acid
• 英文别名: 4-(4-Hydroxy-2-methyl-phenyl)-4-oxo-buttersaeure；4-(4-Hydroxy-2-methylphenyl)-4-oxobutanoic acid
• CAS: 319494-43-4
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: KRGPSGGDYNPYQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-hydroxy-2-methyl-phenyl)-4-oxo-butyric acid 、 4-甲磺酰基苯肼盐酸盐 以 乙醇 为溶剂， 以39%的产率得到6-(4-hydroxy-2-methyl-phenyl)-2-(p-(methanesulfonyl)phenyl)-4,5-dihydropyridazi-3(2H)-one
  参考文献：
  名称：

  Synthesis, antiproliferative and anti-inflammatory activities of some novel 6-aryl-2-(p-(methanesulfonyl)phenyl)-4,5-dihydropyridazi-3(2H)-ones

  摘要：

  Sixteen new 6-aryl-2-(p-(methanesulfonyl)phenyl)-4,5-dihydropyridazi-3(2H)-ones (2a-p) were synthesized and tested for in vitro anticancer and in vivo anti-inflammatory activities. Eleven (2b, 2d, 2e-j and 2m-p) of the obtained compounds were screened for their antiproliferative activity towards 60 human cancer cell lines by the National Cancer Institute (USA). Compound 2f showed remarkable activity with GI(50) less than 1 mu M on 36 human tumor cell lines and has been referred to Biological Evaluation Committee (NCI) for advance study. Compound 2g also displayed promising antiproliferative activity against 20 different cell lines with GI(50) less than 1 mu M. Compounds 2k and 2n were found to have a comparable anti-inflammatory activity to that of standard drug etoricoxib in carrageenan-induced rat hind paw edema model at 5 h. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.050
• 作为产物：
  描述：

  4-[4-(2-hydroxy-ethoxy)-2-methyl-phenyl]-4-oxo-butyric acid 在 氢溴酸 、 溶剂黄146 作用下， 生成 4-(4-hydroxy-2-methyl-phenyl)-4-oxo-butyric acid
  参考文献：
  名称：

  Shenolikar et al., Journal of the Karnatak University, 1958, vol. 3, p. 66,70, 71.

  摘要：

  DOI：

文献信息

• Pyridizinone derivatives
  申请人：Hudkins L. Robert

  公开号：US20080027041A1

  公开（公告）日：2008-01-31

  The present invention provides compounds of formula (I*): their use as H 3 inhibitors, processes for their preparation, and pharmaceutical compositions thereof.

  本发明提供了式(I*)的化合物：它们作为H3抑制剂的用途，其制备方法以及药物组合物。
• Colouring matters of Australian Plants. III. Synthesis of 7-Methyljuglone and related compounds
  作者：RG Cooke、H Dowd

  DOI：10.1071/ch9530053

  日期：——

  The structures previously assigned to two constituents of Diospyros hebecarpa A. Cunn. are confirmed by the synthesis of 5-hydroxy-7-methyl-l,4-naphthoquinone and its conversion to 1,4-diketo-5-hydroxy-7-methyl-1,2,3,4-tetrahydronaphthalene. By an independent route 5-methoxy-7-methyl-l,4-naphthoquinone has also been prepared, and has been converted to 1,4,5-trimethoxy-7-methylnaphthalene.

  之前分配给 Diospyros hebecarpa A. Cunn. 的结构得到了证实。 5-羟基-7-甲基-l,4-萘醌并将其转化为 1,4-二酮-5-羟基-7-甲基-1,2,3,4-四氢萘。通过独立的 制备了 5-甲氧基-7-甲基-1,4-萘醌，并将其转化为 1,4,4,5-二酮 转化为 1,4,5-三甲氧基-7-甲基萘。
• Khan; Siddiqui, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 8, p. 614 - 619
  作者：Khan、Siddiqui

  DOI：——

  日期：——
• Left ventricular diastolic function abnormalities in hypopituitary patients with GH deficiency: Evidence for a subclinical cardiomyopathy
  作者：N. Özbey、A. Sezgil、H. Oflaz、B. Umman、Y. Orhan、E. Sencer、S. Molvalilar

  DOI：10.1007/bf03345081

  日期：2002.7

  The aim of this study was to evaluate cardiac performance, in particular diastolic function, in adult patients with adulthood onset GH deficiency. The study group was composed of 19 GH deficient adult hypopituitary patients with at-least 3 additional pituitary hormone deficits and 19 age, sex and BMI matched healthy controls. Mean duration of hypopituitarism was 108.6 +/- 77.0 months. None of the patients and controls presented with or had previous diagnosis of concomitant diseases that could affect cardiac function. All hormone deficiencies, except for GH, were appropriately replaced in the patients. Left ventricular function and geometry were evaluated by two-dimensional, M-mode and Doppler echocardiography. Body composition was evaluated by bioelectrical impedance analysis. Not significant differences were observed with respect to left heart dimensions and left ventricular systolic function between patients and controls. Nevertheless 2 of the left ventricular diastolic function parameters, deceleration time and isovolumetric relaxation time, were significantly prolonged in the patients compared with controls (247.88 +/- 70.65 vs 143.26 +/- 31.70 milliseconds (ms) and 122.31 +/- 18.24 vs 89.47 +/- 12.12 ms respectively, p<0.001). Duration of hypopituitarism was significantly correlated with percent body fat mass (r=0.6119, p<0.01) and percent lean body mass (r=-0.5949, p<0.01). It is concluded that in adults affected by hypopituitarism, GH deficiency predominantly impairs diastolic function while systolic function at rest is spared. This observation might indicate a preclinical stage of a cardiomyopathy.
• Raval; Bokil; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1938, vol. 7/3, p. 184,187
  作者：Raval、Bokil、Nargund

  DOI：——

  日期：——