2-(2,5-二甲苯基)-2-羟基乙酸 | 5766-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2,5-二甲苯基)-2-羟基乙酸
• 中文别名: 2-(2,5-二甲基苯基)-2-羟基乙酸
• 英文名称: 2,5-Dimethyl-mandelsaeure
• 英文别名: 2-(2,5-Dimethylphenyl)-2-hydroxyacetic acid
• CAS: 5766-40-5
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: RJKPCVWDAMENNV-UHFFFAOYSA-N

物化性质

• 熔点：
  116.5-117 °C
• 沸点：
  346.5±37.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2,5-二甲苯基)-2-羟基乙酸 生成 2,5-二甲基苯甲醛
  参考文献：
  名称：

  Savariau, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1908, vol. 146, p. 298

  摘要：

  DOI：
• 作为产物：
  描述：

  Methyl-2-(2,5-dimethyl-phenyl)-2-hydroxy-3-oxo-succinat 生成 2-(2,5-二甲苯基)-2-羟基乙酸
  参考文献：
  名称：

  Nguyen Dinh An; Cerutti,E., Bulletin de la Societe Chimique de France, 1976, p. 589 - 595

  摘要：

  DOI：

文献信息

• Rearrangement of 2-(arylmethoxy)methyl-2-oxazolines via lithium azaenolates: a facile synthetic route of ortho-methylmandelic acid derivatives
  作者：Kazuyuki Kamata、Masanao Terashima

  DOI：10.1039/c39940002771

  日期：——

  2-(Arylmethoxy)methyl-2-oxazolines, on treatment with LDA in THF at low temperature, rearrange to afford products which are hydrolysed to ortho-methylmandelic acids or α-(1-methyl-2-naphthyl)glycolic acid.

  2-(芳基甲氧基)methyl-2-噁唑啉，在低温下用LDA在THF中处理，发生重排生成的产物可以水解为邻-甲基苯基乙酸或α-(1-甲基-2-萘基)乙二酸。
• Anomalies in the growth kinetics of Saccharomyces cerevisiae strains in aerobic chemostat cultures
  作者：S H de Kock、J C du Preez、S G Kilian

  DOI：10.1038/sj.jim.2900813

  日期：2000.4.1

  Aerobic glucose-limited chemostat cultivations were conducted with Saccharomyces cerevisiae strains NRRL Y132, ATCC 4126 and CBS 8066, using a complex medium. At low dilution rates all three strains utilised glucose oxidatively with high biomass yield coefficients, no ethanol production and very low steady-state residual glucose concentrations in the culture. Above a threshold dilution rate, respiro-fermentative (oxido-reductive) metabolism commenced, with simultaneous respiration and fermentation occurring, which is typical of Crabtree-positive yeasts. However, at high dilution rates the three strains responded differently. At high dilution rates S. cerevisiae CBS 8066 produced 7–8 g ethanol L−1 from 20 g glucose L−1 with concomitant low levels of residual glucose, which increased markedly only close to the wash-out dilution rate. By contrast, in the respiro-fermentative region both S. cerevisiae ATCC 4126 and NRRL Y132 produced much lower levels of ethanol (3–4 g L−1) than S. cerevisiae CBS 8066, concomitant with very high residual sugar concentrations, which was a significant deviation from Monod kinetics and appeared to be associated either with high growth rates or with a fermentative (or respiro-fermentative) metabolism. Supplementation of the cultures with inorganic or organic nutrients failed to improve ethanol production or glucose assimilation. Journal of Industrial Microbiology & Biotechnology (2000) 24, 231–236.

  使用复合培养基对 NRRL Y132、ATCC 4126 和 CBS 8066 三株酿酒酵母进行了有氧葡萄糖限制恒温培养。在低稀释率条件下，所有三种菌株都氧化利用葡萄糖，生物量产量系数高，不产生乙醇，培养物中的稳态残留葡萄糖浓度非常低。当稀释率超过临界值时，呼吸发酵（氧化还原）新陈代谢开始，呼吸和发酵同时进行，这是典型的克拉布氏阳性酵母菌。然而，在高稀释率下，三种菌株的反应不同。在高稀释率下，S. cerevisiae CBS 8066 从 20 克葡萄糖（L-1）产生 7-8 克乙醇（L-1），同时残留葡萄糖水平较低，只有在接近冲淡稀释率时才会明显增加。相比之下，在呼吸发酵区，S. cerevisiae ATCC 4126 和 NRRL Y132 产生的乙醇水平（3-4 克/升）都比 S. cerevisiae CBS 8066 低得多，同时残留糖浓度非常高，这与莫诺动力学有明显偏差，似乎与高生长速率或发酵（或呼吸发酵）新陈代谢有关。给培养物补充无机或有机营养物质都不能提高乙醇产量或葡萄糖同化。工业微生物学与生物技术杂志》（2000 年）24 期，231-236 页。
• [EN] SUBSTITUTED alpha -HYDROXY ACID CASPASE INHIBITORS AND THE USE THEREOF<br/>[FR] ACIDES alpha -HYDROXY SUBSTITUES INHIBITEURS DE CASPASES ET LEURS UTILISATIONS
  申请人：CYTOVIA INC

  公开号：WO2001016093A1

  公开（公告）日：2001-03-08

  The present invention is directed to novel substituted α-hydroxy acid thereof, represented by general Formula (I), where R1-R5, X and Z are defined herein. The present invention also relates to the discovery that compounds having Formula (I) are potent inhibitors of caspases and apoptotic cell death. Therefore, the inhibitors of this invention can retard or block cell death in a variety of clinical conditions in which the loss of cells, tissues or entire organs occurs.

  本发明涉及一种新的取代α-羟基酸及其衍生物，其通式表示为（I），其中R1-R5，X和Z的定义如本文所述。本发明还涉及到化合物具有公式（I），是半胱天冬酶和凋亡细胞死亡的有效抑制剂的发现。因此，本发明的抑制剂可以延缓或阻止在细胞、组织或整个器官丢失的多种临床情况中的细胞死亡。
• Benzodifurantrione compounds and process
  申请人：Zeneca Limited

  公开号：US05625080A1

  公开（公告）日：1997-04-29

  Benzodifurantriones of Formula (1): ##STR1## in which W is unsubstituted or substituted aryl, a process for their preparation via dioxo intermediates and processes for their conversion into benzodifuranone dyes and compounds of Formula (7): ##STR2## are provided wherein R.sup.3 is --H, --COR.sup.2, --SO.sub.2 R.sup.2 -- which R.sup.2 is alkyl, cycloalkyl, aryl or aralkyl and R.sup.4 is --COOR.sup.2, --CONRR.sup.1 in which R and R.sup.1 each independently is --H, alkyl, cycloalkyl, aryl or aralkyl; --COOH or the alkali metal, alkaline earth metal or ammonium salts thereof; or --COX.sup.2 -- which X.sup.2 is halo.

  提供式（1）中的苯并二呋喃酮：##STR1## 其中W为未取代或取代的芳基，通过二酮中间体制备它们的过程以及将它们转化为苯并二呋喃染料和式（7）中的化合物的过程：##STR2## 在其中R.sup.3为--H，--COR.sup.2，--SO.sub.2 R.sup.2--，其中R.sup.2为烷基，环烷基，芳基或芳基烷基，而R.sup.4为--COOR.sup.2，--CONRR.sup.1，其中R和R.sup.1各自独立地为--H，烷基，环烷基，芳基或芳基烷基；--COOH或其碱金属，碱土金属或铵盐；或--COX.sup.2--，其中X.sup.2为卤素。
• Benzofuranone and benzodifuranone compounds
  申请人：Zeneca Limited

  公开号：US05717112A1

  公开（公告）日：1998-02-10

  Benzodifurantriones of Formula (1): ##STR1## in which W is unsubstituted or substituted aryl, a process for their preparation via dioxo intermediates and processes for their conversion into benzodifuranone dyes and compounds of Formula (7): ##STR2## are provided wherein R.sup.3 is --H, --COR.sup.2, --SO.sub.2 R.sup.2 -- which R.sup.2 is alkyl, cycloalkyl, aryl or aralkyl and R.sup.4 is --COOR.sup.2, --CONRR.sup.1 in which R and R.sup.1 each independently is --H, alkyl, cycloalkyl, aryl or aralkyl; --COOH or the alkali metal, alkaline earth metal or ammonium salts thereof; or --COX.sup.2 -- which X.sup.2 is halo.

  提供一种公式（1）中的苯并二呋喃酮：##STR1##其中W是未取代或取代的芳基。通过二氧中间体制备它们的方法以及将它们转化为苯并二呋喃酮染料和公式（7）中的化合物的过程：##STR2##其中R.sup.3是--H，--COR.sup.2，--SO.sub.2 R.sup.2--，其中R.sup.2是烷基，环烷基，芳基或芳基烷基，而R.sup.4是--COOR.sup.2，--CONRR.sup.1，其中R和R.sup.1各自独立地是--H，烷基，环烷基，芳基或芳基烷基；--COOH或其碱金属，碱土金属或铵盐；或--COX.sup.2--，其中X.sup.2是卤素。