<4-methyl-2-(phenylmethoxy)phenyl>acetonitrile | 117571-36-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: <4-methyl-2-(phenylmethoxy)phenyl>acetonitrile
• 英文别名: 2-(2-(benzyloxy)-4-methylphenyl)acetonitrile；(4-methyl-2-phenylmethoxyphenyl)acetonitrile；2-(4-methyl-2-phenylmethoxyphenyl)acetonitrile
• CAS: 117571-36-5
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: XBJPPEVRBVFEDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  393.5±32.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <4-methyl-2-(phenylmethoxy)phenyl>acetonitrile 在 palladium on activated charcoal 氢氧化钾 、 硫酸 、 三(3,6-二氧杂庚基)胺 、 氢气 、 copper(l) chloride 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 为溶剂， 反应 8.0h， 生成 (1,5-Dimethyl-9-oxo-9H-xanthen-4-yl)-acetic acid
  参考文献：
  名称：

  潜在的抗肿瘤药。61.二取代的9-氧代-9H-氧杂蒽-4-乙酸中体内结肠38活性的结构-活性关系。

  摘要：

  带有小的，亲脂性的5个取代基的9-氧代9H-氧杂蒽-4-乙酸（XAA）的类似物是迄今已报道的最强剂量化合物，具有引起小鼠植入的结肠38肿瘤出血性坏死的能力。为了进一步扩展这类化合物之间的构效关系，已经制备并评估了一系列在不同位置带有两个小的亲脂基团的XAA衍生物。特别是5，6-二取代的化合物始终显示出高水平的剂量效力和活性，这表明这是取代的9-氧代-9H-氧杂蒽-4-乙酸中的最佳构型。5,6-二甲基和5-甲基-6-甲氧基是最有效的类似物，

  DOI：

  10.1021/jm00105a034
• 作为产物：
  描述：

  4-甲基水杨酸 在 氯化亚砜 、 四丁基溴化铵 、 三溴化磷 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 8.0h， 生成 <4-methyl-2-(phenylmethoxy)phenyl>acetonitrile
  参考文献：
  名称：

  WO2020128768A5

  摘要：

  公开号：

  WO2020128768A5

文献信息

• Compounds having antitumor and antibacterial properties
  申请人：Cancer Research Campaign Technology Limited

  公开号：US05281620A1

  公开（公告）日：1994-01-25

  The novel class of xanthenone-4-acetic acids represented by the general formula (I) ##STR1## where R.sub.1 represents up to two of the groups lower alkyl, halogen, CF.sub.3, CN, NO.sub.2, NH.sub.2, CH.sub.2 COOH, OR.sub.2, OH, NHCOR.sub.2, NHSO.sub.2 R.sub.2, SR.sub.2, SO.sub.2 R.sub.2, CH.sub.2 CONHR.sub.2 or NHR.sub.2 (where R.sub.2 is lower alkyl optionally substituted with hydroxy, amino or methoxy functions), at any of the positions 1-8 which are available, R.sub.1 may also represent the substitution of an aza (--N.dbd.) group for one or two of the methine (--CH.dbd.) groups in the carbocyclic rings and two of R.sub.1 on any two available adjacent positions may also represent the grouping --CH.dbd.CH--CH.dbd.CH-- to form an additional fused benzene ring; and basic addition salts thereof, possess antitumour and antibacterial properties.

  新型黄色酮-4-乙酸类化合物的一般式(I)如下：其中R.sub.1代表最多两个以下的基团：低碳烷基、卤素、三氟甲基、氰基、硝基、氨基、甲基羧基、OR.sub.2、羟基、NHCOR.sub.2、NHSO.sub.2 R.sub.2、SR.sub.2、SO.sub.2 R.sub.2、CH.sub.2 CONHR.sub.2或NHR.sub.2（其中R.sub.2是低碳烷基，可选择地被羟基、氨基或甲氧基取代），在可用的1-8位置中的任何位置，R.sub.1也可以代表在碳环中的一个或两个亚甲基（--CH.dbd.）基团被一个氮杂基(--N.dbd.)取代，而且在任意两个相邻位置上的两个R.sub.1也可以代表--CH.dbd.CH--CH.dbd.CH--的基团，形成一个额外的融合苯环；以及其碱性加盐，具有抗肿瘤和抗菌特性。
• Potential antitumor agents. 58. Synthesis and structure-activity relationships of substituted xanthenone-4-acetic acids active against the colon 38 tumor in vivo
  作者：Gordon W. Rewcastle、Graham J. Atwell、Bruce C. Baguley、Stephen B. Calveley、William A. Denny

  DOI：10.1021/jm00124a012

  日期：1989.4

  In a search for compounds related to flavoneacetic acid with activity against solid tumors, a series of methyl-, methoxy-, chloro-, nitro-, and hydroxy-substituted xanthenone-4-acetic acids have been synthesized and evaluated against subcutaneously implanted colon adenocarcinoma 38 in vivo, using a short-term histology assay as a primary screening system. A major goal of this work was to identify compounds with similar profiles of activity to that of flavoneacetic acid but of higher potency. The level of activity of the compounds appeared to depend more on the nature of the substituent than its positioning, in the order Cl greater than Me, OMe greater than NO2, OH. However, the potency of the compounds was related much more to the position rather than the nature of the substitution, with 5-substituted compounds being clearly the most dose potent. 5-Methylxanthenone-4-acetic acid has a similar level of activity to that of flavoneacetic acid in the test systems employed but is more than 7-fold as dose potent.
• Compounds having antitumour and antibacterial properties
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0278176B1

  公开（公告）日：1994-03-09
• REWCASTLE, GORDON W.;ATWELL, GRAHAM J.;BAGULEY, BRUCE C.;CALVELEY, STEPHE+, J. MED. CHEM., 32,(1989) N, C. 793-799
  作者：REWCASTLE, GORDON W.、ATWELL, GRAHAM J.、BAGULEY, BRUCE C.、CALVELEY, STEPHE+

  DOI：——

  日期：——
• N-(PYRIDIN-2-YLSULFONYL)CYCLOPROPANECARBOXAMIDE DERIVATIVES AND THEIR USE IN THE TREATMENT OF A CFTR MEDIATED DISEASE
  申请人：Novartis AG

  公开号：EP3897832A1

  公开（公告）日：2021-10-27