(4-氯-2-硝基-苯基)-丙酮酸 | 71300-08-8

• 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: (4-氯-2-硝基-苯基)-丙酮酸
• 英文名称: (4-Chlor-2-nitro-phenyl)-brenztraubensaeure
• 英文别名: 3-(4-Chloro-2-nitrophenyl)-2-oxopropanoic acid
• CAS: 71300-08-8
• 化学式: C₉H₆ClNO₅
• 分子量: 243.603
• InChiKey: MBAVOKORVLXJML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-氯-2-硝基-苯基)-丙酮酸 在 硫酸 、 氨 、 iron(II) sulfate 作用下， 以 二甲基亚砜 为溶剂， 生成 ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate
  参考文献：
  名称：

  Indoline analogs of idazoxan: potent .alpha.2-antagonists and .alpha.1-agonists

  摘要：

  The synthesis and alpha-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this alpha 2-antagonism is often accompanied by alpha 1-agonist activity. It was not possible to separate alpha 2-antagonist from alpha 1-agonist properties in this series. Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18, and 5-chloro-N-ethyl 23 derivatives, all being potent alpha 2-antagonists and alpha 1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.

  DOI：

  10.1021/jm00400a009
• 作为产物：
  描述：

  4-环丙烷羰基氨基-2-硝基苯甲酸 在 盐酸 作用下， 生成 (4-氯-2-硝基-苯基)-丙酮酸
  参考文献：
  名称：

  Indoline analogs of idazoxan: potent .alpha.2-antagonists and .alpha.1-agonists

  摘要：

  The synthesis and alpha-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this alpha 2-antagonism is often accompanied by alpha 1-agonist activity. It was not possible to separate alpha 2-antagonist from alpha 1-agonist properties in this series. Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18, and 5-chloro-N-ethyl 23 derivatives, all being potent alpha 2-antagonists and alpha 1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.

  DOI：

  10.1021/jm00400a009

文献信息

• Oxindoles as sleep-inducers
  申请人：Sandoz, Inc.

  公开号：US04160032A1

  公开（公告）日：1979-07-03

  Sleep inducers of the formula: ##STR1## wherein R is hydrogen or halo of atomic weight of from 18 to 36, R' is hydrogen, halo or CF.sub.3 and R.degree. is hydrogen or lower alkyl. Preparation by cyclizing a 2-nitro-phenylacetic acid is also disclosed.

  该配方的催眠剂为：##STR1## 其中R为氢或原子量为18至36的卤素，R'为氢、卤素或CF.sub.3，R.degree.为氢或较低的烷基。还公开了通过环化2-硝基苯乙酸来制备的方法。
• Synthesis of Indole-3-acetic Acids and 2-Carboxyindole-3-acetic Acids with Substituents in the Benzene Ring¹
  作者：Sidney W. Fox、Milon W. Bullock

  DOI：10.1021/ja01150a095

  日期：1951.6
• Different sensitivities to competitive inhibition of benzodiazepine receptor binding of11C-iomazenil and11C-flumazenil in rhesus monkey brain
  作者：Osamu Inoue、Rie Hosoi、Kaoru Kobayashi、Takashi Itoh、Antony Gee、Kazutoshi Suzuki

  DOI：10.1007/bf02988604

  日期：2001.4

  The in vivo binding kinetics of C-11-iomazenil were compared with those of C-11-flumazenil binding in rhesus monkey brain. The monkey was anesthetized with ketamine and intravenously injected with either C-11-iomazenil or C-11-flumazenil in combination with the coadministration of different doses of non-radioactive flumazenil (0, 5 and 20 mug/kg). The regional distribution of C-11-iomazenil in the brain was similar to that of C-11-flumazenil. but the sensitivity of C-11-iomazenil binding to competitive inhibition by non-radioactive flumazenil was much less than that of C-11-flumazenil binding. A significant reduction in C-11-flumazenil binding in the cerebral cortex was observed with 20 mug/kg of flumazenil, whereas a relatively smaller inhibition of C-11-iomazenil binding in the same region was observed with the same dose of flumazenil. These results suggest that C-11-flumazenil may be a superior radiotracer for estimating benzodiazepine receptor occupancy in the intact brain.
• Experiments on the synthesis of Bz-substituted indoles and tryptophans. Part III. The synthesis of the four Bz-chloro-indoles and -tryptophans
  作者：H. N. Rydon、J. C. Tweddle

  DOI：10.1039/jr9550003499

  日期：——
• Synthesis of Some 5- and 6-Chloro, 5-Methyl, and 5,6,7-Trimethyl Derivatives of Tryptamine
  作者：F. BENINGTON、R. D. MORIN、L. C. CLARK

  DOI：10.1021/jo01079a020

  日期：1960.9