2-乙酰氨基-3-(7-氯-1H-吲哚-3-基)丙酸 | 77290-47-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-乙酰氨基-3-(7-氯-1H-吲哚-3-基)丙酸
• 英文名称: N-Acetyl-7-chlor-DL-tryptophan
• 英文别名: N-acetyl-7'-chloro-DL-tryptophan；2-acetamido-3-(7-chloro-1H-indol-3-yl)propanoic acid
• CAS: 77290-47-2
• 化学式: C₁₃H₁₃ClN₂O₃
• 分子量: 280.711
• InChiKey: KHKMVRUWPPZUMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  2-乙酰氨基-3-(7-氯-1H-吲哚-3-基)丙酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 15.0h， 以96%的产率得到7-氯色氨酸
  参考文献：
  名称：

  Pee, Karl-Heinz van; Salcher, Olga; Lingens, Franz, Liebigs Annalen der Chemie, 1981, # 2, p. 233 - 239

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Acetamino-2-(2-formylethyl)malonsaeure-dimethylester 在 盐酸 、 sodium hydroxide 、 硫酸 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 2-乙酰氨基-3-(7-氯-1H-吲哚-3-基)丙酸
  参考文献：
  名称：

  Pee, Karl-Heinz van; Salcher, Olga; Lingens, Franz, Liebigs Annalen der Chemie, 1981, # 2, p. 233 - 239

  摘要：

  DOI：

文献信息

• Inhibitors of cellular necrosis
  申请人：Cuny D. Gregory

  公开号：US20050119260A1

  公开（公告）日：2005-06-02

  The present invention relates to compounds and pharmaceutical preparations and their use in therapy for preventing or treating trauma, ischemia, stroke and degenerative diseases associated with cell death. Methods and compositions of the invention are particularly useful for treating neurological disorders associated with cellular necrosis.

  本发明涉及化合物、药物制剂及其在预防或治疗与细胞死亡相关的创伤、缺血、中风和退行性疾病中的应用的治疗。本发明的方法和组合物特别适用于治疗与细胞坏死相关的神经系统疾病。
• INHIBITORS OF CELLULAR NECROSIS
  申请人：Cuny Gregory D.

  公开号：US20120149702A1

  公开（公告）日：2012-06-14

  The present invention relates to compounds and pharmaceutical preparations and their use in therapy for preventing or treating trauma, ischemia, stroke and degenerative diseases associated with cell death. Methods and compositions of the invention are particularly useful for treating neurological disorders associated with cellular necrosis.

  本发明涉及化合物和药物制剂及其在预防或治疗与细胞死亡相关的创伤、缺血、中风和退行性疾病中的应用。本发明的方法和组合物特别适用于治疗与细胞坏死相关的神经系统疾病。
• Structure–activity relationship study of novel necroptosis inhibitors
  作者：Xin Teng、Alexei Degterev、Prakash Jagtap、Xuechao Xing、Sungwoon Choi、Régine Denu、Junying Yuan、Gregory D. Cuny

  DOI：10.1016/j.bmcl.2005.07.077

  日期：2005.11

  Necroptosis is a regulated caspase-independent cell death mechanism that results in morphological features resembling necrosis. It can be induced in a FADD-deficient variant of human Jurkat T cells treated with TNF-alpha. 5-(1H-Indol-3-ylmethyl)-2-thiohydantoins and 5-(1H-indol-3-ylmethyl)hydantoins were found to be potent necroptosis inhibitors (called necrostatins). A SAR study revealed that several positions of the indole were intolerant of substitution, while small substituents at the 7-position resulted in increased inhibitory activity. The hydantoin ring was also quite sensitive to structural modifications. A representative member of this compound class demonstrated moderate pharmacokinetic characteristics and readily entered the central nervous system upon intravenous administration. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of novel tryptoline derivatives as indoleamine 2,3-dioxygenase (IDO) inhibitors
  作者：Minoru Tanaka、Xin Li、Hidemasa Hikawa、Takafumi Suzuki、Katsuhiko Tsutsumi、Masashi Sato、Osamu Takikawa、Hideharu Suzuki、Yuusaku Yokoyama

  DOI：10.1016/j.bmc.2012.12.028

  日期：2013.3

  Indoleamine 2,3-dioxygenase (IDO) plays a significant role in several disorders such as Alzheimer's disease, age-related cataracts and tumors. A series of novel tryptoline derivatives were synthesized and evaluated for their inhibitory activity against IDO. Substituted tryptoline derivatives (11a, 11c, 11e, 12b and 12c) were demonstrated to be more potent than known inhibitor MTH-Trp. Suzuki-Miyaura cross-coupling reaction of 11a-d with phenylboronic acid proceeded in high yields. In most cases, C5 and C6 substitutions on the corresponding indole ring were well tolerated. The tryptoline derivative 11c is a promising chemical lead for the discovery of novel IDO inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.
• HYDANTOIN DERIVATIVES AS INHIBITORS OF CELLULAR NECROSIS
  申请人：THE BRIGHAM AND WOMEN'S HOSPITAL, INC.

  公开号：EP1663184A2

  公开（公告）日：2006-06-07