甲基4-氨基-1-苯并噻吩-2-羧酸酯 | 330801-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 甲基4-氨基-1-苯并噻吩-2-羧酸酯
• 英文名称: methyl 4-aminobenzo[b]thiophene-2-carboxylate
• 英文别名: methyl 4-amino-1-benzothiophene-2-carboxylate
• CAS: 330801-72-4
• 化学式: C₁₀H₉NO₂S
• 分子量: 207.253
• InChiKey: VMRRNVCNYGTJPW-UHFFFAOYSA-N

物化性质

• 沸点：
  382.8±22.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基4-氨基-1-苯并噻吩-2-羧酸酯 在 lithium hydroxide monohydrate 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以168 mg的产率得到4-aminobenzo[b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  EP2926660

  摘要：

  公开号：
• 作为产物：
  描述：

  2,6-二硝基苯甲醛 在 镍 氢气 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、275.79 kPa 条件下， 生成 甲基4-氨基-1-苯并噻吩-2-羧酸酯
  参考文献：
  名称：

  4-Substituted (benzo[b]thiophene-2-carbonyl)guanidines as novel Na+/H+ exchanger isoform-1 (NHE-1) inhibitors

  摘要：

  A series of 4-substituted (benzo[b]thiophene-2-carbonyl)guanidines was synthesized and evaluated for the NHE-1 inhibitory activity and cardioprotective efficacy both in vitro and in vivo. Several analogs exhibited a strong inhibition on NHE-1, and which was generally well correlated with their cardioprotective efficacy. Especially the 4-nitro 20 and cyano 50 compounds excellently improved the cardiac function and reduced infarct size against ischemia/reperfusion injury. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.046

文献信息

• METHOD FOR PROMOTING PLANT GROWTH
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150282482A1

  公开（公告）日：2015-10-08

  The present invention provides a method for promoting plant growth, which comprises treating a plant with a compound represented by the following Formula (1): provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (8) is excluded: (1) Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (2) Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (3) Methyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (4) Methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (5) Ethyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (6) Ethyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (7) Ethyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, and (8) Ethyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate.

  本发明提供了一种促进植物生长的方法，包括用下式表示的化合物处理植物： 只要排除用与以下任一化合物相对应的化合物处理植物的促进植物生长方法：(1) 甲基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(2) 甲基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(3) 甲基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(4) 甲基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(5) 乙基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(6) 乙基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(7) 乙基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，以及(8) 乙基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯。
• Urokinase inhibitors
  申请人：Abbott Laboratories

  公开号：US06207701B1

  公开（公告）日：2001-03-27

  Compounds having formula I are inhibitors of urokinase and are useful in the treatment of diseases in which urokinase plays a role. Also disclosed are urokinase-inhibiting compositions and a method of inhibiting urokinase in a mammal.

  具有公式 I 的化合物是尿激酶的抑制剂，并且在尿激酶发挥作用的疾病治疗中有用。还公开了抑制尿激酶的组成物以及在哺乳动物中抑制尿激酶的方法。
• Benzothiophen-2-carbonylguanidine derivatives, preparation thereof, and pharmaceutical composition containing the same
  申请人：Yi Kyu Yang

  公开号：US20100004466A1

  公开（公告）日：2010-01-07

  The present invention is related to benzothiophen-2-carbonylguanidine derivatives, a preparation method thereof, and pharmaceutical compositions containing the same. The derivatives have potent inhibitory effect on the sodium/hydrogen exchanger NHE-I, improve the functional recovery of ischemia/reperfusion-induced heart injury in isolated ischemic heart models, and significantly reduce the myocardiac infarct size in in vivo ischemic animal models, thereby showing excellent cardioprotective effects. Also, the derivatives are protective of both neuronal cells and the brain as proven by their protective effects on neuronal cells from necrosis and apoptosis and by their ability to significantly reduce cerebral infarct sizes in in vivo ischemic brain models. The derivatives can be effectively used for the prevention and treatment of ischemic heart diseases such as myocardiac infarction, arrhythmia, angina pectoris and the like, and cerebrovascular diseases such as cerebral stroke and be used as cardioprotective agents to the patients undergoing reperfusion therapy including chemicals such as thrombolytic agents, or surgery such as coronary artery bypass and percutaneous transluminal coronary angioplasty.

  本发明涉及苯并噻吩-2-羧酰基胍衍生物、其制备方法以及含有其的制药组合物。这些衍生物对钠/氢交换NHE-I具有强效的抑制作用，在离体缺血心脏模型中提高了缺血/再灌注所致的心脏损伤的功能恢复，并在体内缺血动物模型中显著减少心肌梗死面积，因此表现出优异的心脏保护作用。此外，这些衍生物通过对神经元细胞的保护作用和在体内缺血脑模型中显著减少脑梗死面积的能力，也能保护神经元和大脑。这些衍生物可有效用于预防和治疗缺血性心脏疾病，如心肌梗死、心律失常、心绞痛等，以及脑血管疾病，如脑卒中，并可用作心脏保护剂，用于接受再灌注治疗的患者，包括使用溶栓剂等化学药物或手术，如冠状动脉旁路移植术和经皮冠状动脉成形术。
• From Tethered to Freestanding Stabilizers of 14‐3‐3 Protein‐Protein Interactions through Fragment Linking
  作者：Emira J. Visser、Priyadarshini Jaishankar、Eline Sijbesma、Marloes A. M. Pennings、Edmee M. F. Vandenboorn、Xavier Guillory、R. Jeffrey Neitz、John Morrow、Shubhankar Dutta、Adam R. Renslo、Luc Brunsveld、Michelle R. Arkin、Christian Ottmann

  DOI：10.1002/anie.202308004

  日期：2023.9.11

  Small‐molecule stabilization of protein‐protein interactions (PPIs) is a promising strategy in chemical biology and drug discovery. However, the systematic discovery of PPI stabilizers remains a largely unmet challenge. Herein we report a fragment‐linking approach targeting the interface of 14‐3‐3 and a peptide derived from the estrogen receptor alpha (ERα) protein. Two classes of fragments—a covalent and a noncovalent fragment—were co‐crystallized and subsequently linked, resulting in a noncovalent hybrid molecule in which the original fragment interactions were largely conserved. Supported by 20 crystal structures, this initial hybrid molecule was further optimized, resulting in selective, 25‐fold stabilization of the 14‐3‐3/ERα interaction. The high‐resolution structures of both the single fragments, their co‐crystal structures and those of the linked fragments document a feasible strategy to develop orthosteric PPI stabilizers by linking to an initial tethered fragment.

  摘要稳定蛋白质-蛋白质相互作用（PPIs）的小分子是化学生物学和药物发现中一种前景广阔的策略。然而，系统性地发现 PPI 稳定剂在很大程度上仍是一个尚未解决的难题。在此，我们报告了一种针对 14-3-3 和来自雌激素受体α（ERα）蛋白的多肽界面的片段连接方法。我们对两类片段--共价片段和非共价片段--进行了共晶体化，随后将它们连接起来，形成了一种非共价混合分子，其中原始片段的相互作用在很大程度上保持不变。在 20 个晶体结构的支持下，对这一初始杂交分子进行了进一步优化，使 14-3-3/ERα 相互作用选择性地稳定了 25 倍。单个片段的高分辨率结构、它们的共晶体结构以及连接片段的高分辨率结构证明，通过与初始系链片段连接来开发正交 PPI 稳定剂是一种可行的策略。
• EP1831192A4
  申请人：——

  公开号：EP1831192A4

  公开（公告）日：2009-08-19