N-(benzo[d][1,3]dioxol-5-ylmethyl)-2-methylbenzamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(benzo[d][1,3]dioxol-5-ylmethyl)-2-methylbenzamide
• 英文别名: N-(3,4-methylenedioxy)benzyl-2-methyl benzamide；N-(1,3-benzodioxol-5-ylmethyl)-2-methylbenzamide
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: ABLVFSVIMSWDEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-methylbenzoyl)-8-aminoquinoline 在 4-二甲氨基吡啶 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 24.0h， 生成 N-(benzo[d][1,3]dioxol-5-ylmethyl)-2-methylbenzamide
  参考文献：
  名称：

  通过中间N-酰基-Boc-氨基甲酸酯进行8-氨基喹啉酰胺酰胺整体转氨的两步程序

  摘要：

  在本文中，已经探索了实现8-氨基喹啉酰胺的整体转氨基的两步策略。在该方案中，首先将8-氨基喹啉酰胺用Boc 2 O和DMAP处理，以形成相应的N-酰基-Boc-氨基甲酸酯，发现它们具有足够的反应活性，可以在没有任何其他添加剂的情况下用不同的胺进行后续的氨解。试剂或催化剂。为了证明这种方法的实用性，将其应用于最新的C–H官能化文献中的多种8-氨基喹啉酰胺中，从而能够以高产率或高产率获得一系列精细的酰胺衍生物。

  DOI：

  10.1021/acs.joc.8b00174

文献信息

• Design, synthesis and the structure-activity relationship of agonists targeting on the ALDH2 catalytic tunnel
  作者：Ming-Che Cheng、Wei-Chi Lo、Yu-Wen Chang、Shoei-Sheng Lee、Chia-Chuan Chang

  DOI：10.1016/j.bioorg.2020.104166

  日期：2020.11

  molecular aldehydes, which induce severe organ damages. The development of novel Alda-1 type ALDH2 activators was mostly relied on HTS but not rational design so far. To clarify the structure–activity relationship (SAR) of the skeleton of Alda-1 analogs by synthesis of the least number of analogs, we prepared 31 Alda-1 analogs and 3 isoflavone derivatives and evaluated for their ALDH2-activating activity. Among

  ALDH2是酒精代谢过程中的关键酶，可对几种有毒的小分子醛进行解毒，从而导致严重的器官损伤。迄今为止，新型Alda-1型ALDH2激活剂的开发主要依赖于HTS，而不是合理的设计。为了通过最少数量的类似物的合成来阐明Alda-1类似物的骨架的结构活性关系（SAR），我们制备了31个Alda-1类似物和3个异黄酮衍生物，并评估了其对ALDH2的激活活性。在这些中，的ALDH2激活活性单卤素取代的（Cl和Br）ñ -piperonylbenzamides 3B和3 K，和非芳族酰胺8A-8C在20μM时比Alda-1高1.5-2.1倍。阐明了计算机辅助分子对接模型中结合亲和力与ALDH2激活活性测定之间的关系：对于Alda-1类似物，随着卤素键的形成，发现酶激活活性遵循特定的回归曲线。范围在-5 kcal / mol和-4 kcal / mol之间。对于异黄酮衍生物，B环上的碱性部分可增强活化活
• MITOCHONDRIAL ALDEHYDE DEHYDROGENASE-2 MODULATORS FOR PROTECTING, EXPANDING AND INCREASING THE POTENCY OF HEMATOPOIETIC STEM CELLS
  申请人：The Borad of Trustees of the Leland Stanford Junior University

  公开号：US20190083457A1

  公开（公告）日：2019-03-21

  The present disclosure provides methods of protecting and expanding hematopoietic cells. The present disclosure also provides methods of increasing the potency of hematopoietic cells. Aspects of the methods include contacting a starting population of hematopoietic cells with a therapeutically effective amount of at least one ALDH2 agonist. Aspects include in vivo, in vitro and ex vivo methods of protecting, expanding and increasing the potency of hematopoietic cells. Aspects of the methods include treating an individual who is undergoing chemotherapy or radiation treatment for cancer, has been exposed to damaging toxins, has a genetic disease that leads to HSC damage, bone marrow failure, an autoimmune disease, or development of hematologic malignancies. Aspects of the methods also include treating a healthy individual who is a stem cell transplant donor.
• A Two-Step Procedure for the Overall Transamidation of 8-Aminoquinoline Amides Proceeding via the Intermediate <i>N</i>-Acyl-Boc-Carbamates
  作者：Oscar Verho、Monireh Pourghasemi Lati、Michael Oschmann

  DOI：10.1021/acs.joc.8b00174

  日期：2018.4.20

  In this protocol, the 8-aminoquinoline amides were first treated with Boc2O and DMAP to form the corresponding N-acyl-Boc-carbamates, which were found to be sufficiently reactive to undergo subsequent aminolysis with different amines in the absence of any additional reagents or catalysts. To demonstrate the utility of this approach, it was applied on a number of 8-aminoquinoline amides from the recent

  在本文中，已经探索了实现8-氨基喹啉酰胺的整体转氨基的两步策略。在该方案中，首先将8-氨基喹啉酰胺用Boc 2 O和DMAP处理，以形成相应的N-酰基-Boc-氨基甲酸酯，发现它们具有足够的反应活性，可以在没有任何其他添加剂的情况下用不同的胺进行后续的氨解。试剂或催化剂。为了证明这种方法的实用性，将其应用于最新的C–H官能化文献中的多种8-氨基喹啉酰胺中，从而能够以高产率或高产率获得一系列精细的酰胺衍生物。