(E)-3-[2-(3-Phenyl-ureido)-phenyl]-acrylic acid methyl ester | 312913-57-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-[2-(3-Phenyl-ureido)-phenyl]-acrylic acid methyl ester
• 英文别名: Methyl 3-[2-(3-phenylureido)phenyl]acrylate；methyl 3-[2-(phenylcarbamoylamino)phenyl]prop-2-enoate
• CAS: 312913-57-8
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: DVLAUJWSCQCMKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-[2-(3-Phenyl-ureido)-phenyl]-acrylic acid methyl ester 在 triphenylphosphine dibromide 1:1 addition complex 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-3-(2-Phenyliminomethyleneamino-phenyl)-acrylic acid methyl ester
  参考文献：
  名称：

  T-type Ca2+ channel blockers suppress the growth of human cancer cells

  摘要：

  In order to further clarify the role of T-type Ca2+ channels in cell proliferation, we have measured the growth inhibition of human cancer cells by using our potent T-type Ca2+ channel blockers. As a result, KYS05090, a most potent T-type Ca2+ channel blocker, was found to be as potent as doxorubicin against some human cancer cells without acute toxicity. Therefore, this letter provides the biological results that T-type calcium channel is important in regulating the important cellular phenotype transition leading to cell proliferation, and thus novel T-type Ca2+ channel blocker presents new prospects for cancer treatment. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.034
• 作为产物：
  描述：

  methyl 3-(2-aminophenyl)acrylate 、 异氰酸苯酯 以 苯 为溶剂， 生成 (E)-3-[2-(3-Phenyl-ureido)-phenyl]-acrylic acid methyl ester
  参考文献：
  名称：

  T-type Ca2+ channel blockers suppress the growth of human cancer cells

  摘要：

  In order to further clarify the role of T-type Ca2+ channels in cell proliferation, we have measured the growth inhibition of human cancer cells by using our potent T-type Ca2+ channel blockers. As a result, KYS05090, a most potent T-type Ca2+ channel blocker, was found to be as potent as doxorubicin against some human cancer cells without acute toxicity. Therefore, this letter provides the biological results that T-type calcium channel is important in regulating the important cellular phenotype transition leading to cell proliferation, and thus novel T-type Ca2+ channel blocker presents new prospects for cancer treatment. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.034

文献信息

• A bifunctional iminophosphorane squaramide catalyzed enantioselective synthesis of hydroquinazolines <i>via</i> intramolecular aza-Michael reaction to α,β-unsaturated esters
  作者：Guanglong Su、Connor J. Thomson、Ken Yamazaki、Daniel Rozsar、Kirsten E. Christensen、Trevor A. Hamlin、Darren J. Dixon

  DOI：10.1039/d1sc00856k

  日期：——

  An efficient synthesis of enantioenriched hydroquinazoline cores via a novel bifunctional iminophosphorane squaramide catalyzed intramolecular aza-Michael reaction of urea-linked α,β-unsaturated esters is described. The methodology exhibits a high degree of functional group tolerance around the forming hydroquinazoline aryl core and wide structural variance on the nucleophilic N atom of the urea moiety

  通过高效合成对映体富集的氢喹唑啉核描述了一种新型的双功能亚氨基正膦方酰胺催化脲连接的α,β-不饱和酯的分子内氮杂-迈克尔反应。该方法在形成的氢喹唑啉芳基核心周围表现出高度的官能团耐受性，并且在脲部分的亲核 N 原子上表现出广泛的结构变化。使用芳香族和酸性较低的脂肪族脲实现了优异的产率（高达 99%）和高对映选择性（高达 97 : 3 er）。该转化的潜在工业适用性在 20 mmol 放大实验中得到证明，该实验使用 2 mol% 的调整催化剂负载量。使用密度泛函理论 (DFT) 计算以计算方式揭示了由方酰胺基序提供的对映选择性和反应性增强的起源，
• 3,4-Dihydroquinazoline derivatives as T-type calcium channel blockers and method of preparing the same
  申请人：Lee Yong Sup

  公开号：US20050197351A1

  公开（公告）日：2005-09-08

  The present invention relates to 3,4-dihydroquinazoline derivatives as T-type calcium channel blockers and a method of preparing the same. The present invention further relates to a composition comprising the same. The composition comprising the 3,4-dihydroquinazoline derivatives of the present invention can be effectively used for preventing and treating angina pectoris, high blood pressure, myocardial disease, pain and epilepsy by blocking the T-type calcium channel.

  本发明涉及作为T型钙通道阻滞剂的3,4-二氢喹唑啉衍生物及其制备方法。本发明还涉及包含该衍生物的组合物。本发明的3,4-二氢喹唑啉衍生物组成的组合物可以通过阻断T型钙通道有效地用于预防和治疗心绞痛、高血压、心肌疾病、疼痛和癫痫。
• 3,4-dihydroquinazoline derivatives as T-type calcium channel blockers and method of preparing the same
  申请人：Korea Institute of Science and Technology

  公开号：US07271260B2

  公开（公告）日：2007-09-18

  The present invention relates to 3,4-dihydroquinazoline derivatives as T-type calcium channel blockers and a method of preparing the same. The present invention further relates to a composition comprising the same. The composition comprising the 3,4-dihydroquinazoline derivatives of the present invention can be effectively used for preventing and treating angina pectoris, high blood pressure, myocardial disease, pain and epilepsy by blocking the T-type calcium channel.

  本发明涉及作为T型钙通道阻滞剂的3,4-二氢喹唑啉衍生物及其制备方法。本发明还涉及包含该衍生物的组合物。本发明中包含3,4-二氢喹唑啉衍生物的组合物可以通过阻塞T型钙通道有效地用于预防和治疗心绞痛、高血压、心肌病、疼痛和癫痫。
• Rapid and Efficient Synthesis of 2-Amino-4<i>H</i>-benzothiazines
  作者：Anitha Hari、Benjamin L. Miller

  DOI：10.1021/ol006580m

  日期：2000.11.1

  [GRAPHICS]The benzothiazine nucleus is a relatively unexplored class of compounds, from the standpoint of both synthetic chemistry and biological activity. We have developed a rapid, high yielding synthesis of benzothiazines in which a precursor aryl thiourea is prepared on solid phase, Addition of trifluoroacetic acid catalyzes a conjugate addition reaction to form the desired heterocycle and releases it from the resin.