2-(1H-benzo[d][1,2,3]triazol-1-yl)propanamide | 115054-71-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-(1H-benzo[d][1,2,3]triazol-1-yl)propanamide
• 英文别名: 2-(1H-1,2,3-Benzotriazol-1-yl)propanamide；2-(benzotriazol-1-yl)propanamide
• CAS: 115054-71-2
• 化学式: C₉H₁₀N₄O
• mdl: MFCD00971088
• 分子量: 190.205
• InChiKey: ACNUXHCSCYARSE-UHFFFAOYSA-N

物化性质

• 熔点：
  176-178 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• 沸点：
  432.1±28.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1H-benzo[d][1,2,3]triazol-1-yl)propanamide 、 反式-查耳酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以53%的产率得到3-methyl-4,6-diphenylpyridin-2(1H)-one
  参考文献：
  名称：

  Benzotriazole-Assisted Preparations of 2-(Substituted amino)pyridines and Pyrid-2-ones

  摘要：

  Base-promoted reactions of benzotriazolyl-containing acetic acid derivatives, 2-(benzotriazol-1-yl)acetonitrile (7a), 2-(benzotriazol-1-yl)acetamide (7b), and (+/-)-2-(benzotriazol-1-yl)propionamide (7c), with alpha,beta-unsaturated ketones 8 give efficient and regioselective access to previously difficult to attain 3-unsubstituted pyridine derivatives: the 2-(substituted amino)pyridines 14a-k and the 4,6-substituted pyrid-2-ones 15a-h. The pyridine rings result from tandem [3 + 3] annulations involving a Michael addition followed by cyclization.

  DOI：

  10.1021/jo970561h
• 作为产物：
  描述：

  Ethyl 2-(1H-1,2,3-benzotriazol-1-yl)propanoate 在 氨 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 150.0h， 生成 2-(1H-benzo[d][1,2,3]triazol-1-yl)propanamide
  参考文献：
  名称：

  Sparatore; La Rotonda; Caliendo, Farmaco, Edizione Scientifica, 1988, vol. 43, # 1, p. 29 - 47

  摘要：

  DOI：

文献信息

• Survivin inhibitors
  申请人：Wendt D. Michael

  公开号：US20070072833A1

  公开（公告）日：2007-03-29

  Compounds that inhibit survivin, compositions containing the compounds and methods of treating diseases in which survivin is unregulated or overexpressed are disclosed.

  抑制survivin的化合物、含有这些化合物的组合物以及治疗survivin失调或过度表达疾病的方法被揭示。
• INDAZOLE COMPOUNDS AND METHODS FOR INHIBITION OF CDC7
  申请人：Shafer Cynthia

  公开号：US20070293491A1

  公开（公告）日：2007-12-20

  New compounds capable of acting as CDC7 inhibitors are provided. The compounds are useful either alone or in combination with at least one additional therapeutic agent, in the prophylaxis or treatment of CDC7 mediated diseases, such as cancer. The compounds have the Formula (I) or (II), where the values of the variables are defined herein.

  提供了能够作为CDC7抑制剂的新化合物。这些化合物可单独使用或与至少一种其他治疗剂联合使用，用于预防或治疗CDC7介导的疾病，例如癌症。这些化合物具有公式（I）或（II），其中变量的值在此定义。
• Structure Guided Lead Generation for <i>M. tuberculosis</i> Thymidylate Kinase (Mtb TMK): Discovery of 3-Cyanopyridone and 1,6-Naphthyridin-2-one as Potent Inhibitors
  作者：Maruti Naik、Anandkumar Raichurkar、Balachandra S. Bandodkar、Begur V. Varun、Shantika Bhat、Rajesh Kalkhambkar、Kannan Murugan、Rani Menon、Jyothi Bhat、Beena Paul、Harini Iyer、Syeed Hussein、Julie A. Tucker、Martin Vogtherr、Kevin J. Embrey、Helen McMiken、Swati Prasad、Adrian Gill、Bheemarao G. Ugarkar、Janani Venkatraman、Jon Read、Manoranjan Panda

  DOI：10.1021/jm5012947

  日期：2015.1.22

  M. tuberculosis thymidylate kinase (Mtb TMK) has been shown in vitro to be an essential enzyme in DNA synthesis. In order to identify novel leads for Mtb TMK, we performed a high throughput biochemical screen and an NMR based fragment screen through which we discovered two novel classes of inhibitors, 3-cyanopyridones and 1,6-naphthyridin-2-ones, respectively. We describe three cyanopyridone subseries that arose during our hit to lead campaign, along with cocrystal structures of representatives with Mtb TMK. Structure aided optimization of the cyanopyridones led to single digit nanomolar inhibitors of Mtb TMK. Fragment based lead generation, augmented by crystal structures and the SAR from the cyanopyridones, enabled us to drive the potency of our 1,6-naphthyridin-2-one fragment hit from 500 mu M to 200 nM while simultaneously improving the ligand efficiency. Cyanopyridone derivatives containing sulfoxides and sulfones showed cellular activity against M. tuberculosis. To the best of our knowledge, these compounds are the first reports of non-thymidine-like inhibitors of Mtb TMK.
• SPARATORE, F.;LA, ROTONDA M. I.;CALIENDO, G.;NOVELLINO, E.;SILIPO, C.;VIT+, FARMACO: ED. SCI., 43,(1988) N 1, C. 29-47
  作者：SPARATORE, F.、LA, ROTONDA M. I.、CALIENDO, G.、NOVELLINO, E.、SILIPO, C.、VIT+

  DOI：——

  日期：——
• NOVEL COMPOUNDS OF REVERSE TURN MIMETICS AND THE USE THEREOF (2)
  申请人：Choongwae Pharma Corporation

  公开号：EP2212328A2

  公开（公告）日：2010-08-04