1-[4-(3,4-Dimethylbenzoyl)piperidin-1-yl]ethan-1-one | 64671-13-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-(3,4-Dimethylbenzoyl)piperidin-1-yl]ethan-1-one
• 英文别名: 1-[4-(3,4-dimethylbenzoyl)piperidin-1-yl]ethanone
• CAS: 64671-13-2
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: HDJWXHJXCUXKLU-UHFFFAOYSA-N

物化性质

• 沸点：
  442.9±45.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[4-(3,4-Dimethylbenzoyl)piperidin-1-yl]ethan-1-one 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 4-(3,4-Dimethylbenzoyl)piperidine hydrochloride
  参考文献：
  名称：

  Discovery of the disubstituted oxazole analogues as a novel class anti-tuberculotic agents against MDR- and XDR-MTB

  摘要：

  A high-throughput screening effort on 45,000 compounds resulted in the discovery of a disubstituted oxazole as a new structural class inhibitor of Mycobacterium tuberculosis (Mtb). In order to improve the activity and investigate the SAR of this scaffold, a series of disubstituted azole analogues have been designed and synthesized. The newly synthesized compounds 1a-y were evaluated for their in vitro anti-TB activity versus replicating, multi-and extensive drug resistant Mtb strains. All the compounds, except 1o, 1p and 1q, showed potent anti-TB activity with MIC of 1-64 mg/L. The test of broad spectrum panel revealed that this series are specific to Mtb. The cytotoxicity assessment indicated that the compounds were not cytotoxic against HEK 293 cells. The compounds could have a novel mechanism to anti-Mtb as they can inhibit drug sensitive and drug resistant Mtb. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.072
• 作为产物：
  描述：

  1-乙酰基-4-哌啶甲酸 在 aluminum (III) chloride 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 20.0h， 生成 1-[4-(3,4-Dimethylbenzoyl)piperidin-1-yl]ethan-1-one
  参考文献：
  名称：

  Discovery of the disubstituted oxazole analogues as a novel class anti-tuberculotic agents against MDR- and XDR-MTB

  摘要：

  A high-throughput screening effort on 45,000 compounds resulted in the discovery of a disubstituted oxazole as a new structural class inhibitor of Mycobacterium tuberculosis (Mtb). In order to improve the activity and investigate the SAR of this scaffold, a series of disubstituted azole analogues have been designed and synthesized. The newly synthesized compounds 1a-y were evaluated for their in vitro anti-TB activity versus replicating, multi-and extensive drug resistant Mtb strains. All the compounds, except 1o, 1p and 1q, showed potent anti-TB activity with MIC of 1-64 mg/L. The test of broad spectrum panel revealed that this series are specific to Mtb. The cytotoxicity assessment indicated that the compounds were not cytotoxic against HEK 293 cells. The compounds could have a novel mechanism to anti-Mtb as they can inhibit drug sensitive and drug resistant Mtb. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.072

文献信息

• US4046900A
  申请人：——

  公开号：US4046900A

  公开（公告）日：1977-09-06
• US4101663A
  申请人：——

  公开号：US4101663A

  公开（公告）日：1978-07-18
• US4110459A
  申请人：——

  公开号：US4110459A

  公开（公告）日：1978-08-29
• Discovery of the disubstituted oxazole analogues as a novel class anti-tuberculotic agents against MDR- and XDR-MTB
  作者：Dongsheng Li、Nana Gao、Ningyu Zhu、Yuan Lin、Yan Li、Minghua Chen、Xuefu You、Yu Lu、Kanglin Wan、Jian-Dong Jiang、Wei Jiang、Shuyi Si

  DOI：10.1016/j.bmcl.2015.09.072

  日期：2015.11

  A high-throughput screening effort on 45,000 compounds resulted in the discovery of a disubstituted oxazole as a new structural class inhibitor of Mycobacterium tuberculosis (Mtb). In order to improve the activity and investigate the SAR of this scaffold, a series of disubstituted azole analogues have been designed and synthesized. The newly synthesized compounds 1a-y were evaluated for their in vitro anti-TB activity versus replicating, multi-and extensive drug resistant Mtb strains. All the compounds, except 1o, 1p and 1q, showed potent anti-TB activity with MIC of 1-64 mg/L. The test of broad spectrum panel revealed that this series are specific to Mtb. The cytotoxicity assessment indicated that the compounds were not cytotoxic against HEK 293 cells. The compounds could have a novel mechanism to anti-Mtb as they can inhibit drug sensitive and drug resistant Mtb. (C) 2015 Elsevier Ltd. All rights reserved.