HT1042 | 23589-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: HT1042
• 英文别名: 5-(3-nitro-phenyl)-[1,3,4]oxathiazol-2-one；5-(m-nitrophenyl)-1,3,4-oxathiazol-2-one；5-(m-Nitro-phenyl)-1,3,4-oxathiazol-2-on；5-(3'-Nitrophenyl-1,3,4-oxathiazol-2-on；5-(3-Nitrophenyl)-1,3,4-oxathiazol-2-one
• CAS: 23589-77-7
• 化学式: C₈H₄N₂O₄S
• 分子量: 224.197
• InChiKey: QBAZATRGWRVUFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  HT1042 、 丁炔二酸二乙酯 以54%的产率得到
  参考文献：
  名称：

  HOWE R. K.; GRUNER T. A.; CARTER L. G.; BLAC L. L.; FRANZ J. E., J. ORG. CHEM., 1978, 43, NO 19, 3736-3742

  摘要：

  DOI：
• 作为产物：
  描述：

  间硝基苯甲酰氯 在 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 HT1042
  参考文献：
  名称：

  3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents

  摘要：

  Small molecules with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guerin (BCG), among which HT1171 was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one molecules in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one compound 4n was found to be the most active with a lowest MIC90 value of 1 mu g/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound 4n displayed a lower inhibitory ratio than HT1171 at the concentration of 100 mu M, indicating its better safety profile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.065

文献信息

• Cycloaddition reactions of nitrile sulfides with acetylenic esters. Synthesis of isothiazolecarboxylates
  作者：Robert K. Howe、Terry A. Gruner、Linda G. Carter、Linda L. Black、John E. Franz

  DOI：10.1021/jo00413a024

  日期：1978.9
• Senning,A.; Kelly,P., Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 1871 - 1878
  作者：Senning,A.、Kelly,P.

  DOI：——

  日期：——
• FRANZ, J. E.;HOWE, R. K.
  作者：FRANZ, J. E.、HOWE, R. K.

  DOI：——

  日期：——
• PROTEASOME INHIBITORS AND THEIR USE IN TREATING PATHOGEN INFECTION AND CANCER
  申请人：Nathan Carl

  公开号：US20110118274A1

  公开（公告）日：2011-05-19

  The present invention relates to proteasome inhibitors and their use in methods of treating a subject for a pathogen infection or cancer. The methods involve administering to the subject a compound of Formula (I). (I) where: Q is Formula or Formula, where the crossing dashed line illustrates the bond formed joining Q to the rest of the compound of Formula (I). The remainder of substituents of the compound of Formula (I) are defined in the present application.
• FARNESOID X RECEPTOR AGONISTS AND USES THEREOF
  申请人：Metacrine, Inc.

  公开号：US20200131129A1

  公开（公告）日：2020-04-30

  Described herein are compounds that are farnesoid X receptor agonists, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with farnesoid X receptor activity.