2,3-dihydrothiazolo[3',2':1,2]pyrimido[5,4-b]indol-5(6H)-one | 698984-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 2,3-dihydrothiazolo[3',2':1,2]pyrimido[5,4-b]indol-5(6H)-one
• 英文别名: 9H-3-Thia-4,9,10a-triazacyclopenta[b]fluoren-10-one, 1,2-dihydro-；14-thia-8,11,16-triazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6,15-pentaen-10-one
• CAS: 698984-98-4
• 化学式: C₁₂H₉N₃OS
• 分子量: 243.289
• InChiKey: XYQBMRGFRLJNLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  2,3-dihydrothiazolo[3',2':1,2]pyrimido[5,4-b]indol-5(6H)-one 、 1-(chloroacetyl)-4-methylpiperazine 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 生成 8-[2-(4-Methylpiperazin-1-yl)-2-oxoethyl]-14-thia-8,11,16-triazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6,15-pentaen-10-one
  参考文献：
  名称：

  Overcoming fluconazole resistance in Candida albicans clinical isolates with tetracyclic indoles

  摘要：

  Continuing efforts to discover novel means of combating fluconazole resistance in Candida albicans have identified an indole derivative that sensitizes strains demonstrating resistance to fluconazole. This tetracycle (3, ML229) does not appear to act through established Hsp90 or calcineurin pathways to chemosensitize C. albicans, as determined in Saccharomyces cerevisiae models, and may be a useful probe to uncover alternative resistance pathways. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.035
• 作为产物：
  描述：

  2-(甲基巯基)-2-噻唑啉 、 3-氨基-2-吲哚羧酸乙酯 在 溶剂黄146 作用下， 反应 2.0h， 以43%的产率得到2,3-dihydrothiazolo[3',2':1,2]pyrimido[5,4-b]indol-5(6H)-one
  参考文献：
  名称：

  Overcoming fluconazole resistance in Candida albicans clinical isolates with tetracyclic indoles

  摘要：

  Continuing efforts to discover novel means of combating fluconazole resistance in Candida albicans have identified an indole derivative that sensitizes strains demonstrating resistance to fluconazole. This tetracycle (3, ML229) does not appear to act through established Hsp90 or calcineurin pathways to chemosensitize C. albicans, as determined in Saccharomyces cerevisiae models, and may be a useful probe to uncover alternative resistance pathways. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.035

文献信息

• Overcoming fluconazole resistance in Candida albicans clinical isolates with tetracyclic indoles
  作者：Willmen Youngsaye、Chris Dockendorff、Benjamin Vincent、Cathy L. Hartland、Joshua A. Bittker、Sivaraman Dandapani、Michelle Palmer、Luke Whitesell、Susan Lindquist、Stuart L. Schreiber、Benito Munoz

  DOI：10.1016/j.bmcl.2012.02.035

  日期：2012.5

  Continuing efforts to discover novel means of combating fluconazole resistance in Candida albicans have identified an indole derivative that sensitizes strains demonstrating resistance to fluconazole. This tetracycle (3, ML229) does not appear to act through established Hsp90 or calcineurin pathways to chemosensitize C. albicans, as determined in Saccharomyces cerevisiae models, and may be a useful probe to uncover alternative resistance pathways. (C) 2012 Elsevier Ltd. All rights reserved.