5-idrossimetil-6-metilimidazo<2,1-b>tiazolo | 76919-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-idrossimetil-6-metilimidazo<2,1-b>tiazolo
• 英文别名: {6-Methylimidazo[2,1-b][1,3]thiazol-5-yl}methanol；(6-methylimidazo[2,1-b][1,3]thiazol-5-yl)methanol
• CAS: 76919-40-9
• 化学式: C₇H₈N₂OS
• mdl: MFCD02253176
• 分子量: 168.219
• InChiKey: RNCFSVSYFCIZPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  5-idrossimetil-6-metilimidazo<2,1-b>tiazolo 在 五氯化磷 作用下， 以 水 、 丙酮 、 甲苯 为溶剂， 反应 5.0h， 生成 2-{6-Methylimidazo[2,1-b][1,3]thiazol-5-yl}acetonitrile
  参考文献：
  名称：

  Andreani, Aldo; Leoni, Alberto; Locatelli, Alessandra, Arzneimittel-Forschung/Drug Research, 2000, vol. 50, # 6, p. 550 - 553

  摘要：

  DOI：
• 作为产物：
  描述：

  6-甲基咪唑并[2,1-b]噻唑-5-甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 5-idrossimetil-6-metilimidazo<2,1-b>tiazolo
  参考文献：
  名称：

  Andreani, A.; Bonazzi, D.; Rambaldi, M., Farmaco, Edizione Scientifica, 1980, vol. 35, # 11, p. 896 - 901

  摘要：

  DOI：

文献信息

• Effects of new ubiquinone-imidazo[2,1-b]thiazoles on mitochondrial complex I (NADH-ubiquinone reductase) and on mitochondrial permeability transition pore
  作者：Aldo Andreani、Massimiliano Granaiola、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Maurizio Recanatini、Giorgio Lenaz、Romana Fato、Christian Bergamini

  DOI：10.1016/j.bmc.2004.08.012

  日期：2004.11

  In this work we describe the synthesis of a series of imidazo[2,1-b]thiazoles and 2,3-dihydroimidazo[2,1-b]thiazoles connected by means of a methylene bridge to CoQ(0). These compounds were tested as specific inhibitors of the NADH:ubiquinone reductase activity in mitochondrial membranes. The imidazothiazole system when bound to the quinone ring in place of the isoprenoid lateral side chain, may increase the inhibitory effect (with an IC50 for NADH-Q(1) activity ranging between 0.25 and 0.96 muM) whereas the benzoquinone moiety seems to lose the capability to accept electrons from complex I as indicated by very low maximal velocity elicited by the compounds tested. Moreover the low rotenone sensitivity for almost all of these compounds suggests that they are only partially able to interact with the physiological ubiquinone-reduction site. The compounds were investigated for the capability of increasing the permeability transition of the inner mitochondrial membrane in isolated mitochondria. Unlike CoQ(0), which is considered a mitochondrial membrane permeability transition inhibitor, the new compounds were inducers. (C) 2004 Elsevier Ltd. All rights reserved.
• Andreani, Aldo; Rambaldi, Mirella; Carloni, Patricia, Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 525 - 529
  作者：Andreani, Aldo、Rambaldi, Mirella、Carloni, Patricia、Greci, Lucedio、Stipa, Pierluigi

  DOI：——

  日期：——
• ANDREANI A.; BONAZZI D.; RAMBALDI M., FORMACO. ED. SCI., 1980, 35, NO 11, 896-901
  作者：ANDREANI A.、 BONAZZI D.、 RAMBALDI M.

  DOI：——

  日期：——
• JPH02306918A
  申请人：——

  公开号：JPH02306918A

  公开（公告）日：1990-12-20
• Andreani, Aldo; Leoni, Alberto; Locatelli, Alessandra, Arzneimittel-Forschung/Drug Research, 2000, vol. 50, # 6, p. 550 - 553
  作者：Andreani, Aldo、Leoni, Alberto、Locatelli, Alessandra、Morigi, Rita、Rambaldi, Mirella、Simon, Wolfgang A.、Senn-Bilfinger, Joerg

  DOI：——

  日期：——