4,5,6,7-tetrahydro-2-benzothiazolinone | 57001-13-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5,6,7-tetrahydro-2-benzothiazolinone
• 英文别名: 4,5,6,7-tetrahydro-3H-benzothiazol-2-one；4,5,6,7-Tetrahydro-3H-benzothiazol-2-on；2,3,4,5,6,7-hexahydrobenzothiazoline-2-one；2,3,4,5,6,7-hexahydrobenzothiazolin-2-one；2,3,4,5,6,7-Hexahydro-1,3-benzothiazol-2-one；4,5,6,7-tetrahydro-3H-1,3-benzothiazol-2-one
• CAS: 57001-13-5
• 化学式: C₇H₉NOS
• mdl: MFCD11632173
• 分子量: 155.221
• InChiKey: KCDMCROFMWMVBV-UHFFFAOYSA-N

物化性质

• 熔点：
  138-140 °C(Solv: water (7732-18-5))
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934200090

反应信息

• 作为反应物：
  描述：

  4,5,6,7-tetrahydro-2-benzothiazolinone 、 聚合甲醛 在 水 作用下， 生成 3-hydroxymethyl-4,5,6,7-tetrahydro-3H-benzothiazol-2-one
  参考文献：
  名称：

  Investigations in Heterocycles. I. Cycloalkeno[d]thiazolin-2-ones and their Analgetic Properties¹

  摘要：

  DOI：

  10.1021/ja01576a053
• 作为产物：
  描述：

  2-氯-4,5,6,7-四氢-1,3-苯并噻唑 在 盐酸 作用下， 生成 4,5,6,7-tetrahydro-2-benzothiazolinone
  参考文献：
  名称：

  Investigations in Heterocycles. I. Cycloalkeno[d]thiazolin-2-ones and their Analgetic Properties¹

  摘要：

  DOI：

  10.1021/ja01576a053

文献信息

• Inhibitors of Apoptosis in Lymphocytes:  Synthesis and Biological Evaluation of Compounds Related to Pifithrin-α
  作者：Sylvie D. Barchéchath、Rommel I. Tawatao、Maripat Corr、Dennis A. Carson、Howard B. Cottam

  DOI：10.1021/jm0502034

  日期：2005.10.1

  39 were more protective than 39, while the aromatic analogues of 1 were not active. Compound 19 containing a pyrrolidinyl substituent on the phenyl ring provided potent antiapoptotic activity (EC50 of 1.31 microM compared to 4.16 microM for 1). Modification of aromatic 39 with a pyrrolidinyl para substituent (compound 60) enhanced the activity, lowering the EC50 to 0.35 microM. Also, 60 provided significant

  化学性保护细胞免受毒素或电离辐射诱导的细胞凋亡可能对生物防御和急性损伤的治疗很重要。我们描述了一系列小的杂环，包括稠合的苯并噻唑，苯并咪唑和相关化合物，它们消除了地塞米松和γ射线诱导的胸腺细胞凋亡。为了优化以前报道的pifithrin-alpha（PFT-alpha，1）的保护活性，合成了该衍生物和相应的闭环咪唑并苯并噻唑（IBT，39）的各种衍生物和类似物。39的芳香族类似物比39更具保护性，而1的芳香族类似物则没有活性。在苯环上包含吡咯烷基取代基的化合物19提供了有效的抗凋亡活性（EC50为1.31 microM，而4的EC16为4.16 microM）。用吡咯烷基对位取代基（化合物60）修饰芳香族化合物39可增强活性，将EC50降低至0.35 microM。同样，60预期也提供了有效的保护，以抵抗伽马射线辐射诱导的细胞凋亡。化合物19和60对于潜在的临床开发可能很有希望。
• Tetrahydrobenzothiazole analogues as neuroprotective agents
  申请人：——

  公开号：US20040067991A1

  公开（公告）日：2004-04-08

  This invention relates generally to tetrahydrobenzothiazole analogues and tetrahydrobenzooxyzole analogues, to pharmaceutical compositions which include these compounds and a pharmaceutically acceptable carrier, and to methods of treatment using these compounds. The invention also encompasses pharmaceutically acceptable esters, amides, and salts of such compounds. The invention further provides a method of reducing or delaying apoptosis in a population of cells, comprising contacting the population of cells with a tetrahydrobenzothiazole analogue or a tetrahydrobenzooxyzole analogue, thereby reducing or delaying apoptosis in the population of cells.

  本发明涉及四氢苯并噻唑类似物和四氢苯并噁唑类似物，包括这些化合物和药物可接受载体的制药组合物，以及使用这些化合物的治疗方法。本发明还包括这些化合物的药物可接受酯，酰胺和盐。本发明还提供一种减少或延迟细胞群中凋亡的方法，包括将四氢苯并噻唑类似物或四氢苯并噁唑类似物与细胞群接触，从而减少或延迟细胞群中的凋亡。
• Novel thiazole derivatives as insecticides and acaricides
  申请人：Roussel-UCLAF

  公开号：US03988444A1

  公开（公告）日：1976-10-26

  Novel thiazole derivatives of the formula ##EQU1## wherein A is alkylene of 3 to 5 carbon atoms optionally substituted with a member of the group consisting of =0 and ##EQU2## wherein R' is alkyl of 1 to 5 carbon atoms and R is alkyl of 2 to 3 carbon atoms having insecticidal and/or acaricidal properties and their preparation.

  化合物的式子为##EQU1##，其中A是3至5个碳原子的烷基，可以选择地被取代为=0和##EQU2##，其中R'是1至5个碳原子的烷基，R是具有杀虫和/或杀螨性质的2至3个碳原子的烷基，以及它们的制备方法。
• Compounds having activity as inhibitors of apoptosis
  申请人：Cottam B. Howard

  公开号：US20060122178A1

  公开（公告）日：2006-06-08

  The present invention provides compounds that can protect mammalian cells from the damaging effects of chemotherapy, irradiation, or in other situations in which it is desirable to protect tissue from the consequences of clinical or environmental stress.

  本发明提供了一种化合物，可以保护哺乳动物细胞免受化疗、辐射或其他情况的损害，其中希望保护组织免受临床或环境应激的后果。
• TETRAHYDROBENZOTHIAZOLE ANALOGUES AS NEUROPROTECTIVE AGENTS
  申请人：Greig Nigel H

  公开号：US20080319032A1

  公开（公告）日：2008-12-25

  This invention relates generally to tetrahydrobenzothiazole analogues and tetrahydrobenzooxyzole analogues, to pharmaceutical compositions which include these compounds and a pharmaceutically acceptable carrier, and to methods of treatment using these compounds. The invention also encompasses pharmaceutically acceptable esters, amides, and salts of such compounds. The invention further provides a method of reducing or delaying apoptosis in a population of cells, comprising contacting the population of cells with a tetrahydrobenzothiazole analogue or a tetrahydrobenzooxyzole analogue, thereby reducing or delaying apoptosis in the population of cells.

  本发明涉及四氢苯并噻唑类似物和四氢苯并噁唑类似物，以及包括这些化合物和药用可接受载体的制药组合物和使用这些化合物的治疗方法。本发明还包括这些化合物的药用可接受酯、酰胺和盐。本发明还提供一种减少或延迟细胞群体凋亡的方法，包括将细胞群体与四氢苯并噻唑类似物或四氢苯并噁唑类似物接触，从而减少或延迟细胞群体的凋亡。