2-Chloro-7-methyl-benzooxazole | 1378633-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-Chloro-7-methyl-benzooxazole
• 英文别名: 2-Chloro-7-methylbenzo[d]oxazole；2-chloro-7-methyl-1,3-benzoxazole
• CAS: 1378633-00-1
• 化学式: C₈H₆ClNO
• 分子量: 167.595
• InChiKey: YRMVIUOSPZWDLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Chloro-7-methyl-benzooxazole 在 一水合肼 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 (7-Methyl-1,3-benzoxazol-2-yl)hydrazine
  参考文献：
  名称：

  3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives: inhibitors of immune complex induced inflammation

  摘要：

  3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives were evaluated in the dermal and pleural reverse passive Arthus reactions in the rat. In the pleural test these compounds were effective in reducing exudate volume and accumulation of white blood cells. This pattern of activity was similar to that of hydrocortisone and different from that of indomethacin. The structural requirements for inhibiting the Arthus reactions were studied by systematic chemical modification of 1. These structure-activity relationship studies revealed that nitrogen 1' of the hydrazino group is essential for activity and must be electron rich, whereas chemical modifications of other sites of 1 had only a modest effect on activity.

  DOI：

  10.1021/jm00117a010
• 作为产物：
  描述：

  2-甲基-6-硝基苯酚 在 palladium on activated charcoal 氢氧化钾 、 五氯化磷 、 氢气 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 2-Chloro-7-methyl-benzooxazole
  参考文献：
  名称：

  Regulatory molecules for the 5-HT3 receptor ion channel gating system

  摘要：

  Substituted benzoxazole derivatives which possess a nitrogen containing heterocycle at C2 are selective partial agonists of the 5-HT3 receptor. Alteration of substituents on the benzoxazole nucleus affords both agonist-like and antagonist-like compounds, and uniquely modifies the function of the 5-HT3 receptor ion channel gating system. SAR and corroborative computational docking study for these partial agonists successfully explained structure and function of the 5-HT3 receptor. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.02.054

文献信息

• Synthesis of 3-Azabicyclo[3.2.0]heptane-Derived Building Blocks via [3+2] Cycloaddition
  作者：Anton A. Homon、Oleksandr V. Hryshchuk、Serhii Trofymchuk、Oleg Michurin、Yuliya Kuchkovska、Dmytro S. Radchenko、Oleksandr O. Grygorenko

  DOI：10.1002/ejoc.201800972

  日期：2018.11.1

  Synthesis of 3‐azabicyclo[3.2.0]heptane‐derived building blocks via [3+2]cycloaddition of cyclobutene‐1‐carboxylate and azomethine ylide is described. It is shown that the title bicyclic scaffold is a three‐dimensional template which is well‐compatible with lead‐oriented parallel synthesis.

  描述了通过环丁烯-1-羧酸酯和甲亚胺叶立德的[3 + 2]环加成反应合成3-氮杂双环[3.2.0]庚烷的结构单元。结果表明标题双环支架是一个三维模板，与基于铅的平行合成很好地兼容。
• 3,4-Dihalogenoisothiazole Derivative, and Agricultural or Horticultural Plant Disease-Controlling Agent
  申请人：Nagata Toshihiro

  公开号：US20090240057A1

  公开（公告）日：2009-09-24

  A 3,4-dihalogenoisothiazole derivative represented by the general formula [I] (wherein R 1 is a halogen atom; A is an oxygen atom or a sulfur atom; and R is a C 1 -C 6 alkyl group, a C 2 -C 5 alkenyl group, a C 2 -C 5 alkynyl group, a C 3 -C 6 cycloalkyl group, a phenyl group or a 5- to 10-membered heterocyclic group containing at least one of oxygen atom, sulfur atom and nitrogen atom), or a salt thereof.

  一种以一般式[I]表示的3,4-二卤代异噻唑衍生物（其中R1是卤素原子; A是氧原子或硫原子; R是C1-C6烷基基团，C2-C5烯基基团，C2-C5炔基基团，C3-C6环烷基团，苯基或含有氧原子，硫原子和氮原子中至少一个的5-至10-成员杂环基团），或其盐。
• Benzoxazole Derivatives as Novel 5-HT₃ Receptor Partial Agonists in the Gut
  作者：Yasuo Sato、Megumi Yamada、Satoshi Yoshida、Tomoko Soneda、Midori Ishikawa、Tetsutaro Nizato、Kokichi Suzuki、Fukio Konno

  DOI：10.1021/jm9801004

  日期：1998.7.1

  A series of benzoxazoles with a nitrogen-containing heterocyclic substituent at the 2-position was prepared and evaluated for 5-HT3 partial agonist activity on isolated guinea pig ileum. The nature of the substituent at the 5-position of the benzoxazole ring affected the potency for the 5-HT3 receptor, and the 5-chloro derivatives showed increased potency and lowered intrinsic activity. 5-Chloro-7-methyl-2-(4-methyl-1-homopiperazinyl)benzoxazole (6v) exhibited a high binding affinity in the same range as that of the 5-HT3 antagonist granisetron, and its intrinsic activity was 12% of that of 5-HT. Compound 6v inhibited 5-HT-evoked diarrhea but did not prolong the transition time of glass beads in the normal distal colon even at a dose of 100 times the ED50 for diarrhea inhibition in mice. Compounds of this type are expected to be effective for the treatment of irritable bowel syndrome without the side effect of constipation.
• HAVIV, FORTUNA;RATAJCZYK, JAMES D.;DENET, ROBERT W.;KERDESKY, FRANCIS A.;+, J. MED. CHEM., 31,(1988) N 9, C. 1719-1728
  作者：HAVIV, FORTUNA、RATAJCZYK, JAMES D.、DENET, ROBERT W.、KERDESKY, FRANCIS A.、+

  DOI：——

  日期：——
• US8003675B2
  申请人：——

  公开号：US8003675B2

  公开（公告）日：2011-08-23