2-(6-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)acetic acid | 19739-40-3

• 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-(6-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)acetic acid
• 英文别名: (6-chloro-2-oxo-benzooxazol-3-yl)-acetic acid；(6-chloro-2-oxo-1,3-benzoxazol-3(2H)-yl)acetic acid；2-(6-chloro-2-oxo-1,3-benzoxazol-3-yl)acetic acid
• CAS: 19739-40-3
• 化学式: C₉H₆ClNO₄
• mdl: MFCD01831817
• 分子量: 227.604
• InChiKey: GZVFFZYANBZGHW-UHFFFAOYSA-N

物化性质

• 熔点：
  230-231 °C
• 沸点：
  426.7±55.0 °C(Predicted)
• 密度：
  1.611±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-(6-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)acetic acid 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 0.5h， 以70%的产率得到6-chloro-3-(chlorocarbonylmethyl)-2-benzoxazolone
  参考文献：
  名称：

  Synthesis of N-substituted 2-benzoxalones

  摘要：

  DOI：

  10.1007/bf00515019
• 作为产物：
  描述：

  2-氨基-5-氯苯酚 在 水 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 9.0h， 生成 2-(6-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)acetic acid
  参考文献：
  名称：

  Development of benzo[d]oxazol-2(3H)-ones derivatives as novel inhibitors of Mycobacterium tuberculosis InhA

  摘要：

  A series of twenty seven substituted 2-(2-oxobenzo[d]oxazol-3(2H)-yl) acetamide derivatives were designed based on our earlier reported Mycobacterium tuberculosis (MTB) enoyl-acyl carrier protein reductase (InhA) lead. Compounds were evaluated for MTB InhA inhibition study, in vitro activity against drug-sensitive and -resistant MTB strains, and cytotoxicity against RAW 264.7 cell line. Among the compounds tested, 2-(6-nitro-2-oxobenzo[d] oxazol-3(2H)-yl)-N-(5-nitrothiazol-2-yl) acetamide (30) was found to be the most promising compound with IC50 of 5.12 +/- 0.44 mu M against MTB InhA, inhibited drug sensitive MTB with MIC 17.11 mu M and was non-cytotoxic at 100 mu M. The interaction with protein and enhancement of protein stability in complex with compound 30 was further confirmed biophysically by differential scanning fluorimetry. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.08.031

文献信息

• OXO-IMIDAZOLIDINES AS MODULATORS OF CHEMOKINE RECEPTORS
  申请人：Zhang Penglie

  公开号：US20080269280A1

  公开（公告）日：2008-10-30

  Compounds are provided that act as potent antagonists of the CCR1 receptor, and have in vivo anti-inflammatory activity. The compounds are generally monocyclic and bicyclic compounds and are useful in pharmaceutical compositions, methods for the treatment of CCR1-mediated diseases, and as controls in assays for the identification of competitive CCR1 antagonists.

  提供了作为CCR1受体强效拮抗剂的化合物，并具有体内抗炎活性。这些化合物通常是单环和双环化合物，并且在制药组合物、用于治疗CCR1介导疾病的方法以及作为竞争性CCR1拮抗剂鉴定的控制物中很有用。
• Monocyclic and bicyclic compounds and methods of use
  申请人：Zhang Penglie

  公开号：US20070066583A1

  公开（公告）日：2007-03-22

  Compounds are provided that act as potent antagonists of the CCR1 receptor, and have in vivo anti-inflammatory activity. The compounds are generally monocyclic and bicyclic compounds and are useful in pharmaceutical compositions, methods for the treatment of CCR1-mediated diseases, and as controls in assays for the identification of competitive CCR1 antagonists.

  提供了一些化合物，它们作为CCR1受体的有效拮抗剂，并具有体内抗炎活性。这些化合物通常是单环和双环化合物，并可用于制药组合物、治疗CCR1介导疾病的方法，以及作为竞争性CCR1拮抗剂鉴定的控制。
• BCL6 INHIBITORS AS ANTICANCER AGENTS
  申请人：Cornell University

  公开号：US20160166549A1

  公开（公告）日：2016-06-16

  The invention provides compositions and methods for blocking the BCL6 BTB domain with small molecule, non-peptide compounds as disclosed and claimed herein. BCL6 is a transcriptional repressor of the BTB-POZ (brie a brae, tramtrack, broad complex/pox virus zincfinger) family of proteins. It is required for normal development of germinal center (GC) B-cells and is also the most commonly involvedoncogene in diffuse large B-celllymphomas (DLBCLs), and constitutive expression of BCL6 in GC B-cells causes DLBCL in mice.

  本发明提供了一种使用小分子非肽化合物阻断BCL6 BTB结构域的组合物和方法，如本文所述和索要的。BCL6是BTB-POZ（brie a brae，tramtrack，broad complex/pox virus zincfinger）蛋白家族的转录抑制因子。它是生殖中心（GC）B细胞正常发育所必需的，并且也是弥漫性大B细胞淋巴瘤（DLBCLs）中最常涉及的癌基因，GC B细胞中的BCL6的构成表达会导致小鼠DLBCL。
• WO2007/22257
  申请人：——

  公开号：——

  公开（公告）日：——
• Lespagnol,A. et al., Chimica Therapeutica, 1967, vol. 2, p. 343 - 346
  作者：Lespagnol,A. et al.

  DOI：——

  日期：——