3-(bromoacetoxy)propan-1-ol | 71728-55-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(bromoacetoxy)propan-1-ol
• 英文别名: 3-hydroxypropyl 2-bromoacetate；bromo-acetic acid-(3-hydroxy-propyl ester)；Brom-essigsaeure-(3-hydroxy-propylester)
• CAS: 71728-55-7
• 化学式: C₅H₉BrO₃
• 分子量: 197.029
• InChiKey: PNPBSXPNBMTSPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(bromoacetoxy)propan-1-ol 在 N,N′-双(对甲苯磺酰)肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Polymerization of Hydroxy-Containing Diazoacetates: Synthesis of Hydroxy-Containing “Poly(substituted methylene)s” by Palladium-Mediated Polymerization and Poly(ester–ether)s by Polycondensation through O–H Insertion Reaction

  摘要：

  DOI：

  10.1021/ma500783b
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 作用下， 生成 3-(bromoacetoxy)propan-1-ol
  参考文献：
  名称：

  McElvain; Curry, Journal of the American Chemical Society, 1948, vol. 70, p. 3785

  摘要：

  DOI：

文献信息

• Development of isoniazid–NAD truncated adducts embedding a lipophilic fragment as potential bi-substrate InhA inhibitors and antimycobacterial agents
  作者：Tamara Delaine、Vania Bernardes-Génisson、Annaïk Quémard、Patricia Constant、Bernard Meunier、Jean Bernadou

  DOI：10.1016/j.ejmech.2010.07.016

  日期：2010.10

  Isoniazid-NAD truncated adducts embedding a lipophilic fragment were designed, synthesized and evaluated as inhibitors of the enoyl-acyl carrier protein (ACP) reductase (InhA) of Mycobacterium tuberculosis and as antimycobacterial agents. These compounds, planned as bi-substrate inhibitors and inspired from the active metabolite of isoniazid, combine both the nicotinamide moiety of the cofactor NAD and a lipophilic hydrocarbon chain mimic of the InhA substrate. The lipophilic fragment was introduced using either Suzuki-Miyaura cross-coupling or a classical nucleophilic substitution reaction. Several compounds developed in this work were indeed able to inhibit the InhA activity and showed promising antimycobacterial activities. However a direct correlation between the expressed activity and the bi-substrate mode of action could not yet be unambiguously demonstrated (C) 2010 Elsevier Masson SAS. All rights reserved.
• Le Floc'h, Y.; Yvergnaux, F.; Gree, R., Bulletin de la Societe Chimique de France, 1992, # 1, p. 62 - 70
  作者：Le Floc'h, Y.、Yvergnaux, F.、Gree, R.

  DOI：——

  日期：——