3-溴-4,5-二羟基苄醇 | 52897-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-溴-4,5-二羟基苄醇
• 英文名称: 3-Brom-4,5-dihydroxy-benzylalkohol
• 英文别名: 3-Bromo-5-(hydroxymethyl)benzene-1,2-diol
• CAS: 52897-61-7
• 化学式: C₇H₇BrO₃
• 分子量: 219.035
• InChiKey: VKMNUQABTPJNTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2908199090

反应信息

• 作为反应物：
  描述：

  丙醇 、 3-溴-4,5-二羟基苄醇 生成 3-bromo-5-propoxymethyl-benzene-1,2-diol
  参考文献：
  名称：

  In-vitro Cytotoxic Activities of the Major Bromophenols of the Red Alga Polysiphonia lanosa and Some Novel Synthetic Isomers

  摘要：

  Bioassay-guided fractionation was applied to the cytotoxic chloroform fraction of the red alga Polysiphonia lanosa, The major compounds of the most active fraction were identified using GLC-MS analysis as lanosol (1), methyl, ethyl, and n-propyl ethers of lanosol (1a, 1b, and 1c, respectively), and aldehyde of lanosol (2), although 1b appears to be an artifact arising during the fractionation procedure. These compounds and other known bromophenols were synthesized in addition to four novel isomers (3, 3a-c). The cytotoxic activities of all the synthetic compounds were determined against DLD-1 cells using the MTT assay. Compounds with IC50 < 20 mumol were also tested against HCT-116 cells. Compound 3c (2,5-dibromo-3,4-dihydroxybenzyl n-propyl ether) was the most active compound against both cell lines (IC50 = 1.72 and 0.80 mumol, respectively), and its effect on the cell cycle was studied using flow cytometry.

  DOI：

  10.1021/np0305268
• 作为产物：
  描述：

  5-溴香兰素 在 sodium tetrahydroborate 、 氢溴酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 3-溴-4,5-二羟基苄醇
  参考文献：
  名称：

  Sudalai, A.; Rao, G. S. Krishna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 858 - 859

  摘要：

  DOI：

文献信息

• [EN] MACROCYCLIC TLR7 AGONIST, PREPARATION METHOD THEREFOR, PHARMACEUTICAL COMPOSITION AND USE THEREOF<br/>[FR] AGONISTE DE TLR7 MACROCYCLIQUE, SON PROCÉDÉ DE PRÉPARATION, COMPOSITION PHARMACEUTIQUE ET SON UTILISATION<br/>[ZH] 大环TLR7激动剂、其制备方法、药物组合物及其用途
  申请人：SHANGHAI VISONPHARMA CO LTD

  公开号：WO2022063278A1

  公开（公告）日：2022-03-31

  一种大环TLR7激动剂、其制备方法、药物组合物及其用途。公开的大环TLR7激动剂如式（I）所示，具有良好的TLR7激动活性，可用于治疗或预防肿瘤或由病毒引起的感染。
• SUDALAI, A.;RAO, G. S. KRISHNA, INDIAN J. CHEM. B, 28,(1989) N0, C. 858-859
  作者：SUDALAI, A.、RAO, G. S. KRISHNA

  DOI：——

  日期：——
• Sudalai, A.; Rao, G. S. Krishna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 858 - 859
  作者：Sudalai, A.、Rao, G. S. Krishna

  DOI：——

  日期：——
• In<i>-</i>vitro Cytotoxic Activities of the Major Bromophenols of the Red Alga<i> Polysiphonia </i><i>l</i><i>anosa</i> and Some Novel Synthetic Isomers
  作者：Nagwa A. Shoeib、Michael C. Bibby、Gerald Blunden、Peter A. Linley、David J. Swaine、Richard T. Wheelhouse、Colin W. Wright

  DOI：10.1021/np0305268

  日期：2004.9.1

  Bioassay-guided fractionation was applied to the cytotoxic chloroform fraction of the red alga Polysiphonia lanosa, The major compounds of the most active fraction were identified using GLC-MS analysis as lanosol (1), methyl, ethyl, and n-propyl ethers of lanosol (1a, 1b, and 1c, respectively), and aldehyde of lanosol (2), although 1b appears to be an artifact arising during the fractionation procedure. These compounds and other known bromophenols were synthesized in addition to four novel isomers (3, 3a-c). The cytotoxic activities of all the synthetic compounds were determined against DLD-1 cells using the MTT assay. Compounds with IC50 < 20 mumol were also tested against HCT-116 cells. Compound 3c (2,5-dibromo-3,4-dihydroxybenzyl n-propyl ether) was the most active compound against both cell lines (IC50 = 1.72 and 0.80 mumol, respectively), and its effect on the cell cycle was studied using flow cytometry.