2,4-Dihydroxy-6-(3-methylbutoxy)-3-(3-methylbutyl)benzaldehyde | 918814-66-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-Dihydroxy-6-(3-methylbutoxy)-3-(3-methylbutyl)benzaldehyde
• CAS: 918814-66-1
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: NCDKHUIAGUORET-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168 °C
• 沸点：
  442.0±25.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异戊基碘 在 氢氧化钾 、 三氯氧磷 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 4.5h， 生成 2,4-Dihydroxy-6-(3-methylbutoxy)-3-(3-methylbutyl)benzaldehyde
  参考文献：
  名称：

  Antiprotozoal and antimicrobial activities of O-alkylated and formylated acylphloroglucinols

  摘要：

  In the present article, we examined the antileishmanial, antimalarial, antibacterial, and antifungal activities of several newly synthesized O-alkylated phloroglucinol compounds (11-19) which are analogues of the naturally occurring antimalarial compound 1. Analogues 12 and 16 exhibited antileishmanial activity against, Leishmania donovani promastigotes with IC(50)s of 5.3 and 4.2 mu g/mL, respectively. Naturally occurring monomeric formylated acylphloroglucinol compounds, grandinol (2), jensenone (3), and their analogues (29-37), were also synthesized and evaluated for antileishmanial, antimalarial, antibacterial, and antifungal activities. Amongst these, both grandinol and jensenone showed mild to moderate antibacterial, antifungal, and antileishmanial activities. Jensenone (3) was effective against Candida albicans with an IC50 of 5.5 mu g/mL but was ineffective against Cryptococcus neoformans and methicillin-resistant Staphylococcus aureus. Among the analogues, 34 was the most active against C albicans and C. neoformans with IC(50)s of 2.0 and 2.5 mu g/mL, respectively, and was fungicidal toward Candida albicans. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.006

文献信息

• Antiprotozoal and antimicrobial activities of O-alkylated and formylated acylphloroglucinols
  作者：Sandip B. Bharate、Shabana I. Khan、Nafees A.M. Yunus、Siddheshwar K. Chauthe、Melissa R. Jacob、Babu L. Tekwani、Ikhlas A. Khan、Inder Pal Singh

  DOI：10.1016/j.bmc.2006.10.006

  日期：2007.1.1

  In the present article, we examined the antileishmanial, antimalarial, antibacterial, and antifungal activities of several newly synthesized O-alkylated phloroglucinol compounds (11-19) which are analogues of the naturally occurring antimalarial compound 1. Analogues 12 and 16 exhibited antileishmanial activity against, Leishmania donovani promastigotes with IC(50)s of 5.3 and 4.2 mu g/mL, respectively. Naturally occurring monomeric formylated acylphloroglucinol compounds, grandinol (2), jensenone (3), and their analogues (29-37), were also synthesized and evaluated for antileishmanial, antimalarial, antibacterial, and antifungal activities. Amongst these, both grandinol and jensenone showed mild to moderate antibacterial, antifungal, and antileishmanial activities. Jensenone (3) was effective against Candida albicans with an IC50 of 5.5 mu g/mL but was ineffective against Cryptococcus neoformans and methicillin-resistant Staphylococcus aureus. Among the analogues, 34 was the most active against C albicans and C. neoformans with IC(50)s of 2.0 and 2.5 mu g/mL, respectively, and was fungicidal toward Candida albicans. (c) 2006 Elsevier Ltd. All rights reserved.