2,4,6-trichloro-3-hydroxy-5-methoxy-toluene | 110605-31-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,4,6-trichloro-3-hydroxy-5-methoxy-toluene
• 英文别名: 2,4,6-trichloro-3-methoxy-5-methyl-Phenol；2,4,6-Trichloro-3-methoxy-5-methylphenol
• CAS: 110605-31-7
• 化学式: C₈H₇Cl₃O₂
• 分子量: 241.501
• InChiKey: RAJAPXXMSSDPFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,6-trichloro-3-hydroxy-5-methoxy-toluene 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 2,4,6-trichloro-3,5-dimethoxytoluene
  参考文献：
  名称：

  Two new chlorophenyl glycosides from the bulbs ofLilium browniivar.viridulum

  摘要：

  Two rare new chlorophenyl glycosides, 2,4,6-trichlorol-3-methyl-5-methoxy-phenol 1-O-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranoside (1) and 4-chlorol-5-hydroxyl-3-methyl-phenol 1-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside (2), along with three known compounds (3-5) were isolated from the bulbs of Lilium brownii var. viridulum. The structures of the new compounds were elucidated on the basis of spectroscopic and chemical methods. All the compounds exhibited weak inhibition of NO production in LPS-stimulated RAW 264.7 cells.

  DOI：

  10.1080/10286020.2012.691096
• 作为产物：
  描述：

  2,4,6-trichloro-3-methyl-5-methoxy-phenyl O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 D-葡萄糖 、 2,4,6-trichloro-3-hydroxy-5-methoxy-toluene
  参考文献：
  名称：

  Two new chlorophenyl glycosides from the bulbs ofLilium browniivar.viridulum

  摘要：

  Two rare new chlorophenyl glycosides, 2,4,6-trichlorol-3-methyl-5-methoxy-phenol 1-O-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranoside (1) and 4-chlorol-5-hydroxyl-3-methyl-phenol 1-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside (2), along with three known compounds (3-5) were isolated from the bulbs of Lilium brownii var. viridulum. The structures of the new compounds were elucidated on the basis of spectroscopic and chemical methods. All the compounds exhibited weak inhibition of NO production in LPS-stimulated RAW 264.7 cells.

  DOI：

  10.1080/10286020.2012.691096

文献信息

• Derivatives of m-Guaiacol, Their Preparation and Their Uses
  申请人：Universite de Caen Normandie

  公开号：US20210337789A1

  公开（公告）日：2021-11-04

  The invention concerns derivatives of m-guaiacol, their preparation and their uses as biocides, in particular as antibacterials or disinfectants.

  这项发明涉及对m-石碱酚衍生物的制备及其用途，特别是作为抗菌剂或消毒剂。
• Organochlorine Compounds from a Terrestrial Higher Plant:  Structures and Origin of Chlorinated Orcinol Derivatives from Diseased Bulbs of <i>Lilium </i><i>maximowiczii</i>
  作者：Kenji Monde、Hikari Satoh、Masao Nakamura、Mamoru Tamura、Mitsuo Takasugi

  DOI：10.1021/np980062r

  日期：1998.7.1

  maximowiczii, and their structures have been elucidated. Six of the chlorinated orcinol derivatives (2, 4-8) showed antifungal activity. Because organochlorine compounds are rare in terrestrial higher plants, their biosynthetic origin was examined. These compounds were shown to be induced in intact bulb scales by UV irradiation or by inoculation with the pathogenic fungus Fusarium oxysporum f. sp. lilii. Biosynthetic

  从食用百合大花百合百合的鳞茎中分离出了七个含氯的牛脚酚衍生物（2-8）和牛脚酚（9），并阐明了它们的结构。六种含氯的生育酚衍生物（2、4-8）显示出抗真菌活性。由于有机氯化合物在陆地高等植物中很少见，因此对其生物合成来源进行了研究。这些化合物被证明是通过紫外线辐照或用病原真菌尖孢镰刀菌f接种以完整鳞茎鳞茎诱导的。sp。丽丽 生物合成研究表明，这些“天然有机氯农药”是通过在压力条件下在植物组织中诱导的氯氧过氧化物酶和过氧化氢酶催化氯霉素（9）氯化酶制得的。
• [EN] M-GUAIACOL DERIVATIVES, PREPARATION THEREOF, AND USES THEREOF<br/>[FR] DERIVES DU M-GAIACOL, LEUR PREPARATION ET LEURS UTILISATIONS
  申请人：UNIV CAEN

  公开号：WO2020007882A1

  公开（公告）日：2020-01-09

  L'invention concerne des dérivés du m-gaïacol, leur préparation et leurs utilisations en tant que biocides, notamment en tant qu'antibactériens ou désinfectants.
• Two new chlorophenyl glycosides from the bulbs of<i>Lilium brownii</i>var.<i>viridulum</i>
  作者：Xiao-Xiao Hong、Jian-Guang Luo、Ling-Yi Kong

  DOI：10.1080/10286020.2012.691096

  日期：2012.8

  Two rare new chlorophenyl glycosides, 2,4,6-trichlorol-3-methyl-5-methoxy-phenol 1-O-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranoside (1) and 4-chlorol-5-hydroxyl-3-methyl-phenol 1-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside (2), along with three known compounds (3-5) were isolated from the bulbs of Lilium brownii var. viridulum. The structures of the new compounds were elucidated on the basis of spectroscopic and chemical methods. All the compounds exhibited weak inhibition of NO production in LPS-stimulated RAW 264.7 cells.