(2,2-dimethyl-2H-chromen-6-yl)acetic acid methyl ester | 850785-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2,2-dimethyl-2H-chromen-6-yl)acetic acid methyl ester
• 英文别名: methyl (2,2-dimethyl-2H-chromen-6-yl)acetate；2,2-Dimethyl-2H-1-benzopyran-6-acetic acid methyl ester；methyl 2-(2,2-dimethylchromen-6-yl)acetate
• CAS: 850785-06-7
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: UCTAFNVZZHZYCV-UHFFFAOYSA-N

物化性质

• 沸点：
  329.5±41.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2,2-dimethyl-2H-chromen-6-yl)acetic acid methyl ester 在 lithium aluminium tetrahydride 、 四溴化碳 、 三苯基膦 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 6-(2-bromoethyl)-2,2-dimethyl-2H-chromene
  参考文献：
  名称：

  New Class of Algicidal Compounds and Fungicidal Activities Derived from a Chromene Amide of Amyris texana

  摘要：

  A chromene amide, N-[2-(2,2-dimethyl-2H-1-benzopyran-6-yl)ethyl]-N,3-dimethylbutanamide, was isolated from the EtOAc extract of the leaves of Amyris texana and found to have moderate antifungal activity against Colletotrichum spp. and selective algicidal activity against Planktothrix perornata, a cyanobacterium (blue-green alga) that causes musty off-flavor in farm-raised channel catfish (Ictalurus punctatus). To improve the selective algicidal activity and provide water solubility, a series of chromene analogues were synthesized and evaluated for algicidal activity using a 96-well microplate rapid bioassay. In addition, the chromene analogues were evaluated for antifungal and phytotoxic activities. Hydrochloride salts of a chromene amine analogue showed improved water solubility and selectivity toward P. perornata with activity comparable to that of the naturally occurring chromene amide.

  DOI：

  10.1021/jf101626g
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 在 potassium carbonate 、 N,N-二乙基苯胺 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 49.25h， 生成 (2,2-dimethyl-2H-chromen-6-yl)acetic acid methyl ester
  参考文献：
  名称：

  New Class of Algicidal Compounds and Fungicidal Activities Derived from a Chromene Amide of Amyris texana

  摘要：

  A chromene amide, N-[2-(2,2-dimethyl-2H-1-benzopyran-6-yl)ethyl]-N,3-dimethylbutanamide, was isolated from the EtOAc extract of the leaves of Amyris texana and found to have moderate antifungal activity against Colletotrichum spp. and selective algicidal activity against Planktothrix perornata, a cyanobacterium (blue-green alga) that causes musty off-flavor in farm-raised channel catfish (Ictalurus punctatus). To improve the selective algicidal activity and provide water solubility, a series of chromene analogues were synthesized and evaluated for algicidal activity using a 96-well microplate rapid bioassay. In addition, the chromene analogues were evaluated for antifungal and phytotoxic activities. Hydrochloride salts of a chromene amine analogue showed improved water solubility and selectivity toward P. perornata with activity comparable to that of the naturally occurring chromene amide.

  DOI：

  10.1021/jf101626g

文献信息

• Amidomethyl-substituted 2-(4-sulfonylamino)-3-hydroxy-3,4-dihydro-2H-chromen-6-yl compounds, a process and intermediates for their production, and pharmaceutical compositions containing them
  申请人：Sykes David

  公开号：US20050148659A1

  公开（公告）日：2005-07-07

  Compounds corresponding to formula I: in which R 1 , R 2 , R 3 , R 4 , R 5 and R 6 have the meanings given in the description; a process for the preparation of these compounds; intermediate products used to prepare such compounds, and pharmaceutical compositions containing such compounds.

  公式I对应的化合物：其中R1，R2，R3，R4，R5和R6具有描述中给出的含义；制备这些化合物的过程；用于制备这些化合物的中间产物以及含有这些化合物的药物组合物。
• [DE] AMIDOMETHYL-SUBSTITUIERTE 2-(4-SULFONILAMINO)-3-HIDROXY-3,4-DIHYDRO-2H-CHROMEN-6-YL-DERIVATE, VERFAHREN UND ZWISCHENPRODUKTE ZU IHRER HERSTELLUNG UND DIESE VERBINDUNGEN ENTHALTENDE ARZNEIMITTEL<br/>[EN] AMIDOMETHYL-SUBSTITUTED 2-(4-SULFONILAMINO)-3-HIDROXY-3,4-DIHYDRO-2H-CHROMIUM-6-YL-DERIVATIVES AND DRUGS CONTAINING SAID COMPOUNDS<br/>[FR] DERIVES DE 2-(4-SULFONYLAMINO)-3-HYDROXY-3,4-DIHYDRO-2H-CHROME-6-YL SUBSTITUES PAR UN AMIDOMETHYLE, ET MEDICAMENTS RENFERMANT CES COMPOSES
  申请人：SOLVAY PHARM GMBH

  公开号：WO2005037780A3

  公开（公告）日：2007-10-18
• WO2006/108837
  申请人：——

  公开号：——

  公开（公告）日：——
• AMINOALKYL-AMIDOMETHYL-SUBSTITUTED 2- (4-SULPHONYLAMINO) -3-HYDROXY-3 , 4-DIHYDRO-2H-CROMEN-6-YL DERIVATIVES AND THEIR USE AS POTASSIUM CHANNEL BLOCKERS
  申请人：Abbott Products GmbH

  公开号：EP1871758B1

  公开（公告）日：2010-08-25
• Aminoalkyl-amidomethyl-substituted 2-(4-sulphonylamino)-3-hydroxy-3,4-dihydro-2H-chroman-6-yl derivatives
  申请人：Moloney Brian

  公开号：US20060252821A1

  公开（公告）日：2006-11-09

  Novel compounds corresponding to formula I, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and n have the meanings given in the description, and also a process for the preparation of these compounds and intermediate products of this process. Furthermore, pharmaceutical compositions comprising the compounds of Formula I and related methods of treatment.