6-acetoxy-2-(4-aminophenoxymethyl)-7-t-butyl-2-methylchroman | 107188-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 6-acetoxy-2-(4-aminophenoxymethyl)-7-t-butyl-2-methylchroman
• 英文别名: [2-[(4-aminophenoxy)methyl]-7-tert-butyl-2-methyl-3,4-dihydrochromen-6-yl] acetate
• CAS: 107188-44-3
• 化学式: C₂₃H₂₉NO₄
• 分子量: 383.488
• InChiKey: MCWYEYVYTTXHRJ-UHFFFAOYSA-N

物化性质

• 沸点：
  531.8±50.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-acetoxy-2-(4-aminophenoxymethyl)-7-t-butyl-2-methylchroman 在 copper(I) oxide 、 盐酸 、 溶剂黄146 、 sodium nitrite 作用下， 生成 5-(4-(7-T-丁基-6-羟基-2-甲基色满-2-基甲氧基)苄基)噻唑烷-2,4-二酮
  参考文献：
  名称：

  Studies on hindered phenols and analogs. 1. Hypolipidemic and hypoglycemic agents with ability to inhibit lipid peroxidation

  摘要：

  A series of hindered phenols were investigated as hypolipidemic and/or hypoglycemic agents with ability to inhibit lipid peroxidation. 1,3-Benzoxathioles (9 and 22), phenoxypentanoic acid (34), phenoxypentanol (35a), phenoxynonanol (35b), phenylchloropropionic acid having a chromanyl group (25), and a thiazolidine compound (27) derived from 25, all having a hindered phenol group, were prepared and examined. Compound 27 showed the expected biological properties in vivo and in vitro without any liver weight increase. Biological activities of the analogous thiazolidine compounds, 43-58, were compared. Thus, (+/-)-5-[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]- benzyl]-2,4-thiazolidinedione (27) (CS-045) was found to have all of our expected properties and was selected as a candidate for further development as a hypoglycemic and hypolipidemic agent.

  DOI：

  10.1021/jm00122a022
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 苯 为溶剂， 生成 6-acetoxy-2-(4-aminophenoxymethyl)-7-t-butyl-2-methylchroman
  参考文献：
  名称：

  Studies on hindered phenols and analogs. 1. Hypolipidemic and hypoglycemic agents with ability to inhibit lipid peroxidation

  摘要：

  A series of hindered phenols were investigated as hypolipidemic and/or hypoglycemic agents with ability to inhibit lipid peroxidation. 1,3-Benzoxathioles (9 and 22), phenoxypentanoic acid (34), phenoxypentanol (35a), phenoxynonanol (35b), phenylchloropropionic acid having a chromanyl group (25), and a thiazolidine compound (27) derived from 25, all having a hindered phenol group, were prepared and examined. Compound 27 showed the expected biological properties in vivo and in vitro without any liver weight increase. Biological activities of the analogous thiazolidine compounds, 43-58, were compared. Thus, (+/-)-5-[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]- benzyl]-2,4-thiazolidinedione (27) (CS-045) was found to have all of our expected properties and was selected as a candidate for further development as a hypoglycemic and hypolipidemic agent.

  DOI：

  10.1021/jm00122a022

文献信息

• Thiazolidine derivatives, their preparation and use
  申请人：Sankyo Company, Limited

  公开号：US05104888A1

  公开（公告）日：1992-04-14

  Compounds of formula (I): ##STR1## (in which R.sup.1 -R.sup.7 are hydrogen or various organic groups, n is 1-10, Ar is an aromatic group, U is CH.sub.2 or a carbon atom doubly bonded to either one of its adjacent carbons, and W is >CH.sub.2, >C.dbd.O, >CHOH, >C.dbd.NOH or various derivatives thereof) have the ability to lower the levels of blood lipid peroxides and blood sugars and to inhibit the activity of aldose reductase; they may be used therapeutically for these purposes.

  公式(I)的化合物：##STR1##（其中R.sup.1 -R.sup.7是氢或各种有机基团，n是1-10，Ar是芳香族基团，U是CH.sub.2或一个碳原子与任一相邻的碳原子双键连接，W是>CH.sub.2，>C.dbd.O，>CHOH，>C.dbd.NOH或其各种衍生物）具有降低血脂过氧化物和血糖水平以及抑制醛糖还原酶活性的能力；它们可以用于这些目的的治疗。
• US5104888A
  申请人：——

  公开号：US5104888A

  公开（公告）日：1992-04-14