公开(公告)号：KR100402054B1

公开(公告)日：2003-10-17

申请号：KR1020010016968

申请日：2001-03-30

Applicant: 한국화학연구원

Inventor： 박노상 ,  임희종 ,  정영식 ,  성철민 ,  박준호 ,  공재양

IPC: C07D405/14

Abstract: PURPOSE: Provided is 2-aryl-2-methyl-2,3-dihydrobenzofuran with antioxidant activity which is useful for the prevention and treatment of various diseases associated with active oxygen species. CONSTITUTION: The 2-aryl-2-methyl-2,3-dihydrobenzofuran with antioxidant activity represented by formula(1) and its pharmaceutically acceptable salts are provided, wherein R' is hydrogen, acetyl, or t-butyldimethylsilyl; R is NO2, NH2, COOR1, CONR2R3 or NHC(Z)R4; R1 is hydrogen, C1 to C8 alkyl, C3 to C10 alkenyl, C3 to C6 cycloalkyl, phenyl or pyrimidine; R2 and R3 are independently C1 to C8 alkyl, phenyl, or pyridine; R4 is C1 to C8 alkyl, C3 to C10 alkenyl, phenyl, pyridine, C1 to C6 alkylamine, aniline, or aminopyridine; and Z is oxygen or sulfur. Its preparing method comprises the steps of: alkylation of a compound of formula(2) with a compound of formula(3) to form a compound of formula(4); Claisen reaction of the compound of formula(4) to form a compound of formula(5); and cyclization of the compound of formula(5) to prepare a compound of formula(1).

Abstract translation: 目的：提供具有抗氧化活性的2-芳基-2-甲基-2,3-二氢苯并呋喃，其用于预防和治疗与活性氧物质有关的各种疾病。 构成：提供式（1）代表的具有抗氧化活性的2-芳基-2-甲基-2,3-二氢苯并呋喃及其药学上可接受的盐，其中R'为氢，乙酰基或叔丁基二甲基甲硅烷基; R为NO2，NH2，COOR1，CONR2R3或NHC（Z）R4; R1为氢，C1至C8烷基，C3至C10烯基，C3至C6环烷基，苯基或嘧啶; R2和R3独立地为C1至C8烷基，苯基或吡啶; R4为C1至C8烷基，C3至C10链烯基，苯基，吡啶，C1至C6烷基胺，苯胺或氨基吡啶; Z是氧或硫。 其制备方法包括以下步骤：用式（3）化合物将式（2）化合物烷基化以形成式（4）化合物; 式（4）化合物克莱森反应形成式（5）化合物; 和式（5）化合物环化制备式（1）化合物。

公开(公告)号：KR1020020076826A

公开(公告)日：2002-10-11

申请号：KR1020010016968

申请日：2001-03-30

Applicant: 한국화학연구원

Inventor： 박노상 ,  임희종 ,  정영식 ,  성철민 ,  박준호 ,  공재양

IPC: C07D405/14

Abstract: PURPOSE: Provided is 2-aryl-2-methyl-2,3-dihydrobenzofuran with antioxidant activity which is useful for the prevention and treatment of various diseases associated with active oxygen species. CONSTITUTION: The 2-aryl-2-methyl-2,3-dihydrobenzofuran with antioxidant activity represented by formula(1) and its pharmaceutically acceptable salts are provided, wherein R' is hydrogen, acetyl, or t-butyldimethylsilyl; R is NO2, NH2, COOR1, CONR2R3 or NHC(Z)R4; R1 is hydrogen, C1 to C8 alkyl, C3 to C10 alkenyl, C3 to C6 cycloalkyl, phenyl or pyrimidine; R2 and R3 are independently C1 to C8 alkyl, phenyl, or pyridine; R4 is C1 to C8 alkyl, C3 to C10 alkenyl, phenyl, pyridine, C1 to C6 alkylamine, aniline, or aminopyridine; and Z is oxygen or sulfur. Its preparing method comprises the steps of: alkylation of a compound of formula(2) with a compound of formula(3) to form a compound of formula(4); Claisen reaction of the compound of formula(4) to form a compound of formula(5); and cyclization of the compound of formula(5) to prepare a compound of formula(1).

Abstract translation: 目的：提供具有抗氧化活性的2-芳基-2-甲基-2,3-二氢苯并呋喃，其可用于预防和治疗与活性氧相关的各种疾病。 构成：提供了具有由式（1）表示的抗氧化活性的2-芳基-2-甲基-2,3-二氢苯并呋喃及其药学上可接受的盐，其中R'是氢，乙酰基或叔丁基二甲基甲硅烷基; R为NO2，NH2，COOR1，CONR2R3或NHC（Z）R4; R1是氢，C1至C8烷基，C3至C10烯基，C3至C6环烷基，苯基或嘧啶; R2和R3独立地为C1至C8烷基，苯基或吡啶; R4是C1至C8烷基，C3至C10烯基，苯基，吡啶，C1至C6烷基胺，苯胺或氨基吡啶; Z是氧或硫。 其制备方法包括以下步骤：用式（3）化合物烷基化式（2）化合物以形成式（4）化合物; 式（4）化合物的Claisen反应形成式（5）化合物; 和式（5）化合物环化以制备式（1）化合物。