4,7-二氯苯并呋喃-2-甲醛 | 145672-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 4,7-二氯苯并呋喃-2-甲醛
• 中文别名: 2-苯并呋喃甲醛,4,7-二氯-
• 英文名称: 4,7-dichlorobenzofuran-2-carbaldehyde
• 英文别名: 4,7-dichlorobenzo[b]furan-2-aldehyde；4,7-dichloro-1-benzofuran-2-carbaldehyde
• CAS: 145672-66-8
• 化学式: C₉H₄Cl₂O₂
• 分子量: 215.036
• InChiKey: HUTCWOPFJGCRBF-UHFFFAOYSA-N

物化性质

• 熔点：
  155-159 °C
• 沸点：
  321.6±37.0 °C(Predicted)
• 密度：
  1.515±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,7-二氯苯并呋喃-2-甲醛 在 乙酸铵 、 sodium hydroxide 、 3-苄基羟乙基甲基噻唑氯化锂 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-[5-(4,7-dichloro-1-benzofuran-2-yl)-1H-pyrrol-2-yl]benzoic acid
  参考文献：
  名称：

  Discovery of Novel and Potent Retinoic Acid Receptor α Agonists:  Syntheses and Evaluation of Benzofuranyl-pyrrole and Benzothiophenyl-pyrrole Derivatives

  摘要：

  In the course of our studies on retinoic acid receptor (RAR) agonists, we have designed and synthesized a series of benzofuran and benzothiophene derivatives. Some of these compounds (1a,b,e,f,j) markedly inhibited LPS-induced B-lymphocyte proliferation and exerted RAR alpha selectivity. One of them, 4-[5-(4,7-dimethylbenzofuran-2-yl)pyrrol-2-yl]benzoic acid (1b), when orally administered significantly inhibited mouse antibody production and delayed type hypersensitivity (DTH) responses from a dose of 0.1 mg/kg.

  DOI：

  10.1021/jm000098s
• 作为产物：
  描述：

  2,5-二氯苯酚 在 正丁基锂 、 PPA 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.25h， 生成 4,7-二氯苯并呋喃-2-甲醛
  参考文献：
  名称：

  Discovery of Novel and Potent Retinoic Acid Receptor α Agonists:  Syntheses and Evaluation of Benzofuranyl-pyrrole and Benzothiophenyl-pyrrole Derivatives

  摘要：

  In the course of our studies on retinoic acid receptor (RAR) agonists, we have designed and synthesized a series of benzofuran and benzothiophene derivatives. Some of these compounds (1a,b,e,f,j) markedly inhibited LPS-induced B-lymphocyte proliferation and exerted RAR alpha selectivity. One of them, 4-[5-(4,7-dimethylbenzofuran-2-yl)pyrrol-2-yl]benzoic acid (1b), when orally administered significantly inhibited mouse antibody production and delayed type hypersensitivity (DTH) responses from a dose of 0.1 mg/kg.

  DOI：

  10.1021/jm000098s

文献信息

• Inhibitors of HIV-1 reverse transcriptase
  申请人：MERCK & CO. INC.

  公开号：EP0507488A1

  公开（公告）日：1992-10-07

  Novel aniline derivatives containing hydroxy and hydroxymethyl groups inhibit HIV-1 reverse transcriptase, and are useful in the prevention or treatment of infection by HIV-1 and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, anti-infectives, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV-1 are also described.

  含有羟基和羟甲基基团的新型苯胺衍生物可以抑制HIV-1逆转录酶，可用于预防或治疗HIV-1感染和治疗艾滋病，无论是作为化合物、药学上可接受的盐、药物组成部分，还是与其他抗病毒、抗感染、免疫调节剂、抗生素或疫苗组合使用。还描述了治疗艾滋病的方法和预防或治疗HIV-1感染的方法。
• Discovery of Novel and Potent Retinoic Acid Receptor α Agonists:  Syntheses and Evaluation of Benzofuranyl-pyrrole and Benzothiophenyl-pyrrole Derivatives
  作者：Hiroyuki Yoshimura、Kouichi Kikuchi、Shigeki Hibi、Katsuya Tagami、Takashi Satoh、Toshihiko Yamauchi、Akira Ishibahi、Kenji Tai、Takayuki Hida、Naoki Tokuhara、Mitsuo Nagai

  DOI：10.1021/jm000098s

  日期：2000.7.1

  In the course of our studies on retinoic acid receptor (RAR) agonists, we have designed and synthesized a series of benzofuran and benzothiophene derivatives. Some of these compounds (1a,b,e,f,j) markedly inhibited LPS-induced B-lymphocyte proliferation and exerted RAR alpha selectivity. One of them, 4-[5-(4,7-dimethylbenzofuran-2-yl)pyrrol-2-yl]benzoic acid (1b), when orally administered significantly inhibited mouse antibody production and delayed type hypersensitivity (DTH) responses from a dose of 0.1 mg/kg.