(4-bromothien-2-yl)(phenyl)methanol | 944683-87-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: (4-bromothien-2-yl)(phenyl)methanol
• 英文别名: (4-Bromothiophen-2-yl)(phenyl)methanol；(4-bromothiophen-2-yl)-phenylmethanol
• CAS: 944683-87-8
• 化学式: C₁₁H₉BrOS
• 分子量: 269.162
• InChiKey: FRULBZBFZIQMHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-bromothien-2-yl)(phenyl)methanol 在 ammonium hydroxide 、 N-氯代丁二酰亚胺 、 正丁基锂 、 二氧化硫 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醚 、 环己烷 、 丙酮 为溶剂， 反应 1.08h， 生成 5-<1-hydroxy-1-phenylmethyl>-3-thiophenesulfonamide
  参考文献：
  名称：

  5-Substituted 3-thiophenesulfonamides as carbonic anhydrase inhibitors

  摘要：

  A series of 5-substituted 3-thiophenesulfonamides was prepared from 4-bromo-2-thiophene carboxaldehyde. Several of these compounds inhibited carbonic anhydrase II in vitro at concentrations of less than 10 nM. In the ex vivo assay, these compounds have inhibitory values in the 25-81% range. Additionally, none of these compounds exhibit sensitization potential as determined by in vitro measurement of cysteine reactivity.

  DOI：

  10.1016/0223-5234(96)89133-1
• 作为产物：
  描述：

  4-溴-2-噻吩甲醛 、 苯基锂 以 四氢呋喃 、 乙醚 、 环己烷 为溶剂， 反应 2.5h， 生成 (4-bromothien-2-yl)(phenyl)methanol
  参考文献：
  名称：

  5-Substituted 3-thiophenesulfonamides as carbonic anhydrase inhibitors

  摘要：

  A series of 5-substituted 3-thiophenesulfonamides was prepared from 4-bromo-2-thiophene carboxaldehyde. Several of these compounds inhibited carbonic anhydrase II in vitro at concentrations of less than 10 nM. In the ex vivo assay, these compounds have inhibitory values in the 25-81% range. Additionally, none of these compounds exhibit sensitization potential as determined by in vitro measurement of cysteine reactivity.

  DOI：

  10.1016/0223-5234(96)89133-1

文献信息

• [EN] CATHEPSIN CYSTEINE PROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE PROTEASES A CYSTEINE DE TYPE CATHEPSINE
  申请人：MERCK FROSST CANADA INC

  公开号：WO2004022526A1

  公开（公告）日：2004-03-18

  This invention relates to class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis. They have the following structure: Formula (I).

  这项发明涉及一类化合物，这些化合物是半胱氨酸蛋白酶抑制剂，包括但不限于对卡特普辛K、L、S和B的抑制剂。这些化合物可用于治疗需要抑制骨吸收的疾病，如骨质疏松症。它们具有以下结构：化学式（I）。
• Cathepsin cysteine protease inhibitors
  申请人：Boyd Michael

  公开号：US20060122268A1

  公开（公告）日：2006-06-08

  This invention relates to class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis. They have the following structure: Formula (I).

  本发明涉及一类化合物，它们是半胱氨酸蛋白酶抑制剂，包括但不限于对卡特普西林K、L、S和B的抑制剂。这些化合物对于治疗需要抑制骨吸收的疾病，如骨质疏松症，非常有用。它们具有以下结构：式（I）。
• CATHEPSIN CYSTEINE PROTEASE INHIBITORS
  申请人：MERCK FROSST CANADA INC.

  公开号：EP1537074A1

  公开（公告）日：2005-06-08
• US7279478B2
  申请人：——

  公开号：US7279478B2

  公开（公告）日：2007-10-09
• 5-Substituted 3-thiophenesulfonamides as carbonic anhydrase inhibitors
  作者：K Chow、R Lai、JM Holmes、M Wijono、LA Wheeler、ME Garst

  DOI：10.1016/0223-5234(96)89133-1

  日期：1996.1

  A series of 5-substituted 3-thiophenesulfonamides was prepared from 4-bromo-2-thiophene carboxaldehyde. Several of these compounds inhibited carbonic anhydrase II in vitro at concentrations of less than 10 nM. In the ex vivo assay, these compounds have inhibitory values in the 25-81% range. Additionally, none of these compounds exhibit sensitization potential as determined by in vitro measurement of cysteine reactivity.