4-bromo-2-<1-trimethylsiloxy-1-(4-tert-butyldimethylsiloxyphenyl)methyl>thiophene | 155954-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-bromo-2-<1-trimethylsiloxy-1-(4-tert-butyldimethylsiloxyphenyl)methyl>thiophene
• 英文别名: 5-[(4-t-butyldimethylsiloxyphenyl)(trimethylsiloxy)methyl]-3-bromothiophene；[(4-bromothiophen-2-yl)-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]methoxy]-trimethylsilane
• CAS: 155954-66-8
• 化学式: C₂₀H₃₁BrO₂SSi₂
• 分子量: 471.606
• InChiKey: KDLWKLHDUSNXJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.84
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromo-2-<1-trimethylsiloxy-1-(4-tert-butyldimethylsiloxyphenyl)methyl>thiophene 在 ammonium hydroxide 、 N-氯代丁二酰亚胺 、 正丁基锂 、 jones' reagent 、 二氧化硫 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 为溶剂， 反应 15.75h， 生成 5-<1-oxo-1-(3,5-bis(N,N-dimethylmethylamino)-4-hydroxyphenyl)methyl>-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：

  {p-[(tert-butyldimethylsilyl)oxy]phenyl}lithium 以 四氢呋喃 、 乙醚 、 环己烷 为溶剂， 反应 3.0h， 生成 4-bromo-2-<1-trimethylsiloxy-1-(4-tert-butyldimethylsiloxyphenyl)methyl>thiophene
  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

• 5-substituted 3-thiophene sulfonamides as antiglaucoma agents
  申请人：Allergan, Inc.

  公开号：US05300499A1

  公开（公告）日：1994-04-05

  The present invention provides novel carbonic anhyrase inhibitors represented by the structural formula: ##STR1## wherein R.sub.1 and R.sub.2 are, for example, independently (a) hydrogen; or (b) OR.sub.4, wherein R.sub.4 is hydrogen or C.sub.1-7 alkyl; or (c) NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are independently hydrogen, or C.sub.1-7 alkyl, or C.sub.1-7 alkyl substituted with one or more halogen or OR.sub.4 ; or (d) --COR.sub.7, wherein R.sub.7 is hydrogen, C.sub.1-7 alkyl, or NR.sub.5 R.sub.6 ; or (e) --SR.sub.8, wherein R.sub.8 is hydrogen or C.sub.1-7 alkyl, or C.sub.1-7 alkyl substituted with one or more halogen, or OR.sub.4 ; or (f) C.sub.1-7 alkyl, or C.sub.1-7 alkyl substituted with one or more halogen, or OR.sub.4 or NR.sub.5 R.sub.6 ; or (g) R.sub.1 and R.sub.2 are together (i) .dbd.O, or (ii) .dbd.NOR.sub.8 or (iii) .dbd.S; and R.sub.3 is (h) C.sub.1-7 alkyl or C.sub.1-7 substituted with one or more halogen, OR.sub.4 or NR.sub.5 R.sub.6.

  本发明提供了新的碳酸酐酶抑制剂，其结构式表示为：##STR1## 其中R.sub.1和R.sub.2可以独立地为(a)氢；或(b)OR.sub.4，其中R.sub.4为氢或C.sub.1-7烷基；或(c)NR.sub.5R.sub.6，其中R.sub.5和R.sub.6独立地为氢、C.sub.1-7烷基或C.sub.1-7烷基上带有一个或多个卤素或OR.sub.4取代基；或(d)--COR.sub.7，其中R.sub.7为氢、C.sub.1-7烷基或NR.sub.5R.sub.6；或(e)--SR.sub.8，其中R.sub.8为氢或C.sub.1-7烷基，或C.sub.1-7烷基上带有一个或多个卤素或OR.sub.4取代基；或(f)C.sub.1-7烷基，或C.sub.1-7烷基上带有一个或多个卤素、OR.sub.4或NR.sub.5R.sub.6取代基；或(g)R.sub.1和R.sub.2在一起为(i).dbd.O，或(ii).dbd.NOR.sub.8或(iii).dbd.S；R.sub.3为(h)C.sub.1-7烷基或C.sub.1-7烷基上带有一个或多个卤素、OR.sub.4或NR.sub.5R.sub.6取代基。
• 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.