5-(1-propanol)-2,2'-bithiophene | 185395-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-(1-propanol)-2,2'-bithiophene
• 英文别名: 5-(1-hydroxypropyl)-2,2'-bithiophene；1-(5-thiophen-2-ylthiophen-2-yl)propan-1-ol
• CAS: 185395-46-4
• 化学式: C₁₁H₁₂OS₂
• 分子量: 224.348
• InChiKey: OSNMJOHJZWFXAI-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：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(1-propanol)-2,2'-bithiophene 在 吡啶 、 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-butyloctanoic acid 1-{5'''''-[1-(2-butyloctanoyloxy)propyl]-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''']sexithiophen-5-yl}propyl ester
  参考文献：
  名称：

  Organic Thin Film Transistors from a Soluble Oligothiophene Derivative Containing Thermally Removable Solubilizing Groups

  摘要：

  A symmetrical alpha,omega-substituted sexithiophene derivative containing thermally removable branched ester solubilizing groups has been prepared. These oligomers can be solution cast into thin films and then thermolyzed to remove the solubilizing group, leaving short pendant alkene groups on the oligomer. Device testing of thin film transistors shows an increase in hole mobility from 1 x 10-5 cm2/(V s) with on/off ratios of approximately 100 before thermolysis to 5 x 10-2 cm2/(V s) with on/off ratios >105 after thermolysis. This method offers an attractive route to easily processed and highly performing thiophene oligomers.

  DOI：

  10.1021/ja039529x
• 作为产物：
  描述：

  2,2'-联二噻吩 在 lithium aluminium tetrahydride 、 四氯化锡 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 5-(1-propanol)-2,2'-bithiophene
  参考文献：
  名称：

  Organic Thin Film Transistors from a Soluble Oligothiophene Derivative Containing Thermally Removable Solubilizing Groups

  摘要：

  A symmetrical alpha,omega-substituted sexithiophene derivative containing thermally removable branched ester solubilizing groups has been prepared. These oligomers can be solution cast into thin films and then thermolyzed to remove the solubilizing group, leaving short pendant alkene groups on the oligomer. Device testing of thin film transistors shows an increase in hole mobility from 1 x 10-5 cm2/(V s) with on/off ratios of approximately 100 before thermolysis to 5 x 10-2 cm2/(V s) with on/off ratios >105 after thermolysis. This method offers an attractive route to easily processed and highly performing thiophene oligomers.

  DOI：

  10.1021/ja039529x

文献信息

• Medicinal thiophene compounds
  申请人：Industrial Technology Research Institute

  公开号：US05747525A1

  公开（公告）日：1998-05-05

  A method of treating tumor including administering to a subject an effective amount of a compound of the following formula: ##STR1## wherein m is 1-4; and each of A and B, independently, is H, C.sub.1-7 alkyl, C.sub.2-7 alkenyl, C.sub.2-7 alkynyl, (CH.sub.2).sub.n CHO, (CH.sub.2).sub.o COOH, C.sub.1-7 alkoxy, C.sub.2-7 alkoxyalkyl, C.sub.1-7 hydroxyalkyl, CN, NO.sub.2, halogen, CH(OR.sup.1).sub.2, CO.R.sup.1, NR.sup.2 R.sup.3 or its acid salt, CO.NR.sup.2 R.sup.3, CHR.sup.1 NR.sup.2 R.sup.3 or its acid salt, CH.dbd.NR.sup.2, C.tbd.CR.sup.4, CR.sup.1 .dbd.CR.sup.5 R.sup.6, CO.CH.dbd.CHR.sup.7, CH.dbd.CHR.sup.8, or COOR.sup.9 ; in which each of n and o, independently, is 0-4; R.sup.1 is C.sub.1-4 alkyl or C.sub.1-4 acyl; each of R.sup.2 and R.sup.3, independently, is H, C.sub.1-4 alkyl, or C.sub.1-4 hydroxyalkyl; R.sup.4 is H, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, COR.sup.2, COOR.sup.10, C.sub.1-4 hydroxyalkyl or its acid ester or 2-tetrahydropyranyl ether, C.sub.1-4 dihydroxyalkyl or its acid ester or 2-tetrahydropyranyl ether, C.sub.1-4 halogenated alkyl; OR.sup.1, or NHR.sup.7 ; each of R.sup.5 and R.sup.6, independently, is H, CHO, COR.sup.1, COOH, COOR.sup.9, CN, or halogen; R.sup.7 is H, C.sub.1-4 alkyl, 2-thienyl, phenyl, mono-substituted phenyl, or di-substituted phenyl; R.sup.8 is COOR.sup.2, CO.CHO, C.sub.1-4 hydroxyalkyl or its acid ester or 2-tetrahydropyranyl ether; and R.sup.9 is H, C.sub.1-4 alkyl, phenyl, mono-substituted phenyl, di-substituted phenyl, or 2-thienyl.

  治疗肿瘤的方法包括向受试者施用以下式的化合物的有效量：##STR1## 其中m为1-4；A和B中的每一个独立地为H、C.sub.1-7烷基、C.sub.2-7烯基、C.sub.2-7炔基、(CH.sub.2).sub.nCHO、(CH.sub.2).sub.oCOOH、C.sub.1-7烷氧基、C.sub.2-7烷氧基烷基、C.sub.1-7羟基烷基、CN、NO.sub.2、卤素、CH(OR^1).sub.2、CO.R^1、NR^2R^3或其酸盐、CO.NR^2R^3、CHR^1NR^2R^3或其酸盐、CH.dbd.NR^2、C.tbd.CR^4、CR^1.dbd.CR^5R^6、CO.CH.dbd.CHR^7、CH.dbd.CHR^8或COOR^9；其中n和o中的每一个独立地为0-4；R^1为C.sub.1-4烷基或C.sub.1-4酰基；R^2和R^3中的每一个独立地为H、C.sub.1-4烷基或C.sub.1-4羟基烷基；R^4为H、C.sub.1-4烷基、C.sub.2-4烯基、COR^2、COOR^10、C.sub.1-4羟基烷基或其酸酯或2-四氢吡喃基醚、C.sub.1-4二羟基烷基或其酸酯或2-四氢吡喃基醚、C.sub.1-4卤代烷基；OR^1或NHR^7；R^5和R^6中的每一个独立地为H、CHO、COR^1、COOH、COOR^9、CN或卤素；R^7为H、C.sub.1-4烷基、2-噻吩基、苯基、单取代苯基或双取代苯基；R^8为COOR^2、CO.CHO、C.sub.1-4羟基烷基或其酸酯或2-四氢吡喃基醚；R^9为H、C.sub.1-4烷基、苯基、单取代苯基、双取代苯基或2-噻吩基。
• [EN] [1]BENZOTHIENO[3,2-B][1]BENZOTHIOPHENE COMPOUND AND METHOD FOR PRODUCING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME<br/>[FR] COMPOSÉ DE [1]BENZOTHIÉNO[3,2-B][1]BENZOTHIOPHÈNE ET SON PROCÉDÉ DE FABRICATION ET DISPOSITIF ÉLECTRONIQUE ORGANIQUE L'UTILISANT
  申请人：RICOH KK

  公开号：WO2009128559A1

  公开（公告）日：2009-10-22

  A [1]benzothieno[3,2-b][1]benzothiophene compound expressed by General Formula (I): General Formula (I) where X and Y are each independently a hydrogen atom; a halogen atom; or a functional group having a straight or branched aliphatic alkyl group optionally having a halogen atom, a functional group having an alicyclic alkyl group optionally having a halogen atom, a functional group having a straight or branched aliphatic alkenyl group optionally having a halogen atom, a functional group having an alicyclic alkenyl group optionally having a halogen atom, a functional group having a carboxyl group, or a functional group having a thiol group, as a partial structure; and X and Y are the same or each independently different, provided that at least one of X and Y has a straight or branched aliphatic alkenyl group, an alicyclic alkenyl group, a carboxyl group or a thiol group, as a partial structure.

  一种由通用式（I）表示的[1]苯并噻吩[3,2-b][1]苯并噻吩化合物：通用式（I），其中X和Y分别是氢原子；卤素原子；或具有直链或支链脂肪族烷基基团，可选择地具有卤素原子，具有脂环烷基基团，可选择地具有卤素原子，具有直链或支链烯基基团，可选择地具有卤素原子，具有脂环烯基基团，可选择地具有卤素原子，具有羧基，或具有硫醇基的功能基团，作为部分结构；且X和Y相同或各自独立不同，但X和Y中至少有一个具有直链或支链烯基基团，脂环烯基基团，羧基或硫醇基，作为部分结构。
• Polythiophene anti-tumor agents
  申请人：Purdue Research Foundation

  公开号：US05578636A1

  公开（公告）日：1996-11-26

  Novel polythiophene compounds useful as anti-tumor agents are described. Preferred compounds of the formula: ##STR1## wherein n is 0-2 and R.sub.2 and R.sub.3 are optionally substituted 2-thienyl or 3-thienyl have been found to exhibit selective cytotoxic activity against transformed human cells. Pharmaceutical compositions containing the described polythiophene compounds are expected to exhibit good chemotherapeutic activity against slow growing tumors based on tumor cell line assays. A method for treating patients having tumors utilizing the disclosed polythiophene compounds is also described.

  描述了作为抗肿瘤药剂有用的新型聚噻吩化合物。所述的优选化合物的化学式为：其中n为0-2，R.sub.2和R.sub.3为可选择取代的2-噻吩基或3-噻吩基，已发现具有对转化的人类细胞具有选择性细胞毒活性。含有所述聚噻吩化合物的药物组合物预计在肿瘤细胞系实验基础上对慢性生长的肿瘤具有良好的化疗活性。还描述了一种利用所披露的聚噻吩化合物治疗患有肿瘤的患者的方法。
• [1]BENZOTHIENO[3,2-B][1]BENZOTHIOPHENE COMPOUND AND METHOD FOR PRODUCING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME
  申请人：Ricoh Company, Ltd.

  公开号：EP2265619B1

  公开（公告）日：2016-06-22
• US5578636A
  申请人：——

  公开号：US5578636A

  公开（公告）日：1996-11-26