5-(2-羟基乙基)苯并[b]噻吩 | 96803-30-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 5-(2-羟基乙基)苯并[b]噻吩
• 英文名称: 5-(2-hydroxyethyl)benzo[b]thiophene
• 英文别名: 2-(1-benzothiophen-5-yl)ethanol；2-benzothiophen-5-ylethanol；2-benzo[b]thiophen-5-yl-1-ethanol；2-(1-benzothiophene-5-yl)-1-ethanol；2-(1-benzothiophen-5-yl)-1-ethanol；2-(1-Benzothiophen-5-yl)ethan-1-ol
• CAS: 96803-30-4
• 化学式: C₁₀H₁₀OS
• mdl: MFCD08062283
• 分子量: 178.255
• InChiKey: DSZAQLDIEKUEMB-UHFFFAOYSA-N

物化性质

• 熔点：
  56-57 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  327.3±17.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-(2-羟基乙基)苯并[b]噻吩 在 氢氧化钾 、 四丁基溴化铵 、 丙烯腈 、 盐酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 3.0h， 生成 3-[2-(1-benzothiophen-5-yl)ethoxy]propiononitrile
  参考文献：
  名称：

  ALKYL ETHER DERIVATIVES OR SALTS THEREOF

  摘要：

  公开号：

  EP1437353B1
• 作为产物：
  描述：

  5-bromomethyl-benzo[b]thiophene 在 氢氧化钾 、 硼烷四氢呋喃络合物 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 5-(2-羟基乙基)苯并[b]噻吩
  参考文献：
  名称：

  Structure−Activity Studies for a Novel Series of N-(Arylethyl)-N-(1,2,3,4-tetrahydronaphthalen-1-ylmethyl)-N-methylamines Possessing Dual 5-HT Uptake Inhibiting and α₂-Antagonistic Activities

  摘要：

  In search of an alpha(2)-antagonist/5-HT uptake inhibitor as a potential new class of antidepressant with a more rapid onset of action, compound 3 was prepared and observed to possess high affinity for the alpha(2)-receptor (K-i = 6.71 nM) and the 5-HT uptake site (20.6 nM). A series of tertiary amine analogs of 3 were synthesized and assayed for their affinity at both the alpha(2)-receptor and the 5-HT uptake site. The structure-activity relationship reveals that a variety of structural modifications to the arylethyl fragment are possible with retention of this dual activity. On the tetralin portion, 5-OMe substitution and the (R) stereochemistry at C-l are optimal with alternate substitutions producing compounds retaining high affinity for the alpha(2)-receptor but lacking affinity for the 5-HT uptake site. Data for several rigidified 5-O-alkyl analogs suggests that the favored orientation of the oxygen lone pairs may be away from the g-position of the tetralin.

  DOI：

  10.1021/jm960723m

文献信息

• Construction of polyaromatics via photocyclization of 2-(fur-3-yl)ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon
  作者：Ying-Zhe Chen、Ching-Wen Ni、Fu-Lin Teng、Yi-Shun Ding、Tunng-Hsien Lee、Jinn-Hsuan Ho

  DOI：10.1016/j.tet.2014.01.035

  日期：2014.3

  The construction of different types of substituted arenes was demonstrated through the photocyclization of 2-(fur-3-yl)ethenylarenes using a 3-furyl group as an isopropenyl equivalent synthon in the photocyclization reaction. The furan portion of the photocyclization intermediate could be fragmented via a base-induced elimination reaction to yield a series of substituted polyaromatics, including naphthalene

  通过在光环化反应中使用3-呋喃基作为异丙烯基当量合成子，通过2-（呋喃基-3-基）乙烯基芳烃的光环化，证明了不同类型取代的芳烃的构建。可以通过碱诱导的消除反应使光环化中间体的呋喃部分断裂，以产生一系列取代的聚芳族化合物，包括萘，苯并呋喃，苯并噻吩，菲，菲、,和三亚苯基。使用不同的试剂，该方法使得可以在这些芳烃的特定位置处引入甲基或2-羟乙基作为取代基。
• Elevated intraocular pressure lowering benzo-[b]-thiophene-2-sulfonamide
  申请人：Merck & Co., Inc.

  公开号：US04668697A1

  公开（公告）日：1987-05-26

  Novel 2-sulfamoylbenzo[b]thiophenes and derivatives thereof are shown to be useful for the treatment of elevated intraocular pressure in compositions including ophthalmic drops and inserts.

  小说2-磺胺基苯并噻吩及其衍生物被证明在包括眼科滴剂和插入物的组合中用于治疗眼压升高是有效的。
• 2-Sulfamoylbenzo(b)thiophene derivatives pharmaceutical compositions and
  申请人：Merck & Co., Inc.

  公开号：US04788192A1

  公开（公告）日：1988-11-29

  Novel 2-sulfamoylbenzo[b]thiopenes and derivatives thereof are shown to be useful for the treatment of elevated intraocular pressure in compositions including ophthalmic drops and inserts.

  新型2-磺酰胺基苯并[b]噻吩及其衍生物被证明可用于治疗包括眼药水和插入物在内的组合物中的高眼压。
• Alkyl ether derivatives or salts thereof
  申请人：Saitoh Akihito

  公开号：US20060194781A1

  公开（公告）日：2006-08-31

  An alkyl ether derivative represented by the general formula: wherein each of R 1 and R 2 represents one or more groups selected from a hydrogen atom, a halogen atom, an alkyl group, an aryl group, an aralkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkenyl group, an alkenyloxy group, an amino group, an alkylsulfonyl group, an arylsulfonyl group, a carbamoyl group, a heterocyclic group, a hydroxyl group, a carboxyl group, a nitro group, an oxo group and the like; R 3 is an alkylamino group, an amino group, a hydroxyl group or the like; the ring A is a 5-membered or 6-membered heteroaromatic ring or a benzene ring; each of m and n is an integer of 1 to 6; and p is an integer of 1 to 3, or its salt has activity to protect neurons, activity to accelerate nerve regeneration and activity to accelerate neurite extension and hence is useful as a therapeutic agent for diseases in central and peripheral nerves.

  一种烷基醚衍生物，其通式表示为：其中R1和R2各自表示氢原子、卤素原子、烷基、芳基、芳基烷基、烷氧基、芳氧基、烷硫基、芳硫基、烯基、烯氧基、氨基、烷基磺酰基、芳基磺酰基、氨基甲酰基、杂环基、羟基、羧基、硝基、氧代基等一种或多种基团；R3是烷基氨基、氨基、羟基等一种或多种基团；环A是5元或6元杂芳环或苯环；m和n各自是1到6的整数；p是1到3的整数，或其盐具有保护神经元、加速神经再生和加速神经突起延伸的活性，因此可用作治疗中枢和外周神经疾病的治疗剂。
• Preventive/remedy for retinal nerve diseases containing alkyl ether derivatives or salts thereof
  申请人：Kimura Tatsuo

  公开号：US20060205709A1

  公开（公告）日：2006-09-14

  An alkyl ether derivative represented by the following general formula [1] or its salt: wherein R 1 and R 2 represent each a substituent such as hydrogen, halogeno or alkyl; R 3 represents alkylamino, amino or hydroxyl; the ring A represents a 5- or 6-membered aromatic heterocycle or a benzene ring; m and n are each an integer of from 1 to 6; and p is an integer of from 1 to 3; shows an effect of protecting retinal nerve cells and, therefore, is useful as a preventive and/or a remedy for retinal nerve diseases such as glaucoma, diabetic retinopathy, retinal artery obstruction, retinal venous obstruction, macular degeneration and retinopathy of prematurity.

  一种烷基醚衍生物，由以下通式[1]或其盐所表示：其中R1和R2分别表示氢、卤素或烷基等取代基；R3表示烷基氨基、氨基或羟基；环A表示5-或6-成员芳香杂环或苯环；m和n均为1至6的整数；p为1至3的整数；具有保护视网膜神经细胞的效果，因此可用作预防和/或治疗青光眼、糖尿病视网膜病变、视网膜动脉阻塞、视网膜静脉阻塞、黄斑变性和早产儿视网膜病变等视网膜神经病变的药物。