苯并[b]噻吩-3-胺 | 17402-82-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 噻吩类化合物
• 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: 苯并[b]噻吩-3-胺
• 中文别名: 苯并[B]噻吩-3-胺
• 英文名称: 3-aminobenzo[b]thiophene
• 英文别名: 3-aminobenzothiophene；benzo[b]thiophen-3-amine；3-aminobenzothiophene；3-Aminothionaphthen；benzo[b]thiophen-3-ylamine；1-benzothiophen-3-amine
• CAS: 17402-82-3
• 化学式: C₈H₇NS
• mdl: MFCD11052626
• 分子量: 149.216
• InChiKey: SPGRIJRGBVPWLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  313.1±15.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  苯并[b]噻吩-3-胺 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Fries; Hemmecke, Justus Liebigs Annalen der Chemie, 1929, vol. 470, p. 17

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙酮肟 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 苯并[b]噻吩-3-胺
  参考文献：
  名称：

  Access to 2-Aroylthienothiazoles via C–H/N–O Bond Functionalization of Oximes

  摘要：

  A novel strategy for the synthesis of 2-aroylthienothiazoles via C H/N O bond functionalization of ketoximes is developed. This reaction features excellent step- and atom-economy, as well as broad substrate scope. Various common ketoximes, even vinyl ketoximes, were efficiently converted to 2-aroylthienothiazoles. Preliminary mechanistic studies indicated that the radical process should be involved in this transformation. Moreover, the product exhibited good coordination with Cu(II), showing the potential application in the metal coordination field.

  DOI：

  10.1021/acs.orglett.9b03900

文献信息

• Fused cyclic modulators of nuclear hormone receptor function
  申请人：——

  公开号：US20030114420A1

  公开（公告）日：2003-06-19

  Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.

  融合环化合物，使用这种化合物治疗与核激素受体相关疾病（如癌症和免疫紊乱）的方法，以及含有这种化合物的药物组合物。
• [EN] (HETERO)ARYL CYCLOPROPYLAMINE COMPOUNDS AS LSD1 INHIBITORS<br/>[FR] COMPOSÉS (HÉTÉRO)ARYLE CYCLOPROPYLAMINES EN TANT QU'INHIBITEURS DE LSD1
  申请人：ORYZON GENOMICS SA

  公开号：WO2013057320A1

  公开（公告）日：2013-04-25

  The invention relates to (hetero)aryl cyclopropylamine compounds, including particularly the compounds of formula I as described and defined herein, and their use in therapy, including, e.g., in the treatment or prevention of cancer, a neurological disease or condition, or a viral infection.

  本发明涉及（杂）芳基环丙胺化合物，特别是如本文所述和定义的公式I的化合物，以及它们在治疗中的用途，例如，在治疗或预防癌症、神经疾病或状况、或病毒感染中的用途。
• Pyrrolo-pyridine derivatives
  申请人：Merck Sharpe & Dohme Ltd.

  公开号：US05432177A1

  公开（公告）日：1995-07-11

  A class of pyrrolo[2,3-b]pyridine derivatives, substituted at the 3-position by a substituted piperazinylmethyl moiety, are antagonists of dopamine receptor subtypes within the brain, having a selective affinity for the dopamine D.sub.4 receptor subtype over other dopamine receptor subtypes, and are accordingly of benefit in the treatment and/or prevention of psychotic disorders such as schizophrenia while manifesting fewer side-effects than those associated with classical neuroleptic drugs.

  一类吡咯并[2,3-b]吡啶衍生物，其在3位被取代的哌嗪甲基基团是大脑内多巴胺受体亚型的拮抗剂，具有对多巴胺D.sub.4受体亚型的选择性亲和力，相比经典的神经阻滞药物，对治疗和/或预防精神分裂症等精神障碍有益，并表现出较少的副作用。
• Interleukin-4 gene expression inhibitors
  申请人：——

  公开号：US20040006123A1

  公开（公告）日：2004-01-08

  This invention discloses and claims a class of indole and benzo(b)thiophene derivatives for use in treating allergy, asthma, rhinitis, dermatitis, B-cell lymphomas, tumors and diseases associated with bacterial, rhinovirus or respiratory syncytial virus (RSV) infections. The compounds of this invention are defined by the Formula (I): 1 wherein X, Y, Z, R 1 , R 2 and R 3 are as defined in the specification; or a pharmaceutically acceptable salt thereof. In preferred embodiments of this invention it is also disclosed and claimed that the compounds of this invention are capable of modulating T helper (Th) cells, Th1/Th2, and thereby capable of inhibiting the transcription of interleukin-4 (IL-4) message, IL-4 release or IL-4 production.

  这项发明揭示并声明了一类吲哚和苯并(b)噻吩衍生物，用于治疗过敏、哮喘、鼻炎、皮炎、B细胞淋巴瘤、肿瘤以及与细菌、鼻病毒或呼吸道合胞病毒(RSV)感染相关的疾病。本发明的化合物由下式(I)定义： 1 其中X、Y、Z、R 1 、R 2 和R 3 如规范中所定义；或其药学上可接受的盐。在本发明的优选实施例中，还揭示并声明了本发明的化合物能够调节T辅助(Th)细胞、Th1/Th2，从而能够抑制白细胞介素-4(IL-4)信息的转录、IL-4的释放或IL-4的产生。
• Homo- and Heteroannulation of sp³ C–H Bonds in Acetophenones for Divergent Synthesis of Thienothiazoles
  作者：Phuc H. Pham、Khang X. Nguyen、Hoai T. B. Pham、Tung T. Nguyen、Nam T. S. Phan

  DOI：10.1021/acs.orglett.9b03414

  日期：2019.11.1

  2-d]thiazoles via direct functionalization of C(sp3)–H bonds in acetophenones was reported. The transformation is divergent to afford either 2-phenylbenzo[4,5]thieno[3,2-d]thiazoles or benzo[4,5]thieno[3,2-d]thiazol-2-yl(phenyl)methanones. Cross-coupling of acetophenones with C–H bonds in phenylacetic acids, methylazaarenes, and aldehydes was also feasible. Excellent tolerance of functionalities was observed.

  通过苯乙酮中的C（sp 3）-H键直接官能化合成了稠合噻吩并[3,2- d ]噻唑。该转化是不同的，以提供2-苯基苯并[4，5]噻吩并[3，2- d ]噻唑或苯并[4，5]噻吩并[3，2 - d ]噻唑-2-基（苯基）甲烷。在苯乙酸，甲基氮杂芳烃和醛中，苯乙酮与C–H键的交叉偶联也是可行的。观察到对功能的极好的耐受性。我们的方法标志着苯乙酮中C（sp 3）–H键的罕见功能化是在没有预先官能化肟酯的情况下获得杂环。