3-氨甲基苯并噻吩 | 40615-04-1

• 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: 3-氨甲基苯并噻吩
• 中文别名: 3-(氨甲基)苯并[b]噻吩
• 英文名称: 3-benzothiophenemethanamine
• 英文别名: (benzo[b]thiophen-3-ylmethyl)amine；benzo[b]thiophene-3-ylmethanamine；1-benzothiophen-3-ylmethylamine；thianaphthene-3-methanamine；C-benzo[b]thiophen-3-yl-methylamine；benzo[b]thiophen-3-yl-methylamine；1-(1-Benzothiophen-3-Yl)methanamine；1-benzothiophen-3-ylmethanamine
• CAS: 40615-04-1
• 化学式: C₉H₉NS
• mdl: MFCD00176440
• 分子量: 163.243
• InChiKey: WHTPXNOFEHTZAD-UHFFFAOYSA-N

物化性质

• 沸点：
  303.9±17.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  T
• 安全说明：
  S45
• 危险类别码：
  R25
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  苯并[b]噻吩-3-甲酰胺	benzo[b]thiophene-3-carboxamide	858117-17-6	C9H7NOS	177.227
  3-甲醛苯并噻吩	benzothiophene-3-carboxaldehyde	5381-20-4	C9H6OS	162.212
  苯并[b]噻吩-3-甲醛肟	benzo[b]thiophene-3-carbaldehyde oxime	100246-03-5	C9H7NOS	177.227
  1-苯并噻吩-3-羰酰氯	benzothiophene-3-carbonyl chloride	39827-12-8	C9H5ClOS	196.657
  1-苯并噻吩-3-羧酸	benzo[b]thiophene-3-carboxylic acid	5381-25-9	C9H6O2S	178.211

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(E)-N-methyl-N-(3-phenyl-2-propenyl)-3-benzothiophenemethanamine	98977-75-4	C19H19NS	293.433
  ——	N-(1-benzothiophen-3-ylmethyl)-4-(trifluoromethyl)-benzene-sulfonamide	——	C16H12F3NO2S2	371.404

反应信息

• 作为反应物：
  描述：

  3-氨甲基苯并噻吩 在 双氧水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (1-oxo-1-benzothiophen-3-yl)methanamine
  参考文献：
  名称：

  Design, synthesis, and evaluation of potential inhibitors of brassinin glucosyltransferase, a phytoalexin detoxifying enzyme from Sclerotinia sclerotiorum

  摘要：

  Sclerotinia sclerotiorum is a fungal pathogen, which causes stem rot in crucifer crops and in several other plant families resulting in enormous yield losses all over the world. Brassinin is a phytoalexin produced by crucifer plants as part of a general defense mechanism against pathogens and other forms of stress. To the great detriment of crucifers, some fungal pathogens, as for example S. sclerotiorum, can cletoxify brassinin. Detoxification of brassinin via glucosylation of the indole nitrogen is carried out by an inducible glucosyltransferase produced in S. sclcrotiorum. Because brassinin is a precursor of several phytoalexins active against S. sclcrotiorum, brassinin glucosyltransferase (BGT) is a potentially useful metabolic target to control S. sclerotiorum. Toward this end, we have designed, synthesized, and screened several brassinin analogues using both mycelial cultures and cell-free homogenates of S. sclerotiorum. A noticeable decrease in the rate of brassinin detoxification in cell cultures was observed in the presence of methyl (benzofuran-3-yl)methyl dithiocarbamate, methyl (benzofuran-2-yl)methyldithiocarbamate, methyl (indol-2-yl)methyldithiocarbamate, 3-phenylindole, 6-fluoro-3-phenylindole, and 5-fluorocamalexin. In addition, these compounds caused substantial inhibition of BGT activity (ca. 80%) in cell-free homogenates of S. sclerotiorum, while only brassinin and 3-phenylindole were transformed to the corresponding beta-D-1-glucopyranosyl products. These results indicate that, although many other glucosyltransferases appear to be produced by S. sclerotiorum in cell cultures, BGT is substrate specific. Overall these results show that selective and potent inhibitors of BGT can be developed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.072
• 作为产物：
  描述：

  1-苯并噻吩-3-羧酸 在 ammonium hydroxide 、 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 7.0h， 生成 3-氨甲基苯并噻吩
  参考文献：
  名称：

  设计和合成基于杂芳基的苯磺酰胺衍生物作为H5N1甲型流感病毒的有效抑制剂†

  摘要：

  甲型流感病毒是一种包膜的负性单链RNA病毒，可引起发热的呼吸道感染，对人类健康乃至全世界的生命都构成了具有临床挑战性的威胁。更令人震惊的是高致病性禽流感（HPAI）菌株（如H5N1）的出现，其在人类感染中的死亡率（60％）比季节性流感菌株高得多。在这项研究中，新的杂芳基苯磺酰胺衍生物系列被确定为M2质子通道抑制剂。对结构-活性关系的系统研究和分子对接研究表明，磺酰胺部分和2,5-二甲基取代的噻吩作为核心结构在抗流感活性中起着重要作用。在衍生物中，化合物11k具有对H5N1病毒的优异抗病毒活性，EC 50值为0.47μM，选择性指数为119.9，与参考药物金刚烷胺相当。

  DOI：

  10.1039/c8md00474a

文献信息

• [EN] MALONAMIDE DERIVATIVES AS GAMMA-SECRETASE INHIBITORS<br/>[FR] DERIVES DE MALONAMIDE UTILISES COMME INHIBITEURS DE LA GAMMA-SECRETASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2004069826A1

  公开（公告）日：2004-08-19

  The invention relates to malonamide derivatives of formula (IA) or (IB) and to pharmaceutically suitable acid addition salts thereof. The compounds are Ϝ-secretase inhibitors and the related compounds may be useful in the treatment of Alzheimer's disease.

  这项发明涉及公式（IA）或（IB）的马隆酰胺衍生物及其药用适宜的酸盐。这些化合物是Ϝ-分泌酶抑制剂，相关化合物可能在治疗阿尔茨海默病方面有用。
• 2,4-Pyrimidinediamine Compounds and Their Uses
  申请人：Singh Rajinder

  公开号：US20150266828A1

  公开（公告）日：2015-09-24

  The present invention provides 2,4-pyrimidinediamine compounds that inhibit the IgE and/or IgG receptor signaling cascades that lead to the release of chemical mediators, intermediates and methods of synthesizing the compounds and methods of using the compounds in a variety of contexts, including in the treatment and prevention of diseases characterized by, caused by or associated with the release of chemical mediators via degranulation and other processes effected by activation of the IgE and/or IgG receptor signaling cascades.

  本发明提供了抑制IgE和/或IgG受体信号级联反应的2,4-嘧啶二胺化合物，该级联反应导致化学介质的释放，以及合成这些化合物的中介体和方法，以及在多种情况下使用这些化合物的方法，包括在治疗和预防由脱粒和其他由IgE和/或IgG受体信号级联反应激活引起的化学介质释放所表征、引起或相关的疾病。
• Substituted bis-amide metalloprotease inhibitors
  申请人：Sucholeiki Irving

  公开号：US20070155739A1

  公开（公告）日：2007-07-05

  This invention relates to substituted bis-amide pyrimidine compounds of Formula (I), which are useful for the treatment of metalloprotease mediated diseases, in particular MMP-13 related diseases.

  这项发明涉及Formula (I)的取代双酰胺嘧啶化合物，这些化合物对于治疗金属蛋白酶介导的疾病，特别是MMP-13相关疾病是有用的。
• Substituted isothiazolones
  申请人：Beers A. Scott

  公开号：US20060293374A1

  公开（公告）日：2006-12-28

  This invention is directed to a compound of Formula (I): and pharmaceutically acceptable forms thereof useful as inhibitors of cPLA 2 and a method for preventing, treating or ameliorating a cPLA 2 mediated inflammatory related disease, disorder or condition using a compound of Formula (I) and, more particularly, for preventing, treating or ameliorating a cPLA 2 mediated inflammatory related disease, disorder or condition which results from the cellular secretion of TXB 2 or LTB 4 .

  这项发明涉及一种化合物，其化学式为（I）： 及其药学上可接受的形式，用作cPLA 2 的抑制剂，以及使用化合物（I）预防、治疗或改善由cPLA 2 介导的炎症相关疾病、紊乱或状况的方法，更具体地说，用于预防、治疗或改善由细胞分泌TXB 2 或LTB 4 引起的cPLA 2 介导的炎症相关疾病、紊乱或状况。
• PROCESS FOR THE PREPARATION OF SULFAMIDE DERIVATIVES
  申请人：Abdel-Magid Ahmed

  公开号：US20090176996A1

  公开（公告）日：2009-07-09

  The present invention is directed to novel processes for the preparation of sulfamide derivatves, useful in the treatment of epilepsy and related disorders.

  本发明涉及一种新型用于制备磺胺酰胺衍生物的方法，该衍生物在治疗癫痫和相关疾病中具有用途。