2-氨基-n-甲基-4,5,6,7-四氢-1-苯并噻吩-3-羧酰胺 | 38201-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2-氨基-n-甲基-4,5,6,7-四氢-1-苯并噻吩-3-羧酰胺
• 中文别名: 2-氨基-N-甲基-4,5,6,7-四氢苯并噻吩-3-甲酰胺；2-氨基-N-甲基-4,5,6,7-四氢-1-苯并噻吩-3-甲酰胺
• 英文名称: 2-amino-3-(N-methylcarboxamido)-4,5,6,7-tetrahydrobenzothiophene
• 英文别名: 2-amino-N-methyl-4,5,6,7-tetrahydrobenzothiophene-3-carboxamide；2-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid methylamide；2-amino-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide；2-amino-N-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
• CAS: 38201-62-6
• 化学式: C₁₀H₁₄N₂OS
• mdl: MFCD00782114
• 分子量: 210.3
• InChiKey: GZPPSXCHBNAOKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-氨基-n-甲基-4,5,6,7-四氢-1-苯并噻吩-3-羧酰胺 在 盐酸 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 为溶剂， 以46%的产率得到3-Methyl-3,4,5,6,7,8-hexahydro-<1>benzothieno<2,3-d><1,2,3>-triazin-4-on
  参考文献：
  名称：

  Synthesis of some 3-substituted amino-4,5-tetramethylene thieno[2,3-d][ 1,2,3]-triazin-4(3H)-ones as potential antimicrobial agents

  摘要：

  A series of 3-Substituted amino-4,5-tetramethylene thieno[2,3-d] [1,2,3]-triazine-4(3 (H) under bar )ones have been synthesized and characterized by UV,IR, 1H NMR, elemental and mass spectral analysis. The title compounds were evaluated for their antimicrobial activity by agar diffusion method against four bacteria and three fungi using Ampicillin and Miconazole nitrate as standards. The compounds Villa, IXa, Xa and XIa showed an antimicrobial efficacy considerably greater than the compounds la to Vila with -H, phenyl and electron donating (activating) groups like methyl, ethyl and tolyl substitutions at R. suggesting that lipophillic groups like chloro, fluoro substitution on the phenyl ring plays an important role in enhancing the antimicrobial properties of this class of compounds.From the screening results it can be concluded that the compounds having the lipophillic groups like chlorophenyl and fluorophenyl groups at R exhibited appreciable antimicrobial activities. Whereas, the compounds are having -H, phenyl and electron donating (activating) groups like methyl, ethyl and tolyl substituents at R were less active against all the organisms used. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.061
• 作为产物：
  描述：

  2-氰基-2-环己基-N-甲基乙酰胺 在 sulfur 、 二乙胺 作用下， 以 乙醇 为溶剂， 生成 2-氨基-n-甲基-4,5,6,7-四氢-1-苯并噻吩-3-羧酰胺
  参考文献：
  名称：

  Synthesis of some 3-substituted amino-4,5-tetramethylene thieno[2,3-d][ 1,2,3]-triazin-4(3H)-ones as potential antimicrobial agents

  摘要：

  A series of 3-Substituted amino-4,5-tetramethylene thieno[2,3-d] [1,2,3]-triazine-4(3 (H) under bar )ones have been synthesized and characterized by UV,IR, 1H NMR, elemental and mass spectral analysis. The title compounds were evaluated for their antimicrobial activity by agar diffusion method against four bacteria and three fungi using Ampicillin and Miconazole nitrate as standards. The compounds Villa, IXa, Xa and XIa showed an antimicrobial efficacy considerably greater than the compounds la to Vila with -H, phenyl and electron donating (activating) groups like methyl, ethyl and tolyl substitutions at R. suggesting that lipophillic groups like chloro, fluoro substitution on the phenyl ring plays an important role in enhancing the antimicrobial properties of this class of compounds.From the screening results it can be concluded that the compounds having the lipophillic groups like chlorophenyl and fluorophenyl groups at R exhibited appreciable antimicrobial activities. Whereas, the compounds are having -H, phenyl and electron donating (activating) groups like methyl, ethyl and tolyl substituents at R were less active against all the organisms used. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.061

文献信息

• [EN] THIOPHENE DERIVATIVES FOR THE TREATMENT OF DISORDERS CAUSED BY IGE<br/>[FR] DÉRIVÉS DE THIOPHÈNE POUR LE TRAITEMENT DE TROUBLES PROVOQUÉS PAR IGE
  申请人：UCB BIOPHARMA SRL

  公开号：WO2019243550A1

  公开（公告）日：2019-12-26

  Thiophene derivatives of formula (I) and a pharmaceutically acceptable salt thereof are provided. These compounds have utility for the treatment or prevention of disorders caused by IgE, such as allergy, type 1 hypersensitivity or familiar sinus inflammation.

  提供了公式（I）的噻吩衍生物及其药用可接受的盐。这些化合物对于治疗或预防由IgE引起的疾病具有用途，如过敏、1型超敏反应或家族性鼻窦炎。
• Heterocyclic Derivatives
  申请人：Gillen Kevin James

  公开号：US20080255086A1

  公开（公告）日：2008-10-16

  The present invention relates to a heterocyclic derivative according to formula I wherein the variables are defined as in the specification, or to a pharmaceutically acceptable salt or solvate thereof. The present invention also relates to a pharmaceutical composition comprising said heterocyclic derivatives and to their use in therapy, for instance in the treatment or prevention of psychiatric diseases where an enhancement of synaptic responses mediated by AMPA receptors is required, including schizophrenia, depression and Alzheimer's disease.

  本发明涉及式I的杂环衍生物，其中变量如规范中所定义，或其药学上可接受的盐或溶剂。本发明还涉及包含上述杂环衍生物的制药组合物，以及它们在治疗中的使用，例如在需要增强由AMPA受体介导的突触反应的精神疾病的治疗或预防中，包括精神分裂症、抑郁症和阿尔茨海默病。
• Heterocyclic derivatives
  申请人：N.V. Organon

  公开号：US07820707B2

  公开（公告）日：2010-10-26

  The present invention relates to a heterocyclic derivative according to formula I wherein the variables are defined as in the specification, or to a pharmaceutically acceptable salt or solvate thereof. The present invention also relates to a pharmaceutical composition comprising said heterocyclic derivatives and to their use in therapy, for instance in the treatment or prevention of psychiatric diseases where an enhancement of synaptic responses mediated by AMPA receptors is required, including schizophrenia, depression and Alzheimer's disease.

  本发明涉及一种杂环衍生物，其化学式为I，其中变量如规范中所定义，或其药学上可接受的盐或溶剂。本发明还涉及一种含有该杂环衍生物的制药组合物，以及它们在治疗中的用途，例如在需要增强由AMPA受体介导的突触反应的精神疾病的治疗或预防中，包括精神分裂症、抑郁症和阿尔茨海默病。
• WO2008/3452
  申请人：——

  公开号：——

  公开（公告）日：——
• A novel series of positive modulators of the AMPA receptor: Structure-based lead optimization
  作者：Craig Jamieson、Robert A. Campbell、Iain A. Cumming、Kevin J. Gillen、Jonathan Gillespie、Bert Kazemier、Michael Kiczun、Yvonne Lamont、Amanda J. Lyons、John K.F. Maclean、Frederic Martin、Elizabeth M. Moir、John A. Morrow、John Pantling、Zoran Rankovic、Lynn Smith

  DOI：10.1016/j.bmcl.2010.08.063

  日期：2010.10

  Starting from lead compound 1, we demonstrate how X-ray structural data can be used to understand SAR and expediently optimize bioavailability in a novel series of AMPA receptor modulators, furnishing 5 with improved bioavailability and robust in vivo activity. (C) 2010 Elsevier Ltd. All rights reserved.