5-甲基-2-噻吩甲酰胺 | 57280-37-2

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 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: 5-甲基-2-噻吩甲酰胺
• 英文名称: 5-Methyl-2-thiophenecarboxamide
• 英文别名: 5-methylthiophene-2-carboxamide；5-methylthiophen-2-carboxamide；5-methyl-thiophene-2-carboxylic acid amide；5-Methyl-2-thiophencarboxamid
• CAS: 57280-37-2
• 化学式: C₆H₇NOS
• mdl: MFCD01434337
• 分子量: 141.194
• InChiKey: HKKCYMCHJZENJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  71.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-甲基-2-噻吩甲酰胺 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 5-(5-Methyl-2-thienyl)-1,2,4-dithiazol-3-one
  参考文献：
  名称：

  3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents

  摘要：

  Small molecules with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guerin (BCG), among which HT1171 was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one molecules in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one compound 4n was found to be the most active with a lowest MIC90 value of 1 mu g/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound 4n displayed a lower inhibitory ratio than HT1171 at the concentration of 100 mu M, indicating its better safety profile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.065
• 作为产物：
  描述：

  5-甲基-2-噻吩甲醛 在 盐酸羟胺 、 caesium carbonate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 14.0h， 以99%的产率得到5-甲基-2-噻吩甲酰胺
  参考文献：
  名称：

  从醛和盐酸羟胺无过渡金属合成伯酰胺

  摘要：

  伯芳族酰胺可以在Cs 2 CO 3存在下由醛和盐酸羟胺合成。各种芳族醛（包括一些杂芳族醛）能够以中等至优异的产率生成相应的芳族酰胺。

  DOI：

  10.1016/j.tetlet.2014.04.020

文献信息

• Copper-Catalyzed One-pot Synthesis of Pyrimidines from Amides, <i>N</i> ,<i>N</i> ′-dimethylformamide dimethylacetal, and Enamines
  作者：Hitesh B. Jalani、Wangshui Cai、Hongjian Lu

  DOI：10.1002/adsc.201700234

  日期：2017.7.17

  versatile copper catalyzed one‐pot synthesis of diversely substituted pyrimidines directly from amides, N,N′‐dimethylformamide dimethylacetal (DMF−DMA) and enamines has been established. The reaction involved the two C−N bonds and one C−C bond formation by formal [2+1+3] annulation approach to pyrimidines. This protocol is based on the use of readily available primary amides, DMF−DMA and enamines to

  直接从酰胺，N，N'-二甲基甲酰胺二甲基乙缩醛（DMF-DMA）和烯胺中直接建立了多种取代的嘧啶的通用铜催化单锅合成方法。该反应涉及通过对嘧啶的正式[2 + 1 + 3]环化方法形成的两个CN键和一个CC键。该协议基于使用现成的伯酰胺，DMF-DMA和烯胺以单锅方式安装具有多种功能的二取代和三取代嘧啶结构的方法，这使该策略对药物化学具有吸引力。
• COMPOUNDS FOR THE TREATMENT OF PAIN
  申请人：Alkermes, Inc.

  公开号：US20190241524A1

  公开（公告）日：2019-08-08

  Provided herein are compounds that are useful in the treatment of pain in a subject.

  提供在本文件中的化合物可用于治疗主体的疼痛。
• Highly efficient synthesis of primary amides <i>via</i> aldoximes rearrangement in water under air atmosphere catalyzed by an ionic ruthenium pincer complex
  作者：Fa-Liu Yang、Xinju Zhu、Dun-Kang Rao、Xiao-Niu Cao、Ke Li、Yan Xu、Xin-Qi Hao、Mao-Ping Song

  DOI：10.1039/c6ra07515k

  日期：——

  aldoximes to primary amides has been evaluated using pincer ruthenium complexes a–c, among which the ionic Ru catalyst a proved to be the most efficient in water under air atmosphere. A variety of (hetero)arene aldoximes proceeded smoothly to afford amides in high yields with good functional group compatibilities. Furthermore, a direct synthetic route of amides from aldehydes, hydroxylamine hydrochloride

  使用夹钳式钌络合物a–c评估了醛肟肟向伯酰胺的转化，其中离子Ru催化剂a被证明在空气中在水中是最有效的。各种（杂）芳烃醛肟可顺利进行，以高收率提供具有良好官能团相容性的酰胺。此外，还描述了由醛，盐酸羟胺和碳酸钠直接合成酰胺的途径，其底物包括共轭醛和脂族醛。该方案操作简单，并以低催化剂负载量（0.5摩尔％）进行。
• PYRAZOLE COMPOUNDS AND USE THEREOF
  申请人：Takagi Masaki

  公开号：US20090036450A1

  公开（公告）日：2009-02-05

  The pyrazole compound of the present invention is represented by the following general formula (I). The pyrazole compound of the present invention or a salt thereof or a solvate thereof potently inhibits liver glycogen phosphorylase, and, therefore, is useful as a therapeutic or prophylactic agent for diabetes. wherein each symbol denotes as described in the specifications.

  本发明的吡唑化合物由以下一般式（I）表示。本发明的吡唑化合物或其盐或溶剂化物强力抑制肝糖原磷酸化酶，因此，可用作糖尿病的治疗或预防剂。其中，每个符号如规范中所述。
• NOVEL 3,5-DISUBSTITUTED-3H-IMIDAZO[4,5-B]PYRIDINE AND 3,5- DISUBSTITUTED -3H-[1,2,3]TRIAZOLO[4,5-B] PYRIDINE COMPOUNDS AS MODULATORS OF C-MET PROTEIN, ETC
  申请人：Rhizen Pharmaceuticals SA

  公开号：US20150057309A1

  公开（公告）日：2015-02-26

  The present invention provides compounds useful as c-Met protein kinase modulators, methods of preparing them, pharmaceutical compositions containing them and methods of treatment, prevention and/or amelioration of c-Met kinase mediated disease or disorders with them.

  本发明提供了作为c-Met蛋白激酶调节剂有用的化合物，以及制备它们的方法，含有它们的药物组合物，以及使用它们进行治疗、预防和/或改善c-Met激酶介导的疾病或疾病的方法。