3-氨基-5-苯基-2-噻吩羧酸 | 99972-47-1

• 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: 3-氨基-5-苯基-2-噻吩羧酸
• 英文名称: 5-phenyl-3-aminothiophene-2-carboxylic acid
• 英文别名: 3-amino-5-phenylthiophene-2-carboxylic acid；3-amino-5-phenyl-2-thiophenecarboxylic acid
• CAS: 99972-47-1
• 化学式: C₁₁H₉NO₂S
• mdl: MFCD09756507
• 分子量: 219.264
• InChiKey: CADPUALMFMAHDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氨基-5-苯基-2-噻吩羧酸 在 草酸 、 碳酸氢钠 作用下， 以 丙醇 、 氯仿 、 水 为溶剂， 反应 18.0h， 生成 N-(4-methoxyphenyl)-N'-(5-phenyl-3-thienyl)thiourea
  参考文献：
  名称：

  Datoussaid, Yazid; Kirsch, Gilbert; Othman, Adil A., South African Journal of Chemistry, 2012, vol. 65, p. 223 - 227

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-3-苯基丙烯腈 在 甲醇 、 sodium 、 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 3.5h， 生成 3-氨基-5-苯基-2-噻吩羧酸
  参考文献：
  名称：

  Novel small molecule inhibitors targeting the “switch region” of bacterial RNAP: Structure-based optimization of a virtual screening hit

  摘要：

  Rising resistance against current antibiotics necessitates the development of antibacterial agents with alternative targets. The "switch region" of RNA polymerase (RNAP), addressed by the myxopyronins, could be such a novel target site. Based on a hit candidate discovered by virtual screening, a small library of 5-phenyl-3-ureidothiophene-2-carboxylic acids was synthesized resulting in compounds with increased RNAP inhibition. Hansch analysis revealed pi (lipophilicity constant) and sigma (Hammet substituent constant) of the substituents at the 5-phenyl moiety to be crucial for activity. The binding mode was proven by the targeted introduction of a moiety mimicking the enecarbamate side chain of myxopyronin into the hit compound, accompanied by enhanced RNAP inhibitory potency. The new compounds displayed good antibacterial activities against Gram positive bacteria and Gram negative Escherichia coli TolC and a reduced resistance frequency compared to the established antibiotic rifampicin. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.060

文献信息

• NON-BASIC MELANIN CONCENTRATING HORMONE RECEPTOR-1 ANTAGONISTS
  申请人：Washburn William N.

  公开号：US20080269110A1

  公开（公告）日：2008-10-30

  The present application provides compounds, including all stereoisomers, solvates, prodrugs and pharmaceutically acceptable forms thereof according to Formula I. Additionally, the present application provides pharmaceutical compositions containing at least one compound according to Formula I and optionally at least one additional therapeutic agent. Finally, the present application provides methods for treating a patient suffering from an MCHR-1 modulated disease or disorder such as, for example, obesity, diabetes, depression or anxiety by administration of a therapeutically effective dose of a compound according to Formula I where R 1 , R 1a , R 1b , A, R 3 , R 4 , R 5 , R5 b and R 6 are as defined herein.

  本申请提供了根据式I提供的化合物，包括所有立体异构体、溶剂合物、前药和药用可接受形式。此外，本申请提供了含有至少一种根据式I的化合物和可选至少一种额外治疗剂的药物组合物。最后，本申请提供了治疗患有MCHR-1调节性疾病或紊乱的患者的方法，例如肥胖症、糖尿病、抑郁症或焦虑症，通过给予根据式I的化合物的治疗有效剂量。其中R1、R1a、R1b、A、R3、R4、R5、R5b和R6如本文所定义。
• SPIRO-CYCLIC COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1911753A1

  公开（公告）日：2008-04-16

  The present invention provides a compound represented by the formula (I): wherein E is an optionally substituted cyclic group; D is a carbonyl group or a sulfonyl group; A is CH or N; ring P is an optionally further substituted 5- to 7-membered ring; ring Q is an optionally further substituted 5- to 7-membered nonaromatic ring; and ring R is an optionally further substituted and optionally condensed 5- to 7-membered nonaromatic ring, or a salt thereof. The compound of the present invention has an ACC inhibitory activity, is useful for the prophylaxis or treatment of obesity, diabetes, hypertension, hyperlipidemia, cardiac failure, diabetic complications, metabolic syndrome, sarcopenia and the like, and has superior properties in the efficacy, duration of activity, specificity, low toxicity and the like.

  本发明提供了一种由以下式（I）表示的化合物： 其中 E是一个可选择地取代的环状基团； D是一个羰基团或磺酰基团； A是CH或N； 环P是一个可选择进一步取代的5至7元环； 环Q是一个可选择进一步取代的5至7元非芳香环； 环R是一个可选择进一步取代和可选择缩合的5至7元非芳香环，或其盐。本发明的化合物具有ACC抑制活性，对于肥胖、糖尿病、高血压、高脂血症、心力衰竭、糖尿病并发症、代谢综合征、肌肉萎缩等的预防或治疗具有用处，并且在功效、持续活性、特异性、低毒性等方面具有优越性能。
• [EN] 3,4,4A,10B-TETRAHYDRO-1H-THIOPYRANO-[4, 3-c] ISOQUINOLINE DERIVATIVES<br/>[FR] DÉRIVÉS DE 3,4,4A,10B-TÉTRAHYDRO-1H-THIOPYRANO-[4,3-C]ISOQUINOLINE
  申请人：NYCOMED GMBH

  公开号：WO2011073231A1

  公开（公告）日：2011-06-23

  The compounds of formula (1), in which A, R1, R2, R3 and R5 have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  公式（1）中的化合物，其中A、R1、R2、R3和R5的含义如描述中所述，是新颖的有效的4型和5型磷酸二酯酶抑制剂。
• [EN] NOVEL 3,4,4A,10B-TETRAHYDRO-1H-THIOPYRANO[4,3-C]ISOQUINOLINE COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS DE 3,4,4A,10B-TÉTRAHYDRO-1H-THIOPYRANO[4,3-C]ISOQUINOLÉINE
  申请人：NYCOMED GMBH

  公开号：WO2012171903A1

  公开（公告）日：2012-12-20

  The compounds of formula (1), in which A, X, R1, R2, R3 and R7 have the meanings as given in the description, are novel effective inhibitors of type 4 and 5 phosphodiesterase.

  式（1）中，A、X、R1、R2、R3和R7的含义如描述中所述，这些化合物是新型有效的4型和5型磷酸二酯酶抑制剂。
• Synthesis of Novel 2-Thienylimino-1,3-thiazolidin-4-ones
  作者：Gilbert Kirsch、Ismail Abdillahi、Germain Revelant、Yazid Datoussaid

  DOI：10.1055/s-0029-1218780

  日期：2010.8

  The preparation of new 2-thienylimino-1,3-thiazolidin-4-ones from 3-aminothiophene-2-carboxylate using an easy four-step procedure is described.

  本文介绍了用 3-氨基噻吩-2-羧酸酯通过简单的四步程序制备新的 2-噻吩亚氨基-1,3-噻唑烷-4-酮的方法。