5-(Aminomethyl)thiophene-2-carboxylic acid hydrochloride | 1401555-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 5-(Aminomethyl)thiophene-2-carboxylic acid hydrochloride
• 英文别名: 5-(aminomethyl)thiophene-2-carboxylic acid;hydrochloride
• CAS: 1401555-72-3
• 化学式: C₆H₇NO₂S*ClH
• 分子量: 193.654
• InChiKey: NEYRDYBEEBKYIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  91.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(aminomethyl)thiophene-2-carboxylic acid 在 盐酸 作用下， 以 水 为溶剂， 以100%的产率得到5-(Aminomethyl)thiophene-2-carboxylic acid hydrochloride
  参考文献：
  名称：

  Synthesis and evaluation of novel heteroaromatic substrates of GABA aminotransferase

  摘要：

  Two principal neurotransmitters are involved in the regulation of mammalian neuronal activity, namely, gamma-aminobutyric acid (GABA), an inhibitory neurotransmitter, and L-glutamic acid, an excitatory neurotransmitter. Low GABA levels in the brain have been implicated in epilepsy and several other neurological diseases. Because of GABA's poor ability to cross the blood-brain barrier (BBB), a successful strategy to raise brain GABA concentrations is the use of a compound that does cross the BBB and inhibits or inactivates GABA aminotransferase (GABA-AT), the enzyme responsible for GABA catabolism. Vigabatrin, a mechanism-based inactivator of GABA-AT, is currently a successful therapeutic for epilepsy, but has harmful side effects, leaving a need for improved GABA-AT inactivators. Here, we report the synthesis and evaluation of a series of heteroaromatic GABA analogues as substrates of GABA-AT, which will be used as the basis for the design of novel enzyme inactivators. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.009

文献信息

• CYCLIC COMPOUNDS LINKED BY A HETEROCYCLIC RING USEFUL AS INHIBITORS OF PLATELET GLYCOPROTEIN IIb/IIIa
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0672059A1

  公开（公告）日：1995-09-20
• US5773411A
  申请人：——

  公开号：US5773411A

  公开（公告）日：1998-06-30
• US5849693A
  申请人：——

  公开号：US5849693A

  公开（公告）日：1998-12-15
• [EN] CYCLIC COMPOUNDS LINKED BY A HETEROCYCLIC RING USEFUL AS INHIBITORS OF PLATELET GLYCOPROTEIN IIb/IIIa<br/>[FR] COMPOSES CYCLIQUES LIES PAR UN NOYAU HETEROCYCLIQUE UTILISES EN TANT QU'INHIBITEURS DE LA GLYCOPROTEINE IIb/IIIa PLAQUETTAIRE
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：WO1994011398A1

  公开（公告）日：1994-05-26

  (EN) This invention relates to novel cyclic compounds linked by a heterocyclic ring system, which are useful as antagonists of the platelet glycoprotein IIb/IIIa complex, to pharmaceutical compositions containing such cyclic compounds, and to methods of using these compounds for the inhibition of platelet aggregation.(FR) L'invention concerne de nouveaux composés cycliques liés par un système de noyau hétérocyclique, qui sont utilisés comme antagonistes du complexe de glycoprotéine IIb/IIIa plaquettaire, les compositions pharmaceutiques contenant de tels composés cycliques, et des procédés permettant d'utiliser ces composés pour inhiber l'agrégation plaquettaire.