(1-萘乙酰基)氨基]乙酸 | 6277-60-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (1-萘乙酰基)氨基]乙酸
• 英文名称: (2-naphthalen-1-ylacetylamino)acetic acid
• 英文别名: Naphthyl-acetylglycin；N-[1]naphthylacetyl-glycine；N-[1]Naphthylacetyl-glycin；N-α-Naphthylacetyl-glycine；[(1-Naphthylacetyl)amino]acetic acid；2-[(2-naphthalen-1-ylacetyl)amino]acetic acid
• CAS: 6277-60-7
• 化学式: C₁₄H₁₃NO₃
• mdl: MFCD04627342
• 分子量: 243.262
• InChiKey: BMZHJBUIQBHUPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  (1-萘乙酰基)氨基]乙酸 、 3-(二甲氨基)吡咯烷 在 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以62%的产率得到N-[2-(3-dimethylaminopyrrolidin-1-yl)-2-oxoethyl]-2-naphthalen-1-ylacetamide
  参考文献：
  名称：

  Protection of Primary Dopaminergic Midbrain Neurons by GPR139 Agonists Supports Different Mechanisms of MPP+ and Rotenone Toxicity

  摘要：

  The G-protein coupled receptor 139 (GPR139) is expressed specifically in the brain in areas of relevance for motor control. GPR139 function and signal transduction pathways are elusive, and results in the literature are even contradictory. Here, we examined the potential neuroprotective effect of GPR139 agonism in primary culture models of dopaminergic (DA) neuronal degeneration. We find that in vitro GPR139 agonists protected primary mesencephalic DA neurons against 1-methyl-4-phenylpyridinium (MPP)-mediateddegeneration. Protection was concentration-dependent and could be blocked by a GPR139 antagonist. However, the protection of DA neurons was not found against rotenone or 6-hydroxydopamine (6-0HDA) mediated degeneration. Our results support differential mechanisms of toxicity for those substances commonly used in Parkinson's disease (PD) models and potential for GPR139 agonists in neuroprotection.

  DOI：

  10.3389/fncel.2016.00164
• 作为产物：
  描述：

  1-萘乙酸 在 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 34.0h， 生成 (1-萘乙酰基)氨基]乙酸
  参考文献：
  名称：

  Protection of Primary Dopaminergic Midbrain Neurons by GPR139 Agonists Supports Different Mechanisms of MPP+ and Rotenone Toxicity

  摘要：

  The G-protein coupled receptor 139 (GPR139) is expressed specifically in the brain in areas of relevance for motor control. GPR139 function and signal transduction pathways are elusive, and results in the literature are even contradictory. Here, we examined the potential neuroprotective effect of GPR139 agonism in primary culture models of dopaminergic (DA) neuronal degeneration. We find that in vitro GPR139 agonists protected primary mesencephalic DA neurons against 1-methyl-4-phenylpyridinium (MPP)-mediateddegeneration. Protection was concentration-dependent and could be blocked by a GPR139 antagonist. However, the protection of DA neurons was not found against rotenone or 6-hydroxydopamine (6-0HDA) mediated degeneration. Our results support differential mechanisms of toxicity for those substances commonly used in Parkinson's disease (PD) models and potential for GPR139 agonists in neuroprotection.

  DOI：

  10.3389/fncel.2016.00164

文献信息

• Discovery of diaminobutane derivatives as Ca 2+ -permeable AMPA receptor antagonists
  作者：Yoshiyuki Yoneda、Tetuya Mimura、Keiichi Kawagoe、Takanori Yasukouchi、Toshiaki Tatematu、Masayuki Ito、Masaki Saito、Masunobu Sugimura、Fusako Kito、Shinichi Kawajiri

  DOI：10.1016/s0968-0896(01)00398-4

  日期：2002.5

  the course of this study, we found that the polyamine derivatives exhibited strong hypotensive activity which was undesirable activity for neuroprotective agents. Therefore, we tried to find non-hypotensive antagonists by structural modification of such compounds. Through this derivatization, we obtained the diamine compounds having desired profiles. Especially, compound 8f, which was non-hypotensive

  我们设计和合成了一系列的多胺衍生物作为有效的Ca（2+）渗透性AMPA受体拮抗剂。在研究过程中，我们发现多胺衍生物表现出很强的降压活性，这对于神经保护剂是不希望的。因此，我们试图通过对这类化合物进行结构修饰来找到非降压拮抗剂。通过这种衍生作用，我们获得了具有所需特性的二胺化合物。特别是，化合物8f，它是非降压和有效的Ca（2+）渗透性AMPA受体拮抗剂，在沙鼠的短暂性全球缺血模型中显示出神经保护作用。
• Overcoming Energy Transfer for the Metallophotoredox Catalyzed Decarboxylative Alkenylation between Alkylcarboxylic Acids and Enol Triflates
  作者：Stephan Korsgaard Pedersen、Sebastian Clementson、Jesper Langgaard Kristensen、Mikkel Jessing、Kassem El-Chami

  DOI：10.1002/chem.202300265

  日期：——

  Overcoming Energy Transfer for the metallophotoredox catalyzed decarboxylative alkenylation between alkylcarboxylic acids and enol triflates.

  克服金属光氧化还原催化的烷基羧酸和烯醇三氟甲磺酸酯之间的脱羧烯基化的能量转移。
• Synthesis of polyamine derivatives Having non-hypotensive Ca2+-permeable AMPA receptor antagonist activity
  作者：Yoshiyuki Yoneda、Shinichi Kawajiri、Atushi Hasegawa、Fusako Kito、Sumie Katano、Emi Takano、Tetuya Mimura

  DOI：10.1016/s0960-894x(01)00170-6

  日期：2001.5

  In order to obtain non-hypotensive and Ca2+-permeable AMPA receptor antagonists, we have synthesized a series of 1,4-bis(4-piperidinylmethyl)diaminobutanes. Compounds 13b, c, f had desirable properties. (C) 2001 Elsevier Science Ltd. All rights reserved.
• alpha-naphthacetyl-amino acids and process for the manufacture of same
  申请人：HOFFMANN LA ROCHE

  公开号：US02179979A1

  公开（公告）日：1939-11-14
• DE714184
  申请人：——

  公开号：——

  公开（公告）日：——