1,2-二氢萘-2-羧酸 | 3408-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,2-二氢萘-2-羧酸
• 英文名称: 1,2-Dihydro-[2]naphthoesaeure
• 英文别名: 2-Naphthalenecarboxylic acid, 1,2-dihydro-；1,2-dihydronaphthalene-2-carboxylic acid
• CAS: 3408-30-8
• 化学式: C₁₁H₁₀O₂
• mdl: MFCD03931865
• 分子量: 174.199
• InChiKey: NBKWXLWDPCYIHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-二氢萘-2-羧酸 在 氢氧化钾 作用下， 生成 3,4-二氢-2-萘甲酸
  参考文献：
  名称：

  Derick; Kamm, Journal of the American Chemical Society, 1916, vol. 38, p. 416

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二羟基萘 在 正丁基锂 作用下， 生成 1,2-二氢萘-2-羧酸
  参考文献：
  名称：

  Dehydrogenation by Organometallic Compounds

  摘要：

  DOI：

  10.1021/ja01277a016

文献信息

• A new, potent, conformationally-restricted analog of amphetamine: 2-amino-1,2-dihydronaphthalene
  作者：Bruce A. Hathaway、David E. Nichols、Maxine B. Nichols、George K. W. Yim

  DOI：10.1021/jm00347a011

  日期：1982.5

  A new stimulant compound, 1,2-dihydro-2-naphthalenamine (2-amino-1,2-dihydronaphthalene, 2-ADN), was prepared as an analogue of amphetamine and of 2-aminotetralin. The optical isomers of 2-ADN were obtained by chemical resolution, and the absolute configuration was determined to be R-(+) and S-(-). Preliminary pharmacological evaluation revealed that racemic 2-ADN is approximately one-fourth as potent

  制备了一种新的兴奋剂化合物1,2-二氢-2-萘胺（2-氨基-1,2-二氢萘，2-ADN），作为苯丙胺和2-氨基四氢萘的类似物。通过化学拆分获得2-ADN的旋光异构体，并且确定绝对构型为R-（+）和S-（-）。初步的药理评估显示，消旋的2-ADN在小鼠中的兴奋性约为（+）-苯异丙胺的四分之一。发现2-ADN的S-（-）异构体是外消旋物的刺激作用的唯一原因。利血平和α-甲基-对-酪氨酸都拮抗2-ADN产生的刺激。
• 3, 4-DIHYDRO-2-NAPHTHAMIDE DERIVATIVES AS SELECTIVE DOPAMINE D3 LIGANDS
  申请人：Sokoloff Pierre

  公开号：US20090124630A1

  公开（公告）日：2009-05-14

  The invention relates to 3,4-dihydro-2-naphthamide derivatives of formula (I), pharmaceutical compositions containing them and their therapeutic applications as partial agonists or antagonists of the dopamine D3 receptor for the treatment of neuropsychological disorders.

  本发明涉及式(I)的3,4-二氢-2-萘酰胺衍生物，含有它们的药物组合物以及它们作为多巴胺D3受体的部分激动剂或拮抗剂的治疗应用于神经心理障碍的治疗。
• 3,4-dihydro-2-naphthamide derivatives as selective dopamine D3 ligands
  申请人：Institut National de la Sante et de la Recherche Medicale (INSERM)

  公开号：US07875617B2

  公开（公告）日：2011-01-25

  The invention relates to 3,4-dihydro-2-naphthamide derivatives of formula (I), pharmaceutical compositions containing them and their therapeutic applications as partial agonists or antagonists of the dopamine D3 receptor for the treatment of neuropsychological disorders.

  本发明涉及公式(I)的3,4-二氢-2-萘酰胺衍生物，包含它们的制药组合物以及它们作为多巴胺D3受体的部分激动剂或拮抗剂的治疗应用，用于治疗神经心理障碍。
• [EN] SYNTHESIS AND CHARACTERIZATION OF (S)-3-(5- FLUOROPYRIDIN-2-YL)-5-(PIPERIDIN-3-YL)-L,2,4-OXADIAZOLE DERIVATIVES AND THEIR SECRETORY PHOSPHOLIPASE A2 (SPLA2) INHIBITOR ACTIVITY<br/>[FR] SYNTHÈSE ET CARACTÉRISATION DE (S)-3-(5-FLUOROPYRIDIN-2-YL)-5-(PIPÉRIDIN-3-YL)-L,2,4-OXADIAZOLE ET DE LEUR ACTIVITÉ INHIBITRICE DE LA PHOSPHOLIPASE A2 SÉCRÉTOIRE (SPLA2)
  申请人：SIDDARAJ RANJITH

  公开号：WO2022069953A1

  公开（公告）日：2022-04-07

  The present invention relates to development of novel (S)-3 -(5 -fluoropyridin-2-yl)-5 -(piperidin- 3-yl)- 1,2,4-oxadiazole derivatives. It particularly relates to the development of novel compounds of (S)-3 -(5 -fluoropyridin-2-yl)-5 -(piperidin-3 -yl)- 1,2,4-oxadiazole derivatives as inhibitors of Secretory Phospholipase A2(sPLA2). It also relates synthetic process for preparation of novel compounds of (S)-3-(5-fluoropyridin-2-yl)-5-(piperidin-3-yl)-1,2,4-oxadiazole derivatives as inhibitors of Secretory Phospholipase A2(sPLA2). It further relates to the development of composition with novel compounds of (S)-3-(5-fluoropyridin-2-yl)-5-(piperidin-3-yl)-1, 2,4- oxadiazole derivatives for inhibition of Secretory Phospholipase A2(sPLA2). The final compounds were characterized by1H and13C-NMR, IR, LC-MS and Elemental analysis.In vitroinhibitory effect of series of 7(a-s) [Formula I] on VRV-PL-8a were assessed for PLA2 inhibition studies. The tested compounds 7(a-s) [Formula I] inhibited sPLA2 in dose-dependent manner with an IC50value ranging from 9.2 to 82μΜ which are computed and analyzed using sigmoidal 4PL curve fit.

  本发明涉及开发新型(S)-3-(5-氟吡啶-2-基)-5-(哌啶-3-基)-1,2,4-噁唑衍生物。特别涉及开发(S)-3-(5-氟吡啶-2-基)-5-(哌啶-3-基)-1,2,4-噁唑衍生物的新化合物作为分泌型磷脂酶A2（sPLA2）的抑制剂。还涉及一种合成过程，用于制备(S)-3-(5-氟吡啶-2-基)-5-(哌啶-3-基)-1,2,4-噁唑衍生物的新化合物，作为分泌型磷脂酶A2（sPLA2）的抑制剂。此外，还涉及使用新型(S)-3-(5-氟吡啶-2-基)-5-(哌啶-3-基)-1,2,4-噁唑衍生物的新化合物开发组合物，用于抑制分泌型磷脂酶A2（sPLA2）。最终化合物通过1H和13C-NMR、IR、LC-MS和元素分析进行表征。对于一系列7(a-s)[公式I]的体外抑制效果进行了评估，用于PLA2抑制研究的VRV-PL-8a。经测试的化合物7(a-s)[公式I]以剂量依赖性的方式抑制sPLA2，其IC50值范围为9.2至82μΜ，使用Sigmoidal 4PL曲线拟合计算和分析。
• Mechanochemical Approach for Air‐Tolerant and Extremely Fast Lithium‐Based Birch Reductions in Minutes
  作者：Yunpeng Gao、Koji Kubota、Hajime Ito

  DOI：10.1002/anie.202217723

  日期：——

  mechanochemical Birch reduction is reported for the first time. The newly developed ball-milling method does not require an inert atmosphere or other special precautions. Notably, the reaction completed within one minute for most of the investigated substrates. The present study thus provides a novel, operationally simple, rapid, and scalable alternative to conventional solution-based Birch reduction.

  首次报道了机械化学 Birch 还原。新开发的球磨法不需要惰性气氛或其他特殊预防措施。值得注意的是，对于大多数研究的底物，反应在一分钟内完成。因此，本研究提供了一种新颖、操作简单、快速且可扩展的替代方案，以替代传统的基于解决方案的 Birch 还原。