N-Hydroxy-2-naphthalen-2-yl-acetamidine | 422564-76-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-Hydroxy-2-naphthalen-2-yl-acetamidine
• 英文别名: n-Hydroxy-2-naphthalen-2-yl-acetamidine；N'-hydroxy-2-naphthalen-2-ylethanimidamide
• CAS: 422564-76-9
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: JSEPSZVNGFFBQY-UHFFFAOYSA-N

物化性质

• 熔点：
  117-119 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  385.8±35.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 储存条件：
  存储条件：室温、密封、干燥

反应信息

• 作为反应物：
  描述：

  N-Hydroxy-2-naphthalen-2-yl-acetamidine 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 4-<(naphthalen-2-yl)methyl>-3H-1,2,3,5-oxathiadiazole 2-oxide
  参考文献：
  名称：

  Antihyperglycemic activity of novel substituted 3H-1,2,3,5-oxathiadiazole 2-oxides

  摘要：

  A series of substituted 3H-1,2,3,5-oxathiadiazole-2-oxides (6) was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. The oxathiadiazoles 6 were synthesized by a two-step sequence: treatment of a substituted acetonitrile (4) with hydroxylamine to give the corresponding amidoxime (5) and cyclization with thionyl chloride to yield 6. In terms of potency, the 2-naphthalenylmethyl group (as in compound 3) was found to be the optimal substituent in this series. Compound 3 was approximately 5 times more potent than ciglitazone (1).

  DOI：

  10.1021/jm00085a002
• 作为产物：
  描述：

  2-萘乙腈 生成 N-Hydroxy-2-naphthalen-2-yl-acetamidine
  参考文献：
  名称：

  Novel naphthalenylalkyl-3H-1,2,3,5-oxathiadiazole 2-oxides useful as

  摘要：

  这项发明涉及新型[(取代萘基)烷基]-3H-1,2,3,5-噻二唑-2-氧化物，以及它们的制备方法、使用方法和制备它们的药物组合物。这些化合物具有药物特性，使它们有益于治疗糖尿病及相关疾病。

  公开号：

  US04897405A1

文献信息

• 3-Oxadiazol-5-yl-1-aminoalkyl-1h-indole derivatives
  申请人：——

  公开号：US20040034073A1

  公开（公告）日：2004-02-19

  The invention provides aminoalkylindole compounds of Formula (I), wherein R 1 -R 5 , n and p are as described. Also provided are compositions containing compounds of Formula (I) and the use of compounds of Formula (I) in modulating the activity of a cannabinoid receptor in a subject. In particular, the invention provides the use of such compounds as analgesic agents. 1

  该发明提供了公式(I)的氨基烷基吲哚化合物，其中R1-R5、n和p如所述。还提供了含有公式(I)化合物的组合物，以及在调节受体活性中使用公式(I)化合物的方法。具体来说，该发明提供了将这类化合物用作镇痛剂的用途。
• [EN] C-MYC PROTEIN INHIBITOR, PREPARATION METHOD THEREFOR, AND USE THEREOF<br/>[FR] INHIBITEUR DE PROTÉINE C-MYC, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 一种c-Myc蛋白抑制剂及其制备方法和用途
  申请人：SUZHOU KINTOR PHARMACEUTICALS INC

  公开号：WO2022089556A1

  公开（公告）日：2022-05-05

  本发明涉及一类c-Myc蛋白抑制剂及其制备方法和用途，所述c-Myc蛋白抑制剂可选择性的抑制c-Myc蛋白，因此，可用于c-Myc蛋白失调相关疾病，如癌症、心脑血管疾病、病毒感染相关疾病等的预防和治疗。
• Discovery of Potent and Selective SH2 Inhibitors of the Tyrosine Kinase ZAP-70
  作者：Chi B. Vu、Evelyn G. Corpuz、Taylor J. Merry、Selvaluxmi G. Pradeepan、Catherine Bartlett、Regine S. Bohacek、Martyn C. Botfield、Charles J. Eyermann、Berkley A. Lynch、Ian A. MacNeil、Mary K. Ram、Marie Rose van Schravendijk、Shelia Violette、Tomi K. Sawyer

  DOI：10.1021/jm990229t

  日期：1999.10.1

  A series of 1,2,4-oxadiazole analogues has been shown to be potent and selective SH2 inhibitors of the tyrosine kinase ZAP-70, a potential therapeutic target for immune suppression. These compounds typically are 200-400-fold more potent than the native, monophosphorylated tetrapeptide sequences. When compared with the high-affinity xi-1-ITAM peptide (Ac-NQL-pYNELNLGRREE-pYDVLD-NH2, wherein pY refers to phosphotyrosine) some of the best 1,2,4-oxadiazole analogues are approximately 1 order of magnitude less active. This series of compounds displays an unprecedented level of selectivity over the closely related tyrosine kinase Syk, as well as other SH2-containing proteins such as Src and Grb2. Gel shift studies using a protein construct consisting only of C-terminal ZAP-70 SH2 demonstrate that these compounds can effectively engage this particular SH2 domain.
• Antihyperglycemic activity of novel naphthalenylmethyl-3H-1,2,3,5-oxathiadiazole 2-oxides
  作者：John W. Ellingboe、Louis J. Lombardo、Thomas R. Alessi、Thomas T. Nguyen、Frieda Guzzo、Charles J. Guinosso、James Bullington、Eric N. C. Browne、Jehan F. Bagli

  DOI：10.1021/jm00069a006

  日期：1993.8

  A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4-[(5-Chloronaphthalen-2-yl)methyl]-3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.
• Synthesis and cannabinoid activity of 1-substituted-indole-3-oxadiazole derivatives: Novel agonists for the CB1 receptor
  作者：Gerard P. Moloney、James A. Angus、Alan D. Robertson、Martin J. Stoermer、Michael Robinson、Christine E. Wright、Ken McRae、Arthur Christopoulos

  DOI：10.1016/j.ejmech.2007.04.007

  日期：2008.3

  An exploratory chemical effort has been undertaken to develop a novel series of compounds as selective CB1 agonists. It is hoped that compounds of this type will have clinical utility in pain control, and cerebral ischaemia following stroke or traumatic head injury.We report here medicinal chemistry studies directed towards the investigation of a series of 1-substituted-indole-3-oxadiazoles as potential CB, agonists. Crown Copyright (c) 2007 Published by Elsevier Masson SAS. All rights reserved.