2-([1,1’-biphenyl]-4-yl)-N’-hydroxyacetimidamide | 176860-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-([1,1’-biphenyl]-4-yl)-N’-hydroxyacetimidamide
• 英文别名: N'-hydroxy-2-(4-phenylphenyl)ethanimidamide
• CAS: 176860-59-6
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: FBDBZCKQDJQSGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-([1,1’-biphenyl]-4-yl)-N’-hydroxyacetimidamide 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-[(1,1'-biphenyl)-4-ylmethyl]-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：

  4-联苯乙腈 在 盐酸羟胺 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 2-([1,1’-biphenyl]-4-yl)-N’-hydroxyacetimidamide
  参考文献：
  名称：

  在水中获得 3-取代-5-氨基-1,2,4-噻二唑的无催化剂、一锅法

  摘要：

  摘要 已经设计了一种使用异硫氰酸酯、胺肟和水作为环保溶剂合成 3-取代 5-氨基-1,2,4-噻二唑的方案。该策略涉及在无催化剂条件下的一锅反应中连续形成 CN 和 SN 键。该协议的主要特点是操作简单、成本低、基材范围广泛和易于获得的起始材料。

  DOI：

  10.1080/00397911.2021.1986840

文献信息

• [EN] MITOCHONDRIA-TARGETING PEPTIDES<br/>[FR] PEPTIDES CIBLANT LES MITOCHONDRIES
  申请人：STEALTH BIOTHERAPEUTICS CORP

  公开号：WO2019118878A1

  公开（公告）日：2019-06-20

  Disclosed are non-natural peptides useful for the treatment and prevention of ischemia-reperfusion injury (e.g., cardiac ischemia-reperfusion injury) or myocardial infarction.

  披露了用于治疗和预防缺血再灌注损伤（例如心脏缺血再灌注损伤）或心肌梗死的非天然肽。
• Synthesis and antiproliferative efficiency of novel bis(imidazol-1-yl)vinyl-1,2,4-oxadiazoles
  作者：Kebballi N. Nandeesh、Hassan A. Swarup、Nagarakere C. Sandhya、Chakrabhavi D. Mohan、Chottanahalli S. Pavan Kumar、Manikyanahalli N. Kumara、Kempegowda Mantelingu、Sannaiah Ananda、Kanchugarakoppal S. Rangappa

  DOI：10.1039/c5nj02925b

  日期：——

  A new class of bis(imidazol)vinyl-1,2,4-oxadiazoles were synthesised and their anti-proliferative efficiency was tested against HCT116 and A549 cancer cell lines.

  一种新型的双咪唑基乙烯基-1,2,4-噁二唑类化合物被合成，并对其抗增殖效率进行了针对HCT116和A549癌细胞系的测试。
• Novel 1, 2, 4-oxadiazoles as potent and selective histamine H3 receptor antagonists
  作者：J.W. Clitherow、P. Beswick、W.J. Irving、D.I.C. Scopes、J.C. Barnes、J. Clapham、J.D. Brown、D.J. Evans、A.G. Hayes

  DOI：10.1016/0960-894x(96)00122-9

  日期：1996.4

  Replacement of the isothiourea moiety of known histamine H-3 antagonists by certain 5-membered heteroaromatic systems can give compounds with an improved activity profile. One of these, 3-[(4-chlorophenyl)methyl]-5-[2-(1H-imidazol-4-yl)ethyl] 1,2,4-oxadiazole (GR175737) is a potent, selective, orally active and centally penetrating H-3 antagonist. Copyright (C) 1996 Elsevier Science Ltd
• 10.1016/j.bmcl.2024.129799
  作者：Fukuda, Takeshi、Kuribayashi, Takeshi、Takano, Rieko、Sasaki, Koji、Tsuji, Takashi、Niitsu, Yoichi、Ishii, Ken、Hashimoto, Masami、Baba, Daichi、Ito, Shuichiro、Tanaka, Naoki

  DOI：10.1016/j.bmcl.2024.129799

  日期：——
• Catalyst-free, one-pot strategy to access 3-substituted-5-amino-1,2,4-thiadiazoles in water
  作者：Chaithra Nagaraju、Swarup Hassan Ashok、Yatheesh Narayana、Sandhya C. Nagarakere、Mantelingu Kempegowda、Rangappa S. Kanchugarkoppal

  DOI：10.1080/00397911.2021.1986840

  日期：2021.12.2

  Abstract A protocol has been devised for the synthesis of 3-substituted 5-amino-1,2,4-thiadiazoles utilizing isothiocyanates, amidoximes and water as an eco-friendly solvent. The strategy involves consecutive C−N and S−N bonds formation in a one-pot reaction under catalyst-free conditions. Operational simplicity, low cost, broad substrate scope and readily available starting materials are the main

  摘要 已经设计了一种使用异硫氰酸酯、胺肟和水作为环保溶剂合成 3-取代 5-氨基-1,2,4-噻二唑的方案。该策略涉及在无催化剂条件下的一锅反应中连续形成 CN 和 SN 键。该协议的主要特点是操作简单、成本低、基材范围广泛和易于获得的起始材料。