2-(N-phenyl-hydrazino)-ethanol | 49540-59-2

• 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-(N-phenyl-hydrazino)-ethanol
• 英文别名: N-(2-Hydroxy-aethyl)-N-phenyl-hydrazin；2-(N-Phenyl-hydrazino)-aethanol；Ethanol, 2-(1-phenylhydrazino)-；2-(N-aminoanilino)ethanol
• CAS: 49540-59-2
• 化学式: C₈H₁₂N₂O
• 分子量: 152.196
• InChiKey: SMQDAZMCTVEORN-UHFFFAOYSA-N

物化性质

• 沸点：
  300.3±25.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(N-phenyl-hydrazino)-ethanol 在 草酰氯 、 溶剂黄146 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.83h， 生成 benzaldehyde formylmethyl(phenyl)hydrazone
  参考文献：
  名称：

  Shen, Jing-Kang; Katayama, Hajime; Takatsu, Noriyuki, Journal of the Chemical Society. Perkin transactions I, 1993, # 17, p. 2087 - 2098

  摘要：

  DOI：
• 作为产物：
  描述：

  1-乙酰基-2-苯基肼 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 50.0h， 生成 2-(N-phenyl-hydrazino)-ethanol
  参考文献：
  名称：

  5-Lipoxygenase Inhibitors:  Synthesis and Structure−Activity Relationships of a Series of 1-Aryl-2H,4H-tetrahydro-1,2,4-triazin-3-ones

  摘要：

  Synthetic routes were developed to access a variety of novel 1-aryl-2H,4H-tetrahydro-1,2,4-triazin-3-one analogs which were evaluated as 5-lipoxygenase (5-LO) inhibitors. The parent structure, 1-phenylperhydro-1,2,4-triazin-3-one (4), was found to be a selective inhibitor of 5-LO in broken cell, intact cell, and human blood assays with IC50 values of 5-21 mu M. In a rat anaphylaxis model, 4 blocked leukotriene formation with an ED(50) = 7 mg/kg when administered orally. Compound 4 exhibited selectivity for inhibition of 5-LO with little activity against related enzymes: 12-LO from human platelets, 15-LO from soybean, and cyclooxygenase (COX) from sheep seminal vesicle. In pilot subacute toxicity testing, 4 did not produce methemoglobinemia in rats (400 mg/kg po daily for 9 days) or in dogs (200 mg/kg po daily for 28 days). These results indicated that the triazinone structure provided a 5-LO inhibitor template devoid of the toxicity problems observed in the related phenidone (1) and pyridazinone (3) classes of 5-LO inhibitors. The parent compound 4 is a selective, orally bioavailable 5-LO inhibitor which can serve as a useful reference standard for in vivo pharmacological studies involving leukotriene-mediated phenonmena.

  DOI：

  10.1021/jm960372b

文献信息

• First Synthesis and Investigation of Two Hydroxyalkyl-Substituted 2-Tetrazenes
  作者：Bernd Porath、Ralf Münzenberg、Peter Heymanns、Paul Rademacher、Roland Boese、Dieter Bläser、Rüdiger Latz

  DOI：10.1002/(sici)1099-0690(199807)1998:7<1431::aid-ejoc1431>3.0.co;2-m

  日期：1998.7

  semiempirical SCF calculations show that O–H···N hydrogen bonds of 2-tetrazenes are medium strong. The δ-15N data and the quantum chemical calculations indicate that the amino nitrogen atoms of a 2-tetrazene are involved in intermolecular hydrogen bonding to a larger extent than the azo nitrogen atoms; the corresponding energy difference of the two types of hydrogen bonds is about 3 kJ mol−1. The hydrogen bonds

  已经合成了先前未知的羟烷基-2-四烯 (1a, 2a) 的两个成员，并通过光谱（IR、1H NMR、15N NMR）和理论方法研究了这些新型双官能化合物的氢键。1a 及其双（三甲基甲硅烷基）衍生物 1b 的结构通过 X 射线分析确定。在结晶状态下，分子1a通过形成三维网络的O-H···O氢键结合。从头算 HF 和 DFT 以及半经验 SCF 计算表明，2-四氮烯的 O-H...N 氢键是中等强度的。δ-15N数据和量子化学计算表明，2-四氮烯的氨基氮原子比偶氮氮原子参与分子间氢键的程度更大；两种氢键对应的能量差约为3 kJ mol-1。根据所涉及的氮原子，氢键可以在热力学上稳定或破坏 2-四氮烯。1,1,4,4-四甲基-2-四氮烯与甲醇的络合仅伴随几何参数的微小变化，而对电子结构的系统影响则更为明显。N-N 键断裂的过渡态在更大程度上稳定，使得这些化合物对热分解相当敏感。4-四甲基-2-四
• (3,5-Diaminophenyl)(2,4-dihydroxyphenyl)methanone and the acid adducts thereof, method for their preparation and use of these compounds for dyeing fibers
  申请人：Goettel Otto

  公开号：US20070180629A1

  公开（公告）日：2007-08-09

  The object of the present invention are (3,5-diaminophenyl)(2,4-dihydroxyphenyl)metha-none and the acid adducts thereof of formula (I), with 0≦n≧2 and HX denoting an inor-ganic or organic acid, the colorant containing these compounds and a method for producing the compounds of formula (I).

  本发明的对象是公式（I）中的（3,5-二氨基苯基）（2,4-二羟基苯基）甲酮及其酸加合物，其中0≦n≧2，HX表示无机或有机酸，所述颜料含有这些化合物，并且本发明还提供了一种制备公式（I）化合物的方法。
• TETRACYCLIC INDOLE DERIVATIVES AS IN VIVO IMAGING AGENTS AND HAVING PERIPHERALBENZODIAZEPINE RECEPTOR AFFINITY (PBR)
  申请人：Arstad Erik

  公开号：US20090220420A1

  公开（公告）日：2009-09-03

  The present invention provides novel tetracyclic indole compounds of Formula (I) either as in vivo imaging agents or as therapeutic agents. A method for the preparation of the in vivo imaging agent compound is also provided by the invention, as well as a precursor for use in said method. Pharmaceutical compositions comprising the compounds of the invention are additionally provided. Where the pharmaceutical composition comprises a compound suitable for in vivo imaging, a kit is provided for the preparation of the pharmaceutical composition. In a further aspect, use of the compound for in vivo imaging or treatment of conditions associated with PBR is provided.

  本发明提供了新型四环吲哚化合物（I）作为体内成像剂或治疗剂。本发明还提供了一种用于制备体内成像剂化合物的方法，以及用于该方法的前体。此外，还提供了包含本发明化合物的制药组合物。其中，如果制药组合物包含适用于体内成像的化合物，则提供用于制备制药组合物的工具包。在另一个方面，提供了将该化合物用于体内成像或治疗与PBR相关病症的用途。
• Tetracyclic indole derivatives as in vivo imaging agents and having peripheralbenzodiazepine receptor affinity (PBR)
  申请人：Arstad Erik

  公开号：US08506932B2

  公开（公告）日：2013-08-13

  The present invention provides novel tetracyclic indole compounds of Formula (I) either as in vivo imaging agents or as therapeutic agents. A method for the preparation of the in vivo imaging agent compound is also provided by the invention, as well as a precursor for use in said method. Pharmaceutical compositions comprising the compounds of the invention are additionally provided. Where the pharmaceutical composition comprises a compound suitable for in vivo imaging, a kit is provided for the preparation of the pharmaceutical composition. In a further aspect, use of the compound for in vivo imaging or treatment of conditions associated with PBR is provided.

  本发明提供了新型四环吲哚化合物（式（I）），可作为体内成像试剂或治疗剂。本发明还提供了一种制备体内成像试剂化合物的方法，以及用于该方法的前体。此外，本发明还提供了包括本发明化合物的药物组合物。如果药物组合物包括适用于体内成像的化合物，则提供用于制备药物组合物的试剂盒。在另一方面，本发明提供了将该化合物用于体内成像或治疗与PBR相关疾病的方法。
• Pyridazinone, triazinone and oxapyridazinone lipoxygenase inhibiting compounds
  申请人：ABBOTT LABORATORIES

  公开号：EP0299449A2

  公开（公告）日：1989-01-18

  Pyridazinone, triazinone and oxapyridazinone compounds which are useful in inhibting lipoxygenase enzymes, particularly 5-lipoxygenase.

  可抑制脂氧合酶，特别是 5-脂氧合酶的哒嗪酮、三嗪酮和噁哒嗪酮化合物。