氢乙啶 | 1314080-94-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 氢乙啶
• 英文名称: hydroethidine
• 英文别名: 5-methyl-6-phenyl-6H-phenanthridine-3,8-diamine
• CAS: 1314080-94-8
• 化学式: C₂₀H₁₉N₃
• 分子量: 301.391
• InChiKey: QBMCSIIASWDDPU-UHFFFAOYSA-N

物化性质

• 沸点：
  574.4±50.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  55.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氢乙啶 在 N-氯代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 生成 2-chlorodimidium
  参考文献：
  名称：

  一种使用氧化还原探针氢乙啶检测生物系统中髓过氧化物酶氯化活性的改进方法

  摘要：

  髓过氧化物酶 （MPO） 衍生的次氯酸 （HOCl） 将氧化还原探针氢乙啶 （HE） 转化为 2-氯乙啶 （2-Cl-E+），与 3-氯酪氨酸 （3-Cl-Tyr） 的测量具有相当的特异性和卓越的灵敏度，3-氯酪氨酸 （3-Cl-Tyr） 是生物系统中 MPO 氯化活性的金标准生物标志物。然而，前一种方法的局限性是 HE 与试剂 HOCl 反应形成的产物混合物复杂，并且难以从该混合物中纯化 2-Cl-E+ 用于分析目的。这一限制促使我们测试 HE 与广泛使用的强氯化剂 N-氯琥珀酰亚胺 （NCS） 反应是否可以形成 2-Cl-E+。出乎意料的是，这种反应除了产生 2-Cl-E+ 之外，还产生了 2-氯氢乙啶 （2-Cl-HE） 作为主要产物，通过高效液相色谱 （HPLC）、质谱 （MS） 和核磁共振 （NMR） 进行评估。还观察到 2-Cl-HE 是 HE 与试剂和酶促生成的 HOCl 形

  DOI：

  10.1016/j.freeradbiomed.2022.12.014
• 作为产物：
  描述：

  3,8-二氨基-6-苯基菲啶 在 盐酸 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 氢乙啶
  参考文献：
  名称：

  [EN] DIHYDROETHIDINE ANALOGUES AND USES THEREOF
  [FR] ANALOGUES DE DIHYDROÉTHIDINE ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2011084585A3

文献信息

• Quenching and generation of singlet oxygen by hydroethidine and related chromophores
  作者：P.J. Bilski、B. Karriker、C.F. Chignell

  DOI：10.1016/j.cplett.2009.05.032

  日期：2009.6

  We have found that the oxidative probe hydroethidine (HE) is an efficient O-1(2) quencher with k(q) = 1.1 x 10(9) M (1) s (1) in CH3CN. The structurally related MitoSOX Red had k(q) = 2.1 x 10(9) M (1) s (1) in D2O-CH3CN containing DNA. Ethidium cation, the main oxidation product, and three model compounds, 5-ethyl-5,6-dihydro-3,8-dinitro-6-phenyl-6-phenanthridinol, 3-amino-2-naphthenol, and 2-aminophenol, were lesser O-1(2) quenchers. Another product, 2-OH-ethidium cation, quenched O-1(2) with k(q) = 5.5 x 10(8) M (1) s (1) in a D2O-CH3CN mixture. Interestingly, both ethidium and 2-OH-ethidium cations are weak O-1(2) photosensitizers with quantum yields of O-1(2) production in CH3CN of 0.06 and 0.03, respectively. Thus, O-1(2) can be involved in photochemical experiments with MitoSOX Red and HE. (c) 2009 Published by Elsevier B.V.
• DIHYDROETHIDINE ANALOGUES AND USES THEREOF
  申请人：Mach Robert H.

  公开号：US20130079522A1

  公开（公告）日：2013-03-28

  Tracers for imaging distribution of reactive oxygen species (ROS) are disclosed. The tracers include radiolabeled dihydroethidine (DHE) analogues. Further disclosed are uses of the compounds, including methods of imaging tissue distribution of ROS in vivo by positron emission tomography (PET). Methods of synthesizing the compounds are also disclosed.
• COMBINATIONS OF A PHOTOSENSITIZER WITH A HYDROGEN SULFIDE DONOR, THIOREDOXIN INHIBITOR OR NITROXIDE FOR USE IN PHOTODYNAMIC THERAPY
  申请人：UNIVERSITY OF EXETER

  公开号：US20170202966A1

  公开（公告）日：2017-07-20

  Compounds for use The invention relates to a combination comprising (i) a compound A comprising a mitochondrial targeting group linked to a group capable of releasing hydrogen sulfide or a pharmaceutically acceptable salt thereof or a prodrug thereof, an inhibitor of the thioredoxin antioxidant system or a pharmaceutically acceptable salt thereof or a prodrug thereof, and/or a nitroxide or a pharmaceutically acceptable salt thereof or a prodrug thereof; and (ii) a photosensitizer or photosensitizer precursor; for use in photodynamic therapy
• COMPOUND OR SALT THEREOF
  申请人：SHIZUOKA PREFECTURAL UNIVERSITY CORPORATION

  公开号：US20220401590A1

  公开（公告）日：2022-12-22

  The present invention relates to a compound represented by the following General Formula (1) or a salt thereof. In General Formula (1), R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom, a linear or branched alkyl group which may have a substituent or the like. R 1 and R 2 may be bonded to each other to form a ring. R 3 and R 4 may be bonded to each other to form a ring. R 1 and/or R 2 may be bonded to a 6-membered ring to which —NR 1 R 2 is bonded to form a ring. R 3 and/or R 4 may be bonded to a 6-membered ring to which —NR 3 R 4 is bonded to form a ring. R 5 represents — 11 CH 3 , a linear or branched alkyl group which may have a substituent or the like. R 6 represents —F, — 18 F or the like. X, Y and Z each independently represent a carbon atom, an oxygen atom or the like. n is 0 or 1.
• US4024242A
  申请人：——

  公开号：US4024242A

  公开（公告）日：1977-05-17