(Z)-1-[N-methyl-N-[6-(N-methylammoniohexyl)amino]]diazen-1-ium-1,2-diolate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (Z)-1-[N-methyl-N-[6-(N-methylammoniohexyl)amino]]diazen-1-ium-1,2-diolate
• 化学式: C₈H₂₀N₄O₂
• 分子量: 204.272
• InChiKey: DLBKWJOHNPIHQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.56
• 重原子数：
  14.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.17
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N,N'-二甲基-1,6-己二胺 在 氧化亚氮 作用下， 以 乙腈 为溶剂， 生成 (Z)-1-[N-methyl-N-[6-(N-methylammoniohexyl)amino]]diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  More Lipophilic Dialkyldiamine-Based Diazeniumdiolates:  Synthesis, Characterization, and Application in Preparing Thromboresistant Nitric Oxide Release Polymeric Coatings

  摘要：

  The synthesis, characterization, and biomedical application in preparing more thromboresistant polymeric coatings for a series of lipophilic dialkyldiamine-based diazeniumdiolates are described. Dialkylhexamethylenediamine diazeniumdiolates of the form RN[N(O)NO](-)-(CH2)(6)(NH2R)-R-divided by, where R = CH3, CH2CH3, (CH2)(2)CH3, (CH2)(3)CH3, (CH2)(4)CH3, (CH2)(5)CH3, and (CH2)(11)CH3, are prepared via reaction of the corresponding diamine with NO. The more lipophilic diazeniumdiolates [e.g., R = (CH2)(3)CH3] can be incorporated into hydrophobic polymeric films (e.g., plasticized PVC), and the resulting materials release NO for extended periods of time upon exposure to PBS buffer. The mechanism of NO release from these films is examined in detail. More stable initial NO release can be achieved by adding lipophilic anionic species (e.g., tetraphenylborate derivative) to the polymeric material to buffer the activity of protons within the organic phase. It is shown that the use of these new lipophilic NO-donors in polymers provides the ability to tailor NO release rates for a variety of medical applications. As an example, polymers doped with N,N'-dibutylhexamethylenediamine diazeniumdiolate and a tetraphenylborate derivative are employed as coatings for vascular grafts in sheep. The NO release grafts exhibited enhanced performance and had an average 95% thrombus-free surface area compared to 42% for the corresponding control grafts when examined after 21d of implantation.

  DOI：

  10.1021/jm030286t

文献信息

• [EN] SGC STIMULATORS<br/>[FR] STIMULATEURS DE LA SGC
  申请人：IRONWOOD PHARMACEUTICALS INC

  公开号：WO2015089182A1

  公开（公告）日：2015-06-18

  The present patent application discloses at least the compounds according to Formula 1 shown below, or pharmaceutically acceptable salts thereof, wherein ringjB,n, JD, J,0, X, X1, J, RC, and W are as defined herein. These compounds are useful as simulators of soluble sGC.

  本专利申请至少揭示了如下所示的符合Formula 1的化合物，或其药用可接受盐，其中ringjB，n，JD，J，0，X，X1，J，RC和W的定义如本文所述。这些化合物可用作可溶性sGC的模拟物。
• sGC STIMULATORS
  申请人：Ironwood Pharmaceuticals, Inc.

  公开号：US20180065971A1

  公开（公告）日：2018-03-08

  The present disclosure relates to stimulators of soluble guanylate cyclase (sGC), pharmaceutical formulations comprising them and their uses thereof, alone or in combination with one or more additional agents, for treating various diseases, wherein an increase in the concentration of nitric oxide (NO) or an increase in the concentration of cyclic Guanosine Monophosphate (cGMP), or both, or an upregulation of the NO pathway is desirable. The compounds are of Formula I:

  本公开涉及可溶性鸟苷酸环化酶（sGC）的激动剂，包括它们的药物配方及其单独或与一个或多个额外药剂联合使用以治疗各种疾病，其中氮氧化物（NO）浓度增加、环鸟苷酸单磷酸（cGMP）浓度增加、或两者增加，或NO途径上调是可取的。这些化合物属于式I：
• [EN] 2 - BENZYL, 3 - (PYRIMIDIN- 2 -YL) SUBSTITUTED PYRAZOLES USEFUL AS SGC STIMULATORS<br/>[FR] PYRAZOLES 2-BENZYLE, 3-(PYRIMIDIN-2-YLE)-SUBSTITUÉS UTILES COMME STIMULATEURS DE SCG
  申请人：IRONWOOD PHARMACEUTICALS INC

  公开号：WO2013101830A1

  公开（公告）日：2013-07-04

  2-Benzyl, 3 - (pyrimidin- 2 -YL) substituted pyrazoles are described. They are useful as stimulators of sGC, particularly NO - independent, heme - dependent stimulators. These compounds may be useful for treating, preventing or managing various disorders that are herein disclosed.

  描述了2-苄基，3-（嘧啶-2-基）取代的吡唑啉。它们可作为sGC的刺激剂，特别是NO-独立的、血红蛋白依赖的刺激剂。这些化合物可能对治疗、预防或管理本文披露的各种疾病有用。
• [EN] SGC STIMULATORS<br/>[FR] STIMULATEURS DE SGC
  申请人：IRONWOOD PHARMACEUTICALS INC

  公开号：WO2012064559A1

  公开（公告）日：2012-05-18

  Compounds of Formula (IA) and Formula (IB) are described. They are useful as stimulators of sGC, particularly NO-independent, heme-dependent stimulators. These compounds may be useful for treating, preventing or managing various disorders that are herein disclosed.

  描述了化合物Formula (IA)和Formula (IB)。它们可用作sGC的刺激剂，特别是NO非依赖性、血红素依赖性刺激剂。这些化合物可能有助于治疗、预防或管理本文中披露的各种疾病。
• NONOATE DERIVATIVES AND USES THEREOF
  申请人：IRONWOOD PHARMACEUTICALS

  公开号：US20140135295A1

  公开（公告）日：2014-05-15

  A compound of Formula (I): or a pharmaceutically acceptable salt of the compound. Also described are pharmaceutical formulations thereof and methods of using the same.

  化合物的化学式（I）：或者该化合物的药用可接受的盐。还描述了其药物制剂和使用方法。