2-nitroxyethylamine hydrochloride | 148556-90-5

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: 2-nitroxyethylamine hydrochloride
• 英文别名: nitroethanolamine hydrochloride；2-aminoethyl nitrate hydrochloride；nitric acid-(2-amino-ethyl ester); hydrochloride；Salpetersaeure-(2-amino-aethylester); Hydrochlorid；2-aminoethyl nitrate;hydrochloride
• CAS: 148556-90-5
• 化学式: C₂H₆N₂O₃*ClH
• 分子量: 142.542
• InChiKey: BNHSMUNWOIBXLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.42
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  异氰酸1-金刚烷酯 、 2-nitroxyethylamine hydrochloride 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  New Adamantane Derivatives with NO-Generating Fragment

  摘要：

  An approach to the synthesis of adamantane derivatives with NO-generating fragment containing nitroxy group has been developed. 1-Aminoadamantane, memantine, and adamantanecarboxylic acid have been used as initial compounds. The prepared compounds have shown ability to generate nitric oxide in a system mimicking biological reactions of nitro group reduction.

  DOI：

  10.1134/s0012500818010044
• 作为试剂：
  描述：

  2-nitroxyethylamine hydrochloride 、 在 2-nitroxyethylamine hydrochloride 作用下， 生成 N-cyano-N'-(2-nitroxyethyl)-3-pyridinecarboxamidine
  参考文献：
  名称：

  Drugs Fut. 1994, 19, 546

  摘要：

  DOI：

文献信息

• Cyanomidines. I. Synthesis and Vasodilatory Activity of N-Substituted Heteroaromatic Cyanoamidines.
  作者：Tatsuo NAKAJIMA、Toshio IZAWA、Tomoko KASHIWABARA、Shohachi NAKAJIMA、Yuuji MUNEZUKA

  DOI：10.1248/cpb.42.2475

  日期：——

  Various heteroaromatic cyanoamidines were synthesized starting from nitriles via cyanoimidates or from amides via thioamides. The compounds were tested for inhibitory effect on the 40 mM K+-induced contraction of rat aorta strips and selected compounds were also evaluated for antagonism of the norepinephrine-induced contraction. Most of the cyanoamidines showed vasodilatory activities. Potent vasoactive compounds were also examined for stimulation of the 86Rb+ efflux to determine their potassium channel opening actions. Maximum potency was displayed by N-cyano-N'-(2-nitroxyethyl)-3-pyridinecarboxyamidine (3h). The methanesulfonate of 3h, which was designated as KRN2391, has been selected for further development as an antianginal agent.

  各种异芳香氰基脲被合成，起始材料为腈，经过氰基咪唑或从酰胺经过硫酰胺。对这些化合物进行了抑制实验，以测试它们对40 mM K+诱导的大鼠主动脉条收缩的影响，同时还评估了选定化合物对去甲肾上腺素诱导的收缩的拮抗作用。大多数氰基脲表现出血管扩张活性。还对强效血管活性化合物进行了86Rb+外流的刺激实验，以确定它们的钾通道开放作用。N-氰基-N'-(2-硝氧基乙基)-3-吡啶羧基脲（3h）显示出最大的效力。3h的甲烷磺酸盐，命名为KRN2391，被选中进一步开发作为抗心绞痛药物。
• Pyridinecarboxyimidamide compounds and the use thereof
  申请人：Kirin Beer Kabushiki Kaisha

  公开号：US05508293A1

  公开（公告）日：1996-04-16

  Disclosed are pyridinecarboximidamides having a vasodilating effect (hypotensive activity or antianginal activity), and acid adduct salts thereof. ##STR1## wherein when R.sup.1 represents an alkyl, hydroxyalkyl, carboxyl, amino, acylamino, alkylamino, dialkylamino, aralkylamino, alkylsulfonamide, bisalkylsulfonylamino or hydroxyl group, R.sup.2 represents a hydrogen atom and R.sup.3 represents a nitroxyl, 2-chlorophenyl or phenyl group; and when R.sup.1 represents a hydrogen atom, R.sup.2 represents an alkyl, hydroxyalkyl, carboxyl, amino, acylamino, alkylamino, dialkylamino, aralkylamino, alkylsulfonamide, bisalkylsulfonylamino or hydroxyl group and R.sup.3 represents a nitroxyl, 2-chlorophenyl or phenyl group. There is also disclosed the use of the compounds represented by the formula (I) for antihypertensive or antianginal purpose.

  本发明涉及一种具有扩血管作用（降压活性或抗心绞痛活性）的吡啶羧酰胺及其酸加合物盐。其中，当R1代表烷基、羟基烷基、羧基、氨基、酰胺基、烷基氨基、二烷基氨基、芳基烷基氨基、烷基磺酰胺、双烷基磺酰胺基或羟基时，R2代表氢原子，R3代表亚硝基、2-氯苯基或苯基；当R1代表氢原子时，R2代表烷基、羟基烷基、羧基、氨基、酰胺基、烷基氨基、二烷基氨基、芳基烷基氨基、烷基磺酰胺、双烷基磺酰胺基或羟基，R3代表亚硝基、2-氯苯基或苯基。本发明还公开了用式（I）所表示的化合物用于抗高血压或抗心绞痛的用途。
• New Adamantane Derivatives with NO-Generating Fragment
  作者：I. V. Serkov、A. N. Proshin、A. K. Ustinov、B. V. Lednev、E. V. Fomina-Ageeva、A. M. Ashba、V. V. Bezuglov、S. O. Bachurin

  DOI：10.1134/s0012500818010044

  日期：2018.1

  An approach to the synthesis of adamantane derivatives with NO-generating fragment containing nitroxy group has been developed. 1-Aminoadamantane, memantine, and adamantanecarboxylic acid have been used as initial compounds. The prepared compounds have shown ability to generate nitric oxide in a system mimicking biological reactions of nitro group reduction.
• Drugs Fut. 1994, 19, 546
  作者：

  DOI：——

  日期：——