1-(3-氨基丙基)金刚烷盐酸盐 | 31897-98-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-(3-氨基丙基)金刚烷盐酸盐
• 英文名称: 3-(1-adamantyl)-1-propanamine hydrochloride
• 英文别名: 3-(adamantan-1-yl)propan-1-aminium chloride；3-(adamant-1-yl)propan-1-amine hydrochloride；3-(1-adamantyl)propan-1-amine;hydron;chloride
• CAS: 31897-98-0
• 化学式: C₁₃H₂₃N*ClH
• 分子量: 229.793
• InChiKey: KWASCACKNUFQKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2921300090

制备方法与用途

类别：有毒物品

• 毒性分级：高毒
• 急性毒性：
  • 口服（小鼠）LD50：600毫克/公斤
  • 腹腔（小鼠）LD50：150毫克/公斤

可燃性危险特性：

• 可燃；燃烧时会产生有毒的氮氧化物和氯化氢烟雾

储运特性：

• 库房应通风、低温且干燥

灭火剂：

• 干粉、泡沫、砂土
• 二氧化碳
• 雾状水

反应信息

• 作为反应物：
  描述：

  1-(3-氨基丙基)金刚烷盐酸盐 在 硫酸 、 硝酸 作用下， 以71%的产率得到3-aminopropyl-1-hydroxyadamantane
  参考文献：
  名称：

  Synthesis and biological activity of some 1-hydroxy-3-aminoalkyladamantanes and their derivatives

  摘要：

  DOI：

  10.1007/bf00769383
• 作为产物：
  描述：

  3-(adamantan-1-yl)propanenitrile 在 盐酸 、 platinum(IV) oxide 、 氢气 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 20.0 ℃ 、434.38 kPa 条件下， 反应 48.0h， 以62%的产率得到1-(3-氨基丙基)金刚烷盐酸盐
  参考文献：
  名称：

  Effect of Adamantyl Compounds on Dynamics of Spin Labelled Multilamellar Liposomes

  摘要：

  Interactions of two adamantyl molecules: 3-(adamantan-1-yl)propan-l-aminium chloride (compound A) and 1-hydroxyadamantan (compound B) with multilayer liposomes composed of L-alpha-phosphatidylcholine, cholesterol and dicetylphosphate, spin labelled with n-doxylstearic acids (n = 5, 7,10, 12, 16) were investigated. In the presence of aminium salt (A) or alcohol (B) the increased dynamics of 5-doxylstearic acids and 16-doxylstearic acids in the multilamellar liposomes were determined in the temperature range from 250 K to 295 K. The increased dynamics of 5-doxylstearic acids suggested that both adamantyl compounds influenced molecular motions in the interfacial region of the liposome. The increased motional properties of 16-doxylstearic acids, located in the core of the multilamellar liposomes, suggested that both adamantyl compounds induced the structural changes in the hydrophobic core as well.

  DOI：

  10.5562/cca2399

文献信息

• [EN] HISTONE DEACETYLASE INHIBITORS FOR THE TREATMENT OF FUNGAL INFECTIONS<br/>[FR] INHIBITEURS D'HISTONE DÉACÉTYLASE POUR LE TRAITEMENT D'INFECTIONS FONGIQUES
  申请人：ORCHID RES LAB LTD

  公开号：WO2011058582A1

  公开（公告）日：2011-05-19

  Described are bridged compounds of the formula (I), their analogs, tautomeric forms, stereoisomers, geometrical isomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites and prodrugs thereof. The invention relates to compositions and methods to treat fungal infection. These compounds are selective HDAC inhibitors that act as inherent antifungal compounds or enhance the activity of other antifungal compounds such as azoles.

  描述了式(I)的桥联化合物，它们的类似物、互变异构体、立体异构体、几何异构体、多晶形态、水合物、溶剂合物、药学上可接受的盐、药物组合物、代谢产物和其前药。该发明涉及用于治疗真菌感染的组合物和方法。这些化合物是选择性HDAC抑制剂，可作为固有的抗真菌化合物或增强其他抗真菌化合物（如唑类药物）的活性。
• 2-Mercaptoacetamidines as gastric antisecretory agents
  作者：William A. Bolhofer、Charles N. Habecker、Adolph M. Pietruszkiewicz、Mary Lou Torchiana、Henry I. Jacoby、Clement A. Stone

  DOI：10.1021/jm00189a015

  日期：1979.3

  A series of N-substituted 2-mercaptoacetamidines was synthesized and evaluated for gastric antisecretory activity in dogs stimulated with gastrin tetrapeptide. The most potent analogues showed 80--95% inhibition of acid secretion after an oral dose of 8 mg/kg. Thus, these compounds represent a new structural type having significant antisecretory activity. Disulfides had essentially the same antisecretory

  合成了一系列的N-取代的2-巯基乙am，并评价了用胃泌素四肽刺激的狗的胃抗分泌活性。口服剂量为8 mg / kg后，最有效的类似物显示出80--95％的酸分泌抑制作用。因此，这些化合物代表具有显着抗分泌活性的新结构类型。二硫化物与相应的巯基乙acet具有基本相同的抗分泌能力，表明代谢相互转化。巯基的烷基化降低了效力。较高的羧am同系物，例如2-和3-巯基丙ion，具有非常低的活性。羟乙am和巯基乙酰胺的药效也很低。用这一系列化合物观察到的副作用包括呕吐，心动过速和胃出血。
• LAVROVA, L. N.;INDULEN, M. K.;RYAZANTSEVA, G. M.;KORYTNYJ, V. S.;YASHUNSK+, XIM.-FARMATS. ZH., 24,(1990) N, S. 29-31
  作者：LAVROVA, L. N.、INDULEN, M. K.、RYAZANTSEVA, G. M.、KORYTNYJ, V. S.、YASHUNSK+

  DOI：——

  日期：——
• Effect of Adamantyl Compounds on Dynamics of Spin Labelled Multilamellar Liposomes
  作者：Krunoslav Mirosavljević、Marija Matković、Kata Mlinarić-Majerski、Vesna Noethig-Laslo

  DOI：10.5562/cca2399

  日期：——

  Interactions of two adamantyl molecules: 3-(adamantan-1-yl)propan-l-aminium chloride (compound A) and 1-hydroxyadamantan (compound B) with multilayer liposomes composed of L-alpha-phosphatidylcholine, cholesterol and dicetylphosphate, spin labelled with n-doxylstearic acids (n = 5, 7,10, 12, 16) were investigated. In the presence of aminium salt (A) or alcohol (B) the increased dynamics of 5-doxylstearic acids and 16-doxylstearic acids in the multilamellar liposomes were determined in the temperature range from 250 K to 295 K. The increased dynamics of 5-doxylstearic acids suggested that both adamantyl compounds influenced molecular motions in the interfacial region of the liposome. The increased motional properties of 16-doxylstearic acids, located in the core of the multilamellar liposomes, suggested that both adamantyl compounds induced the structural changes in the hydrophobic core as well.
• Synthesis and biological activity of some 1-hydroxy-3-aminoalkyladamantanes and their derivatives
  作者：L. N. Lavrova、M. K. Indulen、G. M. Ryazantseva、V. S. Korytnyi、V. G. Yashunskii

  DOI：10.1007/bf00769383

  日期：1990.1