12-aminododecan-1-ol hydrochloride

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 12-aminododecan-1-ol hydrochloride
• 英文别名: 12-aminododecan-1-ol;hydrochloride
• 化学式: C₁₂H₂₇NO*ClH
• 分子量: 237.813
• InChiKey: MBHCRDGQXFQJMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  12-aminododecan-1-ol hydrochloride 在 三氟化硼乙醚 、 4-甲基苯磺酸吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 乙腈 为溶剂， 反应 33.5h， 生成 1-O-[12'-(N-2'',2'',2''-trichloro-tert-butoxycarbonylamino)dodecyl]-2-tetrahydropyranyl-sn-glycerol
  参考文献：
  名称：

  Stereospecific Synthesis of Functionalized Ether Phospholipids

  摘要：

  A new stereospecific synthesis of functionalized alkyl ether phospholipids is reported. The synthesis is based upon the following: (1) the use of (R)-glycidyl tosylate as a chiral glycerol precursor; (2) the opening of a boron trifluoride catalyzed epoxide ring to introduce the functionalized sn-1-alkyl substituents; (3) the role of tetrahydropyranyl in protecting the sn-2-glycerol position; and (4) the elaboration of the sn-3-carbinol function, via the base hydrolysis of the acetoxy intermediate, obtained from the displacement of the toluenesulfonyl group of the substrate in dipolar aprotic media. Phosphorylation, using two different methods, has led to the development of two major classes of alkyllysophospholipids. For preparation of "modulator-phospholipid" analogues, the substituted glycerol is coupled with 2,2,2-trichloro-tert-butyl phosphodichloridite and an N-protected amino acid ester, while elaboration of the phosphocholine headgroup of the target platelet-activating factor (PAF) analogues is achieved via the 2-chloro-2-oxo-1,3,2-dioxaphospholane/trimethylamine sequence. The synthesis provides rapid and efficient access to both types of phospholipids: (1) construction of the functionalized/substituted glycerol skeleton is achieved in a straightforward four-step sequence in better than 50% overall yield, and (2) phosphitylation or phosphorylation of the respective glycerol intermediates relies on reagents that require minimal use of protecting groups. The phospholipid compounds prepared include (1) the first synthetic analogue exhibiting modulator activity in conjunction with the glucocorticoid-receptor complex and (2) an sn-1-(omega-amino)alkyl derivative of PAF, suitable for introduction of chain-terminal spectroscopic labels for biological and physicochemical studies to elucidate the mechanism of action of this highly potent alkyl ether phospholipid. The synthetic methods described herein have a great deal of flexibility, thus providing convenient general routes to a wide range of alkyl ether phospholipids.

  DOI：

  10.1021/jo990739v
• 作为产物：
  描述：

  12-氨基十二酸 在 硼烷四氢呋喃络合物 、 甲醇 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以79%的产率得到12-aminododecan-1-ol hydrochloride
  参考文献：
  名称：

  BIPOLAR LIPIDS AND THEIR USE FOR THE DELIVERY OF BIOACTIVE SUBSTANCES

  摘要：

  公开号：

  EP1187807B1

文献信息

• Functionalised nanoparticles, their production and use
  申请人：Baldi Giovanni

  公开号：US08816107B2

  公开（公告）日：2014-08-26

  Stable complexes are described, formed by mono- and di-functional compounds bound to nanoparticles composed of various types of transition metal oxides and of metals useful in the production processes of different types of new materials (such as for example some types of hydrophile plastics, fibers); processes for the production of the complexes are also described.

  描述了由单功能和双功能化合物形成的稳定络合物，这些化合物与由各种过渡金属氧化物和在生产不同类型新材料的过程中有用的金属组成的纳米颗粒结合，例如某些类型的亲水塑料、纤维等；还描述了生产这些络合物的过程。
• Lipids
  申请人：Eaton Anthony William Michael

  公开号：US20060148761A1

  公开（公告）日：2006-07-06

  Bipolar lipids are described which are able to form complexes with polyanions. The lipids comprise a cationic head linked to a hydrophobic backbone and a hydrophilic tail and are capable of self assembly to form stable complexes in aqueous solutions. The lipids are of particular use for the delivery of bioactive substances such as nucleic acids to cells in vitro and especially in vivo.

  描述了一种能够与多聚阴离子形成复合物的双极脂质。该脂质由阳离子头部连接到疏水骨架和亲水尾部组成，能够自组装形成在水溶液中稳定的复合物。这种脂质特别适用于将生物活性物质如核酸传递到体外和体内的细胞中。
• Pyridinecarboxamide derivatives
  申请人：Nisshin Flour Milling Co., Ltd.

  公开号：US06046201A1

  公开（公告）日：2000-04-04

  N-(12-Nitroxydodecyl)-6-(4-ethyl or isopropyl-1-piperazinyl)pyridine-3-carboxamide or physiologically acceptable salts thereof. The said compounds have excellent inhibiting activity of cerebral edema, especially ischemic cerebral edema, and inhibiting activity of delayed neuronal death (an inhibiting activity of Ca-influx in neuronal cells). Cerebral edema is a pathologic condition accompanying cerebrovascular disorders, especially the acute stage cerebrovascular disorders and then the compounds are useful as an inhibiting agent for cerebral edema or a therapeutic agent for cerebrovascular disorders. Moreover, because the compounds do hardly show a behavior suppressing action, which is considered to be side effect in treating cerebrovascular disorders at the acute stage, they are an excellent therapeutic agent for, in particular, the acute stage cerebrovascular disorders. Moreover, the compounds show a cerebral protective activity (an anti-anoxic activity), an activity of increasing cerebral blood flow, and an activity of inhibiting lipid peroxidation, and these activities may lead to the increased utility as a therapeutic agent for cerebrovascular disorders.

  N-(12-硝基氧代十二烷基)-6-(4-乙基或异丙基-1-哌嗪基)吡啶-3-羧酰胺或其生理学上可接受的盐。该化合物具有出色的抑制脑水肿的活性，特别是缺血性脑水肿和延迟性神经元死亡的抑制活性（神经细胞中钙离子流入的抑制活性）。脑水肿是伴随脑血管疾病的病理状况，特别是急性期脑血管疾病，然后该化合物可用作脑水肿的抑制剂或脑血管疾病的治疗剂。此外，由于该化合物几乎不显示抑制行为，这被认为是治疗急性期脑血管疾病的副作用，因此它是一种优秀的治疗剂，特别是针对急性期脑血管疾病。此外，该化合物显示出脑保护活性（抗缺氧活性），增加脑血流的活性和抑制脂质过氧化的活性，这些活性可能导致其作为脑血管疾病治疗剂的增加实用性。
• Albumin-Binding Conjugates Comprising a Fatty Acid and Peg
  申请人：Eaton Anthony William Michael

  公开号：US20080096957A1

  公开（公告）日：2008-04-24

  The present invention provides an albumin-binding compound essentially of the following elements: a spacer group, a water-soluble bridging group, a fatty acid chain and an acidic group characterised in that the acidic group is attached to the distal end of the fatty acid chain. The invention also provides an albumin-binding compound to which one or more biologically active moieties are attached.

  本发明提供了一种基本由以下元素组成的白蛋白结合化合物：一个空间群、一个水溶性桥接群、一个脂肪酸链和一个酸性基团，其特征在于酸性基团附着在脂肪酸链的远端。该发明还提供了一种附有一种或多种生物活性物质的白蛋白结合化合物。
• PYRIDINECARBOXAMIDE DERIVATIVES
  申请人：Nisshin Flour Milling Co., Ltd.

  公开号：EP0882716A1

  公开（公告）日：1998-12-09

  N-(12-Nitroxydodecyl)-6-(4-ethyl or isopropyl-1-piperazinyl)pyridine-3-carboxamide or physiologically acceptable salts thereof. The said compounds have excellent inhibiting activity of cerebral edema, especially ischemic cerebral edema, and inhibiting activity of delayed neuronal death (an inhibiting activity of Ca-influx in neuronal cells). Cerebral edema is a pathologic condition accompanying cerebrovascular disorders, especially the acute stage cerebrovascular disorders and then the compounds are useful as an inhibiting agent for cerebral edema or a therapeutic agent for cerebrovascular disorders. Moreover, because the compounds do hardly show a behavior suppressing action, which is considered to be side effect in treating cerebrovascular disorders at the acute stage, they are an excellent therapeutic agent for, in particular, the acute stage cerebrovascular disorders. Moreover, the compounds show a cerebral protective activity (an anti-anoxic activity), an activity of increasing cerebral blood flow, and an activity of inhibiting lipid peroxidation, and these activities may lead to the increased utility as a therapeutic agent for cerebrovascular disorders.

  N-(12-硝基十二烷基)-6-(4-乙基或异丙基-1-哌嗪基)吡啶-3-甲酰胺或其生理上可接受的盐类。 上述化合物对脑水肿（尤其是缺血性脑水肿）有很好的抑制作用，对延迟神经元死亡（抑制神经元细胞中 Ca 的流入）也有很好的抑制作用。脑水肿是脑血管疾病，尤其是急性期脑血管疾病的一种病理状态，因此，这些化合物可作为脑水肿的抑制剂或脑血管疾病的治疗剂。此外，由于这些化合物在急性期治疗脑血管疾病时几乎不表现出被认为具有副作用的行为抑制作用，因此，它们尤其是急性期脑血管疾病的极佳治疗剂。此外，这些化合物还具有脑保护活性（抗缺氧活性）、增加脑血流量的活性和抑制脂质过氧化的活性，这些活性可能会增加其作为脑血管疾病治疗剂的效用。