2-(diisopropylamino)propane-1,3-diol | 1135530-59-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(diisopropylamino)propane-1,3-diol
• 英文别名: 2-[Di(propan-2-yl)amino]propane-1,3-diol
• CAS: 1135530-59-4
• 化学式: C₉H₂₁NO₂
• 分子量: 175.271
• InChiKey: NNCNKJOUILIFAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  dimethyl 2-(diisopropylamino)propanedioate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以92%的产率得到2-(diisopropylamino)propane-1,3-diol
  参考文献：
  名称：

  Trialkylamines More Planar at Nitrogen Than Triisopropylamine in the Solid State

  摘要：

  A short synthesis of exceedingly congested amines, with insertion of a rhodium carbenoid into an N-H bond as the key step, is described. Trialkylamines such as 2-(diisopropylamino)propane-1,3-diol (8) and 2-(2,2,6,6-tetramethyl-1-piperidinyl)propane-1,3-diol (10) may be prepared easily. Examination of amines of this type by X-ray crystallography reveals nearly planar nitrogens. Indeed, they are all more planar than the nitrogen of triisopropylamine, which had long been thought to be perfectly planar, but which is in fact very slightly pyramidal. The distance (h) of the nitrogen of triisopropylamine to the plane defined by the three carbons to which it is bonded is 0.28-0.29 angstrom. In 8, by comparison, h is 0.185 angstrom. A qualitative orbital interaction explanation is proposed to rationalize the tendency of nitrogen to planarize when attached to the 1,3-dihydroxy-2-propyl group. Cyclic voltammetric measurements of nitrogen one-electron oxidation of the nearly planar trialkylamines revealed no correlation between E-1/2(ox) and degree of planarity.

  DOI：

  10.1021/jo802086h

文献信息

• Amine-containing lipids and uses thereof
  申请人：Anderson Daniel G.

  公开号：US20110009641A1

  公开（公告）日：2011-01-13

  Nitrogen-containing lipids prepared from the conjugate addition of amines to acrylates, acrylamides, or other carbon-carbon double bonds conjugated to electron-withdrawing groups are described. Methods of preparing these lipids from commercially available starting materials are also provided. These amine-containing lipids or salts forms of these lipids are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems. Given the amino moiety of these lipids, they are particularly suited for the delivery of polynucleotides. Complexes or nanoparticles containing the inventive lipid and polynucleotide have been prepared. The inventive lipids may also be used to in preparing microparticle for drug delivery. They are particularly useful in delivering labile agents given their ability to buffer the pH of their surroundings.
• THERAPEUTIC COMPOSITIONS
  申请人：Tzianabos Arthur

  公开号：US20110052673A1

  公开（公告）日：2011-03-03

  Therapeutic compositions containing therapeutic agents and nitrogen-containing lipids are described. These tertiary amine-containing polymers are preferably biodegradable and biocompatible. Nanoparticles, microparticles, and complexes containing lipid/therapeutic agent complexes are also described.
• AMINE-CONTAINING LIPIDS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20160009657A1

  公开（公告）日：2016-01-14

  Nitrogen-containing lipids prepared from the conjugate addition of amines to acrylates, acrylamides, or other carbon-carbon double bonds conjugated to electron-withdrawing groups are described. Methods of preparing these lipids from commercially available starting materials are also provided. These amine-containing lipids or salts forms of these lipids are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems. Given the amino moiety of these lipids, they are particularly suited for the delivery of polynucleotides. Complexes or nanoparticles containing the inventive lipid and polynucleotide have been prepared. The inventive lipids may also be used to in preparing microparticle for drug delivery. They are particularly useful in delivering labile agents given their ability to buffer the pH of their surroundings.
• NANOCOMPLEXES FOR DELIVERY OF SAPORIN
  申请人：TUFTS UNIVERSITY

  公开号：US20160082126A1

  公开（公告）日：2016-03-24

  A nanocomplex, of particle size 50 nm to 1000 nm, containing saporin and a lipid-like compound, in which saporin binds to the lipid-like compound via non-covalent interaction or covalent bonding. The lipid-like compound has a hydrophilic moiety, a hydrophobic moiety, and a linker joining the hydrophilic moiety and the hydrophobic moiety. The hydrophilic moiety is optionally charged and the hydrophobic moiety has 8 to 24 carbon atoms. Also disclosed is a pharmaceutical composition containing such a nanocomplex and a pharmaceutically acceptable carrier. The nanocomplex is useful in treating diseases, such as cancer.
• US9006487B2
  申请人：——

  公开号：US9006487B2

  公开（公告）日：2015-04-14