N-methyl-1,2-dipalmitoyl-sn-glycero-3-phosphatidylethanolamine | 54285-58-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: N-methyl-1,2-dipalmitoyl-sn-glycero-3-phosphatidylethanolamine
• 英文别名: rac-1,2-dipa;mitoylglycerol-3-phosphoryl-N-methylethanolamine；1,2-dipalmitoylglycero-3-phospho-N-methylethanolamine；dipalmitoyl phosphatidyl-N-monomethylethanolamine；(R)-1-(3-hydroxy-2,4-dioxa-7-aza-3-phosphaoct-1-yl)ethylene dipalmitate P-oxide；1,2-dipalmitoyl-sn-glycero-3-phospho-N-methylethanolamine；DL-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeure-(2-methylamino-ethylester)；2,3-di(hexadecanoyloxy)propyl 2-(methylazaniumyl)ethyl phosphate
• CAS: 54285-58-4
• 化学式: C₃₈H₇₆NO₈P
• 分子量: 705.997
• InChiKey: QSBINWBNXWAVAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  48
• 可旋转键数：
  40
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,2-二棕榈酰-rac-丙三醇 在 水 、 dinitrogen tetraoxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.17h， 生成 N-methyl-1,2-dipalmitoyl-sn-glycero-3-phosphatidylethanolamine
  参考文献：
  名称：

  McGuigan, Christopher; Anson, Michael S.; Swords, Bernadette, Journal of the Chemical Society. Perkin transactions I, 1992, # 16, p. 2075 - 2078

  摘要：

  DOI：

文献信息

• The synthesis of phospholipids. Part I. Phosphatidyl and lysophosphatidyl ethanolamines
  作者：J. D. Billimoria、K. O. Lewis

  DOI：10.1039/j39680001404

  日期：——

  A synthesis of saturated and unsaturated optically active phosphatidyl and lysophosphatidyl ethanolamines is described in which the triphenylmethyl group is used for protection. Mild conditions are described for the removal of this group to give the required phospholipids in high yield. Two routes are described, one which allows ready modification of the fatty acid structure and the other which is

  描述了饱和和不饱和光学活性的磷脂酰和溶血磷脂酰乙醇胺的合成，其中三苯甲基用于保护。描述了温和的条件以除去该基团，从而以高收率获得所需的磷脂。描述了两种途径，一种途径允许容易地修饰脂肪酸结构，另一种途径在引入乙醇胺部分的修饰时更有用。
• MULTIVALENT CONSTRUCTS FOR THERAPEUTIC AND DIAGNOSTIC APPLICATIONS
  申请人：Arbogast Christophe

  公开号：US20070172428A1

  公开（公告）日：2007-07-26

  The invention provides compositions and methods for therapeutic and diagnostic applications.

  这项发明提供了治疗和诊断应用的组合物和方法。
• PHOSPHOLIPID-ANALOGOUS COMPOUNDS
  申请人：EIBL Hans-Jörg

  公开号：US20100183705A1

  公开（公告）日：2010-07-22

  Phospholipid-analogous compounds of the general formula (I) in which A where R 1 and R 2 are, independently of one another, hydrogen, a saturated or unsaturated acyl or alkyl radical which can optionally be branched or/and substituted, where the total of the carbon atoms in the acyl and alkyl is 16 to 44 C atoms, s is an integer from 0 to 8, c is a radical of a primary or secondary alcohol of the formula RO—, where R is a saturated or unsaturated alkyl radical, mainly with cis double bond, of from 12 to 30 carbon atoms, n is an integer from 2 to 8, R 3 a can be 1,2-dihydroxypropyl or b can be alkyl with 1 to 3 C atoms when z is >0 or c can be alkyl with 1 to 3 carbon atoms when n≠2 and z=0, m is 1 or 2, x is an integer from 0 to 8, y is 1 for z=1 to S′ or is 1 to 4 for z=1 z is an integer from 0 to 5, are novel and are suitable as liposome constituents, solubilizers and pharmaceuticals.

  通式（I）的类磷脂衍生物，其中A是，R1和R2分别是氢，饱和或不饱和的脂肪酰基或烷基，可以选择支链或/和取代，其中酰基和烷基中的碳原子总数为16到44个碳原子，s是0到8的整数，c是RO—的主要为顺式双键的一级或二级醇的基团，其中R是饱和或不饱和的烷基基团，其碳原子数为12到30个，n是2到8的整数，R3a可以是1,2-二羟基丙基或当z>0时可以是1到3个C原子的烷基，或当n≠2且z=0时可以是1到3个碳原子的烷基，m为1或2，x是0到8的整数，y为z=1到S'时为1或z=1z时为1到4，z是0到5的整数，这些化合物是新的，并适用于作为脂质体成分，溶解剂和药物。
• New Class Of Diazepine Derivative Chelating Agents And Complexes With Paramagnetic Metals Thereof As MRI Contrast Agents
  申请人：BRACCO IMAGING S.P.A

  公开号：US20150037261A1

  公开（公告）日：2015-02-05

  The present invention relates to a new class of diazepine-derivatives as chelating agents for paramagnetic metal ions, the process for their preparation, and use of such paramagnetic complexes as contrast agents, particularly suitable for Magnetic Resonance Imaging (MRI) analysis.

  本发明涉及一种新型的二氮杂环衍生物作为顺磁性金属离子螯合剂，其制备过程以及使用这种顺磁性金属离子复合物作为对比剂，特别适用于磁共振成像（MRI）分析。
• Paramagnetic Solid Lipid Nanoparticles (pSLNs) Containing Metal Amphiphilic Complexes For MRI
  申请人：BRACCO IMAGING S.P.A.

  公开号：US20150258221A1

  公开（公告）日：2015-09-17

  The present invention relates to paramagnetic solid lipid nanoparticles (pSLNs) comprising an amphiphilic paramagnetic metal chelating moiety selected from: a diazepine derivative of Formula I and a tetraazocyclododecane derivative of Formula (II): being said chelating moiety complexed to a paramagnetic metal ion selected from the group consisting of: Gd(III), Mn(II), Cr(III), Cu(II), Fe(III), Pr(III), Nd(III), Sm(III), Tb(III), Yb(III), Dy(III), Ho(III) and Er(III), or salts thereof. The invention further relates to the process for preparation of said solid lipid nanoparticles comprising amphiphilic complexes of paramagnetic metals (pSLNs) and to the use of pSLNs as MRI contrast agents in the diagnostic field.

  本发明涉及一种含有两种不同的疏水性和亲水性结构的配合物的顺磁性固体脂质纳米粒子（pSLNs），所述配合物分别为式I的二氮杂环衍生物和式II的四氮杂环十二烷衍生物，所述螯合配体与从Gd（III）、Mn（II）、Cr（III）、Cu（II）、Fe（III）、Pr（III）、Nd（III）、Sm（III）、Tb（III）、Yb（III）、Dy（III）、Ho（III）和Er（III）中选择的顺磁性金属离子或其盐络合形成。本发明还涉及制备含有顺磁性金属的两种不同的疏水性和亲水性结构的配合物的固体脂质纳米粒子（pSLNs）的方法，以及将pSLNs用作诊断领域的MRI对比剂的用途。