N-methyl-N,N-bis(2-((Z)-1-oxooctadec-9-enyloxy)ethyl)amine | 70544-98-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-methyl-N,N-bis(2-((Z)-1-oxooctadec-9-enyloxy)ethyl)amine
• 英文别名: 2-[methyl-[2-[(Z)-octadec-9-enoyl]oxyethyl]amino]ethyl (Z)-octadec-9-enoate
• CAS: 70544-98-8
• 化学式: C₄₁H₇₇NO₄
• 分子量: 648.067
• InChiKey: FNVVYRJRIATCSR-AUYXYSRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  46
• 可旋转键数：
  38
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methyl-N,N-bis(2-((Z)-1-oxooctadec-9-enyloxy)ethyl)amine 、 在 potassium chloride 、 sodium salicylate 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 生成
  参考文献：
  名称：

  CN116396232

  摘要：

  公开号：
• 作为产物：
  描述：

  N-甲基二乙醇胺 、 油酸 以Compound A-6 (333 mg, 51.4%) was obtained in the same manner as that in Reference Example 2的产率得到N-methyl-N,N-bis(2-((Z)-1-oxooctadec-9-enyloxy)ethyl)amine
  参考文献：
  名称：

  Cationic lipid

  摘要：

  本发明提供了一种阳离子脂质，可以使核酸轻松地引入细胞中，其化学式表示为（I）（其中：R1和R2是相同或不同的烯基等，X1和X2是氢原子，或结合在一起形成单键或烷基，X3不存在或是烷基等，Y不存在或是阴离子，a和b是相同或不同的0到3，L3是单键等，R3是烷基等，L1和L2是-O-，-CO-O-或-O-CO-），以及包括该阳离子脂质和核酸的组合物，使用该组合物将核酸引入细胞中的方法等。

  公开号：

  US09408914B2

文献信息

• [EN] POLYAMINE-FATTY ACID DERIVED LIPIDOIDS AND USES THEREOF<br/>[FR] LIPIDOÏDES DÉRIVÉS DE POLYAMINE-ACIDE GRAS ET LEURS UTILISATIONS
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2016004202A1

  公开（公告）日：2016-01-07

  The present disclosure provides polyamine-fatty acid derived lipidoids (e.g., compounds of Formula (I) or (II)) and methods of preparing the lipidoids. A described lipidoid includes R-C(=0)-0- moieties (where R is a lipid moiety), which may be hydrolyzed into non-toxic fatty acids. Also provided are compositions including a described lipidoid and an agent (e.g., polynucleotide, small molecule, peptide, or protein). The present disclosure also provides methods, kits, and uses that involve the lipidoids or compositions for delivering an agent to a subject, tissue, or cell and/or for treating and/or preventing a range of diseases, such as genetic diseases, proliferative diseases, hematological diseases, neurological diseases, immunological diseases, gastrointestinal diseases, respiratory diseases, painful conditions, psychiatric disorders, and metabolic disorders.

  本公开提供了聚胺脂肪酸衍生的脂质体（例如，化合物的化学式（I）或（II））以及制备脂质体的方法。所述脂质体包括R-C(=0)-0-基团（其中R是脂质基团），可以水解为无毒脂肪酸。还提供了包括所述脂质体和药剂（例如，多核苷酸、小分子、肽或蛋白质）的组合物。本公开还提供了涉及脂质体或组合物用于将药剂传递给受体、组织或细胞和/或用于治疗和/或预防一系列疾病的方法、试剂盒和用途，例如遗传疾病、增殖性疾病、血液疾病、神经系统疾病、免疫系统疾病、胃肠道疾病、呼吸系统疾病、疼痛症状、精神障碍和代谢性疾病。
• PRODUCTION OF A COMPOSITION CONTAINING A COMPLEX BETWEEN A MEMBRANE COMPOSED OF A LIPID MONOLAYER AND A NUCLEIC ACID, AND, A LIPID MEMBRANE FOR ENCAPSULATING THE COMPLEX THEREIN
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP3301086A1

  公开（公告）日：2018-04-04

  The present invention relates to a method for producing a composition containing a complex between a membrane composed of a lipid monolayer (reversed micelle) and a nucleic acid, and a lipid membrane for encapsulating the complex therein, comprising the following steps A to D: Step A: preparing a complex between the nucleic acid and a liposome comprising a cationic lipid represented by the formula (I) and/or a cationic lipid other than cationic lipid represented by the formula (I); Step B: preparing a dispersion liquid by dispersing the complex in water or ethanol aqueous solution; Step C: preparing a solution by dissolving the formula (I) and/or the cationic lipid other than cationic lipid represented by the formula (I) in ethanol or an ethanol aqueous solution; and Step D: mixing the dispersion liquid and the solution, and optionally adding water; wherein the formula (I) is (wherein: R1 and R2 are, the same or different, each linear or branched alkyl, alkenyl or alkynyl having 12 to 24 carbon atoms, X1 and X2 are hydrogen atoms, or are combined together to form a single bond or alkylene, X3 is absent or is alkyl having 1 to 6 carbon atoms, or alkenyl having 3 to 6 carbon atoms, when X3 is absent, Y is absent, a and b are 0, L3 is a single bond, R3 is alkyl having 1 to 6 carbon atoms, alkenyl having 3 to 6 carbon atoms, or alkyl having 1 to 6 carbon atoms or alkenyl having 3 to 6 carbon atoms substituted with 1 to 3 substituent(s), which is(are), the same or different, amino, monoalkylamino, dialkylamino, trialkylammonio, hydroxy, alkoxy, carbamoyl, monoalkylcarbamoyl, or dialkylcarbamoyl, and L1 and L2 are -O-, Y is absent, a and b are, the same or different, 0 to 3, and are not 0 at the same time, L3 is a single bond, R3 is alkyl having 1 to 6 carbon atoms, alkenyl having 3 to 6 carbon atoms, or alkyl having 1 to 6 carbon atoms or alkenyl having 3 to 6 carbon atoms substituted with 1 to 3 substituent(s), which is(are), the same or different, amino, monoalkylamino, dialkylamino, trialkylammonio, hydroxy, alkoxy, carbamoyl, monoalkylcarbamoyl, or dialkylcarbamoyl, L1 and L2 are, the same or different, -O-, -CO-O- or -O-CO-, Y is absent, a and b are, the same or different, 0 to 3, L3 is a single bond, R3 is a hydrogen atom, and L1 and L2 are, the same or different, -O-, -CO-O- or -O-CO-, or Y is absent, a and b are, the same or different, 0 to 3, L3 is -CO- or -CO-O-, R3 is alkyl having 1 to 6 carbon atoms or alkenyl having 3 to 6 carbon atoms substituted with 1 to 3 substituent(s), which is(are), the same or different, amino, monoalkylamino, dialkylamino, trialkylammonio, hydroxy, alkoxy, carbamoyl, monoalkylcarbamoyl, or dialkylcarbamoyl, wherein at least one of the substituents is amino, monoalkylamino, dialkylamino, or trialkylammonio, and L1 and L2 are , the same or different, -O-, -CO-O- or -O-CO-, and when X3 is alkyl having 1 to 6 carbon atoms or alkenyl having 3 to 6 carbon atoms, Y is a pharmaceutically acceptable anion, a and b are, the same or different, 0 to 3, L3 is a single bond, R3 is alkyl having 1 to 6 carbon atoms, alkenyl having 3 to 6 carbon atoms, L1 and L2 are, the same or different, -O-, -CO-O- or -O-CO-).

  本发明涉及一种生产含有由脂质单层（反向胶束）组成的膜与核酸之间的复合物的组合物以及用于将复合物包封在其中的脂质膜的方法，包括以下步骤A至D： 步骤 A：制备核酸与由式（I）代表的阳离子脂质和/或除式（I）代表的阳离子脂质以外的阳离子脂质组成的脂质体之间的复合物； 步骤 B：将复合物分散于水或乙醇水溶液中，制备分散液； 步骤 C：将式（I）和/或式（I）代表的阳离子脂质以外的阳离子脂质溶解在乙醇或乙醇水溶液中，制备溶液；以及 步骤 D：混合分散液和溶液，可选择加水； 其中式 (I) 为 (其中 R1 和 R2 相同或不同，各自为具有 12 至 24 个碳原子的直链或支链烷基、烯基或炔基、 X1 和 X2 为氢原子，或结合在一起形成单键或亚烷基、 X3 不存在或为具有 1 至 6 个碳原子的烷基或具有 3 至 6 个碳原子的烯基、 当 X3 不存在时 Y 不存在，a 和 b 为 0，L3 为单键，R3 为具有 1 至 6 个碳原子的烷基、具有 3 至 6 个碳原子的烯基、或具有 1 至 6 个碳原子的烷基或具有 3 至 6 个碳原子的烯基，这些取代基相同或不同，为氨基、单烷基氨基、二烷基氨基、三烷基氨基、羟基、烷氧基、氨基甲酰基、单烷基氨基甲酰基或二烷基氨基甲酰基，且 L1 和 L2 为 -O-、 Y 不存在，a 和 b 相同或不同，为 0 至 3，且同时不为 0，L3 为单键，R3 为具有 1 至 6 个碳原子的烷基、具有 3 至 6 个碳原子的烯基，或具有 1 至 6 个碳原子的烷基或具有 3 至 6 个碳原子的烯基被 1 至 3 个取代基取代、L1和L2是相同或不同的氨基、单烷基氨基、二烷基氨基、三烷基氨基、羟基、烷氧基、氨基甲酰基、单烷基氨基甲酰基或二烷基氨基甲酰基，-O-、-CO-O-或-O-CO-、 Y 不存在，a 和 b 是相同或不同的 0 至 3，L3 是单键，R3 是氢原子，L1 和 L2 是相同或不同的 -O-、-CO-O- 或 -O-CO-，或 羟基、烷氧基、氨基甲酰基、单烷基氨基甲酰基或二烷基氨基甲酰基，其中至少一个取代基是氨基、单烷基氨基、二烷基氨基或三烷基氨基，且 L1 和 L2 是相同或不同的 -O-、-CO-O- 或 -O-CO-，以及 当 X3 是具有 1 至 6 个碳原子的烷基或具有 3 至 6 个碳原子的烯基时，Y 是药学上可接受的阴离子，a 和 b 是相同或不同的 0 至 3，L3 是单键，R3 是具有 1 至 6 个碳原子的烷基或具有 3 至 6 个碳原子的烯基，L1 和 L2 是相同或不同的-O-、-CO-O-或-O-CO-）。
• CATIONIC LIPID
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP2567951B1

  公开（公告）日：2018-09-19
• CONCENTRATED, STABLE, PREFERABLY CLEAR, FABRIC SOFTENING COMPOSITION CONTAINING AMINE FABRIC SOFTENER
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1002035A1

  公开（公告）日：2000-05-24
• Concentrated, stable, preferably clear, fabric softening composition containing amine fabric softener
  申请人：The Procter & Gamble Company

  公开号：US20040002436A1

  公开（公告）日：2004-01-01

  Amine fabric softener actives are prepared in dispersion and/or clear form with materials to improve performance by increasing the cationic charge density. These materials include polycationic compounds, especially cationic polymers; single long-chain cationic compounds; and carboxylic acids that increase the acidity in the rinse, thus lowering pH and increasing the percentage of amine fabric softener active that is protonated. Antistatic properties are also improved.