2,2-dimethyl-4-dodecyloxymethyl-1,3-dioxolane | 117089-03-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethyl-4-dodecyloxymethyl-1,3-dioxolane
• 英文别名: 4-[(Dodecyloxy)methyl]-2,2-dimethyl-1,3-dioxolane；4-(dodecoxymethyl)-2,2-dimethyl-1,3-dioxolane
• CAS: 117089-03-9
• 化学式: C₁₈H₃₆O₃
• 分子量: 300.482
• InChiKey: JJEUFGMEQYMSDW-UHFFFAOYSA-N

物化性质

• 沸点：
  136 °C(Press: 0.04 Torr)
• 密度：
  0.897±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-4-dodecyloxymethyl-1,3-dioxolane 在 四氢呋喃 、 吡啶 、 咪唑 、 盐酸 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 120.5h， 生成 (1-Dodecoxy-3-hydroxypropan-2-yl) tetradecanoate
  参考文献：
  名称：

  Nucleoside Conjugates. 14. Synthesis and Antitumor Activity of 1-.beta.-D-Arabinofuranosylcytosine Conjugates of Ether Lipids with Improved Water Solubility

  摘要：

  A series of ara-CDP-rac-1-O-alkyl-2-O-acylglycerol (9a-f), analogues of highly active ara-CDP-rac-1-O-hexadecyl-2-O-palmitoylglycerol (1) and Cytoros(2) (2), was prepared, and solubility, lipophilicity, and structure-activity relationships of these conjugates were investigated. Conjugates 9a-f containing sn-1 alkyl (C-16) and the sn-2 fatty acyl (>C-16) such as conjugate 1 were sparingly soluble. Conjugates 9a-c,e were almost completely solubilized in water by shaking. However, a large portion of conjugates 9d and 9f in water by shaking exist in micelles with mean diameters ranging 7.0-55.2 nm. The partition coefficients (1-octanol/PBS) of the water-soluble conjugates were about 9-18 times greater than that of ara-C. A single dose (300 mg/kg) of conjugates 9d and 9f produced a significant increase in life span (ILS 206 to >543%) with 17-67% long-term survivors (>45 days) in mice bearing ip-implanted L1210 lymphoid leukemia. These results were comparable to those of the previous conjugate 1 and Cytoros (2). In contrast, conjugates 9a-c,e at single doses were less effective (ILS 69-178% with no long-term survivors). However, two (qd, 1, 7) or three (qd 1, 5, 9) divided doses of these conjugates were found to be as effective as a single dose of the previous conjugates. The three divided doses (150 mg/kg per day) of conjugates 9d, 9e, and 9f produced a remarkable antitumor activity in L1210 leukemic mice (ILS >350% with >50% long-term survivors). Because of the convenient formulation and the significant antitumor activities, the water-soluble conjugates 9d, 9e, and 9f warrant further investigation.

  DOI：

  10.1021/jm00010a006
• 作为产物：
  描述：

  十二烷醇 在 三氟化硼乙醚 、 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 四氢呋喃 、 环己烷 、 水 为溶剂， 反应 16.5h， 生成 2,2-dimethyl-4-dodecyloxymethyl-1,3-dioxolane
  参考文献：
  名称：

  皮膚又は毛髪用洗浄剤

  摘要：

  The problem to be solved by the present invention is to provide a skin cleansing agent and a hair cleansing agent that have a good foaming quality, low irritation to the skin, and excellent stability at low temperatures. The skin or hair cleansing agent contains a compound represented by general formula (1), an anionic surfactant (B), and an amphoteric surfactant (C). R1OCH2CH-[O(AO)mH]-CH2O(AO)nH (1) [In general formula (1), R1 represents a monovalent hydrocarbon group having 4 to 18 carbon atoms; AO, present in m+n units, independently represents an ethylene oxide group or a propylene oxide group; m and n are independently integers of 0 or more; m+n is an integer of 1 to 50.]

  公开号：

  JP2019131476A

文献信息

• Design, synthesis and cytotoxicity of chimeric erlotinib-alkylphospholipid hybrids
  作者：Md. Maqusood Alam、Ahmed H.E. Hassan、Kun Won Lee、Min Chang Cho、Ji Seul Yang、Jiho Song、Kyung Hoon Min、Jongki Hong、Dong-Hyun Kim、Yong Sup Lee

  DOI：10.1016/j.bioorg.2018.11.021

  日期：2019.3

  Two series of erlotinib-alkylphospholipid hybrids were prepared and evaluated for their antiproliferative activities against a panel of four cell lines representing lung, breast, liver and skin cancers using erlotinib and miltefosine as reference standards. Amide analogs elicited more enhanced cytotoxic activity than analogous esters. Amide derivatives 8d and 8e exhibited promising broad-spectrum antiproliferative

  制备了两个系列的厄洛替尼-烷基磷脂杂种，并使用厄洛替尼和米替福辛作为参考标准，评估了它们对代表肺癌，乳腺癌，肝癌和皮肤癌的四种细胞系的抗增殖活性。酰胺类似物比类似酯引起的细胞毒性活性更高。酰胺衍生物8d和8e表现出有希望的广谱抗增殖活性，并且比参考厄洛替尼和米替福辛具有更高的疗效。对于8e和8d，它们的细胞GI50值分别在24.7-46.9μM和26.8-43.1μM的范围内。与统计相关分析相结合，制得的化合物对EGFR激酶反应和Akt磷酸化的抑制活性的测定结果表明，其他机制可能有助于其引起的细胞毒性。此外，统计相关分析表明，酰胺系列引发细胞毒性的机制可能与酯系列不同。另外，相关分析表明，根据细胞系类型的不同，机制也有所不同。
• STABILIZED NUCLEOTIDES FOR MEDICAL TREATMENT
  申请人：Deshpande Milind

  公开号：US20160016986A1

  公开（公告）日：2016-01-21

  5′-Deuterated nucleosides and nucleotides and modifications thereof are provided for use in medical therapies, including as antiviral, anti-tumor and anti-neoplastic agents. In one embodiment, compounds, methods and uses are provided for the treatment of hepatitis C, RSV, HSV and other viral diseases in a host, including a human.

  提供了用于医疗疗法的5'-氘代核苷和核苷酸以及其修饰，包括作为抗病毒、抗肿瘤和抗肿瘤剂。在一个实施例中，提供了化合物、方法和用途，用于治疗丙型肝炎、RSV、HSV和其他病毒性疾病在宿主中，包括人类。
• Pièce d'horlogerie
  申请人：Breitling AG

  公开号：EP2687580B1

  公开（公告）日：2018-04-11
• JPH09295994A
  申请人：——

  公开号：JPH09295994A

  公开（公告）日：1997-11-18
• Nucleoside Conjugates. 14. Synthesis and Antitumor Activity of 1-.beta.-D-Arabinofuranosylcytosine Conjugates of Ether Lipids with Improved Water Solubility
  作者：Chung Hong、Alexander Nechaev、Alan J. Kirisits、Rakesh Vig、Sek-Wen Hui、Charles R. West

  DOI：10.1021/jm00010a006

  日期：1995.5

  A series of ara-CDP-rac-1-O-alkyl-2-O-acylglycerol (9a-f), analogues of highly active ara-CDP-rac-1-O-hexadecyl-2-O-palmitoylglycerol (1) and Cytoros(2) (2), was prepared, and solubility, lipophilicity, and structure-activity relationships of these conjugates were investigated. Conjugates 9a-f containing sn-1 alkyl (C-16) and the sn-2 fatty acyl (>C-16) such as conjugate 1 were sparingly soluble. Conjugates 9a-c,e were almost completely solubilized in water by shaking. However, a large portion of conjugates 9d and 9f in water by shaking exist in micelles with mean diameters ranging 7.0-55.2 nm. The partition coefficients (1-octanol/PBS) of the water-soluble conjugates were about 9-18 times greater than that of ara-C. A single dose (300 mg/kg) of conjugates 9d and 9f produced a significant increase in life span (ILS 206 to >543%) with 17-67% long-term survivors (>45 days) in mice bearing ip-implanted L1210 lymphoid leukemia. These results were comparable to those of the previous conjugate 1 and Cytoros (2). In contrast, conjugates 9a-c,e at single doses were less effective (ILS 69-178% with no long-term survivors). However, two (qd, 1, 7) or three (qd 1, 5, 9) divided doses of these conjugates were found to be as effective as a single dose of the previous conjugates. The three divided doses (150 mg/kg per day) of conjugates 9d, 9e, and 9f produced a remarkable antitumor activity in L1210 leukemic mice (ILS >350% with >50% long-term survivors). Because of the convenient formulation and the significant antitumor activities, the water-soluble conjugates 9d, 9e, and 9f warrant further investigation.