methyl 11-(N-methylamino)undecanoate | 24255-66-1

• 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: methyl 11-(N-methylamino)undecanoate
• 英文别名: methyl 11-(methylamino)undecanoate；methyl 11-N-methylaminoundecanoate；methyl 11-methylaminoundecanoate；Methyl-11-methylaminoundecanoat
• CAS: 24255-66-1
• 化学式: C₁₃H₂₇NO₂
• 分子量: 229.363
• InChiKey: KACTVNINDQESHP-UHFFFAOYSA-N

物化性质

• 沸点：
  291.3±13.0 °C(Predicted)
• 密度：
  0.897±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 11-(N-methylamino)undecanoate 在 sodium hydroxide 、 三甲胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 benzene-1,3,5-tris(11-carboxyundecyl-N-methylcarboxamide) trisodium salt
  参考文献：
  名称：

  Robinson, Derek I.; Sherrington David C.; Suckling, Colin J., Journal of Chemical Research, Miniprint, 1985, # 5, p. 1701 - 1728

  摘要：

  DOI：
• 作为产物：
  描述：

  11-溴十一酸 在 氯化亚砜 作用下， 以 水 为溶剂， 反应 7.0h， 生成 methyl 11-(N-methylamino)undecanoate
  参考文献：
  名称：

  Polyanion Inhibitors of Human Immunodeficiency Virus and Other Viruses. 5. Telomerized Anionic Surfactants Derived from Amino Acids

  摘要：

  omega-Acryloyl anionic surfactants, whose polar heads are derived from amino acids, have been telomerized to prepare polyanions of a predetermined molecular weight. The main goal of this study was to verify whether the antiviral activity is influenced by the degree of polymerization of the polyanions. The oligomeric polyanions were evaluated for their activity against human immunodeficiency virus (HIV-1 or HIV-2) and various other RNA and DNA viruses. With regard to their anti-HIV activity, a minimum number of anionic groups was necessary to achieve an inhibitory effect. Moreover, to be active the overall conformation of the polyanion must be such that the anionic groups are located on the external site of the molecule. With some of the polyanions, a 50% inhibition concentration (IC50) as low as 1 mu g/mL, or even 0.1 mu g/mL, was noted against HIV-1 in CEM-4 and MT-4 cells, respectively. The most potent polyanions also proved active against human cytomegalovirus and herpex simplex virus at concentrations of 5-10 and 20-40 mu g/mL, respectively. No activity was observed against any of the other viruses tested (i.e., vesicular stomatitis, Sindbis, Semliki forest, parainfluenza, Junin, Tacaribe, Coxsackie, polio, reo, and vaccinia). No toxicity for the host cells was observed at concentrations up to 200 mu g/mL.

  DOI：

  10.1021/jm960493b

文献信息

• Synthesis of silica-supported chiral ferrocenylphosphine ligands and their application in some stereoselective reactions
  作者：Battsengel Gotov、Štefan Toma、Duncan J. Macquarrie

  DOI：10.1039/b002528n

  日期：——

  Synthesis of new BPPFA analogues, having exchanged one of the N-methyl groups for a long (–C10H20–) or short (–C4H8–) alkyl chain with a terminal methoxycarbonyl group, and their immobilization on silica are described. Immobilization resulted in considerable lowering of the reaction rates as well as stereoselectivity in hydrogenation reactions. On the other hand, both homogeneous 3a as well as immobilized ligand 6a with a longer spacer (–C10H20–) have activities and enantioselectivities in allylic nucleophilic substitution comparable to the known BPPFA ligand. This is true also for homogeneous ligand 3b with a shorter chain (–C4H8–), but its immobilization resulted in a big drop of activity as well as selectivity.

  本研究介绍了一种新的 BPPFA 类似物的合成及其在二氧化硅上的固定化情况，该类似物将一个 N-甲基基团交换为带有末端甲氧基羰基的长（-C10H20-）或短（-C4H8-）烷基链。固定化技术大大降低了氢化反应的反应速率和立体选择性。另一方面，均质配体 3a 和固定化配体 6a 在烯丙基亲核取代反应中的活性和对映体选择性与已知的 BPPFA 配体相当。具有较短链（- -）的均质配体 3b 也是如此，但其固定化导致活性和选择性大幅下降。
• Betulinic Acid Derivatives:  A New Class of Human Immunodeficiency Virus Type 1 Specific Inhibitors with a New Mode of Action
  作者：Michel Evers、Christèle Poujade、Françoise Soler、Yves Ribeill、Claude James、Yves Lelièvre、Jean-Christophe Gueguen、Daniel Reisdorf、Isabelle Morize、Rudi Pauwels、Erik De Clercq、Yvette Hénin、Anne Bousseau、Jean-François Mayaux、Jean-Bernard Le Pecq、Norbert Dereu

  DOI：10.1021/jm950670t

  日期：1996.1.1

  A series of omega-undecanoic amides of lup-20(29)-en-28-oic acid derivatives were synthesized and evaluated for activity in CEM 4 and MT-4 cell cultures against human immunodeficiency virus type 1 (HIV-1) strain IIIB/LAI. The potent HIV inhibitors which emerged, compounds 5a, 16a, and 17b, were all derivatives of betulinic acid (3 beta-hydroxylup-20(29)-en-28-oic acid). No activity was found against HIV-2 strain ROD. Compound 5a showed no inhibition of HIV-1 reverse transcriptase activity with poly(C). oligo(dG) as template/primer, nor did it inhibit HIV-1 protease. Additional mechanistic studies revealed that this class of compounds interfere with HIV-1 entry in the cells at a postbinding step.
• POLYMER, RESIST COMPOSITION, AND PATTERN FORMING PROCESS
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20160229940A1

  公开（公告）日：2016-08-11

  A polymer comprising recurring units having an acid generator bound to the backbone, and recurring units having an optionally acid labile group-substituted carboxyl group and/or recurring units having an optionally acid labile group-substituted hydroxyl group is obtained by polymerizing corresponding monomers in a solution of a non-polymerizable compound containing a nitrogen atom to which an acid labile group is bound. This prevents deprotection reaction of the acid labile group in the case of positive resist-forming polymer or crosslinking reaction in the case of negative resist-forming polymer.
• METHOD FOR PRODUCING POLYMER
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20170097567A1

  公开（公告）日：2017-04-06

  A polymer comprising recurring units having an acid generator bound to the backbone, and recurring units having an optionally acid labile group-substituted carboxyl group and/or recurring units having an optionally acid labile group-substituted hydroxyl group is obtained by polymerizing corresponding monomers in a solution of a non-polymerizable compound containing a nitrogen atom to which an acid labile group is bound. This prevents deprotection reaction of the acid labile group in the case of positive resist-forming polymer or crosslinking reaction in the case of negative resist-forming polymer.