methyl 4-[(10-bromodecyl)oxy]benzoate | 173307-96-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-[(10-bromodecyl)oxy]benzoate
• 英文别名: methyl 4-(10-bromodecyloxy)benzoate；methyl p-(10-bromodecyloxy)benzoate；methyl 4-(10-bromodecoxy)benzoate
• CAS: 173307-96-5
• 化学式: C₁₈H₂₇BrO₃
• 分子量: 371.315
• InChiKey: LOBKPNZBNTXTAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-[(10-bromodecyl)oxy]benzoate 在 cesium hydroxide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.5h， 生成 4-[10-[[2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanyl]decoxy]benzoic acid
  参考文献：
  名称：

  Synthesis of Novel Phthalocyanine−Tetrathiafulvalene Hybrids; Intramolecular Fluorescence Quenching Related to Molecular Geometry

  摘要：

  A number of silicon phthalocyanine bis-esters have been synthesized and characterized, with axial ligands containing one or more tetrathiafulvalene groups. Variations in the substitution positions around a central aromatic "hinge" within the ligands lead to different molecular geometries, and the fluorescence of the macrocyclic core is subsequently quenched to varying degrees by the electron-rich tetrathiafulvalene moiety, the magnitude of this effect being dependent upon both the relative separation of the two units and the flexibility of the linking group. Pc derivative 24, with a highly flexible linker group, and pc derivative 28, with a dendritic axial ligand, have the intensity of the macrocycle emission reduced by 99% and 96%, respectively, relative to a similar silicon pc reference compound lacking the TTF moieties. Molecular modeling studies of a series of such hybrids allow the degree of this fluorescence quenching to be related to the intramolecular spacing. Additionally, the potential for rapid electrochemical switching of the phthalocyanine fluorescence by oxidation of the appended tetrathiafulvalene units is explored.

  DOI：

  10.1021/jo020340y
• 作为产物：
  描述：

  1,10-二溴癸烷 、 对羟基苯甲酸甲酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以86%的产率得到methyl 4-[(10-bromodecyl)oxy]benzoate
  参考文献：
  名称：

  Synthesis of Novel Phthalocyanine−Tetrathiafulvalene Hybrids; Intramolecular Fluorescence Quenching Related to Molecular Geometry

  摘要：

  A number of silicon phthalocyanine bis-esters have been synthesized and characterized, with axial ligands containing one or more tetrathiafulvalene groups. Variations in the substitution positions around a central aromatic "hinge" within the ligands lead to different molecular geometries, and the fluorescence of the macrocyclic core is subsequently quenched to varying degrees by the electron-rich tetrathiafulvalene moiety, the magnitude of this effect being dependent upon both the relative separation of the two units and the flexibility of the linking group. Pc derivative 24, with a highly flexible linker group, and pc derivative 28, with a dendritic axial ligand, have the intensity of the macrocycle emission reduced by 99% and 96%, respectively, relative to a similar silicon pc reference compound lacking the TTF moieties. Molecular modeling studies of a series of such hybrids allow the degree of this fluorescence quenching to be related to the intramolecular spacing. Additionally, the potential for rapid electrochemical switching of the phthalocyanine fluorescence by oxidation of the appended tetrathiafulvalene units is explored.

  DOI：

  10.1021/jo020340y

文献信息

• Liposomal agents
  申请人：Nycomed Salutar, Inc.

  公开号：US06045821A1

  公开（公告）日：2000-04-04

  The present invention relates to a liposomal agent comprising liposomes having bound to a membrane thereof a chelated diagnostically or therapeutically effective metal ion. The chelating agent binding the metal ion has a macrocyclic chelant moiety with, attached to a single ring atom thereof, a lipophilic membrane associating moiety.

  本发明涉及一种脂质体药剂，其中脂质体上结合有一种螯合诊断或治疗有效的金属离子。结合金属离子的螯合剂具有一个含有大环螯合基团的结构，其中连接到其中一个环原子的是一个疏水膜结合基团。
• Synthesis of Mono- and Disaccharide 4-[(ω-Sulfanylalkyl)oxy]benzoylhydrazones as Potential Glycoligands for Noble Metal Nanoparticles
  作者：A. Yu. Ershov、A. A. Martynenkov、I. V. Lagoda、A. V. Yakimansky

  DOI：10.1134/s1070363219020208

  日期：2019.2

  procedure has been developed for the synthesis of previously unknown aldose 4-[(ω-sulfanylalkyl) oxy]benzoylhydrazones (where alkyl is hexyl or decyl and aldoses are D-glucose, D-galactose, D-maltose, and D-lactose) that a repromising glycoligands for noble metal nanoparticles. According to the 1H and 13C NMR data, 4-[(ω-sulfanylalkyl)oxy]benzoylhydrazones derived from D-glucose, D-maltose, and D-lactose in

  已经开发出一种合成先前未知的醛糖4-[（（ω-硫烷基烷基）氧基]苯甲酰基hydr（其中烷基为己基或癸基，醛糖为D-葡萄糖，D-半乳糖，D-麦芽糖和D-乳糖）的合成方法贵金属纳米粒子的有前景的糖配体。根据1 H和13 C NMR数据，在晶体和DMSO- d 6溶液中，衍生自D-葡萄糖，D-麦芽糖和D-乳糖的4-[（ω-硫烷基烷基）氧基]苯甲酰基hydr仅具有环状吡喃糖。结构（α-和β-异头物）。在DMSO- d 6溶液中的D-半乳糖4-[[（ω-硫烷基烷基）氧基]苯甲酰基hydr为环状吡喃糖和开链酰基hydr结构的互变异构混合物。
• Chelant moieties linked to an aryl moiety by an interrupted alkylene
  申请人：Nycomed Salutar, Inc.

  公开号：US05798089A1

  公开（公告）日：1998-08-25

  The invention provides amphiphilic compounds of the formula (I) Ch--(--L--Ar--(--AH).sub.n).sub.m (where Ch is a hydrophilic chelant moiety or a salt or a chelate thereof); each L is an optionally oxo substituted C.sub.2-25 -alkylene linker wherein at least one CH.sub.2 moiety is replaced by a group X.sup.1 (e.g. L may include a chain sequence, an X.sup.1 (CH.sub.2 CH.sub.2 X.sup.1).sub.u (where u is a positive integer) such as X.sup.1 (CH.sub.2 CH.sub.2 X.sup.1).sub.u, CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1, CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1, etc.), and wherein L is optionally interrupted by a metabolizable group M but with the provisos that the terminus of L adjacent Ch is CH.sub.2 and that the terminus of L adjacent Ar is X.sup.1 or a CH.sub.2 group adjacent or separated by one CH.sub.2 from a group X.sup.1 (thus, for example the L--Ar linkage may be L.sup.1 --X.sup.1 --Ar, L.sup.1 --CH.sub.2 --Ar, L.sup.1 --X.sup.1 CH.sub.2 --Ar or L.sup.1 --X.sup.1 CH.sub.2 CH.sub.2 --Ar, where L.sup.1 is the residue of L; each Ar is an aryl ring optionally substituted by or having fused thereto a further aryl ring; each AH is a protic acid group, preferably an oxyacid, e.g. a carbon, sulphur or phosphorus oxyacid or a salt thereof; each X.sup.1 is O, S, NR.sup.1 or PR.sup.1, preferably no more than 3 X.sup.1 groups being present in L; each R.sup.1 is hydrogen, alkyl or aryl; and m and n are positive integers, m being for example 1 to 4, especially 1 or 2 and n being for example, 1, 2 or 3) which are especially suited for use in diagnostic imaging of the hepatobiliary system.

  本发明提供了公式（I）的两性化合物 Ch--(--L--Ar--(--AH).sub.n).sub.m （其中Ch是亲水螯合物基团或其盐或螯合物）；每个L是可选的氧代取代的C.sub.2-25-烷基链，其中至少一个CH.sub.2基团被X.sup.1基团取代（例如，L可以包括链序列，X.sup.1（CH.sub.2 CH.sub.2 X.sup.1）.sub.u（其中u是正整数），如X.sup.1（CH.sub.2 CH.sub.2 X.sup.1）.sub.u，CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1，CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 X.sup.1等），其中L可被可代谢的M基团打断，但须满足L邻近Ch的端点为CH.sub.2，L邻近Ar的端点为X.sup.1或与X.sup.1基团相隔一个CH.sub.2（因此，例如，L--Ar连接可以是L.sup.1--X.sup.1--Ar，L.sup.1--CH.sub.2--Ar，L.sup.1--X.sup.1 CH.sub.2--Ar或L.sup.1--X.sup.1 CH.sub.2 CH.sub.2--Ar，其中L.sup.1是L的残基；每个Ar是芳基环，可选地被取代或与另一个芳基环融合；每个AH是质子酸基团，优选为氧酸，例如碳、硫或磷氧酸或其盐；每个X.sup.1是O、S、NR.sup.1或PR.sup.1，优选不超过3个X.sup.1基团存在于L中；每个R.sup.1是氢、烷基或芳基；m和n是正整数，例如m为1至4，特别是1或2，n为1、2或3），特别适用于肝胆系统的诊断成像。
• 10.1021/ma0479991
  作者：Xu, Jianwei、Toh, Cher Ling、Liu, Xueming、Wang, Shaofeng、He, Chaobin、Lu, Xuehong

  DOI：10.1021/ma0479991

  日期：——
• CHELANT COMPOUNDS
  申请人：NYCOMED IMAGING AS

  公开号：EP0755385A1

  公开（公告）日：1997-01-29