3-pyridylmethylnicotinamide | 25297-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-pyridylmethylnicotinamide
• 英文别名: 3-pmna；3-Pyridinecarboxamide, N-(3-pyridinylmethyl)-；N-(pyridin-3-ylmethyl)pyridine-3-carboxamide
• CAS: 25297-38-5
• 化学式: C₁₂H₁₁N₃O
• mdl: MFCD00455905
• 分子量: 213.239
• InChiKey: CTYJYIUAVUAELH-UHFFFAOYSA-N

物化性质

• 沸点：
  496.3±30.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-吡啶二羧酸 、 zinc(II) nitrate hexahydrate 、 3-pyridylmethylnicotinamide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 96.0h， 以50%的产率得到[Zn(2,4-pdc)(H₂O)₂(3-pmna)]_n
  参考文献：
  名称：

  发光的 2,4-吡啶二羧酸锌配位配合物中的联吡啶酰胺配体依赖性维数

  摘要：

  摘要 硝酸锌、2,4-吡啶二甲酸（2,4-pdcH2）和具有氢键能力的二吡啶基酰胺配体在水溶液中结合并经受水热反应条件。生成了三个新的晶体配位配合物；它们的维度主要取决于吡啶基氮供体的双吡啶基酰胺长度和几何分布。通过单晶 X 射线衍射对三个新相进行了结构表征。{[H23-pina][Zn(2,4-pdc)2(H2O)2]·H2O}（1, 3-pina = 3-吡啶基异烟酰胺）是一种具有质子化二吡啶基酰胺阳离子和配位络合物阴离子的盐。{[Zn2(2,4-pdc)2(H2O)4(3-pna)]·3H2O}n (2, 3-pna = 3-pyridylnicotinamide) 显示了一个系统的双重互穿荷叶边 (6,3)配位聚合物层。{[Zn(2,4-pdc)(H2O)2(3-pmna)]n (3, 3-pmna = 3-pyridylmethylnicotinamide) 表现出简单的一维链拓

  DOI：

  10.1016/j.molstruc.2016.04.100
• 作为产物：
  描述：

  3-氨甲基吡啶 、 氯化烟碱盐酸盐 在 吡啶 作用下， 生成 3-pyridylmethylnicotinamide
  参考文献：
  名称：

  发光的 2,4-吡啶二羧酸锌配位配合物中的联吡啶酰胺配体依赖性维数

  摘要：

  摘要 硝酸锌、2,4-吡啶二甲酸（2,4-pdcH2）和具有氢键能力的二吡啶基酰胺配体在水溶液中结合并经受水热反应条件。生成了三个新的晶体配位配合物；它们的维度主要取决于吡啶基氮供体的双吡啶基酰胺长度和几何分布。通过单晶 X 射线衍射对三个新相进行了结构表征。{[H23-pina][Zn(2,4-pdc)2(H2O)2]·H2O}（1, 3-pina = 3-吡啶基异烟酰胺）是一种具有质子化二吡啶基酰胺阳离子和配位络合物阴离子的盐。{[Zn2(2,4-pdc)2(H2O)4(3-pna)]·3H2O}n (2, 3-pna = 3-pyridylnicotinamide) 显示了一个系统的双重互穿荷叶边 (6,3)配位聚合物层。{[Zn(2,4-pdc)(H2O)2(3-pmna)]n (3, 3-pmna = 3-pyridylmethylnicotinamide) 表现出简单的一维链拓

  DOI：

  10.1016/j.molstruc.2016.04.100

文献信息

• Pharmaceutical applications of hydrotropic agents, polymers thereof, and hydrogels thereof
  申请人：——

  公开号：US20030031715A1

  公开（公告）日：2003-02-13

  The present invention is directed to compounds effective for increasing the water solubility of poorly soluble drugs. Hydrotropic agents are identified, such as for increasing the solubility of paclitaxel. Polymerizable monomers of the hydrotropic agents are prepared and hydrotropic polymers formed from such monomers are generated. Both the monomers and resulting polymers increase the solubility of poorly soluble drugs. In some cases, the hydrotropic polymers are more effective at increasing solubility at low concentrations relative to a corresponding amount of the hydrotropic agent precursor. Additionally, the hydrotropic polymers (hytrops) can be crosslinked to yield hydrotropic hydrogels (hytrogels) capable of solubilizing a drug. The hytrogels can further be employed to generate micro- and nano-particle suspensions of a poorly soluble drug. The water solubility of paclitaxel can be increased by four orders of magnitude using compounds of the invention. Large molecular weight compounds, such as the hytrops and hytrogels, are expected to have low levels of absorption in the gastrointestinal tract, thereby making them particularly preferred for oral delivery of poorly soluble drugs.

  本发明涉及一种有效增加水溶性的难溶性药物的化合物。识别了亲水性剂，例如用于增加紫杉醇的溶解度。制备了亲水性剂的可聚合单体，并生成了由这些单体形成的亲水性聚合物。这些单体和最终产生的聚合物都可以增加难溶性药物的溶解度。在某些情况下，亲水性聚合物在低浓度下相对于相应量的亲水性剂前体更有效地增加溶解度。此外，亲水性聚合物（hytrops）可以交联以产生能够溶解药物的亲水性水凝胶（hytrogels）。这些hytrogels还可以用于生成难溶性药物的微米和纳米颗粒悬浮液。使用本发明的化合物，可以将紫杉醇的水溶性提高四个数量级。大分子量化合物，例如hytrops和hytrogels，预计在胃肠道中吸收水平较低，因此特别适用于口服难溶性药物的给药。
• Diverse topologies in copper aromatic dicarboxylate coordination polymers containing 3-pyridylmethylnicotinamide: Effect of geometric isomerism and ring substituent
  作者：Maria D. Torres Salgado、Lucas E. Weingartz、Robert L. LaDuca

  DOI：10.1016/j.ica.2014.12.001

  日期：2015.2

  iph=isophthalate) possesses an extremely rare 4-connected 3-D self-penetrated net with 8 6 tcb topology. [Cu 2 (nip) 2 (3-pmna) 2 ] n ( 3 , nip = 5-nitroisophthalate) manifests a doubled chain 1-D structure, while increased steric bulk in [Cu(tbip)(3-pmna)] n ( 4 , tbip = 5-tert-butylisophthalate) results in a 1-D single chain motif. A significant dependence of the dimensionality and topology of these

  摘要硝酸铜和3-吡啶基甲基烟酰胺（3-pmna）与芳族二羧酸盐的水热反应提供了一系列配位聚合物，通过单晶X射线晶体学对其结构进行了表征。[Cu（tere）（3-pmna）] n（1，tere =对苯二甲酸酯）显示具有3,5-连接的3-D二面体网络，具有罕见的（6 3）（6 9 8）gra拓扑。[Cu（iph）（3-pmna）（H 2 O）]·3H 2 O} n（2，iph =间苯二酸酯）具有一种极为罕见的具有4 6 tcb拓扑结构的4连接3-D自渗透网。[Cu 2（nip）2（3-pmna）2] n（3，nip = 5-硝基间苯二甲酸酯）表现出双链一维结构，而[Cu（tbip）（3-pmna）] n中的空间体积增加（4，tbip ＝ 5-叔丁基间苯二甲酸酯）产生一维单链基序。因此，揭示了这些材料的尺寸和拓扑结构对羧酸供体的位置和环取代基的依赖性很大。还研究了这些新材料的热性能。
• Luminescent cadmium dimethylsuccinate and dimethylglutarate coordination polymers self-assembled in the presence of flexible dipyridylamide ligands with capability for nitrobenzene detection
  作者：Charmaine L. White、Robert L. LaDuca

  DOI：10.1016/j.ica.2015.11.019

  日期：2016.2

  Abstract Hydrothermal reaction of cadmium nitrate, a dimethyl-substituted aliphatic α,ω-carboxylic acid, and a flexible dipyridylamide ligand afforded four crystalline coordination polymers whose dimensionality and topology depended on the nitrogen donor disposition within the dipyridyl subunit and the length of the aliphatic chain subunit. These new crystalline phases were structurally characterized

  摘要硝酸镉，二甲基取代的脂肪族α，ω-羧酸和柔性二吡啶酰胺配体的水热反应提供了四种晶体配位聚合物，其尺寸和拓扑结构取决于二吡啶亚基内氮供体的位置和脂肪族链的长度亚基。这些新的结晶相通过单晶X射线衍射进行结构表征。[Cd（dmg）（3-pmna）（H2O）]·H2O} n（1，dmg = 2,2-二甲基戊二酸，3-pmna = 3-吡啶基甲基烟酰胺）表现出简单的（4,4）网格结构。[Cd（dms）（3-pmna）（H2O）]·4.5H2O} n（2，dms = 2,2-二甲基琥珀酸酯）显示带有环撑杆对的一维配位聚合物梯形图案。[Cd（dms）（4-pmina）]·2.5H2O} n（3，4-pmina = 4-吡啶基甲基异烟酰胺）显示3，具有（426）（426583）拓扑结构的5连接的2倍互穿双节线网络，其中4-pmina配体用作3连接的节点。较高温度的合成方案提供了[Cd4（dms）4（H2O）4]·H2O}
• Benzoic Acid-Catalyzed Transamidation Reactions of Carboxamides, Phthalimide, Ureas and Thioamide with Amines
  作者：Ji-Wei Wu、Ya-Dong Wu、Jian-Jun Dai、Hua-Jian Xu

  DOI：10.1002/adsc.201400068

  日期：2014.8.11

  AbstractAn efficient and simple method for the transamidation of carboxamides, phthalimide, ureas and thioamide with amines catalyzed by commercially available benzoic acid under metal‐free conditions is described. Furthermore, to the best of our knowledge, this is the first report about the transamidation of an aromatic thioamide with amines.magnified image
• ——
  作者：Jaehwi Lee、Sang Cheon Lee、Ghanashyam Acharya、Ching‐jer Chang、Kinam Park

  DOI：10.1023/a:1024458206032

  日期：——

  Purpose. To identify hydrotropic agents that can increase aqueous paclitaxel (PTX) solubility and to study the chemical structures necessary for hydrotropic properties so that polymeric hydrotropic agents can be synthesized.Methods. More than 60 candidate hydrotropic agents (or hydrotropes) were tested for their ability to increase the aqueous PTX solubility. A number of nicotinamide analogues were synthesized based on the observation that nicotinamide showed a favorable hydrotropic property. The identified hydrotropes for PTX were used to examine the structure-activity relationship.Results. N,N-Diethylnicotinamide (NNDENA) was found to be the most effective hydrotropic agent for PTX. The aqueous PTX solubility was 39 mg/ml and 512 mg/ml at NNDENA concentrations of 3.5 M and 5.95 M, respectively. These values are 5-6 orders of magnitude greater than the intrinsic solubility of 0.30+/-0.02 mug/ml. N-Picolylnicotinamide, N-allylnicotinamide, and sodium salicylate were also excellent hydrotropes for PTX. Solubility data showed that an effective hydrotropic agent should be highly water soluble while maintaining a hydrophobic segment.Conclusions. The present study identified several hydrotropic agents effective for increasing aqueous solubility of PTX and analyzed the structural requirements for this hydrotropic property. This information can be used to find other hydrotropic compounds and to synthesize polymeric hydrotropes that are effective for PTX and other poorly water-soluble drugs.