6-hydroxy-N,N-diethylnicotinamide | 366448-31-9

• 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: 6-hydroxy-N,N-diethylnicotinamide
• 英文别名: N,N-diethyl-6-oxo-1H-pyridine-3-carboxamide
• CAS: 366448-31-9
• 化学式: C₁₀H₁₄N₂O₂
• mdl: MFCD11174147
• 分子量: 194.233
• InChiKey: VEFTYAHKLQVAEJ-UHFFFAOYSA-N

物化性质

• 沸点：
  409.0±38.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-hydroxy-N,N-diethylnicotinamide 、 丙烯酰氯 以 二氯甲烷 为溶剂， 生成 6-O-Acryloyl-N,N-Diethylnicotinamide
  参考文献：
  名称：

  Pharmaceutical applications of hydrotropic agents, polymers thereof, and hydrogels thereof

  摘要：

  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。

  公开号：

  US20030031715A1
• 作为产物：
  描述：

  6-羟基烟酸 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 6-hydroxy-N,N-diethylnicotinamide
  参考文献：
  名称：

  摘要：

  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.

  DOI：

  10.1023/a:1024458206032

文献信息

• Novel pyridones and their use as modulators of serine hydrolase enzymes
  申请人：Dalhousie University

  公开号：US20020049330A1

  公开（公告）日：2002-04-25

  This invention relates to a compound of formula I: 1 or a pharmaceutically acceptable salt thereof; in which preferably R 3 , R 4 and R 6 are each hydrogen; X is C═O or CH 2 ; and R 7 and R 8 are each independently selected from the group consisting of hydrogen, (C 1 -C 12 )alkyl, (C 3 -C 8 )cycloalkyl and (C 1 -C 2 )alkyl(C 6 -C 14 )aryl; or R 7 and R 8 when taken together form a (C 2 -C 7 )alkylene group; or —NR 7 R 8 together forms a (C 2 -C 14 )heterocyclic or substituted (C 2 -C 14 )heterocyclic. Such compounds modulate the activity of serine hydrolases and can be used in pharmaceutical compositions for the treatment of Alzheimer's disease.

  这项发明涉及一种化合物，其化学式为I:1或其药用盐；其中，最好的情况是R3、R4和R6分别为氢；X为C═O或CH2；而R7和R8分别独立地选自氢、(C1-C12)烷基、(C3-C8)环烷基和(C1-C2)(C6-C14)芳基的组合；或者当R7和R8一起形成(C2-C7)烷基基团时；或者—NR7R8一起形成(C2-C14)杂环或取代的(C2-C14)杂环。这些化合物调节丝氨酰水解酶的活性，可用于治疗阿尔茨海默病的药物组合物中。
• EXPANSIBLE BIOCOMPATIBLE COATS COMPRISING A BIOLOGICALLY ACTIVE SUBSTANCE
  申请人：Avidal Vascular Gmbh

  公开号：EP2271396A2

  公开（公告）日：2011-01-12
• Expansible Biocompatible Coats Comprising a Biologically Active Substance
  申请人：Heilmann Torsten

  公开号：US20110046724A1

  公开（公告）日：2011-02-24

  The present invention relates to an expansible hollow part, having at least one opening, which consists of an elastic biocompatible material and which comprises at least one biologically active substance and, optionally at least one matrix compound. The invention also provides a method of producing said expansible hollow part, a medical device covered at least partially with said hollow part, a kit-of-parts comprising said hollow part of the invention and the use of said hollow part as a therapeutic device and for protecting a medical device.
• US6436972B1
  申请人：——

  公开号：US6436972B1

  公开（公告）日：2002-08-20
• US6544986B2
  申请人：——

  公开号：US6544986B2

  公开（公告）日：2003-04-08