6-(氯甲基)烟酸乙酯 | 10177-23-8

• 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
• 中文名称: 6-(氯甲基)烟酸乙酯
• 英文名称: 6-(chloromethyl)-3-pyridinecarboxylic acid ethyl ester
• 英文别名: ethyl 6-chloromethyl-pyrid-3-yl-carboxylate；ethyl 6-chloromethyl-pyrid-3-yl-caboxylate；ethyl 6-(chloromethyl)nicotinate；ethyl 2-chloromethyl-nicotinate；6-chloromethyl-nicotinic acid ethyl ester；ethyl 6-chloromethylnicotinate；ethyl 6-(chloromethyl)pyridine-3-carboxylate
• CAS: 10177-23-8
• 化学式: C₉H₁₀ClNO₂
• mdl: MFCD10697587
• 分子量: 199.637
• InChiKey: OMVMQZZXXLCHHI-UHFFFAOYSA-N

物化性质

• 熔点：
  42-43 °C
• 沸点：
  64 °C
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  6-(氯甲基)烟酸乙酯 在 sodium hydroxide 、 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 38.25h， 生成 ethyl 6-[[4-[3-(2H-tetrazol-5-yl)propoxy]phenoxy]methyl]pyridine-3-carboxylate
  参考文献：
  名称：

  Development of a novel series of (2-quinolinylmethoxy)phenyl-containing compounds as high-affinity leukotriene receptor antagonists. 1. Initial structure-activity relationships

  摘要：

  This series of reports describes the development of orally active, highly potent, specific antagonists of the peptidoleukotrienes containing a (2-quinolinylmethoxy)phenyl moiety. Described in this first report are the structure-activity relationships that led to a more than a 20-fold improvement of the potency and selectivity of the initial chemical lead (RG 5901). From this series of compounds, RG 7152 (16) was identified and selected for further evaluation in the clinic as an antiasthmatic agent. Compound 16 competitively inhibits [3H]LTD4 binding to membranes from guinea pig lung (Ki = 38 +/- 6 nM) and the spasmogenic activity of LTC4, LTD4, and LTE4 in parenchymal lung strips from guinea pigs. Unlike the original lead (RG 5901), compound 16 does not inhibit 5-lipoxygenase from guinea pig PMNs. Following oral administration to guinea pigs, 16 blocks LTD4-induced dermal permeability (ED50 = 6.9 mg/kg), LTD4-induced bronchoconstriction (ED50 = 1.1 mg/kg), antigen-induced bronchoconstriction (ED50 = 2.5 mg/kg), and anaphylactic-induced mortality (ED50 = 16 mg/kg). These studies on structure-activity relationships indicate that there is a requirement for an acidic function and the presence of the (2-quinolinylmethoxy)phenyl moiety in a specific geometric arrangement.

  DOI：

  10.1021/jm00166a016
• 作为产物：
  描述：

  2,5-吡啶二甲酸二乙酯 在 sodium tetrahydroborate 、 氯化亚砜 、 calcium chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 6-(氯甲基)烟酸乙酯
  参考文献：
  名称：

  开发实用且可扩展的方法来制备前微管溶素和类似物的脱乙酰氧基微管蛋白（dTuv）片段

  摘要：

  我们在本文中提出了一种新颖且方便的途径，用于放大前微管溶素的dTuv片段。新构想的化学路线涉及制备关键噻唑中间体的实用而有效的一步步骤，然后进行高产率的维蒂希烯化/还原步骤。从廉价且无毒的l-半胱氨酸开始的优化路线包括五个合成步骤和仅两次色谱纯化，因此显示了大幅提高的总收率。所提出方法的多功能性也为探索带有不同杂环部分的前微管溶素衍生物提供了新的提示。

  DOI：

  10.1016/j.tetlet.2016.01.051

文献信息

• A pair of highly biotolerated diamagnetic and paramagnetic iron(<scp>ii</scp>) complexes displaying electroneutrality
  作者：J. Wang、C. Gondrand、F. Touti、J. Hasserodt

  DOI：10.1039/c5dt02192h

  日期：——

  A pair of structurally analogous macrocyclic iron(II) complexes with a magnetic off-on relationship is reported that exhibit electroneutrality at neutral pH and high stability in physiological media. This has been achieved by external charge compensation using nicotinate pendent arms. No contact toxicity was observed for cells up to 4 mM for the low-spin and 2 mM for the high-spin complex. These results

  据报道，一对具有磁性断开关系的结构相似的大环铁（II）配合物在中性pH值下表现出电子中性，在生理介质中具有很高的稳定性。这是通过使用烟酸悬垂臂进行外部电荷补偿来实现的。对于低纺丝至4 mM的细胞和高纺丝复合物至2 mM的细胞，未观察到接触毒性。这些结果是未来设计具有更高生物耐受性的开启探针的必要前提。
• Certain 1,3,4-thiadiazole derivatives and anti-ulcer agent comprising
  申请人：Tsumura & Co.

  公开号：US05106859A1

  公开（公告）日：1992-04-21

  A novel thiadiazole derivative represented by the following formula I: ##STR1## wherein when n is 0, m is 0, and when n is 1, m is 0 or 1, and the preparation of this derivative and the use of this derivative as an anti-ulcer agent.

  一种新型噻二唑衍生物，其化学式如下：##STR1## 当n为0时，m为0；当n为1时，m为0或1。该衍生物的制备方法以及作为抗溃疡剂的用途。
• Towards the synthesis of substituted porphyrins by a pyridyl group bearing a reactive functionality
  作者：Maya El Ojaimi、Benoit Habermeyer、Claude P. Gros、Jean-Michel Barbe

  DOI：10.1142/s108842461000232x

  日期：2010.6

  Pyridyl-substituted porphyrins bearing a reactive functionality were prepared via Suzuki cross-coupling reactions and resulted in very good yields. These compounds are precursors of new porphyrin architectures able to coordinate two metals: one in the porphyrin core and the second around the pyridyl moiety. During the coupling reactions, a higher reactivity of a chloro picolyl group was evidenced compared to a bromo function on the same reacting molecule.

  通过铃木交叉偶联反应制备了具有活性官能团的吡啶基取代卟啉，并获得了非常高的产率。这些化合物是新卟啉结构的前体，能够配位两种金属：一种在卟啉核心，另一种在吡啶基周围。在偶联反应过程中，与同一反应分子上的溴功能相比，氯吡啶基的反应活性更高。
• NOVEL 1,3,4-THIADIAZOLE DERIVATIVES AND ANTIULCER AGENTS CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：TSUMURA & CO.

  公开号：EP0394476A1

  公开（公告）日：1990-10-31

  Novel thiadiazole derivatives represented by formula (I) (wherein m represents 0 when n is 0, or m represents 0 or 1 when n is 1). a process for their preparation, and use thereof as antiulcer agents are disclosed.

  本发明公开了式(I)代表的新型噻二唑衍生物（其中，当 n 为 0 时，m 代表 0；当 n 为 1 时，m 代表 0 或 1）、其制备方法及其作为抗溃疡剂的用途。
• HETEROCYCLIC COMPOUND
  申请人：Medshine Discovery Inc.

  公开号：EP4116299A1

  公开（公告）日：2023-01-11

  The present application relates to the field of medicine. Specifically, disclosed are a compound of formula (I), a preparation method therefor, and a pharmaceutical composition comprising the compound.

  本申请涉及医药领域。具体而言，公开了式(I)的化合物、该化合物的制备方法以及包含该化合物的药物组合物。