2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester | 125031-46-1

• 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: 2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester
• 英文别名: Methyl 2,5,6,7-Tetrahydro-2-oxo-1H-1-pyrindine-3-carboxylate；methyl 2-oxo-1,5,6,7-tetrahydrocyclopenta[b]pyridine-3-carboxylate
• CAS: 125031-46-1
• 化学式: C₁₀H₁₁NO₃
• mdl: MFCD06254762
• 分子量: 193.202
• InChiKey: BUXFOYXGVBMKTM-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: ethanol (64-17-5))
• 沸点：
  458.2±37.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester 在 吡啶 、 copper diacetate 、 sodium hydride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 2-oxo-1-phenyl-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid
  参考文献：
  名称：

  喹啉衍生物

  摘要：

  通式(I)表示的化合物，其通过引入特征性双环结构而具有强Axl抑制活性，其中饱和碳环与吡啶酮环稠合，并可为Axl相关疾病的治疗剂，所述Axl相关疾病例如，癌症，例如急性髓性白血病、黑素瘤、乳腺癌、胰腺癌和神经胶质瘤、肾病、免疫系统疾病和循环系统疾病。

  公开号：

  CN105408312B
• 作为产物：
  描述：

  Methyl 2-cyano-3-(2-oxocyclopentyl)propenoate enolate anion dimethylammonium salt 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以97%的产率得到2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  An Efficient Synthesis of Functionalized 2-Pyridones by Direct Route or via Amide/Enolate Ammonium Salt Intermediates

  摘要：

  A number of compounds with a 2-pyridone structure 3, which have different substituents and are analogous to cardiotonic drugs like milrinone, have been synthesized in high yields from the appropriate enamino ketones 2 using different cyanomethylene active compounds (methyl cyanoacetate, benzoylacetonitrile and phenylsulfonylacetonitrile). In this synthetic route, the active role of the dimethylamine released in situ on the cyclization process has been underlined. In particular, its direct intervention, as a nucleophile or a base, was proven and intermediate amides 5 or enolate ammonium salts 6 were isolated and recognized by the analytical and spectral data.

  DOI：

  10.1055/s-1999-3531

文献信息

• QUINOLINE DERIVATIVE
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US20160168121A1

  公开（公告）日：2016-06-16

  A compound represented by general formula (I) has a strong Axl inhibitory activity by introducing a distinctive bicyclic structure in which a saturated carbon ring is fused to a pyridone ring, and can be a therapeutic agent for Axl-related diseases, for example, cancer such as acute myeloid leukemia, melanoma, breast cancer, pancreatic cancer, and glioma, kidney diseases, immune system diseases, and circulatory system diseases.

  通式（I）所代表的化合物通过引入一种独特的双环结构，在其中饱和碳环与吡啶酮环融合，具有强烈的Axl抑制活性，并可作为Axl相关疾病的治疗剂，例如急性髓性白血病、黑色素瘤、乳腺癌、胰腺癌和胶质瘤、肾脏疾病、免疫系统疾病和循环系统疾病的治疗剂。
• [EN] FUSED RING COMPOUND AS NAV1.8 INHIBITOR AND USE THEREOF<br/>[FR] COMPOSÉ À CYCLES FUSIONNÉS EN TANT QU'INHIBITEUR DE NAV1.8 ET SON UTILISATION<br/>[ZH] 作为Nav1.8抑制剂的并环化合物及其用途
  申请人：CHENGDU KANGHONG PHARMACEUTICAL CO LTD

  公开号：WO2022121805A1

  公开（公告）日：2022-06-16

  本发明提供一种作为钠通道阻滞剂的并环类化合物及其用途，其对钠离子通道Nav1.8具有抑制活性，可用作广泛疼痛治疗的药物。
• Quinoline derivative
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US10208022B2

  公开（公告）日：2019-02-19

  A compound represented by general formula (I) has a strong Axl inhibitory activity by introducing a distinctive bicyclic structure in which a saturated carbon ring is fused to a pyridone ring, and can be a therapeutic agent for Axl-related diseases, for example, cancer such as acute myeloid leukemia, melanoma, breast cancer, pancreatic cancer, and glioma, kidney diseases, immune system diseases, and circulatory system diseases

  通式(I)代表的化合物通过引入饱和碳环与吡啶酮环融合的独特双环结构，具有很强的 Axl 抑制活性，可作为 Axl 相关疾病的治疗剂，例如急性髓性白血病、黑色素瘤、乳腺癌、胰腺癌和胶质瘤等癌症、肾脏疾病、免疫系统疾病和循环系统疾病的治疗剂。
• Ito, Kunio; Yokokura, Seiichi; Miyajima, Shingo, Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 773 - 778
  作者：Ito, Kunio、Yokokura, Seiichi、Miyajima, Shingo

  DOI：——

  日期：——
• ITO, KUNIO;YOKOKURA, SEIICHI;MIYAJIMA, SHINGO, J. HETEROCYCL. CHEM., 26,(1989) N, C. 773-778
  作者：ITO, KUNIO、YOKOKURA, SEIICHI、MIYAJIMA, SHINGO

  DOI：——

  日期：——