5,7-dimethoxy-2-(4-(2-pyrrolidin-1-ylethoxy)phenyl)chromen-4-one | 1612891-78-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5,7-dimethoxy-2-(4-(2-pyrrolidin-1-ylethoxy)phenyl)chromen-4-one
• 英文别名: 5,7-Dimethoxy-2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]chromen-4-one；5,7-dimethoxy-2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]chromen-4-one
• CAS: 1612891-78-7
• 化学式: C₂₃H₂₅NO₅
• 分子量: 395.455
• InChiKey: IWVCNSDUWQDHTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,7-dimethoxy-2-(4-(2-pyrrolidin-1-ylethoxy)phenyl)chromen-4-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以73%的产率得到5,7-dihydroxy-2-(4-(2-pyrrolidin-1-yl-ethoxy)phenyl)chromen-4-one
  参考文献：
  名称：

  [EN] APIGENIN ANALOGS, COMPOSITIONS, AND METHODS RELATED THERETO
  [FR] ANALOGUES D'APIGÉNINE, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS

  摘要：

  某些实施例涉及芹菜素类似物或衍生物。在某些方面，这些衍生物被开发为半胱氨酸β合酶（CBS）抑制剂。在某些方面，这些衍生物被用作抗癌或抗炎药物。某些实施例涉及治疗纤维化和癌症的方法或用于治疗的组合物。在某些方面，本文描述的一个或多个化合物可以被给予受试者用于治疗胰腺纤维化、肝脏纤维化、胰腺癌、结肠癌、乳腺癌、脑肿瘤、头颈癌、前列腺癌和肺癌以及其他炎症。

  公开号：

  WO2015161309A1
• 作为产物：
  描述：

  2-羟基-4,6-二甲氧基苯乙酮 在 四(三苯基膦)钯 、 偶氮二甲酸二异丙酯 、 碘 、 potassium carbonate 、 三苯基膦 、 potassium iodide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 58.0h， 生成 5,7-dimethoxy-2-(4-(2-pyrrolidin-1-ylethoxy)phenyl)chromen-4-one
  参考文献：
  名称：

  Design, synthesis, and characterization of novel apigenin analogues that suppress pancreatic stellate cell proliferation in vitro and associated pancreatic fibrosis in vivo

  摘要：

  Accumulating evidence suggests that activated pancreatic stellate cells (PSC) play an important role in chronic pancreatitis (CP), and inhibition of the activated PSC is considered as a potential strategy for the treatment and prevention of CP. Herein, we disclose our findings that apigenin and its novel analogues suppress the proliferation and induce apoptosis in PSC, which reduce the PSC-mediated fibrosis in CP. Chemical modifications of apigenin have been directed to build a focused library of O-alkyl-amino-tethered apigenin derivatives at 4'-O position of the ring C with the attempt to enhance the potency and drug-like properties including aqueous solubility. A number of compounds such as 14, 16, and 24 exhibited potent antiproliferative effects as well as improved aqueous solubility. Intriguingly, apigenin, new analogues 23 and 24 displayed significant efficacy to reduce pancreatic fibrosis even at a low dose of 0.5 mg/kg in our proof-of-concept study using a preclinical in vivo mouse model of CP. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.043

文献信息

• APIGENIN ANALOGS, COMPOSITIONS, AND METHODS RELATED THERETO
  申请人：ZHOU Jia

  公开号：US20170204078A1

  公开（公告）日：2017-07-20

  Certain embodiments are directed to apigenin analogues or derivatives. In certain aspects, the derivatives are developed as cystathionine-beta-synthase (CBS) inhibitors. In certain aspects, the derivatives are used as anticancer or anti-inflammatory agents. Certain embodiments are directed methods of treating or compositions used to treat fibrosis and cancers. In certain aspects one or more compounds described herein can be administered to a subject to treat pancreatic fibrosis, liver fibrosis, pancreatic cancer, colon cancer, breast cancer, brain tumors, head/neck cancer, prostate and lung cancers as well as other inflammation.
• US9868715B2
  申请人：——

  公开号：US9868715B2

  公开（公告）日：2018-01-16