4-(3,5-dimethoxyphenyl)but-3-enoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(3,5-dimethoxyphenyl)but-3-enoic acid
• 英文别名: 4-(3'.5'-Dimethoxyphenyl)-3-butensaeure；4-(3,5-Dimethoxyphenyl)-3-butenoic acid
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: VPLUETMYJCCNCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3,5-dimethoxyphenyl)but-3-enoic acid 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 6,8-dimethoxy-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Synthesis of carbocyclic analogs of dehydroaltenusin: identification of a stable inhibitor of calf DNA polymerase α

  摘要：

  Syntheses of carbocyclic analogs of dehydroaltenusin tautomers are reported. Both target compounds, cDHA (2,8-dihydroxy-6-methoxy-10a-methyl-10,10a-dihydrophenanthrene-3,9-dione) and cDHAs (4',5dihydroxy-6'-methoxy-2-methylspirolcyclohexa[2,5]diene-1,1'-indene]-3',4(2'H)-dione), were prepared from 3,5-dimethoxybenzaldehyde in 11 and 13 steps, respectively. Unlike dehydroaltenusin, both cDHA and cDHAs are stable and their structures were confirmed by X-ray crystallography. Compound cDHA was found to be active against calf DNA polymerase a but not related isozymes, while the spirocyclic analog cDHAs was inactive. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.005
• 作为产物：
  描述：

  3,5-二甲氧基苯甲醛 、 2-羧乙基三苯基溴化磷 在 sodium hydride 作用下， 以 二甲基亚砜 、 mineral oil 为溶剂， 反应 16.0h， 以66%的产率得到4-(3,5-dimethoxyphenyl)but-3-enoic acid
  参考文献：
  名称：

  Synthesis of carbocyclic analogs of dehydroaltenusin: identification of a stable inhibitor of calf DNA polymerase α

  摘要：

  Syntheses of carbocyclic analogs of dehydroaltenusin tautomers are reported. Both target compounds, cDHA (2,8-dihydroxy-6-methoxy-10a-methyl-10,10a-dihydrophenanthrene-3,9-dione) and cDHAs (4',5dihydroxy-6'-methoxy-2-methylspirolcyclohexa[2,5]diene-1,1'-indene]-3',4(2'H)-dione), were prepared from 3,5-dimethoxybenzaldehyde in 11 and 13 steps, respectively. Unlike dehydroaltenusin, both cDHA and cDHAs are stable and their structures were confirmed by X-ray crystallography. Compound cDHA was found to be active against calf DNA polymerase a but not related isozymes, while the spirocyclic analog cDHAs was inactive. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.005

文献信息

• HISTONE DEMETHYLASE INHIBITORS
  申请人：Quanticel Pharmaceuticals, Inc.

  公开号：US20150376169A1

  公开（公告）日：2015-12-31

  The present disclosure relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted pyridine derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

  本公开涉及治疗癌症和肿瘤性疾病的组合物和方法。本文提供了取代吡啶衍生物化合物及含有该化合物的药物组合物。该化合物和组合物可用于抑制组蛋白去甲基化酶。此外，该化合物和组合物可用于治疗癌症，如前列腺癌、乳腺癌、膀胱癌、肺癌和/或黑色素瘤等。
• Histone demethylase inhibitors
  申请人：Quanticel Pharmaceuticals, Inc.

  公开号：US09242968B2

  公开（公告）日：2016-01-26

  The present disclosure relates generally to compositions and methods for treating cancer and neoplastic disease. Provided herein are substituted pyridine derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

  本公开涉及治疗癌症和肿瘤疾病的组合物和方法。本文提供了取代吡啶衍生物化合物和包含该化合物的药物组合物。该化合物和组合物对于抑制组蛋白去甲基化酶具有用途。此外，该化合物和组合物对于治疗癌症，如前列腺癌、乳腺癌、膀胱癌、肺癌和/或黑色素瘤等具有用途。
• Synthesis of carbocyclic analogs of dehydroaltenusin: identification of a stable inhibitor of calf DNA polymerase α
  作者：Silvia Kováčová、Santosh Kumar Adla、Lukáš Maier、Michal Babiak、Yoshiyuki Mizushina、Kamil Paruch

  DOI：10.1016/j.tet.2015.08.005

  日期：2015.10

  Syntheses of carbocyclic analogs of dehydroaltenusin tautomers are reported. Both target compounds, cDHA (2,8-dihydroxy-6-methoxy-10a-methyl-10,10a-dihydrophenanthrene-3,9-dione) and cDHAs (4',5dihydroxy-6'-methoxy-2-methylspirolcyclohexa[2,5]diene-1,1'-indene]-3',4(2'H)-dione), were prepared from 3,5-dimethoxybenzaldehyde in 11 and 13 steps, respectively. Unlike dehydroaltenusin, both cDHA and cDHAs are stable and their structures were confirmed by X-ray crystallography. Compound cDHA was found to be active against calf DNA polymerase a but not related isozymes, while the spirocyclic analog cDHAs was inactive. (C) 2015 Elsevier Ltd. All rights reserved.