6-(p-methoxyphenyl)pyrazine-2-carboxylic acid | 700875-13-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(p-methoxyphenyl)pyrazine-2-carboxylic acid
• 英文别名: 6-(4-methoxyphenyl)pyrazine-2-carboxylic acid
• CAS: 700875-13-4
• 化学式: C₁₂H₁₀N₂O₃
• 分子量: 230.223
• InChiKey: JSCZGQUGBXTLRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  72.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(p-methoxyphenyl)pyrazine-2-carboxylic acid 在 氯化亚砜 、 叔丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.75h， 生成 2-(1-oxo-[4-methoxyphenyl]methyl)-6-(4-methoxyphenyl)pyrazine
  参考文献：
  名称：

  Synthesis of Naturally Occurring Pyrazine and Imidazole Alkaloids from Botryllus LeachiRID=?a?ID=?a? Dedicated to Prof. G . Märkl on the occasion of his 75 th birthday

  摘要：

  The synthesis of the naturally occurring and biologically active alkaloids 1 and 2, first isolated from the red ascidian Botryllus leachi by Duran et al. [1], is described and the structure proposed for Botryllazine B (1) is confirmed. The analytical data for 2-(p-hydroxybenzoyl)-4-(p-hydroxyphenyl)imidazole (2) are discussed and compared with the literature. With special emphasis of H-1 NMR data the tautomerism of aroylimidazolemethanones is described.

  DOI：

  10.1007/s00706-003-0085-2
• 作为产物：
  描述：

  2,3-二氨基丙酸氢溴酸盐 、 2-(4-甲氧基苯基)-2-氧代乙醛 在 sodium hydroxide 、 氧气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以23%的产率得到6-(p-methoxyphenyl)pyrazine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of Naturally Occurring Pyrazine and Imidazole Alkaloids from Botryllus LeachiRID=?a?ID=?a? Dedicated to Prof. G . Märkl on the occasion of his 75 th birthday

  摘要：

  The synthesis of the naturally occurring and biologically active alkaloids 1 and 2, first isolated from the red ascidian Botryllus leachi by Duran et al. [1], is described and the structure proposed for Botryllazine B (1) is confirmed. The analytical data for 2-(p-hydroxybenzoyl)-4-(p-hydroxyphenyl)imidazole (2) are discussed and compared with the literature. With special emphasis of H-1 NMR data the tautomerism of aroylimidazolemethanones is described.

  DOI：

  10.1007/s00706-003-0085-2

文献信息

• [EN] 2,3-DIHYDRO-4H-BENZO[B][1,4]OXAZIN-4-YL)(5-(PHENYL)-PYRIDIN-3-YL)METHANONE DERIVATIVES AND SIMILAR COMPOUNDS AS CYP11A1 INHIBITORS FOR THE TREATMENT OF PROSTATE CANCER<br/>[FR] DÉRIVÉS DE 2,3-DIHYDRO-4H-BENZO[B][1,4]OXAZIN-4-YL)(5-(PHÉNYL)-PYRIDIN-3-YL)MÉTHANONE ET COMPOSÉS SIMILAIRES SERVANT D'INHIBITEURS DE CYP11A1 POUR LE TRAITEMENT DU CANCER DE LA PROSTATE
  申请人：ORION CORP

  公开号：WO2022117920A1

  公开（公告）日：2022-06-09

  The present invention relates to compounds of formula (I) wherein A is a 3-10 membered carbocyclyl or a 4-12 membered heterocyclyl containing 1-4 heteroatoms selected from O, N or S; B is any of the following groups (1) (2) or (3 ); C is any of the following groups (1') (2') (3") or (4') G1is CH2, NH or O; G2and G3are, independently, is CH or N: Z is -C(O)-, -SO2-, -C1-3alkyl- or -CH2-C(O)-; L is a bond, -C1-7alkyl- or -C1-7alkenyl-; The compounds of formula (I) are cytochrome P450 monooxygenase 11A1 (CYP11A1) inhibitors. The compounds are useful as medicaments in the treatment of steroid receptor, for example androgen receptor or estrogen receptor, dependent diseases and conditions, such as cancer including prostate cancer and estrogen cancer.

  本发明涉及式(I)化合物，其中A是3-10个成员的碳环或4-12个成员的杂环，其中包含1-4个从O、N或S中选择的杂原子；B是以下任意一组(1)、(2)或(3)；C是以下任意一组(1')、(2')、(3")或(4')；G1是CH2、NH或O；G2和G3分别是CH或N；Z是-C(O)-、-SO2-、-C1-3烷基-或-CH2-C(O)-；L是键、-C1-7烷基-或-C1-7烯基-；式(I)化合物是细胞色素P450单加氧酶11A1(CYP11A1)抑制剂。这些化合物在治疗类固醇受体，例如雄激素受体或雌激素受体依赖性疾病和病况，如包括前列腺癌和雌激素癌在内的癌症中，作为药物是有用的。
• Synthesis of Naturally Occurring Pyrazine and Imidazole Alkaloids from Botryllus LeachiRID=?a?ID=?a? Dedicated to Prof. G . Märkl on the occasion of his 75 th birthday
  作者：Siavosh Mahboobi、Andreas Sellmer、Thomas Burgemeister、Alexei Lyssenko、Dieter Schollmeyer

  DOI：10.1007/s00706-003-0085-2

  日期：2004.3.1

  The synthesis of the naturally occurring and biologically active alkaloids 1 and 2, first isolated from the red ascidian Botryllus leachi by Duran et al. [1], is described and the structure proposed for Botryllazine B (1) is confirmed. The analytical data for 2-(p-hydroxybenzoyl)-4-(p-hydroxyphenyl)imidazole (2) are discussed and compared with the literature. With special emphasis of H-1 NMR data the tautomerism of aroylimidazolemethanones is described.