6-methoxy-2-imidazol-1-ylmethyl-3,4-dihydro-2H-naphthalen-1-one | 1093231-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6-methoxy-2-imidazol-1-ylmethyl-3,4-dihydro-2H-naphthalen-1-one
• 英文别名: 2-(imidazol-1-ylmethyl)-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
• CAS: 1093231-53-8
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: MMWAPVXVYRZKFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-hydroxymethyl-2-imidazol-1-ylmethyl-6-methoxy-3,4-dihydro-2H-naphthalen-1-one 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以100%的产率得到6-methoxy-2-imidazol-1-ylmethyl-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Proline-catalyzed facile access to Mannich adducts using unsubstituted azoles

  摘要：

  A novel and facile method for the direct construction of C-C-N bond with unsubstituted azoles under Mannich conditions is developed for the first time. The reaction is catalyzed efficiently by.-proline to give the Mannich adducts 1a-10b in DMSO, whereas in water, insertion of two successive bonds, C-C-N and C-C-O occurred to give compounds 11a-20b. The latter are deformylated readily into the desired products 1a-10b Under basic conditions. Mechanistic aspects for the formation of these products are discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.155

文献信息

• Novel dihydronaphthalene compounds and processes of producing the same
  申请人：——

  公开号：US20020032211A1

  公开（公告）日：2002-03-14

  Dihydronaphthalene compounds have excellent 17&agr;-hydroxylase/C 17-20 -lyase inhibiting activity, thromboxan A 2 synthesis inhibiting activity, and aromatase inhibiting activity and are thereby are useful as preventive and/or therapeutic agents for various male sex hormone- and female sex hormone-dependent diseases such as prostate cancer, prostatomegaly, masculinization, breast cancer, mastopathy, uterine cancer, endometriosis, and ovarian cancer, as well as myocardial infarction, angina pectoris, and bronchial asthma.

  二氢萘化合物具有优秀的17α-羟化酶/C17-20-裂解酶抑制活性，血栓素A2合成抑制活性和芳香化酶抑制活性，因此可用作预防和/或治疗各种男性激素和女性激素依赖性疾病的药物，如前列腺癌、前列腺增生、阳痿、乳腺癌、乳腺增生、子宫癌、子宫内膜异位症和卵巢癌，以及心肌梗死、心绞痛和支气管哮喘。
• NOVEL DIHYDRONAPHTHALENE COMPOUNDS AND PROCESS FOR PRODUCING THE SAME
  申请人：Yukijirushi Nyugyo Kabushiki Kaisha

  公开号：EP1028110A1

  公开（公告）日：2000-08-16

  Dihydronaphthalene compounds have excellent 17α-hydroxylase/C17-20-lyase inhibiting activity, thromboxan A2 synthesis inhibiting activity, and aromatase inhibiting activity and are thereby are useful as preventive and/or therapeutic agents for various male sex hormone- and female sex hormone-dependent diseases such as prostate cancer, prostatomegaly, masculinization, breast cancer, mastopathy, uterine cancer, endometriosis, and ovarian cancer, as well as myocardial infarction, angina pectoris, and bronchial asthma.

  二氢萘化合物具有优异的 17α- 羟化酶/C17-20-赖氨酸酶抑制活性、血栓素 A2 合成抑制活性和芳香化酶抑制活性，因此可用作各种男性性激素和女性性激素依赖性疾病（如前列腺癌）的预防和/或治疗药物、前列腺肥大、男性化、乳腺癌、乳腺增生症、子宫癌、子宫内膜异位症和卵巢癌，以及心肌梗塞、心绞痛和支气管哮喘。
• US6559157B2
  申请人：——

  公开号：US6559157B2

  公开（公告）日：2003-05-06
• Proline-catalyzed facile access to Mannich adducts using unsubstituted azoles
  作者：Nagarapu Srinivas、Kalpana Bhandari

  DOI：10.1016/j.tetlet.2008.09.155

  日期：2008.12

  A novel and facile method for the direct construction of C-C-N bond with unsubstituted azoles under Mannich conditions is developed for the first time. The reaction is catalyzed efficiently by.-proline to give the Mannich adducts 1a-10b in DMSO, whereas in water, insertion of two successive bonds, C-C-N and C-C-O occurred to give compounds 11a-20b. The latter are deformylated readily into the desired products 1a-10b Under basic conditions. Mechanistic aspects for the formation of these products are discussed. (c) 2008 Elsevier Ltd. All rights reserved.