N-butyl-1,2,3,4-tetrahydro-5-methoxynaphthalen-2-amine | 3902-39-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-butyl-1,2,3,4-tetrahydro-5-methoxynaphthalen-2-amine
• 英文别名: Butyl-(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine；N-butyl-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS: 3902-39-4
• 化学式: C₁₅H₂₃NO
• 分子量: 233.354
• InChiKey: XGYRKKQYBLBZCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-甲氧基-2-萘满酮 、 正丁胺 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 N-butyl-1,2,3,4-tetrahydro-5-methoxynaphthalen-2-amine
  参考文献：
  名称：

  对2-氨基四氢萘的多巴胺D2，D3和D4受体的亲和力。D2激动剂结合与确定受体亚型选择性的相关性。

  摘要：

  制备了一系列2-氨基四氢化萘，在5-或7位上被甲氧基或羟基取代，并具有不同的N-烷基或N-芳基烷基取代基，并在人多巴胺（DA）D2的结合测定中进行了评估，D3和D4受体。该系列的某些成员是在以前的研究中准备的，但从未在体外用单受体亚型进行测试，因此再次进行了检查。所测试的2-氨基四氢化萘均未显示出对多巴胺D4受体的高亲和力。但是，如化合物11-15和21-26所示，许多2-氨基四氢萘林对D2和D3 DA受体均显示出高亲和力，而有些对DA D3受体具有合理的选择性。2-氨基四氢萘林对D21受体的亲和力取决于所用放射性配体（激动剂或拮抗剂）的类型。激动剂亲和力数据，

  DOI：

  10.1021/jm960345l

文献信息

• Engineered imine reductases and methods for the reductive amination of ketone and amine compounds
  申请人：CODEXIS, INC.

  公开号：US10066250B2

  公开（公告）日：2018-09-04

  The present disclosure provides engineered polypeptides having imine reductase activity, polynucleotides encoding the engineered imine reductases, host cells capable of expressing the engineered imine reductases, and methods of using these engineered polypeptides with a range of ketone and amine substrate compounds to prepare secondary and tertiary amine product compounds.

  本公开提供了具有亚胺还原酶活性的工程多肽、编码工程亚胺还原酶的多核苷酸、能够表达工程亚胺还原酶的宿主细胞，以及使用这些工程多肽与一系列酮和胺底物化合物制备仲胺和叔胺产物化合物的方法。
• Nucleic acids encoding engineered imine reductases
  申请人：CODEXIS, INC.

  公开号：US10308966B2

  公开（公告）日：2019-06-04

  The present disclosure provides engineered polypeptides having imine reductase activity, polynucleotides encoding the engineered imine reductases, host cells capable of expressing the engineered imine reductases, and methods of using these engineered polypeptides with a range of ketone and amine substrate compounds to prepare secondary and tertiary amine product compounds.

  本公开提供了具有亚胺还原酶活性的工程多肽、编码工程亚胺还原酶的多核苷酸、能够表达工程亚胺还原酶的宿主细胞，以及使用这些工程多肽与一系列酮和胺底物化合物制备仲胺和叔胺产物化合物的方法。
• Synthesis and Antifungal Activities of Novel 2-Aminotetralin Derivatives
  作者：Bin Yao、Haitao Ji、Yongbin Cao、Youjun Zhou、Jü Zhu、Jiaguo Lü、Yaowu Li、Jun Chen、Canhui Zheng、Yuanying Jiang、Rongmei Liang、Hui Tang

  DOI：10.1021/jm0701167

  日期：2007.11.1

  Novel 2-aminotetralin derivatives were synthesized as antifungal agents. The 2-aminotetralin scaffold was chemically designed to mimic the tetrahydroisoquinoli ne ring of the lead molecule described before. Their antifungal activities were evaluated in vitro by measuring the minimal inhibitory concentrations (MICs). Compounds 10a, 12a, 12c, 13b, and 13d are more potent than fluconazole against seven testing human fungal pathogens. Compound 10b exhibits much higher antifungal activities against all of the four fluconazole-resistant clinic Candida albicans strains than the control drugs including amphotericin B, terbinafine, ketoconazole, and itraconazole. The mode of action of some compounds to the potential receptor lanosterol 14 alpha-demethylase (CYP51) was investigated by molecular docking. The studies presented here provide a new structural type for the development of novel antifungal compounds. Furthermore, 10b was evaluated in vivo by a rat vaginal candidiasis model, and it was found that 10b significantly decreases the number of fungal colony counts.
• ENGINEERED IMINE REDUCTASES AND METHODS FOR THE REDUCTIVE AMINATION OF KETONE AND AMINE COMPOUNDS
  申请人：Codexis, Inc.

  公开号：EP2847214A1

  公开（公告）日：2015-03-18
• Engineered imine reductases and methods for the reductive animation of ketone and amine compounds.
  申请人：Haibin CHEN

  公开号：US20130302859A1

  公开（公告）日：2013-11-14

  The present disclosure provides engineered polypeptides having imine reductase activity, polynucleotides encoding the engineered imine reductases, host cells capable of expressing the engineered imine reductases, and methods of using these engineered polypeptides with a range of ketone and amine substrate compounds to prepare secondary and tertiary amine product compounds.