2-(isobutylamino)-1-phenylethanol | 55474-91-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(isobutylamino)-1-phenylethanol
• 英文别名: 2-[(2-Methylpropyl)amino]-1-phenylethan-1-ol；2-(2-methylpropylamino)-1-phenylethanol
• CAS: 55474-91-4
• 化学式: C₁₂H₁₉NO
• mdl: MFCD05263330
• 分子量: 193.289
• InChiKey: UERFLMOOWGTPDV-UHFFFAOYSA-N

物化性质

• 沸点：
  289.9±7.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(isobutylamino)-1-phenylethanol 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 N-(2-hydroxy-2-phenylethyl)-N-(2-methylpropyl)nitrous amide
  参考文献：
  名称：

  Synthesis, in Vitro Activity, and Three-Dimensional Quantitative Structure−Activity Relationship of Novel Hydrazine Inhibitors of Human Vascular Adhesion Protein-1

  摘要：

  Vascular adhesion protein-1 (VAP-1) belongs to the semicarbazide-sensitive amine oxidases (SSAOs) that convert amines into aldehydes. SSAOs are distinct from the mammalian monoamine oxidases (MAOs), but their substrate specificities are partly overlapping. VAP-1 has been proposed as a target for anti-inflammatory drug therapy because of its role in leukocyte adhesion to endothelium. Here, we describe the synthesis and in vitro activities of novel series of VAP-1 selective inhibitors. In addition, the molecular dynamics simulations performed for VAP-1 reveal that the movements of Met211, Ser496, and especially Leu469 can enlarge the ligand-binding pocket, allowing larger ligands than those seen in the crystal structures to bind. Combining the data from molecular dynamics simulations, docking, and in vitro measurements, the three-dimensional quantitative structure-activity relationship (3D QSAR) models for VAP-1 (q(LOO)(2): 0.636; r(2:) 0.828) and MAOs (q(LOO)(2): 0.749, r(2): 0.840) were built and employed in the development of selective VAP-1 inhibitors.

  DOI：

  10.1021/jm100337z
• 作为产物：
  描述：

  2-isopropyl-5-phenyl-1,3-oxazolidine 在 sodium tetrahydroborate 作用下， 生成 2-(isobutylamino)-1-phenylethanol
  参考文献：
  名称：

  Substituted 2-arylimino heterocycles and compositions containing them, for use as progesterone receptor binding agents

  摘要：

  这项发明涉及2-芳基亚胺杂环化合物，包括2-芳基亚胺-1,3-噻唑啉、2-芳基亚胺-2,3,4,5-四氢-1,3-噻嗪、2-芳基亚胺-1,3-噻唑啉-4-酮、2-芳基亚胺-1,3-噻唑啉-5-酮和2-芳基亚胺-1,3-噁唑啉，以及它们在调节孕激素受体介导的过程中的应用，以及用于这类治疗的药物组合物。

  公开号：

  US06353006B1

文献信息

• Sulfonyl Fluorides as Alternative to Sulfonyl Chlorides in Parallel Synthesis of Aliphatic Sulfonamides
  作者：Andrey V. Bogolubsky、Yurii S. Moroz、Pavel K. Mykhailiuk、Sergey E. Pipko、Anzhelika I. Konovets、Irina V. Sadkova、Andrey Tolmachev

  DOI：10.1021/co400164z

  日期：2014.4.14

  types of aliphatic sulfonyl halides (Cl versus F) were compared in parallel synthesis of sulfonamides derived from aliphatic amines. Aliphatic sulfonyl fluorides showed good results with amines bearing an additional functionality, while the corresponding chlorides failed. Both sulfonyl halides were effective in the reactions with amines having an easily accessible amino group. Aliphatic sulfonyl chlorides

  在平行合成衍生自脂族胺的磺酰胺中，比较了两种类型的脂族磺酰卤（Cl与F）。脂肪族磺酰氟与带有额外官能团的胺显示出良好的效果，而相应的氯化物却不合格。两种磺酰基卤化物在与具有易于接近的氨基的胺的反应中都是有效的。脂肪族磺酰氯与带有空间位阻氨基的胺有效反应，而相应的氟化物显示低活性。
• [EN] AMINO-SUBSTITUTED IMIDAZOPYRIDAZINES<br/>[FR] IMIDAZOPYRIDAZINES SUBSTITUÉES PAR AMINO
  申请人：BAYER IP GMBH

  公开号：WO2013144189A1

  公开（公告）日：2013-10-03

  The present invention relates to amino-substituted imidazopyridazine compounds of general formula (I), in which A, R1, R2, R3, R4, R5 and n are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper- proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式(I)的氨基取代咪唑吡啶化合物，其中A、R1、R2、R3、R4、R5和n如权利要求中所定义，以及制备所述化合物的方法，用于制备所述化合物的有用中间体化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是用作唯一药剂或与其他活性成分结合。
• AMINO-SUBSTITUTED IMIDAZOPYRIDAZINES
  申请人：Bayer Intellectual Property GmbH

  公开号：US20150087631A1

  公开（公告）日：2015-03-26

  The present invention relates to amino-substituted imidazopyridazine compounds of general formula (I), in which A, R1, R2, R3, R4, R5 and n are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式（I）的氨基取代咪唑吡啶化合物，其中A、R1、R2、R3、R4、R5和n如权利要求中所定义，以及制备所述化合物的方法，用于制备所述化合物的有用中间体化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是用作唯一药剂或与其他活性成分组合使用，治疗或预防过度增殖和/或血管生成紊乱。
• [EN] SUBSTITUTED AMINOIMIDAZOPYRIDAZINES<br/>[FR] AMINOIMIDAZOPYRIDAZINES SUBSTITUÉES
  申请人：BAYER IP GMBH

  公开号：WO2012163942A1

  公开（公告）日：2012-12-06

  The present invention relates to substituted aminoimidazopyridazine compounds of general formula (I) : in which A, R1, R2, R3 and R4 are as defined in the claims, to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper- proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式（I）的取代氨基咪唑吡啶嗪化合物，其中A、R1、R2、R3和R4如权利要求中定义的那样，以及制备所述化合物的方法，包括所述化合物的药物组合物和组合物，以及使用所述化合物制造用于治疗或预防疾病的药物组合物，特别是治疗或预防高增殖和/或血管生成紊乱的药物组合物，作为单一药剂或与其他活性成分组合使用。
• Regioselective N-methyl carbon lithiation of N-boc-methylalkylamines. Expedient synthesis of unsymmetrical amines
  作者：Victor Snieckus、Mark Rogers-Evans、Peter Beak、Won Koo Lee、Eul Kyun Yum、John Freskos

  DOI：10.1016/s0040-4039(00)73113-3

  日期：1994.6

  The regioselective lithiation and functionalization at the N-methyl group of N-t-Boc-N-methylalkylamines 3 and 5 are shown with a variety of electrophiles to give products 4 and 6, respectively, thus providing a convenient methodology for the elaboration of unsymmetrical amines.

  N- t -Boc- N-甲基烷基胺3和5在N-甲基的区域选择性锂化和官能化显示了各种亲电试剂，分别得到产物4和6，从而为阐述不对称现象提供了便利的方法胺类。