(S)-氨基(苯基)乙腈 | 48108-77-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (S)-氨基(苯基)乙腈
• 英文名称: 2-phenylglycinonitrile
• 英文别名: (S)-Amino(phenyl)acetonitrile；(2S)-2-amino-2-phenylacetonitrile
• CAS: 48108-77-6
• 化学式: C₈H₈N₂
• 分子量: 132.165
• InChiKey: JTIHSSVKTWPPHI-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-氨基(苯基)乙腈 在 盐酸 、 水 、 caesium carbonate 作用下， 以 氯仿 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Asymmetric Strecker Synthesis of α-Arylglycines

  摘要：

  A practically simple three-component Strecker reaction for the asymmetric synthesis of enantiopure alpha-arylglycines has been developed. Addition of a range of aryl-aldehydes to a solution of sodium cyanide and (S)-1-(4-methoxyphenyl)ethylamine affords highly crystalline (S,S)-alpha-aminonitriles that are easily obtained in diastereomerically pure form. Heating the resultant (S,S)-alpha-aminonitriles in 6 M aqueous HCl at reflux resulted in cleavage of their chiral auxiliary fragments and concomitant hydrolysis of their nitrile groups to afford enantiopure (S)-alpha-arylglycines. The enantiopurities of these (S)-a-arylglycines were determined via derivatization of their corresponding methyl esters with 2-formylphenylboronic acid and (S)-BINOL, followed by H-1 NMR spectroscopic analysis of the resultant mixtures of diastereomeric iminoboronate esters.

  DOI：

  10.1021/jo200528s
• 作为产物：
  描述：

  2-amino-2-phenylacetonitrile 以40%的产率得到(S)-氨基(苯基)乙腈
  参考文献：
  名称：

  Lopata, Antal; Faigl, Ferenc; Fogassy, Elemer, Journal of Chemical Research, Miniprint, 1984, # 10, p. 2930 - 2952

  摘要：

  DOI：

文献信息

• PYRAZOLYL-CONTAINING TRICYCLIC DERIVATIVE, PREPARATION METHOD THEREFOR AND USE THEREOF
  申请人：Jiangsu Hansoh Pharmaceutical Group Co., Ltd.

  公开号：US20200247815A1

  公开（公告）日：2020-08-06

  The present invention relates to pyrazolyl-containing tricyclic derivative, a preparation method therefor and the use thereof. In particular, the present invention relates to a compound as shown in the general formula (I), a preparation method therefor and a pharmaceutical composition containing the compound, and the use thereof as a protease such as ERK (MAPK) inhibitor in the treatment of cancers, bone diseases, inflammatory diseases, immunological diseases, nervous system diseases, metabolic diseases, respiratory diseases and heart diseases, wherein the definition of each substituent in the general formula (1) is the same as defined in the description.

  本发明涉及吡唑基含有的三环衍生物，其制备方法及其用途。具体而言，本发明涉及一种如通式(I)所示的化合物，其制备方法及含有该化合物的药物组合物，以及将其用作蛋白酶，如ERK（MAPK）抑制剂，用于治疗癌症、骨疾病、炎症性疾病、免疫疾病、神经系统疾病、代谢性疾病、呼吸系统疾病和心脏疾病，其中通式（1）中每个取代基的定义与描述中定义的相同。
• Trimethylsilyl cyanide addition to aldimines and its application in the synthesis of (S)-phenylglycine methyl ester
  作者：B.A. Bhanu Prasad、Alakesh Bisai、Vinod K. Singh

  DOI：10.1016/j.tetlet.2004.11.015

  日期：2004.12

  reaction) in the presence of LiClO4 or BF3·Et2O in acetonitrile has been studied. The reaction provided the addition products in very high yields. The method has been successfully utilized for the synthesis of (S)-phenylglycine methyl ester.

  已经研究了在乙腈中存在LiClO 4或BF 3 ·Et 2 O的情况下，向各种芳基醛亚胺中添加TMSCN（斯特雷克反应）。该反应以非常高的产率提供了加成产物。该方法已成功地用于合成（S）-苯基甘氨酸甲酯。
• Nitrile derivatives that inhibit cathepsin K
  申请人：——

  公开号：US20010008901A1

  公开（公告）日：2001-07-19

  Compounds of the formula: 1 wherein R 1 to R 7 and Y are as defined in the specification, and pharmaceutically acceptable salts and/or pharmaceutically acceptable esters thereof, are useful for treating diseases associated with cystein proteases, such as osteoporosis, osteoarthritis, rheumatoid arthritis, tumor metastasis, glomerulonephritis, atherosclerosis, myocardial infarction, angina pectoris, instable angina pectoris, stroke, plaque rupture, transient ischemic attacks, amaurosis fugax, peripheral arterial occlusive disease, restenosis after angioplasty and stent placement, abdominal aortic aneurysm formation, inflammation, autoimmune disease, malaria, ocular fundus tissue cytopathy and respiratory disease.

  该公式化合物：其中R1到R7和Y如规范中定义，并且其药用盐和/或药用酯是用于治疗与半胱氨酸蛋白酶相关的疾病，如骨质疏松症、骨关节炎、类风湿性关节炎、肿瘤转移、肾小球肾炎、动脉粥样硬化、心肌梗死、心绞痛、不稳定性心绞痛、中风、斑块破裂、短暂性缺血性发作、瞬间性视网膜动脉阻塞、外周动脉闭塞性疾病、血管成形术和支架植入术后再狭窄、腹主动脉瘤形成、炎症、自身免疫疾病、疟疾、眼底组织细胞病变和呼吸道疾病的有用化合物。
• Methods for treatment of lupus erythematosus
  申请人：——

  公开号：US20030073740A1

  公开（公告）日：2003-04-17

  Substituted condensation products of N-benzyl-3-indenylacetamides with heterocyclic aldehydes and other such inhibitors are useful for the treatment of lupus erythematosus.

  N-苄基-3-茚基乙酰胺与杂环醛类等抑制剂的取代缩合产物对红斑狼疮的治疗是有用的。
• A convenient method for optical resolutions via diastereoisomeric salt formation
  作者：M. Ács、E. Fogassy、F. Faigl

  DOI：10.1016/s0040-4020(01)96641-4

  日期：1985.1

  With the advantage of the method using two immiscrible solvents and half - equivalent amount of the resolving agent, higher optical purity can be obtained than in cases of any other resolution via diastereoisomeric salt formation, besides it is a faster procedure for resolution of a new racemate as well.

  利用使用两种不混溶的溶剂和等当量量的拆分剂的方法的优势，与通过非对映异构体盐形成而获得任何其他拆分方法相比，可以获得更高的光学纯度，此外，这是拆分新外消旋体的更快程序也一样