(RS)-2-naphthylglycine hydrochloride | 433292-03-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (RS)-2-naphthylglycine hydrochloride
• 英文别名: 2-Amino-2-(naphthalen-2-YL)acetic acid hydrochloride；2-amino-2-naphthalen-2-ylacetic acid;hydrochloride
• CAS: 433292-03-6
• 化学式: C₁₂H₁₁NO₂*ClH
• mdl: MFCD06202323
• 分子量: 237.686
• InChiKey: BGWXXGCAWFXWAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.48
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  63.3
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  (RS)-2-naphthylglycine hydrochloride 在 sodium tetrahydroborate 、 氯化亚砜 、 三乙胺 、 lithium chloride 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-(naphthalen-2-yl)oxazolidin-2-one
  参考文献：
  名称：

  Kinetic Resolution of 2-Oxazolidinones via Catalytic, Enantioselective N-Acylation

  摘要：

  Kinetic resolution of racemic 2-oxazolidinones via catalytic, enantioselective N-acylation has been achieved for the first time and with outstanding selectivities.

  DOI：

  10.1021/ja061560m
• 作为产物：
  描述：

  2-amino-2-(naphthalen-2-yl)acetonitrile 在 盐酸 、 水 作用下， 反应 2.0h， 生成 (RS)-2-naphthylglycine hydrochloride
  参考文献：
  名称：

  Neuroligin-2-derived peptide-covered polyamidoamine-based (PAMAM) dendrimers enhance pancreatic β-cells' proliferation and functions

  摘要：

  纳米级复合材料在促进β细胞的增殖速率、葡萄糖刺激的胰岛素分泌、对细胞应激的抵抗以及功能成熟方面有所改善。

  DOI：

  10.1039/c8md00419f

文献信息

• Orally absorbable cephalosporin antibiotics. 1. Structure-activity relationships of benzothienyl- and naphthylglycine derivatives of 7-aminodeacetoxycephalosporanic acid
  作者：Stjepan Kukolja、Susan E. Draheim、Janice L. Pfeil、Robin D. G. Cooper、Bernard J. Graves、Richard E. Holmes、David A. Neel、George W. Huffman、J. Alan Webber

  DOI：10.1021/jm00150a022

  日期：1985.12

  A structure-activity relationship study of a number of orally absorbed cephalosporins together with their syntheses is described. These new cephalosporins are benzothienyl- and naphthylglycine derivatives of 7-aminodeacetoxycephalosporanic acid. Several different synthetic methods for the glycine side chains, their protection, and the final acylations are reported. Several of these analogues were more active than cephalexin both in vitro and in vivo against commonly encountered Gram-positive bacteria. (R)-7-(3-Benzothienylglycylamido)-3-methyl-3-cephem-4-carboxylic acid (1R) has emerged as a potent antibacterial agent and is currently undergoing preclinical evaluation.
• Kinetic Resolution of 2-Oxazolidinones via Catalytic, Enantioselective N-Acylation
  作者：Vladimir B. Birman、Hui Jiang、Ximin Li、Lei Guo、Eric W. Uffman

  DOI：10.1021/ja061560m

  日期：2006.5.1

  Kinetic resolution of racemic 2-oxazolidinones via catalytic, enantioselective N-acylation has been achieved for the first time and with outstanding selectivities.
• Neuroligin-2-derived peptide-covered polyamidoamine-based (PAMAM) dendrimers enhance pancreatic β-cells' proliferation and functions
  作者：Anna Munder、Yoni Moskovitz、Aviv Meir、Shirin Kahremany、Laura Levy、Michal Kolitz-Domb、Guy Cohen、Efrat Shtriker、Olga Viskind、Jean-Paul Lellouche、Hanoch Senderowitz、Steven D. Chessler、Edward E. Korshin、Sharon Ruthstein、Arie Gruzman

  DOI：10.1039/c8md00419f

  日期：——

  The nanoscale composite improved β-cell functions in terms of rate of proliferation, glucose-stimulated insulin secretion, resistance to cellular stress and functional maturation.

  纳米级复合材料在促进β细胞的增殖速率、葡萄糖刺激的胰岛素分泌、对细胞应激的抵抗以及功能成熟方面有所改善。