甲基(RS)-2-(氨基甲基)-3-苯基丙酸酯盐酸盐 | 864182-43-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 甲基(RS)-2-(氨基甲基)-3-苯基丙酸酯盐酸盐
• 英文名称: 2-aminomethyl-3-phenyl-propionic acid methyl ester hydrochloride
• 英文别名: methyl 2-(aminomethyl)-3-phenylpropanoate;hydrochloride
• CAS: 864182-43-4
• 化学式: C₁₁H₁₅NO₂*ClH
• 分子量: 229.707
• InChiKey: LDJFZHXXSXJPDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险标志：
  GHS05
• 危险性描述：
  H314
• 危险性防范说明：
  P280,P305 + P351 + P338,P310
• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  甲基(RS)-2-(氨基甲基)-3-苯基丙酸酯盐酸盐 、 pentafluorophenyl 3-(1-methyl-2-oxo-3-trityl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-6-yl)benzoate 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Structure Guided Development of Novel Thymidine Mimetics Targeting Pseudomonas aeruginosa Thymidylate Kinase: From Hit to Lead Generation

  摘要：

  Thymidylate kinase (TMK) is a potential chemotherapeutic target because it is directly involved in the synthesis of an essential component, thymidine triphosphate, in DNA replication. All reported TMK inhibitors are thymidine analogues, which might retard their development as potent therapeutics due to cell permeability and off-target activity against human TMK. A small molecule hit (1, IC(50) = 58 μM), which has reasonable inhibition potency against Pseudomonas aeruginosa TMK (PaTMK), was identified by the analysis of the binding mode of thymidine or TP(5)A in a PaTMK homology model. This hit (1) was cocrystallized with PaTMK, and several potent PaTMK inhibitors (leads, 46, 47, 48, and 56, IC(50) = 100-200 nM) were synthesized using computer-aided design approaches including virtual synthesis/screening, which was used to guide the design of inhibitors. The binding mode of the optimized leads in PaTMK overlaps with that of other bacterial TMKs but not with human TMK, which shares few common features with the bacterial enzymes. Therefore, the optimized TMK inhibitors described here should be useful for the development of antibacterial agents targeting TMK without undesired off-target effects. In addition, an inhibition mechanism associated with the LID loop, which mimics the process of phosphate transfer from ATP to dTMP, was proposed based on X-ray cocrystal structures, homology models, and structure-activity relationship results.

  DOI：

  10.1021/jm201349f
• 作为产物：
  描述：

  methyl α-cyanocinnamate 在 palladium(II) hydroxide/carbon 盐酸 、 氢气 作用下， 以 水 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 72.0h， 以90.6%的产率得到甲基(RS)-2-(氨基甲基)-3-苯基丙酸酯盐酸盐
  参考文献：
  名称：

  WO2008/14311

  摘要：

  公开号：

文献信息

• LXR receptor modulators
  申请人：Lebreton Luc

  公开号：US20070099960A1

  公开（公告）日：2007-05-03

  Benzenesulfonamide derivative compounds corresponding to the general formula (I): and their pharmaceutically acceptable addition salts; a process for preparation of such compounds; pharmaceutical compositions containing such compounds, and the use of such compounds as a pharmacologically active substance, in particular in the treatment of neurodegenerative diseases, cardiovascular diseases, inflammatory diseases; hypercholesterolemia, and diabetes.

  苯磺酰胺衍生物化合物对应于通式（I）：及其药学上可接受的加合盐；制备这种化合物的方法；含有这种化合物的药物组合物；以及将这种化合物用作药理活性物质，特别是在神经退行性疾病、心血管疾病、炎症性疾病、高胆固醇血症和糖尿病治疗中的用途。
• ENZYMATIC PREPARATION OF AN ENANTIOMERICALLY ENRICHED BETA-2-AMINO ACIDS
  申请人：DSM IP Assets B.V.

  公开号：EP1745137A1

  公开（公告）日：2007-01-24
• US7872021B2
  申请人：——

  公开号：US7872021B2

  公开（公告）日：2011-01-18
• [EN] ENZYMATIC PREPARATION OF AN ENANTIOMERICALLY ENRICHED BETA-2-AMINO ACIDS<br/>[FR] PREPARATION ENZYMATIQUE D'UN AMINOACIDE BETA-2 ENRICHI DE MANIERE ENANTIOMERE
  申请人：DSM IP ASSETS BV

  公开号：WO2005085462A1

  公开（公告）日：2005-09-15

  The invention relates to a process for the preparation of a enantiomerically enriched β2-amino acid comprising the steps of reacting a stereoselective hydrolytic enzyme with a mixture of enantiomers of a β 2-amino acid ester and collecting the resulting enantiomerically enriched β 2-amino acid. The invention also relates to a process for the preparation of an enantiomerically enriched β 2-amino acid ester comprising the steps of reacting a stereoselective hydrolytic, enzyme with a mixture of enantiomers of a β 2-amino acid ester and collecting remaining enantiomerically enriched β 2-amino acid ester.
• Structure Guided Development of Novel Thymidine Mimetics Targeting <i>Pseudomonas aeruginosa</i> Thymidylate Kinase: From Hit to Lead Generation
  作者：Jun Yong Choi、Mark S. Plummer、Jeremy Starr、Charlene R. Desbonnet、Holly Soutter、Jeanne Chang、J. Richard Miller、Keith Dillman、Alita A. Miller、William R. Roush

  DOI：10.1021/jm201349f

  日期：2012.1.26

  Thymidylate kinase (TMK) is a potential chemotherapeutic target because it is directly involved in the synthesis of an essential component, thymidine triphosphate, in DNA replication. All reported TMK inhibitors are thymidine analogues, which might retard their development as potent therapeutics due to cell permeability and off-target activity against human TMK. A small molecule hit (1, IC(50) = 58 μM), which has reasonable inhibition potency against Pseudomonas aeruginosa TMK (PaTMK), was identified by the analysis of the binding mode of thymidine or TP(5)A in a PaTMK homology model. This hit (1) was cocrystallized with PaTMK, and several potent PaTMK inhibitors (leads, 46, 47, 48, and 56, IC(50) = 100-200 nM) were synthesized using computer-aided design approaches including virtual synthesis/screening, which was used to guide the design of inhibitors. The binding mode of the optimized leads in PaTMK overlaps with that of other bacterial TMKs but not with human TMK, which shares few common features with the bacterial enzymes. Therefore, the optimized TMK inhibitors described here should be useful for the development of antibacterial agents targeting TMK without undesired off-target effects. In addition, an inhibition mechanism associated with the LID loop, which mimics the process of phosphate transfer from ATP to dTMP, was proposed based on X-ray cocrystal structures, homology models, and structure-activity relationship results.