D-(-)-N_a-methyltryptophan methyl ester hydrochloride | 123719-38-0

• 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
• 英文名称: D-(-)-N_a-methyltryptophan methyl ester hydrochloride
• 英文别名: 1-Methyl-D-tryptophan methyl ester hydrochloride；methyl (2R)-2-amino-3-(1-methylindol-3-yl)propanoate;hydrochloride
• CAS: 123719-38-0
• 化学式: C₁₃H₁₆N₂O₂*ClH
• 分子量: 268.743
• InChiKey: SDUCWWZYETZNJF-RFVHGSKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D-(-)-N_a-methyltryptophan methyl ester hydrochloride 在 sodium tetrahydroborate 、 sodium hydride 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 22.0h， 生成 (6S,10S)-(-)-5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole
  参考文献：
  名称：

  Zhang, Lin-hua; Cook, James M., Heterocycles, 1988, vol. 27, # 12, p. 2795 - 2802

  摘要：

  DOI：
• 作为产物：
  描述：

  D-色氨酸 在 盐酸 、 氨 、 sodium 作用下， 反应 4.0h， 生成 D-(-)-N_a-methyltryptophan methyl ester hydrochloride
  参考文献：
  名称：

  Zhang, Lin-hua; Cook, James M., Heterocycles, 1988, vol. 27, # 12, p. 2795 - 2802

  摘要：

  DOI：

文献信息

• Pyrazino 1',2':1,6 pyrido 3,4-b indole1,4-dione derivatives
  申请人：——

  公开号：US20040152705A1

  公开（公告）日：2004-08-05

  Compounds of the general structural formula (I), and use of the compounds and salts and solvates thereof, as thereapeutic agents. In particular, the invention relates to compounds that are potent and selective inhibitors of cyclic guanosine 3′, 5′-monophosphate specific phosphodiesterase (cGMP-specific PDE), in particular PDE5, and have utility in a variety of therapeutic areas wherein such inhibition is considered beneficial, including the treatment of cardiovascular disorders and erectile dysfunction. 1

  本发明涉及通式（I）的化合物及其盐和溶剂化物作为治疗剂的用途。特别地，本发明涉及具有高效和选择性的环磷鸟苷3'，5'-单磷酸特异性磷酸二酯酶（cGMP特异性PDE），特别是PDE5的抑制剂化合物，并在多种治疗领域具有用途，其中这种抑制被认为是有益的，包括心血管疾病和勃起功能障碍的治疗。
• Pyrazino [1'2':1,6 ] pyrido [3, 4-b] indole-1,4-dione derivatives
  申请人：Lilly Icos LLC

  公开号：US07098209B2

  公开（公告）日：2006-08-29

  Compounds of the general structural formula (I), and use of the compounds and salts and solvates thereof, as thereapeutic agents. In particular, the invention relates to compounds that are potent and selective inhibitors of cyclic guanosine 3′, 5′-monophosphate specific phosphodiesterase (cGMP-specific PDE), in particular PDE5, and have utility in a variety of therapeutic areas wherein such inhibition is considered beneficial, including the treatment of cardiovascular disorders and erectile dysfunction

  一般结构式（I）的化合物，以及这些化合物和盐和溶剂化合物的用途作为治疗剂。具体而言，本发明涉及具有强效和选择性环鸟苷3'，5'-单磷酸特异性磷酸二酯酶（cGMP特异性PDE），特别是PDE5的抑制剂的化合物，并在多种治疗领域中具有实用性，其中此种抑制被认为是有益的，包括心血管疾病和勃起功能障碍的治疗。
• Molecular Dynamics Simulations Guide Chimeragenesis and Engineered Control of Chemoselectivity in Diketopiperazine Dimerases
  作者：Vikram V. Shende、Natalia R. Harris、Jacob N. Sanders、Sean A. Newmister、Yogan Khatri、Mohammad Movassaghi、Kendall N. Houk、David H. Sherman

  DOI：10.1002/anie.202210254

  日期：——

  The high-resolution crystal structure of C−N bond forming diketopiperazine dimerase, AspB, was solved. However, the near complete superposition of active site residues and bound substrates in AspB/NzeB masked the molecular basis for their orthogonal chemoselectivities. Molecular dynamics simulations guided rational chimeragenesis to reprogram NzeB dimerase selectivity. Substrate mimics further validated

  解析了形成 CN 键的二酮哌嗪二聚酶 AspB 的高分辨率晶体结构。然而，AspB/NzeB 中活性位点残基和结合底物近乎完全的叠加掩盖了它们正交化学选择性的分子基础。分子动力学模拟指导合理的嵌合生成以重新编程 NzeB 二聚酶选择性。底物模拟物进一步验证了化学趋异二聚酶的差异底物结合。
• Discovery and structure–activity relationships of pyrazolodiazepine derivatives as the first small molecule agonists of the Drosophila sex peptide receptor
  作者：Joeng-hyun Kim、Pyeong-hwa Jeong、Ju-Yeon Lee、Jae-hyuk Lee、Young-Joon Kim、Yong-Chul Kim

  DOI：10.1016/j.bmc.2015.02.035

  日期：2015.4

  In behavioral research, the sex peptide receptor in Drosophila melanogaster (DrmSPR) is the most interesting G protein-coupled receptor (GPCR) and is involved in post-mating responses such as increased egg-laying and decreased receptivity of the female; during these responses, the receptors are activated by a specific natural peptide agonist (sex peptide, SP). To discover small molecule agonists for DrmSPR, a compound library based on a pyrazolodiazepine scaffold, which was previously reported as a potential privileged structure, was screened. Structure-activity relationship (SAR) studies of the hit compounds, which exhibited weak agonistic effects (69-72% activation at 100 mu M), were explored through the synthesis of various analogs with substituents at the R-1, R-2, R-3 and R-4 positions of the pyrazolodiazepine skeleton. As a result, compounds 21 and 31 of the 6-benzyl pyrazolodiazepine derivative series were found to be small molecule agonists for DrmSPR with EC50 values of 3-4 mu M. (C) 2015 Elsevier Ltd. All rights reserved.
• Zhang, Lin-Hua; Bi, Ying-Zhi; Yu, Fu-Xiang, Heterocycles, 1992, vol. 34, # 3, p. 517 - 547
  作者：Zhang, Lin-Hua、Bi, Ying-Zhi、Yu, Fu-Xiang、Menzia, Gerald、Cook, James M.

  DOI：——

  日期：——