H-Ala-CH2Cl hydrochloride

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: H-Ala-CH2Cl hydrochloride
• 英文别名: (S)-3-amino-1-chloro-2-butanone, monohydrochloride；(3S)-3-Amino-1-chloro-2-butanone hydrochloride；(3S)-3-amino-1-chlorobutan-2-one;hydrochloride
• 化学式: C₄H₈ClNO*ClH
• 分子量: 158.028
• InChiKey: BLTRZHHWBHQJBA-DFWYDOINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.56
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(t-butoxycarbonyl)glycyl i-butyl carbonate 、 H-Ala-CH2Cl hydrochloride 在 N-甲基吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Yokoi, Toshio; Taguchi, Hiroaki; Nishiyama, Yasuhiro, Journal of Chemical Research, Miniprint, 1997, # 1, p. 171 - 185

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-3-(boc-氨基)-1-氯-2-丁酮 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 H-Ala-CH2Cl hydrochloride
  参考文献：
  名称：

  Studies on the Mechanism of 1,2-Dihydropyrazin-2-one Ring Formation from Dipeptidyl Chloromethyl Ketone and Its Chemical Properties: Immediate Deamination during Catalytic Hydrogenation

  摘要：

  在3和6位具有两个氨基烷基团的1,2-二氢吡嗪-2-酮衍生物被发现是构建强效、选择性和长效类吗啡模拟物的有效工具。在准备过程中，我们发现3,6-双(苄氧羰基氨基甲基)-5-甲基-1,2-二氢吡嗪-2-酮的催化氢化以去除苄氧羰基基团导致了副反应。通过质谱和核磁共振研究以及制备额外的1,2-二氢吡嗪-2-酮衍生物，副产物的结构被鉴定为3-氨基甲基-5,6-二甲基-1,2-二氢吡嗪-2-酮。制备含有氘的额外化合物为我们提供了足够的信息以确认产物的结构并支持其形成的环化机制。

  DOI：

  10.1248/cpb.53.1152

文献信息

• Hydroxy substituted peptide compounds
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04514391A1

  公开（公告）日：1985-04-30

  Hydroxy substituted peptide compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.

  公开了化学式为##STR1##的羟基取代肽化合物。由于其抑制血管紧张素转化酶的活性，这些化合物可用作降压剂，并且根据X的定义，它们也可能由于其脑啡肽酶抑制活性而用作镇痛剂。
• LINEAR PEPTIDE ANTIBIOTCS
  申请人：RQX PHARMACEUTICALS, INC.

  公开号：US20160194358A1

  公开（公告）日：2016-07-07

  Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. The compounds provided herein can in other embodiments overcome the resistance conferred by single amino acid mutations at defined positions of bacterial Signal Peptidases (SPases) and in other embodiments provide for a broad spectrum of antibiotic bioactivity. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

  本文提供了一些抗菌化合物，其中在某些实施例中，这些化合物具有广谱生物活性。在其他实施例中，这些化合物可以克服细菌信号肽酶（SPases）定义位置上的单个氨基酸突变所带来的耐药性，并提供广谱抗生素生物活性。还提供了使用所述化合物的制药组合物和治疗方法。
• Amino Acids and Peptides. XLI. 1:2 Facile Synthesis of 5-Methyl-2(1H)- pyrazinone Derivatives from Dipeptidyl Chloromethyl Ketones 3
  作者：Hiroaki Taguchi、Toshio Yokoi、Masaki Tsukatani、Yoshio Okada

  DOI：10.1016/0040-4020(95)00385-l

  日期：1995.7

  5-Methyl-2(1H)-pyrazinone derivatives were easily synthesized by short reflux of dipeptidyl chloromethyl ketone hydrochlorides in MeOH.
• Selectivity profiling of DegP substrates and inhibitors
  作者：Patrick Hauske、Michael Meltzer、Christian Ottmann、Tobias Krojer、Tim Clausen、Michael Ehrmann、Markus Kaiser

  DOI：10.1016/j.bmc.2009.01.073

  日期：2009.4

  Protein quality control factors are involved in many key physiological processes and severe human diseases that are based on misfolding or amyloid formation. Prokaryotic representatives are often virulence factors of pathogenic bacteria. Therefore, protein quality control factors represent a novel class of drug targets. The bacterial serine protease DegP, belonging to the widely conserved family of HtrA proteases, exhibits unusual structural and functional plasticity that could be exploited by small molecule modulators. However, only one weak synthetic peptide substrate and no inhibitors are available to date. We report the identification of a potent heptameric pNA-substrate and chloromethyl ketone based inhibitors of DegP. In addition, specificity profiling resulted in the identification of one strong inhibitor and a potent substrate for subtilisin as well as a number of specific elastase substrates and inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.
• Simple approach towards the synthesis of 5-methyl-2-hydroxypyrazine derivatives from dipeptidyl chloromethyl ketones
  作者：Yoshio Okada、Hiroaki Taguchi、Yasuhiro Nishiyama、Toshio Yokoi

  DOI：10.1016/0040-4039(94)88031-x

  日期：1994.2

  5-Methyl-2-hydroxypyrazine derivatives were easily synthesized by short reflux of dipeptidyl chloromethyl ketone hydrochlorides in MeOH.