(2R)-2-acetamido-3-octylsulfanylpropanoic acid | 92724-26-0

• 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: (2R)-2-acetamido-3-octylsulfanylpropanoic acid
• CAS: 92724-26-0
• 化学式: C₁₃H₂₅NO₃S
• 分子量: 275.412
• InChiKey: SSAMOKIEWGZXBV-LBPRGKRZSA-N

物化性质

• 沸点：
  476.4±40.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R)-2-acetamido-3-octylsulfanylpropanoic acid 在 N-甲基吗啉 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成
  参考文献：
  名称：

  The S -alkyl chain length as a determinant of the anti-leukemic activity of cysteine chloromethyl ketone compounds

  摘要：

  A series of cysteine chloromethyl ketone compounds with a systematic variation of the S-alkyl chain length have been synthesized in order to gauge the effect of the alkyl chain length on the cytotoxicity of these compounds against human acute lymphoblastic leukemia cells. Comparable activities were observed for compounds with S-alkyl chains ranging from pentyl to dodecyl, with the best being undecyl (IC50 = 1.7 mu M) and dodecyl (IC50 = 2.0 mu M) against B-lineage leukemia cells and hexyl (IC50 = 0.7 mu M) against T-lineage leukemia cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00047-0
• 作为产物：
  描述：

  N-乙酰-L-半胱氨酸 、 1-溴辛烷 在 氨 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 (2R)-2-acetamido-3-octylsulfanylpropanoic acid
  参考文献：
  名称：

  The S -alkyl chain length as a determinant of the anti-leukemic activity of cysteine chloromethyl ketone compounds

  摘要：

  A series of cysteine chloromethyl ketone compounds with a systematic variation of the S-alkyl chain length have been synthesized in order to gauge the effect of the alkyl chain length on the cytotoxicity of these compounds against human acute lymphoblastic leukemia cells. Comparable activities were observed for compounds with S-alkyl chains ranging from pentyl to dodecyl, with the best being undecyl (IC50 = 1.7 mu M) and dodecyl (IC50 = 2.0 mu M) against B-lineage leukemia cells and hexyl (IC50 = 0.7 mu M) against T-lineage leukemia cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00047-0

文献信息

• COMPOUNDS, COMPOSITONS AND METHODS RELATED TO ANTIMICROBIAL APPLICATIONS
  申请人：Vyome Therapeutics Limited

  公开号：EP3507325A2

  公开（公告）日：2019-07-10
• COMPOUNDS, COMPOSITIONS AND METHODS RELATED TO ANTIMICROBIAL APPLICATIONS
  申请人：VYOME THERAPEUTICS LIMITED

  公开号：US20210087337A1

  公开（公告）日：2021-03-25

  The present disclosure is in the field of polymers and pharmaceuticals/antimicrobials. The disclosure provides compounds based on SNAP (synthetic novel antimicrobial polymer) technology, compositions and methods of managing microbial infections including surgical site infections (SSIs). The present compounds are used as a management/therapeutic strategy to target microbial infections and have advantages including excellent antimicrobial potency, biofilm disruption ability, broad spectrum activity against various organisms covering both gram negative and gram positive bacteria as well as fungal pathogens, and low toxicity profile to ensure a healthy therapeutic window for use in humans.
• [EN] COMPOUNDS, COMPOSITONS AND METHODS RELATED TO ANTIMICROBIAL APPLICATIONS<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS À DES APPLICATIONS ANTIMICROBIENNES
  申请人：VYOME BIOSCIENCES PVT LTD

  公开号：WO2018042367A2

  公开（公告）日：2018-03-08

  The present disclosure is in the field of polymers and pharmaceuticals/antimicrobials. The disclosure provides compounds based on SNAP (synthetic novel antimicrobial polymer) technology, compositions and methods of managing microbial infections including surgical site infections (SSIs). The present compounds are used as a management/therapeutic strategy to target microbial infections and have advantages including excellent antimicrobial potency, biofilm disruption ability, broad spectrum activity against various organisms covering both gram negative and gram positive bacteria as well as fungal pathogens, and low toxicity profile to ensure a healthy therapeutic window for use in humans.
• The S -alkyl chain length as a determinant of the anti-leukemic activity of cysteine chloromethyl ketone compounds
  作者：David A Perrey、Michael P Scannell、Rama Krishna Narla、Fatih M Uckun

  DOI：10.1016/s0960-894x(00)00047-0

  日期：2000.3

  A series of cysteine chloromethyl ketone compounds with a systematic variation of the S-alkyl chain length have been synthesized in order to gauge the effect of the alkyl chain length on the cytotoxicity of these compounds against human acute lymphoblastic leukemia cells. Comparable activities were observed for compounds with S-alkyl chains ranging from pentyl to dodecyl, with the best being undecyl (IC50 = 1.7 mu M) and dodecyl (IC50 = 2.0 mu M) against B-lineage leukemia cells and hexyl (IC50 = 0.7 mu M) against T-lineage leukemia cells. (C) 2000 Elsevier Science Ltd. All rights reserved.