mono-Fmoc-1,4-diaminobutane hydrochloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: mono-Fmoc-1,4-diaminobutane hydrochloride
• 英文别名: 4-(9H-fluoren-9-ylmethoxycarbonylamino)butylazanium;chloride
• 化学式: C₁₉H₂₂N₂O₂*ClH
• 分子量: 346.857
• InChiKey: JHRHSAILHBJRLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  mono-Fmoc-1,4-diaminobutane hydrochloride 以 四氢呋喃 为溶剂， 反应 6.33h， 生成
  参考文献：
  名称：

  Triazine-Based Vanilloid 1 Receptor Open Channel Blockers: Design, Synthesis, Evaluation, and SAR Analysis

  摘要：

  The thermosensory transient receptor potential vanilloid 1 channel (TRPV1) is a polymodal receptor activated by physical and chemical stimuli. TRPV1 activity is drastically potentiated by proinflammatory agents released upon tissue damage. Given the pivotal role of TRPV1 in human pain, there is pressing need for improved TRPV1 antagonists, the development of which will require identification of new pharmacophore scaffolds. Uncompetitive antagonists acting as open-channel blockers might serve as activity-dependent blockers that preferentially modulate the activity of overactive channels, thus displaying fewer side effects than their competitive counterparts. Herein we report the design, synthesis, biological evaluation, and SAR analysis of a family of triazine-based compounds acting as TRPV1 uncompetitive antagonists. We identified the triazine 8aA as a potent, pure antagonist that inhibits TRPV1 channel activity with nanomolar efficacy and strong voltage dependency. It represents a new class of activity-dependent TRPV1 antagonists and may serve as the basis for lead optimization in the development of new analgesics.

  DOI：

  10.1021/jm200981s
• 作为产物：
  描述：

  (9H-芴-9-基)甲基 2,5-二氧代吡咯烷-1-羧酸 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.01h， 生成 mono-Fmoc-1,4-diaminobutane hydrochloride
  参考文献：
  名称：

  Flow-Mediated Synthesis of Boc, Fmoc, and Ddiv Monoprotected Diamines

  摘要：

  A series of monoprotected aliphatic diamines (21 examples) were synthesized via continuous flow methods. The carbamates and enamines were obtained in 45-91% yields using a 0.5 mm diameter PTFE tubular flow reactor. Using readily accessible protecting group precursors, the procedure serves as an attractive alternative to existing batch-mode synthetic routes by providing direct, multigram access to N-Boc-, N-Fmoc-, and N-Ddiv-protected compounds with productivity indexes of 1.2-3.6 g/h.

  DOI：

  10.1021/ol503343b

文献信息

• PRODRUGS OF CANNABIDIOL, COMPOSITIONS COMPRISING PRODRUGS OF CANNABIDIOL AND METHODS OF USING THE SAME
  申请人：Stinchcomb Audra Lynn

  公开号：US20090036523A1

  公开（公告）日：2009-02-05

  Described herein are cannabidiol prodrugs, methods of making cannabidiol prodrugs, formulations comprising cannabidiol prodrugs and methods of using cannabidiols. One embodiment described herein relates to the transdermal or topical administration of a cannabidiol prodrug for treating and preventing diseases and/or disorders.

  本文描述了大麻二酚前药，制备大麻二酚前药的方法，包含大麻二酚前药的配方以及使用大麻二酚的方法。本文描述的一个实施例涉及通过经皮或局部给药大麻二酚前药来治疗和预防疾病和/或疾病。
• Solution‐Phase Synthesis of Backbone‐Constrained Cationic Peptoid Hexamers with Antibacterial and Anti‐Biofilm Activities
  作者：Radhe Shyam、Christiane Forestier、Nicolas Charbonnel、Olivier Roy、Claude Taillefumier、Sophie Faure

  DOI：10.1002/ejoc.202101155

  日期：2021.11.15

  Amphipathic peptoid hexamers carrying hydrophobic aliphatic tert-butyl side-chains to impose cis-amide backbone conformations, and cationic side-chains periodically introduced every three residues, were synthesized by solution-phase submonomer method and/or block-coupling approach. The antibacterial and anti-biofilm evaluations performed on selected hexamers reveal a much better efficiency of peptoids bearing

  通过液相亚单体方法和/或嵌段偶联方法合成了携带疏水性脂肪族叔丁基侧链以施加顺式酰胺骨架构象的两亲性类肽六聚体和每三个残基定期引入的阳离子侧链。对选定的六聚体进行的抗菌和抗生物膜评估表明，与具有阳离子铵或三唑基团的拟肽相比，带有阳离子三唑基团的拟肽具有更好的效率。
• Products of Tetrahydrocannabinol, Compositions Comprising Prodrugs of Tetrahydrocannabinol and Methods of Using the Same
  申请人：Stinchcomb Audra Lynn

  公开号：US20090143462A1

  公开（公告）日：2009-06-04

  Described herein are Δ 9 -THC prodrugs, methods of making Δ 9 -THC prodrugs, formulations comprising Δ 9 -THC prodrugs and methods of using Δ 9 -THC. One embodiment described herein relates to the transdermal administration of a Δ 9 -THC prodrug for treating and preventing diseases and/or disorders.

  本文描述了Δ9-THC前药，制备Δ9-THC前药的方法，包含Δ9-THC前药的配方以及使用Δ9-THC的方法。本文描述的一个实施例涉及通过经皮途径给予Δ9-THC前药以治疗和预防疾病和/或疾病。
• Novel GLP-1 Analogues
  申请人：Sun Pharmaceutical Industries Limited

  公开号：US20190309040A1

  公开（公告）日：2019-10-10

  The present disclosure pertains to novel Glucagon like Peptide-1 (GLP-1) (7-37) analogs having an amino acid sequence with Leu or Ile at the C-terminal. The new analogs are potent GLP-1 agonists with reduced adverse effect and improved duration of action. The present disclosure further relates to acylated derivatives of the new analogs which have further improved potency and duration of action and are suitable for oral administration. The analogs of present disclosure may be useful in treatment of diabetes and obesity.

  本公开涉及具有以Leu或Ile为C端的氨基酸序列的新型胰高血糖素样肽-1（GLP-1）（7-37）类似物。这些新类似物是有效的GLP-1激动剂，具有减少的不良影响和改善的作用持续时间。本公开进一步涉及这些新类似物的酰化衍生物，其具有进一步改善的效力和持续时间，并适用于口服给药。本公开所述的类似物可能在糖尿病和肥胖的治疗中有用。
• REDUCED TOXICITY MOLECULAR CONJUGATES OF ANTI-FUNGAL AGENTS
  申请人：Lehigh University

  公开号：US20170042923A1

  公开（公告）日：2017-02-16

  Compositions, compounds and methods are described for addressing both toxicity of membrane disruptive anti-microbial agents as well as poor transport of such agents across the blood-brain-barrier (BBB) via the use of molecular appendages including one or more facial amphiphiles. These molecules have in vitro anti-fungal activity that is very similar to that of the native drug but with hemolytic activity and toxicity towards mammalian cells that is greatly reduced.

  描述了用于解决膜破坏型抗微生物药物的毒性以及这些药物在穿越血脑屏障（BBB）时的运输不良的构成物、化合物和方法，通过使用包括一个或多个脸部两性分子在内的分子附件。这些分子在体外具有与原始药物非常相似的抗真菌活性，但对哺乳动物细胞的溶血活性和毒性大大降低。