S-3-(dimethylamino)propyl ethanethioate | 66338-43-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: S-3-(dimethylamino)propyl ethanethioate
• 英文别名: S-3-(dimethylamino)propyl thioacetate；3-(dimethylamino)propyl thioacetate；3-dimethylaminopropan-1-thiolacetate；S-Acetyl-3-dimethylamino-propylmercaptan；S-[3-(dimethylamino)propyl] ethanethioate
• CAS: 66338-43-0
• 化学式: C₇H₁₅NOS
• 分子量: 161.268
• InChiKey: MRTYWRLBOZMEAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-3-(dimethylamino)propyl ethanethioate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 3-(二甲基氨基)-1-丙硫醇
  参考文献：
  名称：

  Detection of Polycyclic Aromatic Hydrocarbons Using Quartz Crystal Microbalances

  摘要：

  已开发出一种化学涂层压电传感器，用于测定液相中的 PAH。已经生产出一种有机单层，通过带有离子结合识别元件的共价硫醇-金连接附着在石英晶体微天平（QCM）的金电极表面。本研究采用了 PAH 衍生物 9-蒽甲酸，一旦与烷硫醇结合，就起到识别元件的作用。蒽通过 π−π 相互作用的结合已被观察为 QCM 中的频移，目标分析物的可检测性为 2 ppb，响应范围为 0−50 ppb。尽管 π−π 相互作用是识别元件和分析物之间的唯一通信，但传感器的相对响应针对不同的 PAH 发生了变化。设想这种传感器可用于识别关键标记化合物，并因此给出环境中总 PAH 通量的指示。

  DOI：

  10.1021/ac0257546
• 作为产物：
  描述：

  N,N-二甲氨基氯丙烷盐酸盐 、 硫代乙酸 在 三乙胺 作用下， 以 氯仿 为溶剂， 以82%的产率得到S-3-(dimethylamino)propyl ethanethioate
  参考文献：
  名称：

  基于底物相似性设计开发靶向ras的人类酰基蛋白硫酯酶的高效抑制剂

  摘要：

  常识：识别了一个共同的识别基序，该基序由一个与（硫代）酯官能团相距五至六个键（红色）的带负电荷的基团（绿色）和相距十至十二个键相距一个正电荷的尾基（蓝色）组成。在两个天然的酰基蛋白硫酯酶1（APT1）底物中（参见图片）。这种相似性导致设计了Ras-去棕榈酰化酶APT1的有效抑制剂。

  DOI：

  10.1002/anie.201102965

文献信息

• Benzopyran or thiobenzopyran derivatives
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US06645951B1

  公开（公告）日：2003-11-11

  The present invention provides novel benzopyran compounds, pharmaceutically acceptable salts thereof and stereoisomers thereof where the benzopyran compounds of the invention are compounds according to Formula I: The present invention further provides pharmaceutical compositions which possess anti-estrogenic activity and comprise at least one benzopyran compound of the invention and a method of treating breast cancer by administration of an effective amount of a benzopyran compound provided by the present invention.

  本发明提供了新颖的苯并吡喃化合物，其药学上可接受的盐及其立体异构体，其中本发明的苯并吡喃化合物是根据式I的化合物：本发明还提供了具有抗雌激素活性的药物组合物，包括本发明的至少一种苯并吡喃化合物，并通过给予本发明提供的苯并吡喃化合物的有效量来治疗乳腺癌的方法。
• [EN] NANOMATERIALS COMPRISING ESTER-LINKED ACETALS<br/>[FR] NANOMATÉRIAUX COMPRENANT DES ACÉTALS À LIAISON ESTER
  申请人：BEAM THERAPEUTICS INC

  公开号：WO2022140252A1

  公开（公告）日：2022-06-30

  The present disclosure describes compositions, preparations, nanoparticles (such as lipid nanoparticles), and/or nanomaterials and methods of their use.

  本公开说明书描述了组合物、制剂、纳米颗粒（如脂质纳米颗粒）和/或纳米材料及其使用方法。
• Azetidinone n-phosphonomethyl esters
  申请人：THE UNIVERSITY OF NOTRE DAME DU LAC

  公开号：EP0306266A1

  公开（公告）日：1989-03-08

  a-Phosphono-(3p-amino or 3a-alkylazetidin-2-one-1-yl)acetic acids and esters thereof are provided via cyclization process comprising the reaction of a β-hydroxy phosphonomethyl acid amide with triphenylphosphine-di-(C1-C3 alkyl)azodicarboxylate in an anhydrous aprotic solvent. The azetidinones obtained are useful intermediates to carbapenems and carbacephems and monocyclic antibacterials, e.g., a-(dial- kylphosphono)-[[3β-[2-(2-aminothiazol-4-yl)-2-(syn)methoxy- iminoacetylamino]azetidin-2-one-1-yl]]acetic acid and pharmaceutically acceptable salts thereof.

  a-膦酰基-(3p-氨基或 3a-烷基氮杂环丁烷-2-酮-1-基)乙酸及其酯类是通过环化工艺提供的，该工艺包括 β-羟基膦酰甲基酸酰胺与二(C1-C3 烷基)偶氮二甲酸三苯基膦在无水无丙烷溶剂中的反应。得到的氮杂环丁酮是碳青霉烯类、碳青霉烯类和单环抗菌药的有用中间体，如 a-（二烷基膦酰基）-[[3β-[2-（2-氨基噻唑-4-基）-2-（异）甲氧基-亚氨基乙酰氨基]氮杂环丁烷-2-酮-1-基]]乙酸及其药学上可接受的盐。
• Synergistic effect of iodine and neighboring amine groups on thioester deacylation
  作者：Joyce Takahashi Doi、Tracy Louise Carpenter、Marilyn M. Olmstead、W. Kenneth Musker

  DOI：10.1021/ja00352a026

  日期：1983.7
• Hydrolysis of low concentrations of the acetylthiocholine analogs acetyl(homo)thiocholine and acetyl(nor)thiocholine by acetylcholinesterase may be limited by selective gating at the enzyme peripheral site
  作者：Veena Beri、Jeffrey T. Auletta、Ghulam M. Maharvi、Juanita F. Wood、Abdul H. Fauq、Terrone L. Rosenberry

  DOI：10.1016/j.cbi.2012.09.017

  日期：2013.3

  Hydrolysis of acetylcholine by acetylcholinesterase (AChE) is extremely rapid, with a second-order hydrolysis rate constant k(E) (often denoted k(cat)/K-m) that approaches 10(8) M-1 s(-1). AChE contains a deep active site gorge with two sites,of ligand binding, an acylation site (or A-site) containing the catalytic triad at the base of the gorge and a peripheral site (or P-site) near the gorge entrance. The P-site is known to contribute to catalytic efficiency with acetylthiocholine (AcSCh) by transiently trapping the substrate in a low affinity complex on its way to the A-site, where a short-lived acyl enzyme intermediate is produced. Here we ask whether the P-site does more than simply trap the substrate but in fact selectively gates entry to the A-site to provide specificity for AcSCh (and acetylcholine) relative to the close structural analogs acetyl(homo)thiocholine (Ac-hSCh, which adds one additional methylene group to thiocholine) and acetyl(nor)thiocholine (Ac-nSCh, which deletes one methylene group from thiocholine). We synthesized Ac-hSCh and Ac-nSCh and overcame technical difficulties associated with instability of the northiocholine hydrolysis product. We then compared the catalytic parameters of these substrates with AChE to those of AcSCh. Values of k(E) for Ac-hSCh and Ac-nSCh were about 2% of that for AcSCh. The k(E) for AcSCh is close to the theoretical diffusion-controlled limit for the substrate association rate constant, but k(E) values for Ac-hSCh or Ac-nSCh are too low to be limited by diffusion control. However, analyses of kinetic solvent isotope effects and inhibition patterns for P-site inhibitors indicate that these two analogs also do not equilibrate with the A-site prior to the initial acylation step of catalysis. We propose that k(E) for these substrates is partially rate-limited by a gating step that involves the movement of bound substrate from the P-site to the A-site. (C) 2012 Elsevier Ireland Ltd. All rights reserved.