丙胲 | 627-38-3

• 物质功能分类: 化学试剂 - 有机试剂 - 羟胺
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 丙胲
• 英文名称: N-propylhydroxylamine
• 英文别名: propyl hydroxylamine；N-(1-propyl)hydroxylamine
• CAS: 627-38-3
• 化学式: C₃H₉NO
• 分子量: 75.1106
• InChiKey: OMXHKVKIKSASRV-UHFFFAOYSA-N

物化性质

• 熔点：
  45.5-46 °C
• 沸点：
  115.1±23.0 °C(Predicted)
• 密度：
  0.890±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  丙胲 在 氯仿 、 二氧化硫 作用下， 生成 N-propylsulfamic acid
  参考文献：
  名称：

  Reactions of N-Monoalkylhydroxylamines with Sulfur Dioxide, Sulfur Trioxide and Phthalic Anhydride¹

  摘要：

  DOI：

  10.1021/ja01156a055
• 作为产物：
  描述：

  propionaldehyde oxime 在 三乙基硅烷 作用下， 以 氯仿 为溶剂， 生成 丙胲
  参考文献：
  名称：

  Role of Hydrophobic Interactions in Binding S-(N-Aryl/Alkyl-N-hydroxy- carbamoyl)glutathiones to the Active Site of the Antitumor Target Enzyme Glyoxalase I

  摘要：

  Hydrophobic interactions play an important role in binding S-(N-aryl/alkyl-N-hydroxycarbamoyl)glutathiones to the active sites of human, yeast, and Pseudomonas putida glyoxalase I, as the log K-i values for these mechanism-based competitive inhibitors decrease linearly with increasing values of the hydrophobicity constants (pi) of the N-aryl/alkyl substituents. Hydrophobic interactions also help to optimize polar interactions between the enzyme and the glutathione derivatives, given that the K-i value for S-(N-hydroxycarbamoyl)glutathione (pi = 0) with the human enzyme is 35-fold larger than the interpolated value for this compound obtained from the log K-i versus pi plot. Computational studies, in combination with published X-ray crystallographic measurements, indicate that human glyoxalase I binds the syn-conformer of S-(N-aryl-N-hydroxycarbamoyl)glutathione in which the N-aryl substituents are in their lowest-energy conformations. These studies provide both an experimental and a conceptual framework for developing better inhibitors of this antitumor target enzyme.

  DOI：

  10.1021/jm000160l

文献信息

• Synthesis of sulpha drug based hydroxytriazene derivatives: Anti-diabetic, antioxidant, anti-inflammatory activity and their molecular docking studies
  作者：Poonam Sharma、Varsha Dayma、Aparna Dwivedi、Prabhat K. Baroliya、I.P. Tripathi、Murugesan Vanangamudi、R.S. Chauhan、A.K. Goswami

  DOI：10.1016/j.bioorg.2020.103642

  日期：2020.3

  hydrophobic pocket formed by the Ala198, Trp58, Leu162, Leu165 and Ile235 residues and sulphonamide moiety establish H-bond interaction by two water molecules. Further, anti-inflammatory activity has been evaluated using carrageenan induced paw-edema method and results indicate excellent anti-inflammatory activity by hydroxytriazenes (71 to 97%) and standard drug diclofenac 94% after 4 h of treatment

  本文中，我们报道了源自磺胺类药物即磺胺，磺胺嘧啶，磺胺吡啶和磺胺二甲基嘧啶的羟基三氮烯的合成，表征，抗糖尿病，抗炎和抗氧化活性。在对化合物进行生物学筛选之前，已进行了使用PASS进行的理论预测，该预测表明，抗炎活性的可能活性范围为Pa（可能的活性）值65-98％。根据预测，对某些预测活动进行了实验验证，特别是抗糖尿病，抗炎和抗氧化剂。使用两种方法筛选抗糖尿病活性，即α-淀粉酶和α-葡萄糖苷酶抑制法，IC50值范围为66至260和148至401 µg / mL，而标准药物阿卡波糖的IC50值为12 µg / mL，分别为70 µg / mL。抗糖尿病靶标胰腺α淀粉酶的对接研究也已经完成。对α-淀粉酶的分子对接研究表明，所有化合物的中间苯环主要位于由Ala198，Trp58，Leu162，Leu165和Ile235残基和磺酰胺部分形成的疏水小口袋中，而磺酰胺部分则通过两种水形成H键相互作用分子
• Novel Cephalosporins Selectively Active on Nonreplicating <i>Mycobacterium tuberculosis</i>
  作者：Ben Gold、Robert Smith、Quyen Nguyen、Julia Roberts、Yan Ling、Landys Lopez Quezada、Selin Somersan、Thulasi Warrier、David Little、Maneesh Pingle、David Zhang、Elaine Ballinger、Matthew Zimmerman、Véronique Dartois、Paul Hanson、Lester A. Mitscher、Patrick Porubsky、Steven Rogers、Frank J. Schoenen、Carl Nathan、Jeffrey Aubé

  DOI：10.1021/acs.jmedchem.5b01833

  日期：2016.7.14

  two series of novel cephalosporins that are bactericidal to Mycobacterium tuberculosis alone of the pathogens tested, which only kill M. tuberculosis when its replication is halted by conditions resembling those believed to pertain in the host, and whose bactericidal activity is not dependent upon or enhanced by clavulanate, a β-lactamase inhibitor. The two classes of cephalosporins bear an ester or

  我们报告了两个系列的新型头孢菌素，它们仅对所测试的病原体具有结核分枝杆菌的杀菌作用，仅当其复制因类似于宿主的条件而中止繁殖，且其杀菌活性不依赖于或不依赖于结核分枝杆菌时才杀死结核分枝杆菌可以通过β-内酰胺酶抑制剂克拉维酸增强。这两类头孢菌素在头孢菌素环系统的C-2处带有一个酯或另一种恶二唑异戊二烯，该位置在该类临床使用的药物中几乎完全是羧酸。该系列的代表杀死巨噬细胞内的结核分枝杆菌，而对巨噬细胞或其他哺乳动物细胞无毒性。
• Copper-Mediated [3+2] Annulation of 3-<i>N</i> -Hydroxyallylamines with Nitrosoarenes
  作者：Satish Ghorpade、Prakash D. Jadhav、Rai-Shung Liu

  DOI：10.1002/chem.201504784

  日期：2016.2.24

  of N‐hydroxyaminoallyl radicals with nitrosoarenes. Our mechanistic analysis opposes a 5‐endo‐trig cyclization involved in the final ring‐closure step. To manifest the reaction utility, chemical elaborations of resulting isoxazolidinyl products into 2‐ or 3‐substituted quinoline N‐oxides and acyclic 1,3‐diamino‐2‐ols are also described.

  的铜介导的annulations Ñ -hydroxyallylamines与nitrosoarenes继续通过前所未有正式[3 + 2]环加成Ñ -hydroxyaminoallyl与nitrosoarenes自由基。我们的机理分析反对在最后的闭环步骤中涉及5内-trig环化。为了证明反应的效用，还描述了将所得异恶唑烷二酮产品化学精制为2或3个取代的喹啉N-氧化物和无环1,3-二氨基-2-醇的过程。
• The Thermal Decomposition of<i>N</i>,<i>O</i>-Diacyl-<i>N</i>-<i>t</i>-butylhydroxylamines. III. Novel Routes to 2-Substituted 1,2-Benzisothiazol-3-(2<i>H</i>)-ones
  作者：Yuzuru Uchida、Seizi Kozuka

  DOI：10.1246/bcsj.55.1183

  日期：1982.4

  The reactions of N-alkyl- and N-aryl-2-(methylsulfinyl)benzamides and N-[2-(methylthio)benzoyl]-N-alkylhydroxylamines with thionyl chloride have been found to give 2-substituted 1,2-benzisothiazol-3(2H)-ones in nearly quantitative yields. The reactions of N-[2-(methylthio)benzoyl]-N-arylhydroxylamines with thionyl chloride gave chlorinated anilides as the major products.

  已发现 N-烷基-和 N-芳基-2-(甲基亚磺酰基)苯甲酰胺和 N-[2-(甲硫基)苯甲酰基]-N-烷基羟胺与亚硫酰氯的反应得到 2-取代的 1,2-苯并异噻唑- 3(2H)-ones 的产量几乎是定量的。N-[2-(甲硫基)苯甲酰基]-N-芳基羟胺与亚硫酰氯的反应得到氯化苯胺作为主要产物。
• Selective Synthesis of N-Alkyl Hydroxylamines by Hydrogenation of Nitroalkanes using Supported Palladium Catalysts
  作者：Yasumasa Takenaka、Takahiro Kiyosu、Jun-Chul Choi、Toshiyasu Sakakura、Hiroyuki Yasuda

  DOI：10.1002/cssc.201000137

  日期：2010.10.25

  The selective hydrogenation of nitroalkanes to the corresponding N‐alkyl hydroxylamines is achieved at room temperature with excellent yields (up to 98 %), by using common supported palladium catalysts. The reaction temperature is key to the highly selective formation of the hydroxylamines, which proceeds smoothly in a H2 atmosphere without additives. The catalyst can be recycled up to five times.

  通过使用常见的负载钯催化剂，可以在室温下将硝基烷烃选择性氢化为相应的N-烷基羟胺，并具有优异的收率（高达98％）。反应温度是羟胺高选择性形成的关键，羟胺在没有添加剂的情况下在H 2气氛中平稳进行。催化剂最多可循环使用五次。