丙胺-15N 盐酸盐 | 84050-99-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 丙胺-15N 盐酸盐
• 中文别名: 丙胺-15N盐酸盐；丙基胺-15N盐酸盐
• 英文名称: 15N-n-propylamine hydrochloride
• 英文别名: Propylamine-15N hydrochloride；propan-1-(15N)amine;hydrochloride
• CAS: 84050-99-7
• 化学式: C₃H₉N*ClH
• 分子量: 96.5654
• InChiKey: PYNUOAIJIQGACY-VZHAHHFWSA-N

物化性质

• 熔点：
  162-165 °C(lit.)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，也没有已知的危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  0.78
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26
• 危险类别码：
  R22,R36/37/38

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 丙胺-15N 盐酸盐 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 10.0h， 以64%的产率得到1,3-dipropylthiourea-15N2
  参考文献：
  名称：

  Study of the conformation of novel N-nitrosothioureas by high-field nitrogen-15 and carbon-13 nuclear magnetic resonance spectroscopy employing specifically labeled compounds

  摘要：

  DOI：

  10.1021/jo00152a020
• 作为试剂：
  描述：

  (5-Chloro-7,8-dimethoxy-2,3-dioxo-2,3-dihydro-benzo[ij][2,7]naphthyridin-1-yl)-acetic acid ethyl ester 在 air 、 丙胺-15N 盐酸盐 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以88%的产率得到1-(ethoxycarbonylmethyl)-2,3-diketo-4-amino(15N)-5-chloro-7,8-dimethoxypyrido[4,3,2-de]quinoline
  参考文献：
  名称：

  Novel Amination and 1,2-Amino,hydro-Elimination between 2,3-Diketopyrido[4,3,2-de]quinolines and Primary Amino Compounds

  摘要：

  novel amination and 1,2-amino,hydro-elimination reaction occurs between 2,3-diketopyrido[4,3,2-de]quinoline (1, 2) and amino compounds which include alpha-amino acids and peptides which contain a primary amino group. The amino group undergoes nucleophilic addition to the double bond between C3 a and C4 in 2,3 -diketopyrido [4,3,2-de] quinoline to form a 3a,4-dihydro-2,3-diketopyrido[4,3,2-de]quinoline. This dihydro intermediate is immediately oxidized by ambient air to produce the more stable aromatic system, 4-(N-alkyl or aryl)-2,3-diketopyrido[4,3,2-de]quinoline (5-12). In the cases of aliphatic amines bearing a beta-proton in THF or chloroform, this 4-(N-alkyl)-2,3-diketopyrido-[4,3,2-de]quinoline undergoes a 1,2-amino,hydro-elimination reaction to eliminate an alkene and produce the 4-amino-2,3-diketopyrido[4,3,2-de]quinol (13, 14). In the cases of alpha-amino acids in aqueous solution, the 4-(N-alkyl)-2,3-diketopyrido[4,3,2-de]quinoline undergoes an amino-transferring reaction, via a mechanism similar to the action of pyridoxal, to form the 4-amino-2,3-diketopyrido[4,3,2-de]quinoline (13) and the alpha-keto acid. 2,3-Diketopyrido[4,3,2-de]quinoline (1) can also react with the peptide which contains a primary amino group to form the 2,3-diketopyrido[4, 3,2-de]quinoline- peptide conjugate. This novel amination- elimination reaction may underlie the marked cytotoxic potency of the 2,3-diketopyrido[4,3,2-de]quinolines (1 and 2). As inorganic amino compounds, hydroxylamine and hydrazine can also undergo the nucleophilic addition to 2,3-diketopyrido[4,3,2-de]quinoline (1, 2) to produce 4-amino-2,3-diketopyrido[4,3,2-de]quinol (13, 14) which. includes a elimination reaction between C4 and alpha-nitrogen.

  DOI：

  10.1021/jo9910132

文献信息

• Independent Synthesis, Solution Behavior, and Studies on the Mechanism of Formation of a Primary Amine-Derived Fluorophore Representing Cross-linking of Proteins by (<i>E</i>)-4-Hydroxy-2-nonenal
  作者：Guozhang Xu、Yahua Liu、Lawrence M. Sayre

  DOI：10.1021/jo982523j

  日期：1999.8.1

  Lipid peroxidation in aging and degenerative disease results in the production of 4-hydroxy-2-alkenals that modify proteins and give rise to both protein cross-linking and fluorophore generation. Recent model studies demonstrated that the major ex/em 360/430 fluorophore formed from (E)-4-hydroxy-2-nonenal (HNE) or (E)-4-hydroxy-2-hexenal (HHE) and protein lysine-based amine is a 2-alkyl-2-hydroxy-1,2-dihydropyrrol-3-one iminium 1:2 cross-link (1), a structure that is further confirmed here using N-15-labeling, and which has pH stability characteristics the same as those of lipofuscin pigments isolated from human tissues. Fluorophore generation represents an overall four-electron oxidation, requires dioxygen, and is enhanced by the presence of Cu(II). The HNE-propylamine-derived fluorophore 1a was independently synthesized from either 3,4-dioxononanal (8) or (E)-4-oxo-2-nonenal (13), providing further evidence for its assigned structure and clues to how it forms from HNE. Mechanistic studies on HNE-derived fluorophore formation permit ruling out the initial reversible HNE-derived Schiff base Michael adduct (17) as an intermediate. In addition, the structurally related non-cross-link 2-pentyl-2-hydroxy-1,2-dihydropyrrol-3-one 9a that forms along with 1a from 8 does not form from HNE and does: not serve as a precursor to la in the HNE-amine reaction system. A mechanism involving two 2e oxidations following initial Schiff base formation is proposed that is consistent with intermediates independently accessed from 8 and 13.
• Novel Amination and 1,2-Amino,hydro-Elimination between 2,3-Diketopyrido[4,3,2-<i>d</i><i>e</i>]quinolines and Primary Amino Compounds
  作者：Qizhu Ding、J. William Lown

  DOI：10.1021/jo9910132

  日期：1999.10.1

  novel amination and 1,2-amino,hydro-elimination reaction occurs between 2,3-diketopyrido[4,3,2-de]quinoline (1, 2) and amino compounds which include alpha-amino acids and peptides which contain a primary amino group. The amino group undergoes nucleophilic addition to the double bond between C3 a and C4 in 2,3 -diketopyrido [4,3,2-de] quinoline to form a 3a,4-dihydro-2,3-diketopyrido[4,3,2-de]quinoline. This dihydro intermediate is immediately oxidized by ambient air to produce the more stable aromatic system, 4-(N-alkyl or aryl)-2,3-diketopyrido[4,3,2-de]quinoline (5-12). In the cases of aliphatic amines bearing a beta-proton in THF or chloroform, this 4-(N-alkyl)-2,3-diketopyrido-[4,3,2-de]quinoline undergoes a 1,2-amino,hydro-elimination reaction to eliminate an alkene and produce the 4-amino-2,3-diketopyrido[4,3,2-de]quinol (13, 14). In the cases of alpha-amino acids in aqueous solution, the 4-(N-alkyl)-2,3-diketopyrido[4,3,2-de]quinoline undergoes an amino-transferring reaction, via a mechanism similar to the action of pyridoxal, to form the 4-amino-2,3-diketopyrido[4,3,2-de]quinoline (13) and the alpha-keto acid. 2,3-Diketopyrido[4,3,2-de]quinoline (1) can also react with the peptide which contains a primary amino group to form the 2,3-diketopyrido[4, 3,2-de]quinoline- peptide conjugate. This novel amination- elimination reaction may underlie the marked cytotoxic potency of the 2,3-diketopyrido[4,3,2-de]quinolines (1 and 2). As inorganic amino compounds, hydroxylamine and hydrazine can also undergo the nucleophilic addition to 2,3-diketopyrido[4,3,2-de]quinoline (1, 2) to produce 4-amino-2,3-diketopyrido[4,3,2-de]quinol (13, 14) which. includes a elimination reaction between C4 and alpha-nitrogen.
• Study of the conformation of novel N-nitrosothioureas by high-field nitrogen-15 and carbon-13 nuclear magnetic resonance spectroscopy employing specifically labeled compounds
  作者：J. William Lown、Shive M. S. Chauhan

  DOI：10.1021/jo00152a020

  日期：1983.2