N-亚硝基新烟草碱 | 71267-22-6

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N-亚硝基新烟草碱
• 中文别名: (R,s)-n-亚硝基新烟草碱；N-亚硝基新烟草碱(NAT)
• 英文名称: N'-Nitrosoanatabine
• 英文别名: 3-[(2S)-1-nitroso-3,6-dihydro-2H-pyridin-2-yl]pyridine
• CAS: 71267-22-6
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: ZJOFAFWTOKDIFH-JTQLQIEISA-N

物化性质

• 沸点：
  324.47°C (rough estimate)
• 密度：
  1.1654 (rough estimate)
• 闪点：
  2℃
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

毒理性

• 致癌物分类

国际癌症研究机构致癌物：N'-硝基soanatabine

IARC Carcinogenic Agent:N'-Nitrosoanatabine

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：对其对人类的致癌性无法分类

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第37卷：(1985) 除吸烟外的烟草习惯；槟榔果和槟榔子咀嚼；以及一些相关的亚硝胺 增补第7卷：致癌性的总体评估：更新国际癌症研究机构专著第1至42卷，1987年；440页；ISBN 92-832-1411-0（已绝版） 第89卷：(2007) 无烟烟草和一些特定于烟草的N-亚硝胺

IARC Monographs:Volume 37: (1985) Tobacco Habits Other than Smoking; Betel-quid and Areca-nut Chewing; and Some Related Nitrosamines Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print) Volume 89: (2007) Smokeless Tobacco and Some Tobacco-specific N-Nitrosamines

来源:International Agency for Research on Cancer (IARC)

安全信息

• WGK Germany：
  2

反应信息

• 作为反应物：
  描述：

  cobalt(II) tetramethylhematoporphyrin 、 N-亚硝基新烟草碱 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  The interaction of a cobalt porphyrin with cancer-associated nitrosamines

  摘要：

  A cobalt porphyrin (CY-B) was presented, and its interaction with tobacco-specific nitrosamines (TSNAs) was investigated by UV-Vis spectroscopy and high-resolution mass spectrometry. The results revealed that the stoichiometry of the host-guest interaction was 1:2 and that the binding constant between CY-B and TSNAs was within the range of 0.78×10(8)-7.83×10(8)M(-2). The coordination strength between CY-B and TSNAs decreased in the sequence of NNN>NAB>NAT>NNK based on the binding constant. The interaction mechanism of CY-B with TSNAs involved a coordination interaction, and the π-π interaction between the porphyrin macrocycle and the aromatic frame of the TSNAs pyridines may also have been a driving force. The measured thermodynamic properties demonstrated that the reaction of CY-B with TSNAs was spontaneous and that the driving force for the interaction was a change in enthalpy. The reaction was exothermic, and an increasing temperature inhibited the interaction. The IR spectrum of the complex revealed that the NNO group of TSNAs and the metal cobalt of CY-B formed the six-coordinate complex.

  DOI：

  10.1016/j.bioorg.2014.07.007

文献信息

• Polymers Selective for Tobacco Specific Nitrosamines and Methods of Using the Same
  申请人：Karlsson Ola John Ivar

  公开号：US20130139835A1

  公开（公告）日：2013-06-06

  A class of molecularly imprinted polymers that specifically recognizes and binds to TSNAs are useful, for example, in analysis and separation of TSNAs from biological fluids. Such polymers are also useful in methods of treating and manufacturing tobacco products and materials. Also disclosed are selectively adsorbent non-molecularly imprinted polymer of a non-acidic monomer and a cross-linker having polar functionality, one of which is hydrophilic, the other of which is hydrophobic, and the use of such polymers in the treatment of materials containing nicotine and nitrosamine.
• Polymers Selective for Nitro-Containing Compounds and Methods of Using the Same
  申请人：British American Tobacco (Investments) Limited

  公开号：US20130139834A1

  公开（公告）日：2013-06-06

  Porous beads are provided of a polymer of a non-acidic monomer and a cross-linker having polar functionality, one of which is hydrophilic, the other of which is hydrophobic, further comprising residues of polyvinyl alcohol. The beads may be molecularly imprinted or non-molecularly imprinted. The use of such beads in the removal of nitroso-containing compounds from material containing them is also disclosed. Also disclosed is a non-molecularly imprinted polymer which is selectively adsorbent for at least one tobacco specific nitrosamine in the presence of nicotine, said polymer being a polymerization product of a non-acidic monomer and a cross-linker having polar functionality, one of which is hydrophilic, the other of which is hydrophobic.
• Improvements in methods of treating tobacco
  申请人：British American Tobacco (Investments) Limited

  公开号：US20180070627A1

  公开（公告）日：2018-03-15

  The invention relates to method of treating a material containing nicotine and at least one nitrosamine to reduce the quantity of nitrosamine therein and to methods of producing a tobacco extract with reduced nitrosamine content. The methods comprise contacting tobacco with a solvent to produce a liquid phase tobacco extract containing nitrosamines and treating the liquid phase tobacco extract to decompose the nitrosamines in the liquid phase. The liquid phase extract may then be treated to reduce nitrosamine decomposition products therein. The invention also relates to tobacco material produced using these methods and to tobacco products incorporating such tobacco material.
• US9243096B2
  申请人：——

  公开号：US9243096B2

  公开（公告）日：2016-01-26
• US9265283B2
  申请人：——

  公开号：US9265283B2

  公开（公告）日：2016-02-23