2-(吡啶-3-羰基氧基)苯甲酸 | 6629-79-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 2-(吡啶-3-羰基氧基)苯甲酸
• 英文名称: 2-(nicotinoyloxy)benzoic acid
• 英文别名: 2-nicotinoyloxy-benzoic acid；2-Nicotinoyloxy-benzoesaeure；Salicylic acid, nicotinate；2-(pyridine-3-carbonyloxy)benzoic acid
• CAS: 6629-79-4
• 化学式: C₁₃H₉NO₄
• 分子量: 243.219
• InChiKey: NAKABSUZLYLPNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(吡啶-3-羰基氧基)苯甲酸 、 维生素A 在 4-二甲氨基吡啶 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三甲胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以0.4 g的产率得到[2-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoxy]carbonylphenyl] pyridine-3-carboxylate
  参考文献：
  名称：

  [EN] COMPOUNDS, COMPOSITIONS AND USE THEREOF
  [FR] COMPOSÉS, COMPOSITIONS ET UTILISATION DE CEUX-CI

  摘要：

  本申请涉及由化妆品可接受成分制备的化合物，其制备方法以及其使用。化合物的公式为（I）U-C-B，或其盐，其中U，C和B是化妆品可接受成分U'，C'和B'的基团。在活体组织中，化合物可以释放U'，C'和B'中的至少一种。C和U之间和/或C和B之间的键在活体组织中是不稳定的。特别地，该化合物包括从水杨酸、视黄醇和视黄酸或烟酸中导出的基团。

  公开号：

  WO2018152428A1
• 作为产物：
  描述：

  烟酸 在 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 2-(吡啶-3-羰基氧基)苯甲酸
  参考文献：
  名称：

  Benzoylsalicylic acid derivatives as defense activators in tobacco and Arabidopsis

  摘要：

  Systemic acquired resistance (SAR) is a long lasting inducible whole plant immunity often induced by either pathogens or chemical elicitors. Salicylic acid (SA) is a known SAR signal against a broad spectrum of pathogens in plants. In a recent study, we have reported that benzoylsalicylic acid (BzSA) is a SAR inducer in tobacco and Arabidopsis plants. Here, we have synthesized BzSA derivatives using SA and benzoyl chlorides of various moieties as substrates. The chemical structures of BzSA derivatives were elucidated using Infrared spectroscopy (IR), Nuclear magnetic spectroscopy (NMR) and High-resolution mass spectrometer (HRMS) analysis. The bioefficacy of BzSA derivatives in inducing defense response against tobacco mosaic virus (TMV) was investigated in tobacco and SA abolished transgenic NahG Arabidopsis plants. Interestingly, pre-treatment of local leaves of tobacco with BzSA derivatives enhanced the expression of SAR genes such as NPR1 [Non-expressor of pathogenesis-related (PR) genes 1], PR and other defense marker genes (HSR203, SIP1C, WIPK) in systemic leaves. Pre-treatment of BzSA derivatives reduced the spread of TMV infection to uninfected areas by restricting lesion number and diameter both in local and systemic leaves of tobacco in a dose-dependent manner. Furthermore, pre-treatment of BzSA derivatives in local leaves of SA deficient Arabidopsis NahG plants induced SAR through AtPR1 and AtPR5 gene expression and reduced leaf necrosis and curling symptoms in systemic leaves as compared to BzSA. These results suggest that BzSA derivatives are potent SAR inducers against TMV in tobacco and Arabidopsis. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2017.07.014

文献信息

• Compounds, compositions and use thereof
  申请人：Illustris Pharmaceuticals, Inc.

  公开号：US11020334B2

  公开（公告）日：2021-06-01

  This application relates to compounds prepared from cosmetically acceptable ingredients, methods of preparation thereof, and use thereof. Compounds are of formula (I) U—C—B, or salts thereof, wherein U, C and B are moieties of cosmetically acceptable ingredients U′, C′ and B′. In living tissues, the compounds can release at least one of U′, C′ and B′. The bond between C and U and/or between C and B is labile in living tissues. In particular, the compounds comprise moieties derived from salicylic acid, retinol and retinoic acid or nicotinic acid.

  本申请涉及由化妆品可接受成分制备的化合物、其制备方法及其用途。化合物为式(I)U-C-B或其盐，其中U、C和B为化妆品可接受成分U′、C′和B′的分子。在活组织中，化合物可以释放出 U′、C′和 B′中的至少一种。在活组织中，C 和 U 之间和/或 C 和 B 之间的键是易变的。特别是，这些化合物包括由水杨酸、视黄醇和视黄酸或烟酸衍生的分子。
• Nicotinyl salicylic acid
  申请人：NAT DRUG COMPANY

  公开号：US02502868A1

  公开（公告）日：1950-04-04
• BHAVSAR, MADHURY D.;DESAI, VIJAYKANT B., MAN-MADE TEXT. INDIA , 31,(1988) N0, C. 431, 433, 435, 437-439
  作者：BHAVSAR, MADHURY D.、DESAI, VIJAYKANT B.

  DOI：——

  日期：——
• COMPOUNDS, COMPOSITIONS AND USE THEREOF
  申请人：Illustris Pharmaceuticals, Inc.

  公开号：US20200054538A1

  公开（公告）日：2020-02-20

  This application relates to compounds prepared from cosmetically acceptable ingredients, methods of preparation thereof, and use thereof. Compounds are of formula (I) U—C—B, or salts thereof, wherein U, C and B are moieties of cosmetically acceptable ingredients U′, C′ and B′. In living tissues, the compounds can release at least one of U′, C′ and B′. The bond between C and U and/or between C and B is labile in living tissues. In particular, the compounds comprise moieties derived from salicylic acid, retinol and retinoic acid or nicotinic acid.
• Benzoylsalicylic acid derivatives as defense activators in tobacco and Arabidopsis
  作者：Samuel Kamatham、Reddanna Pallu、Anil Kumar Pasupulati、Surya Satyanarayana Singh、Padmaja Gudipalli

  DOI：10.1016/j.phytochem.2017.07.014

  日期：2017.11

  Systemic acquired resistance (SAR) is a long lasting inducible whole plant immunity often induced by either pathogens or chemical elicitors. Salicylic acid (SA) is a known SAR signal against a broad spectrum of pathogens in plants. In a recent study, we have reported that benzoylsalicylic acid (BzSA) is a SAR inducer in tobacco and Arabidopsis plants. Here, we have synthesized BzSA derivatives using SA and benzoyl chlorides of various moieties as substrates. The chemical structures of BzSA derivatives were elucidated using Infrared spectroscopy (IR), Nuclear magnetic spectroscopy (NMR) and High-resolution mass spectrometer (HRMS) analysis. The bioefficacy of BzSA derivatives in inducing defense response against tobacco mosaic virus (TMV) was investigated in tobacco and SA abolished transgenic NahG Arabidopsis plants. Interestingly, pre-treatment of local leaves of tobacco with BzSA derivatives enhanced the expression of SAR genes such as NPR1 [Non-expressor of pathogenesis-related (PR) genes 1], PR and other defense marker genes (HSR203, SIP1C, WIPK) in systemic leaves. Pre-treatment of BzSA derivatives reduced the spread of TMV infection to uninfected areas by restricting lesion number and diameter both in local and systemic leaves of tobacco in a dose-dependent manner. Furthermore, pre-treatment of BzSA derivatives in local leaves of SA deficient Arabidopsis NahG plants induced SAR through AtPR1 and AtPR5 gene expression and reduced leaf necrosis and curling symptoms in systemic leaves as compared to BzSA. These results suggest that BzSA derivatives are potent SAR inducers against TMV in tobacco and Arabidopsis. (C) 2017 Elsevier Ltd. All rights reserved.