4-(3-甲基-2-吡啶基)苯甲醛 | 847446-84-8

• 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: 4-(3-甲基-2-吡啶基)苯甲醛
• 英文名称: 4-(3-Methyl-pyridin-2-yl)-benzaldehyde
• 英文别名: 4-(3-Methylpyridin-2-yl)benzaldehyde
• CAS: 847446-84-8
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: ASHNBGQNIQIZTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-甲基-2-吡啶基)苯甲醛 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 水 、 叔丁醇 为溶剂， 反应 2.0h， 生成 4-(3-methyl-2-pyridinyl)benzoic Acid
  参考文献：
  名称：

  Biarylcarboxybenzamide derivatives as potent vanilloid receptor (VR1) antagonistic ligands

  摘要：

  Seventeen biarylcarboxybenzamide derivatives were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor (VR1) in rat DRG neurons. The replacement of the piperazine moiety of the lead compound I with phenyl ring showed quite enhanced antagonistic activity. Among the prepared derivatives, N-(4-tert-butylphenyl)-4-pyridine-2-yl-benzamide (2, IC50 = 31 nM) and N-(4-tet-t-butylphenyl)-4-(3-methylpyridine-2-yl)benzamide (3g, IC50 = 31 nM), showed 5-fold higher antagonistic activity than 1 in Ca-45 (2+)-influx assay. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.033
• 作为产物：
  描述：

  2-溴-3-甲基吡啶 、 4-甲酰基苯硼酸 生成 4-(3-甲基-2-吡啶基)苯甲醛
  参考文献：
  名称：

  Palladium-catalyzed C–H arylation using aryltrifluoroborates in conjunction with a MnIII oxidant under mild conditions

  摘要：

  This paper describes the development of a mild Pd-catalyzed C-H arylation reaction using potassium aryltrifluoroborates in conjunction with Mn(OAc)3 as the oxidant. The scope of this transformation is explored with a variety of different aryltrifluoroborates and arylpyridine substrates. Preliminary mechanistic studies suggest that the reaction proceeds via a high-valent Pd mechanism with C-H activation occurring at or before the rate determining step. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.114

文献信息

• BARBITURIC ACID DERIVATIVES AS INHIBITORS OF TNF-alpha CONVERTING ENZYME (TACE) AND/OR MATRIX METALLOPROTEINASES
  申请人：Duan Jingwu

  公开号：US20070167451A1

  公开（公告）日：2007-07-19

  The present application describes novel barbituric acid derivatives of formula I: or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, B, L, R 1 , R 2 , R 3 , R 4 , R 5 , n, W, U, X, Y, Z, U a , X a , Y a , and Z a are defined in the present specification, which are useful as TNF-α converting enzyme (TACE) and matrix metalloproteinases (MMP) inhibitors.

  本申请描述了新型的巴比妥酸衍生物式I：或其药物可接受的盐或前药形式，其中A、B、L、R1、R2、R3、R4、R5、n、W、U、X、Y、Z、Ua、Xa、Ya和Za在本说明书中有定义，它们可用作TNF-α转化酶（TACE）和基质金属蛋白酶（MMP）抑制剂。
• US7294624B2
  申请人：——

  公开号：US7294624B2

  公开（公告）日：2007-11-13
• US7595317B2
  申请人：——

  公开号：US7595317B2

  公开（公告）日：2009-09-29
• [EN] BARBITURIC ACID DERIVATIVES AS INHIBITORS OF TNF-ALPHA CONVERTING ENZYME (TACE) AND/OR MATRIX METALLOPROTEINASES<br/>[FR] DERIVES DE L'ACIDE BARBITURIQUE UTILISES COMME INHIBITEURS DE L'ENZYME DE CONVERSION DU TNF-ALPHA (TACE) ET/OU DE METALLOPROTEASES MATRICIELLES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003053941A2

  公开（公告）日：2003-07-03

  The present application describes novel barbituric acid derivatives of formula (I) or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, B, L, R1, R2, R3, R4, R5, n, W, U, X, Y, Z, Ua, Xa, Ya, and Za are defined in the present specification, which are useful as TNF-a converting enzyme (TACE) and matrix metalloproteinases (MMP) inhibitors.
• Biarylcarboxybenzamide derivatives as potent vanilloid receptor (VR1) antagonistic ligands
  作者：Hyeung-geun Park、Ji-yeon Choi、Mi-hyun Kim、Sea-hoon Choi、Mi-kyung Park、Jihye Lee、Young-Ger Suh、Hawon Cho、Uhtaek Oh、Hee-Doo Kim、Yung Hyup Joo、Song Seok Shin、Jin Kwan Kim、Yeon Su Jeong、Hyun-Ju Koh、Young-Ho Park、Sang-sup Jew

  DOI：10.1016/j.bmcl.2004.11.033

  日期：2005.2

  Seventeen biarylcarboxybenzamide derivatives were prepared for the study of their agonistic/antagonistic activities to the vanilloid receptor (VR1) in rat DRG neurons. The replacement of the piperazine moiety of the lead compound I with phenyl ring showed quite enhanced antagonistic activity. Among the prepared derivatives, N-(4-tert-butylphenyl)-4-pyridine-2-yl-benzamide (2, IC50 = 31 nM) and N-(4-tet-t-butylphenyl)-4-(3-methylpyridine-2-yl)benzamide (3g, IC50 = 31 nM), showed 5-fold higher antagonistic activity than 1 in Ca-45 (2+)-influx assay. (C) 2004 Elsevier Ltd. All rights reserved.