4-(4-Pyridinylmethyl)benzaldehyde | 179057-33-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-Pyridinylmethyl)benzaldehyde
• 英文别名: 4-(pyridin-4-ylmethyl)benzaldehyde
• CAS: 179057-33-1
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: ITNFYEOUKKCAFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 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-(4-Pyridinylmethyl)benzaldehyde 在 sodium hydroxide 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 2.17h， 生成 (E)-3-<4-(4-pyridylmethyl)phenyl>-2-methylacrylic acid
  参考文献：
  名称：

  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives

  摘要：

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.

  DOI：

  10.1021/jm00142a006
• 作为产物：
  描述：

  4-氯甲基吡啶盐酸盐 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-(4-Pyridinylmethyl)benzaldehyde
  参考文献：
  名称：

  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives

  摘要：

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.

  DOI：

  10.1021/jm00142a006

文献信息

• TANOUCHI, TADAO;KAWAMURA, MASANORI;OHYAMA, ISAO;KAJIWARA, IKUO;IGUCHI, YO+, J. MED. CHEM., 1981, 24, N 10, 1149-1155
  作者：TANOUCHI, TADAO、KAWAMURA, MASANORI、OHYAMA, ISAO、KAJIWARA, IKUO、IGUCHI, YO+

  DOI：——

  日期：——
• UREA DERIVATIVES AND THEIR USE AS ACAT-INHIBITORS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0784612A1

  公开（公告）日：1997-07-23
• [EN] UREA DERIVATIVES AND THEIR USE AS ACAT-INHIBITORS<br/>[FR] DERIVES D'UREE ET LEUR UTILISATION COMME INHIBITEURS DE L'ACAT
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1996010559A1

  公开（公告）日：1996-04-11

  (EN) Urea derivatives of formula (I), wherein R1 is a group of formula (1) (in which R4 is aryl which may have suitable substituent(s), or heterocyclic group which may have suitable substituent(s), and Y is bond, lower alkylene, -S-, -O-, (a), =CH-, -CONH-, (b), (in which R7 is lower alkyl), -NHSO2-, -SO2NH-, -SO2NHCO- or -CONHSO2-); or thiazolyl, imidazolyl, pyrazolyl, pyridyl, thienyl, furyl, isoxazolyl or chromanyl, each of which may have suitable substituent(s); R2 is lower alkyl, lower alkoxy(lower)alkyl, cycloalkyl, ar(lower)alkyl which may have suitable substituent(s), heterocyclic group or heterocyclic(lower)alkyl, R3 is aryl which may have suitable substituent(s) or heterocyclic group which may have suitable substituent(s), and n is 0 or 1, and a pharmaceutically acceptable salt thereof which are useful as a medicament in the treatment of hypercholesterolemia, hyperlipidemia and atherosclerosis.(FR) Cette invention se rapporte à des dérivés d'urée, représentés parr la formule (I), où R1 représente un groupe de la formule (1) (dans laquelle R4 représente aryle qui peut comporter un ou des substitutants appropriés, ou un groupe hétérocyclique qui peut comporter un ou des substituants appropriés; et Y représente une liaison, alkylène inférieur, -S-, -O-, (a), =CH-, -CONH-, (b) (où R7 représente alkyle inférieur), -NHSO2-, -SO2NH-, -SO2NHCO- ou -CONHSO2-); ou alors R1 représente thiazolyle, imidazolyle, pyrazolyle, pyridyle, thiényle, furyle, isoxazolyle ou chromanyle, chacun de ces éléments pouvant comporter un ou des substituants appropriés; R2 représente alkyle inférieur, alcoxy inférieur alkyle(inférieur), cycloalkyle, aralkyle(inférieur) pouvant comporter un ou des substituants appropriés, un groupe hétérocyclique ou alkyle(inférieur) hétérocyclique; R3 représente aryle pouvant comporter un ou des substituants appropriés ou un groupe hétérocyclique pouvant comporter un ou des substituants appropriés; et n est égal à 0 ou à 1; ainsi qu'à un sel pharmaceutiquement acceptacle de ces composés, qui peuvent être utilisés comme médicament dans le traitement de l'hypercholestérolémie, de l'hyperlipidémie et de l'athérosclérose.
• Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives
  作者：Tadao Tanouchi、Masamori Kawamura、Isao Ohyama、Ikuo Kajiwara、Yohichi Iguchi、Takanori Okada、Tsumoru Miyamoto、Ken Taniguchi、Masaki Hayashi

  DOI：10.1021/jm00142a006

  日期：1981.10

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.