3-<3-(3-pyridyl)phenyl>propenal | 158503-03-8

• 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
• 英文名称: 3-<3-(3-pyridyl)phenyl>propenal
• 英文别名: 3-(3-Pyridin-3-ylphenyl)prop-2-enal；3-(3-pyridin-3-ylphenyl)prop-2-enal
• CAS: 158503-03-8
• 化学式: C₁₄H₁₁NO
• 分子量: 209.247
• InChiKey: YWNHDOZNYHRDGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  3-<3-(3-pyridyl)phenyl>propenal 在 palladium on activated charcoal 吡啶 、 氢气 、 三乙胺 、 对甲苯磺酰氯 、 lithium hexamethyldisilazane 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Synthesis and Biological Activities of New HMG-CoA Synthase Inhibitors: 2-Oxetanones with a Side Chain Containing Biphenyl, Terphenyl or Phenylpyridine

  摘要：

  A series of 1233A analogs containing biphenylyl, terphenylyl or phenylpyridyl groups in their side chain were synthesized and tested for the inhibitory activities against 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase and inhibition for the cholesterol biosynthesis in the mouse liver. The compounds with an oxetane, cyclobutanone or gamma-butyrolactone ring as isosters of a 2-oxetanone ring were entirely inactive. Among sythetic analogs, anti-4-[3-[2-(5-isopropyl-2-pyridyl)-ethyl]-phenyl]ethyl]-3-hydroxymethyl-2-oxetanone (10b) was most active in vitro. The structure-activity relationships on the transformations of 2-oxetanone and its side chain were obtained.

  DOI：

  10.3987/com-94-6720
• 作为产物：
  描述：

  2-(3-溴苯基)-1,3-二氧烷 在 盐酸 、 bis(triphenylphosphine)nickel(II) chloride 、 草酰氯 、 sodium hydride 、 二异丁基氢化铝 、 magnesium 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 1.67h， 生成 3-<3-(3-pyridyl)phenyl>propenal
  参考文献：
  名称：

  Synthesis and Biological Activities of New HMG-CoA Synthase Inhibitors: 2-Oxetanones with a Side Chain Containing Biphenyl, Terphenyl or Phenylpyridine

  摘要：

  A series of 1233A analogs containing biphenylyl, terphenylyl or phenylpyridyl groups in their side chain were synthesized and tested for the inhibitory activities against 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase and inhibition for the cholesterol biosynthesis in the mouse liver. The compounds with an oxetane, cyclobutanone or gamma-butyrolactone ring as isosters of a 2-oxetanone ring were entirely inactive. Among sythetic analogs, anti-4-[3-[2-(5-isopropyl-2-pyridyl)-ethyl]-phenyl]ethyl]-3-hydroxymethyl-2-oxetanone (10b) was most active in vitro. The structure-activity relationships on the transformations of 2-oxetanone and its side chain were obtained.

  DOI：

  10.3987/com-94-6720

文献信息

• 6-O-carbamate-11,12-lacto-ketolide antimicrobials
  申请人：——

  公开号：US20030125267A1

  公开（公告）日：2003-07-03

  6-O-Carbamate-11,12-lacto-ketolide antimicrobials of the formula: 1 wherein R 1 , R 2 , R 3 R 7 , and R 8 are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.

  其中R1、R2、R3、R7和R8如本文所述，并且取代基具有描述中指示的含义。这些化合物可用作抗菌剂。
• 6-O-CARBAMATE-11,12-LACTO-KETOLIDE ANTIMICROBIALS
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1430068A1

  公开（公告）日：2004-06-23
• US6713455B2
  申请人：——

  公开号：US6713455B2

  公开（公告）日：2004-03-30
• [EN] 6-O-CARBAMATE-11,12-LACTO-KETOLIDE ANTIMICROBIALS<br/>[FR] AGENTS ANTIMICROBIENS 6-O-CARBAMATE-11,12-LACTO-CETOLIDE
  申请人：ORTHO MCNEIL PHARM INC

  公开号：WO2003024986A1

  公开（公告）日：2003-03-27

  6-O-Carbamate-11,12-lacto-ketolide antimicrobials of the formula (I) wherein R1, R2, R3 R7, and R8 are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.
• Synthesis and Biological Activities of New HMG-CoA Synthase Inhibitors: 2-Oxetanones with a Side Chain Containing Biphenyl, Terphenyl or Phenylpyridine
  作者：Hirokazu Hashizume、Hajime Ito、Naoaki Kanaya、Hajime Nagashima、Hiroyuki Usui、Reiko Oshima、Munefumi Kanao、Hiroshi Tomoda、Toshiaki Sunazuka、Tohru Nagamitsu、Hidetoshi Kumagai、Satoshi Omura

  DOI：10.3987/com-94-6720

  日期：——

  A series of 1233A analogs containing biphenylyl, terphenylyl or phenylpyridyl groups in their side chain were synthesized and tested for the inhibitory activities against 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase and inhibition for the cholesterol biosynthesis in the mouse liver. The compounds with an oxetane, cyclobutanone or gamma-butyrolactone ring as isosters of a 2-oxetanone ring were entirely inactive. Among sythetic analogs, anti-4-[3-[2-(5-isopropyl-2-pyridyl)-ethyl]-phenyl]ethyl]-3-hydroxymethyl-2-oxetanone (10b) was most active in vitro. The structure-activity relationships on the transformations of 2-oxetanone and its side chain were obtained.