1-Undecyl-2-(4-fluorobenzyl)thio-5-(1-(carboxymethyl)-2-oxopyrimid-5-ylmethyl)pyrimidin-4-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-Undecyl-2-(4-fluorobenzyl)thio-5-(1-(carboxymethyl)-2-oxopyrimid-5-ylmethyl)pyrimidin-4-one
• 英文别名: 2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-4-oxo-1-undecylpyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]acetic acid
• 化学式: C₂₉H₃₇FN₄O₄S
• 分子量: 556.7
• InChiKey: JTYLSGLDRDJTKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  39
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-Undecyl-2-(4-fluorobenzyl)thio-5-(1-(carboxymethyl)-2-oxopyrimid-5-ylmethyl)pyrimidin-4-one 、 盐酸二甲胺 、 N,N-二异丙基乙胺 、 4-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 在 SiO2 、 甲醇 、 乙酸乙酯 作用下， 以 二氯甲烷 、 甲醇 、 potassium carbonate 为溶剂， 反应 24.0h， 以to give the desired product (0.085 g)的产率得到1-(1-Undecyl)-2-(4-fluorobenzyl)thio-5-(1-(dimethylaminocarbonylmethyl)-2-oxopyrimid-5-ylmethyl)pyrimidin4-one
  参考文献：
  名称：

  Pyrimidinone derivatives for the treatment of atherosclerosis

  摘要：

  式(I)的嘧啶酮是LpPLA2酶的抑制剂，可用于治疗动脉粥样硬化等疾病，其中：R1是COOH或其盐，COOR10，CONR11R12，CN或CH2OH; R2是单环或双环芳香环系或单环或双环杂芳香环系; R3是C1-20烷基，C3-6环烷基，C3-6环烷基C1-5烷基，C1-10烷氧基C1-10烷基，或芳香环或杂芳香环系; W是SO2或键; X是O或S; Y是式A1-A2-A3的基团，其中A1和A3分别表示键或直链或支链烷基，所述烷基含有1至10个碳原子，并且A2表示键或O、S、SO、SO2、CO、C═CH2、CONH、NHCO、CR15R16、CH═CH或C═C，但当A2是O、S、SO、SO2或CONH时，A3含有至少两个碳原子连接式(I)中的A2基团和CH2基团。

  公开号：

  US06559155B1

文献信息

• PYRIMIDINONE DERIVATIVES FOR THE TREATMENT OF ATHEROSCLEROSIS
  申请人：SmithKline Beecham plc

  公开号：EP1105377B1

  公开（公告）日：2003-10-08
• US6559155B1
  申请人：——

  公开号：US6559155B1

  公开（公告）日：2003-05-06
• [EN] PYRIMIDINONE DERIVATIVES FOR THE TREATMENT OF ATHEROSCLEROSIS<br/>[FR] DERIVES DE PYRIMIDINONE DESTINES AU TRAITEMENT DE L'ATHEROSCLEROSE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2000010980A1

  公开（公告）日：2000-03-02

  Pyrimidones of formula (I) are inhibitors of the enzyme LpPLA2 and thereof use in treating inter alia atherosclerosis. In formula (I), R1 is COOH or a salt thereof, COOR?10, CONR11R12¿, CN or CH¿2OH; R?2 is a mono- or bicyclic aromatic ring system or a mono- or bicyclic heteroaromatic ring system; R3 is C¿1-20?alkyl, C3-6cycloalkylC3-6cycloalkylC1-5alkyl, C1-10alkoxyC1-10alkyl, or an aromatic or heteroaromatic ring system; W is SO2 or a bond; X is O or S; and Y is a group of the formula A?1-A2-A3¿- in which A?1 and A3¿ each represent a bond or a straight chain or branched alkylene group, said alkylene group(s) containing a total of 1 to 10 carbon atoms and A2 represents a bond or O, S, SO, SO¿2?, CO, C=CH2, CONH, NHCO, CR?15R16¿, CH=CH or C C, providing that when A2 is O, S, SO, SO¿2? or CONH, A?3¿ contains at least two carbon atoms linking the A2 group and the CH¿2? group in formula (I).
• Pyrimidinone derivatives for the treatment of atherosclerosis
  申请人：SmithKline Beecham p.l.c.

  公开号：US06559155B1

  公开（公告）日：2003-05-06

  Pyrimidones of formula (I) are inhibitors of the enzyme LpPLA2 and thereof use in treating inter alia atherosclerosis, in which: R1 is COOH or a salt thereof, COOR10, CONR11R12, CN or CH2OH; R2 is a mono- or bicyclic aromatic ring system or a mono- or bicyclic heteroaromatic ring system; R3 is C1-20alkyl, C3-6cycloalkyl, C3-6cycloalkylC1-5alkyl, C1-10alkoxyC1-10alkyl, or an aromatic or heteroaromatic ring system; W is SO2 or a bond; X is O or S; and Y is a group of the formula A1—A2—A3 in which A1 and A3 each represent a bond or a straight chain or branched alkylene group, said alkylene group(s) containing a total of 1 to 10 carbon atoms and A2 represents a bond or O, S, SO, SO2, CO, C═CH2, CONH, NHCO, CR15R16, CH═CH or C═C, providing that when A2 is O, S, SO, SO2 or CONH, A3 contains at least two carbon atoms linking the A2 group and the CH2 group in formula (I).

  式(I)的嘧啶酮是LpPLA2酶的抑制剂，可用于治疗动脉粥样硬化等疾病，其中：R1是COOH或其盐，COOR10，CONR11R12，CN或CH2OH; R2是单环或双环芳香环系或单环或双环杂芳香环系; R3是C1-20烷基，C3-6环烷基，C3-6环烷基C1-5烷基，C1-10烷氧基C1-10烷基，或芳香环或杂芳香环系; W是SO2或键; X是O或S; Y是式A1-A2-A3的基团，其中A1和A3分别表示键或直链或支链烷基，所述烷基含有1至10个碳原子，并且A2表示键或O、S、SO、SO2、CO、C═CH2、CONH、NHCO、CR15R16、CH═CH或C═C，但当A2是O、S、SO、SO2或CONH时，A3含有至少两个碳原子连接式(I)中的A2基团和CH2基团。