2(1H)-嘧啶酮,四氢-1-(苯基甲基)— | 34790-80-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2(1H)-嘧啶酮,四氢-1-(苯基甲基)—
• 中文别名: 1-苯甲基-1,3-重氮基己环-2-酮；1-苄基四氢嘧啶-2(1H)-酮
• 英文名称: 1-benzyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
• 英文别名: 1-benzylhexahydropyrimidin-2-one；1-benzyl-tetrahydro-pyrimidin-2-one；1-Benzyltetrahydropyrimidin-2(1H)-one；1-benzyl-1,3-diazinan-2-one
• CAS: 34790-80-2
• 化学式: C₁₁H₁₄N₂O
• mdl: MFCD11870028
• 分子量: 190.245
• InChiKey: WKSFKEGGQALVAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2(1H)-嘧啶酮,四氢-1-(苯基甲基)— 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以60%的产率得到1-Benzyl-1,4,5,6-tetrahydro-pyrimidine-2-thiol
  参考文献：
  名称：

  Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis

  摘要：

  The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (> 100% inhibition at 10 mu M, IC50 = 1.2 mu M) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (> 100% inhibition at 10 mu M, IC50 = 0.76 mu M) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.044
• 作为产物：
  描述：

  1-benzyl-5-chloro-2(1H)-pyrimidinone 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以93%的产率得到2(1H)-嘧啶酮,四氢-1-(苯基甲基)—
  参考文献：
  名称：

  Rise, Frode; Undheim, Kjell, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1985, vol. 39, # 3, p. 195 - 202

  摘要：

  DOI：

文献信息

• RISE, P.;UNDHEIM, K., ACTA CHEM. SCAND., 1985, 39, N 3, 195-201
  作者：RISE, P.、UNDHEIM, K.

  DOI：——

  日期：——
• ß-AMINO ACID DERIVATIVES
  申请人：Pfizer Limited

  公开号：EP1883620A1

  公开（公告）日：2008-02-06
• [EN] ß-AMINO ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDE ?-AMINO
  申请人：PFIZER LTD

  公开号：WO2006120544A1

  公开（公告）日：2006-11-16

  [EN] The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof, wherein R¹, R², R³, R⁸ and R⁹ are as defined herein, as well as to compositions containing such a compound and the uses of such a compound. Compounds of formula (I) are especially useful in the treatment of pain.
  [FR] L'invention concerne un composé de formule (I) ou un sel ou solvate de celui-ci acceptable sur le plan pharmaceutique, R¹, R², R³, R⁸ et R⁹ étant tels que définis dans la description, ainsi que des compositions contenant un tel composé et les utilisations de ce composé. Les composés de formule (I) sont particulièrement utiles dans le traitement de la douleur.
• Rise, Frode; Undheim, Kjell, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1985, vol. 39, # 3, p. 195 - 202
  作者：Rise, Frode、Undheim, Kjell

  DOI：——

  日期：——
• Inhibitory effect of novel tetrahydropyrimidine-2(1H)-thiones on melanogenesis
  作者：P. Thanigaimalai、Ki-Cheul Lee、Seong-Cheol Bang、Jee-Hyun Lee、Cheong-Yong Yun、Eunmiri Roh、Bang-Yeon Hwang、Youngsoo Kim、Sang-Hun Jung

  DOI：10.1016/j.bmc.2009.12.044

  日期：2010.2

  The series of imidazoldine-2-thiones 2 and tetrahydropyrimidine-2-thiones 3 were discovered as inhibitor of alpha-MSH-induced melanin production in melanoma B16 cells. The primary bioassay showed that 1-(4-ethylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3e (> 100% inhibition at 10 mu M, IC50 = 1.2 mu M) and 1-(4-tert-butylbenzyl)-tetrahydropyrimidine-2(1H)-thione 3f (> 100% inhibition at 10 mu M, IC50 = 0.76 mu M) exhibited potent inhibitory effect against alpha-MSH-induced melanin production. Compounds 3 inhibit the biosynthesis of tyrosinase without affecting its catalytic activity in melanogenesis. (C) 2010 Elsevier Ltd. All rights reserved.