2-Amino-4,6,6-trimethyldihydropyrimidine | 42794-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-Amino-4,6,6-trimethyldihydropyrimidine
• 英文别名: 4,6,6-trimethyl-1,6-dihydro-pyrimidin-2-ylamine；4,4,6-trimethyl-1H-pyrimidin-2-amine
• CAS: 42794-77-4
• 化学式: C₇H₁₃N₃
• mdl: MFCD06123094
• 分子量: 139.2
• InChiKey: BPAJEVCTCJTYKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  2-Amino-4,6,6-trimethyldihydropyrimidine 生成 acetic acid;4,4,6-trimethyl-1H-pyrimidin-2-amine
  参考文献：
  名称：

  KIM Y. H.; YOON C. M.; LEE N. J., HETEROCYCLES, 1981, 16, NO 1, 49-52

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-3戊烯-2-酮 、 胍 生成 2-Amino-4,6,6-trimethyldihydropyrimidine
  参考文献：
  名称：

  Traube; Schwarz, Chemische Berichte, 1899, vol. 32, p. 3165

  摘要：

  DOI：

文献信息

• A novel tautomerism in alkyl dihydropyrimidines : observation of tautomerism by H-D exchange of 2- and/or 4-methyl protons of dihydropyrimidines in CD3OD
  作者：Yong Hae Kim、Byoung Uk Lim

  DOI：10.1016/s0040-4039(00)78907-6

  日期：1991.4

  A novel tautomerism was found in dihydropyrimidines such as 2-amino-4,6,6-trimethyldihydropyrimidine 1 and 2,4,6,6-tetramethyldihydropyrimidine 2 by the observation of H-D exchange on both 4-methyl protons of 1 and 2,4-dimethyl protons of 2 by the treatment of 1 and 2 with CD3OD in the absence of base under mild conditions.

  一种新的互变异构现象是在二氢嘧啶如2-氨基-4,6,6- trimethyldihydropyrimidine发现1和2,4,6,6-tetramethyldihydropyrimidine 2由HD交换的上的两个4-甲基质子的观察1和2,4- -在温和条件下，在不存在碱的情况下，用CD 3 OD处理1和2，得到1和2的2-二甲基质子。
• Development of inhibitors of heterotrimeric Gαi subunits
  作者：Kathryn M. Appleton、Kevin J. Bigham、Christopher C. Lindsey、Starr Hazard、Jonel Lirjoni、Stuart Parnham、Mirko Hennig、Yuri K. Peterson

  DOI：10.1016/j.bmc.2014.04.035

  日期：2014.7

  Heterotrimeric G-proteins are the immediate downstream effectors of G-protein coupled receptors (GPCRs). Endogenous protein guanine nucleotide dissociation inhibitors (GDIs) like AGS3/4 and RGS12/14 function through GPR/Goloco GDI domains. Extensive characterization of GPR domain peptides indicate they function as selective GDIs for G alpha(i) by competing for the GPCR and G beta gamma and preventing GDP release. We modified a GPR consensus peptide by testing FGF and TAT leader sequences to make the peptide cell permeable. FGF modification inhibited GDI activity while TAT preserved GDI activity. TAT-GPR suppresses G-protein coupling to the receptor and completely blocked alpha(2)-adrenoceptor (alpha(2)AR) mediated decreases in cAMP in HEK293 cells at 100 nM. We then sought to discover selective small molecule inhibitors for G alpha(i). Molecular docking was used to identify potential molecules that bind to and stabilize the G alpha(i)-GDP complex by directly interacting with both G alpha(i) and GDP. G alpha(i)-GTP and G alpha(q)-GDP were used as a computational counter screen and G alpha(q)-GDP was used as a biological counter screen. Thirty-seven molecules were tested using nucleotide exchange. STD NMR assays with compound 0990, a quinazoline derivative, showed direct interaction with G alpha(i). Several compounds showed G alpha(1) specific inhibition and were able to block alpha(2)AR mediated regulation of cAMP. In addition to being a pharmacologic tool, GDI inhibition of G alpha subunits has the advantage of circumventing the upstream component of GPCR-related signaling in cases of over-stimulation by agonists, mutations, polymorphisms, and expression-related defects often seen in disease. (C) 2014 Elsevier Ltd. All rights reserved.
• Kim, Yong Hae; Yoon, Cheol Min; Lee, Nam Jin, Heterocycles, 1981, vol. 16, # 1, p. 49 - 52
  作者：Kim, Yong Hae、Yoon, Cheol Min、Lee, Nam Jin

  DOI：——

  日期：——
• �ber cyclische Guanidin?Mesityloxid- und Guanidin?Phoron-Kondensate
  作者：W. Wendelin、A. Harler

  DOI：10.1007/bf00912609

  日期：——
• �ber die Reaktionen von monosubstituierten Guanidinen mit ?,?-unges�ttigten Ketonen
  作者：Winfried Wendelin、Karl Schermanz、Alfred Fuchsgruber、Anton Harler

  DOI：10.1007/bf00903666

  日期：——