3-甲基-3H-1,2,3-三唑并[4,5-d]嘧啶-7-胺 | 6312-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 中文名称: 3-甲基-3H-1,2,3-三唑并[4,5-d]嘧啶-7-胺
• 英文名称: 8-aza-9-methyladenine
• 英文别名: 9-methyl-8-azaadenine；3-methyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ylamine；6-Amino-9-methyl-8-azapurin, 3-Methyl-7-amino-vic.-triazolo<4,5-d>pyrimidin；7-amino-3-methyl-3H-1,2,3-triazolo<4.5-d>pyrimidin；7-Amino-3-methyl-v-triazolopyrimidin；6-Amino-9-methyl-8-azapurin；3-Methyl-3h-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine；3-methyltriazolo[4,5-d]pyrimidin-7-amine
• CAS: 6312-55-6
• 化学式: C₅H₆N₆
• mdl: MFCD01678113
• 分子量: 150.143
• InChiKey: BHHGXZXSPYWZRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-甲基-3H-1,2,3-三唑并[4,5-d]嘧啶-7-胺 以65%的产率得到
  参考文献：
  名称：

  KOLESOVA M. B.; SMIRNOVA N. V., ZH. ORGAN. XIMII, 1980, 16, HO 10, 2204-2209

  摘要：

  DOI：
• 作为产物：
  描述：

  7-氯-3-甲基-3H-1,2,3-噻唑并[4,5-D]嘧啶 、 氨 以95%的产率得到
  参考文献：
  名称：

  HIGASHINO TAKEO; KATORI TATSUHIKO; HAYASHI EISAKU, YAKUGAKU DZASSI, YAKUGAKU ZASSNI, J. PHARM. SOS. JAR., 1979, 99, HO 10, 1+

  摘要：

  DOI：

文献信息

• Synthesis and structure of the mixed bridged diene-rhodium(I) complex [(cod)Rh(μ-Cl)(μ-OAc)Rh(cod)]. Reactions with the modified purine bases N6,N6-dimethyladenine and 8-aza-9-methyladenine
  作者：W.S. Sheldrick、B. Günther

  DOI：10.1016/0022-328x(89)85117-4

  日期：1989.10

  The mixed bridged diene-rhodium(I) complex ([cod)Rh(μ-Cl)(μ-OAc)Rh(cod)] (1) has been prepared by the reaction of equivalent quantities of [(cod)RhCl]2 and potassium or sodium acetate at reflux in methanol. 1 exhibits an Rh…Rh distance of 3.161(1) Å. Reaction of 1 with N6,N6-dimethyladenine (DmadH) yields [(cod)Rh(DmadH)Cl] (2), and [(cod)Rh(μ-Dmad)]2 (3), which show N3 and N3,N9 metal binding, respectively

  通过等量的[（cod）RhCl] 2反应制备了混合的桥联二烯-铑（I）络合物（[cod）Rh（μ-Cl）（μ-OAc）Rh（cod）]（1）。和乙酸钾或乙酸钠在甲醇中回流。1显示的Rh…Rh距离为3.161（1）Å。1与N 6的反应，N 6-二甲基腺嘌呤（DmadH）产生[（cod）Rh（DmadH）Cl]（2）和[（cod）Rh（μ-Dmad）] 2（3），显示N3和N3，N9分别与金属结合。相反，1与8-氮杂9-甲基腺嘌呤（Maad）的反应仅产生一种二聚体[[cod）Rh（μ-MaadH -1）Rh（cod）Cl]。在图2（4）中，核碱基是三齿的，其中N1，N6和N7为铑结合位点。的结构1，2和4已经通过X射线结构分析确定。与N1键合的4中的铑原子与相关核碱基的平面相距1.08Å。
• Synthesis and structural characterization of diene-and carbonyl-rhodium(I) complexes containing bridging adeninate ligands
  作者：William S. Sheldrick、Barbara Günther

  DOI：10.1016/0022-328x(91)83070-k

  日期：1991.1

  Diene- and dicarbonyl-rhodium(I) complexes [(diene)Rh(mu-BH-1)]2 (diene = cod, nbd) and [(CO)2Rh(mu-BH-1)]2 have been prepared by the reaction of [(diene)Rh(acac)] or [(CO)2Rh(acac)] with the adenine derivatives: adenine (AdH), N6-methyladenine (6MadH) and N6,N6-dimethyladenine (DmadH). These dimeric complexes exhibit N3, N9 coordination of the bridging adeninate ligands as demonstrated by an X-ray structural study of [(CO)Rh(mu-Dmad)(PPh3)]2 3c, prepared by substitution of a carbonyl ligand in [(CO)2Rh(mu-Dmad)]2 3b by PPh3. In contrast, a tetrameric structure was observed for [(CO)2Rh(mu-3madH-1)]4 4 (3mad = 3-methyladenine), in which the 3madH-1 anions are coordinated at N6 and N7. When N7 coordination is unfavourable and N9 unavailable, which is the case for 8-aza-9-methyladenine (Maad), N1, N6 binding may be observed, as established by an X-ray structural study of [(cod)Rh(mu-MaadH-1)]2 5. However, in order to achieve this coordination mode it necessary for the substituted exocyclic amino groups (N6) to twist by an average angle of 31.2-degrees out of the base plane.
• Kolesova, M. B.; Smirnova, N. V., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, p. 1879 - 1883
  作者：Kolesova, M. B.、Smirnova, N. V.

  DOI：——

  日期：——
• Preparation and structural characterization of methylmercury(II) complexes of 8-azaadenine and 9-methyl-8-azaadenine
  作者：W.S. Sheldrick、P. Bell

  DOI：10.1016/s0020-1693(00)80598-8

  日期：1989.6
• Dicarbonylrhodium(I) complexes of 8-azaadenine bases with N1 or N3 as metal binding sites
  作者：W.S. Sheldrick、B. Günther

  DOI：10.1016/s0020-1693(00)91473-7

  日期：1988.8