N²,N²-Dimethylpterin | 13005-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: N²,N²-Dimethylpterin
• 英文别名: 2-(dimethylamino)-4(3H)-pteridinone；2-dimethylamino-4(3H)-oxopteridine；N,N-Dimethylpterin；2-dimethylamino-3H-pteridin-4-one；N,N-dimethyl-pterin；2-Dimethylamino-4-oxo-3,4-dihydro-pteridin；Dimethylpterin；2-(dimethylamino)-3H-pteridin-4-one
• CAS: 13005-85-1
• 化学式: C₈H₉N₅O
• 分子量: 191.192
• InChiKey: AUAHIQMUUCDLNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N²,N²-Dimethylpterin 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以22%的产率得到6-methoxy-2-dimethylamino-4(3H)-oxopteridine
  参考文献：
  名称：

  Pteridines, CIV. Regioselective Alkoxylation of Pteridines at the 6-Position by N-Bromo-succinimide and Alcohol

  摘要：

  Reaction of 1,3-dimethyllumazine with N-bromosuccinimide or bromine in an appropriate alcohol afforded 6-alkoxy-1,3-dimethyllumazine. N-Iodosuccinimide or iodine also brought about the same reaction. This procedure was applicable to other pteridine compounds, such as 2-dimethylamino-4(3H)-oxopteridine. The mechanism of this alkoxylation reaction is discussed.

  DOI：

  10.3987/com-94-6997

文献信息

• Pteridines, Part CXIII
  作者：Qizheng Yao、Wolfgang Pfleiderer

  DOI：10.1002/hlca.200390025

  日期：2003.1

  compounds can be alkylated under Mitsunobu conditions to form from N2-acylpterins (see 2 and 3) and their derivatives (see 5, 6, 8, 9, 11, 13, 15, and 17) selectively the O4-alkyl derivatives 22–31, whereas the electron-donating [(dimethylamino)methyleneamino function in 46–51 gives, in a selective reaction, the N(3)-substitution (52–61). N2,N2-Dimethylpterins and 18 and 19 and N2-methylpterins 20 and 21

  蝶呤的低溶解度可通过N 2-酰化或形成N 2 -[（（二甲基氨基）亚甲基]衍生物而大大改善。这两种类型的化合物可以下被烷基化的Mitsunobu条件从到形式Ñ 2 -acylpterins（参照2和3）和它们的衍生物（参见图5，6，8，9，11，13，15，和17）选择性地将Ò 4 -烷基衍生物22 – 31，而给电子体[[（二甲基氨基）亚甲基氨基]在46 – 51在选择性反应中给出N（3）取代（52 – 61）。Ñ 2，Ñ 2个-Dimethylpterins和18个19和Ñ 2 -methylpterins 20和21直接烷基化还向Ò 4位上（32 - 35，38和39）。脱酰可以在非常温和的条件下通过溶剂解用MeOH（实现22 40，26 41），和所述的位移Ò 4- [2-（4-硝基苯基）乙基]基团在室温下，以相应的蝶啶-2,4-二胺氨前进42 - 45。N 2 -[（（二甲基氨基）亚甲基]基团的裂解可很好地与氨（62
• Structures and Spectral Properties of Iron(II), Cobalt(II), and Copper(II) Complexes Involving 2-(Dimethylamino)-4(3<i>H</i>)-pteridinone
  作者：Yasuhiro Funahashi、Yuichi Hara、Hideki Masuda、Osamu Yamauchi

  DOI：10.1021/ic961430m

  日期：1997.8.1

  With a view to understanding the pterin cofactor-metal ion interactions, some divalent transition metal complexes containing 2-(dimethylamino)-4(3H)-pteridinone (NDMP), M(NDMP)(2)(CH3OH)(2) (M = Fe(II) (1), Co(II) (2), Cu(II) (3)) and Fe(NDMP)(2)Cl-2 (4), have been prepared and investigated by magnetic, spectroscopic, and X-ray diffraction methods. Complexes 1, 2, and 4 were found to be in a typical high-spin state, and complex 3 was found to be in a d(x2-y2) ground state. Complexes 1-3 were structurally determined. [Fe(NDMP)2(CH3OH)(2)]. 2CH(3)OH (1) crystallizes in the triclinic system, space group , with a = 8.54(1) Angstrom, b = 9.353(10) Angstrom, c = 8.45(2) Angstrom, alpha = 96.5(1)degrees, beta = 98.3(2)degrees, gamma = 79.13(9)degrees, V = 653 Angstrom(3), and Z = 2. [Co(NDMP)(2)(CH3OH)(2)]. 2CH(3)OH (2) is isomorphous with 1 with a = 8.4753(6) Angstrom, b = 9.430(1) Angstrom, c = 8.3695(5) Angstrom, alpha = 95.885(7)degrees, beta = 98.412(6)degrees, gamma = 79.421(8)degrees, V = 648.48 Angstrom(3), and Z = 2. [Cu(NDMP)(2)(CH3OH)(2)] (3) crystallizes in the monoclinic system, space group P2(1)/a, with a = 8.428(1) Angstrom, b = 14.3857(8) Angstrom, c = 8.9570(8) Angstrom, beta = 95.225(8)degrees, V = 1081.5 Angstrom(3), and Z = 4. The final R and R-W values are 0.042 and 0.033 fbr 1, 0.056 and 0.040 for 2, and 0.040 and 0.018 for 3, respectively. The geometries around the metal ions are essentially the same, and each metal ion is octahedrally coordinated with 4-carbonyl oxygens and fi-nitrogens of NDMP molecules in the equatorial positions and two methanol molecules in the axial positions. The Fe(II) complexes 1 and 4 exhibited an absorption band centered at 568 nm (epsilon = 1900 M-1 cm(-1)) in DMF and a peak at 674 nm in the reflectance spectrum, respectively, both of which are assigned to a charge transfer. This and other spectroscopic and structural properties have been comparatively discussed.
• US4371514A
  申请人：——

  公开号：US4371514A

  公开（公告）日：1983-02-01