2R,5R,8S,11R,14S-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane | 158523-84-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2R,5R,8S,11R,14S-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane
• 英文别名: (2S,5R,8S,11R-14S)-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane；(2S,5R,8S,11R,14S)-2,5,8,11,14-pentamethyl-1,4,7,10,13-pentazacyclopentadecane
• CAS: 158523-84-3
• 化学式: C₁₅H₃₅N₅
• 分子量: 285.476
• InChiKey: LPJDQFCIXUHQNP-AHDPXTMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.2
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  manganese(ll) chloride 、 2R,5R,8S,11R,14S-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane 以 甲醇 为溶剂， 生成 dichloro(2S,5R,8S,11R,14S-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane)manganese(II)
  参考文献：
  名称：

  Riley, Dennis P.; Henke, Susan L.; Lennon, Patrick J., Inorganic Chemistry, 1999, vol. 38, # 8, p. 1908 - 1917

  摘要：

  DOI：
• 作为产物：
  描述：

  (3S,6R,9S,12R,15S)-3,6,9,12,15-Pentamethyl-1,4,7,10,13-pentaaza-cyclopentadecane-2,5,8,11,14-pentaone 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以44%的产率得到2R,5R,8S,11R,14S-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane
  参考文献：
  名称：

  Asymmetric synthesis of highly functionalized polyazamacrocycles via reduction of cyclic peptide precursors

  摘要：

  A general synthetic method for the preparation of carbon-functionalized polyazamacrocycles from the corresponding cyclic peptides is described.

  DOI：

  10.1016/s0040-4039(00)73072-3

文献信息

• SODm therapy for treatment, prevention, inhibition and reversal of inflammatory disease
  申请人：Salvemini Daniela

  公开号：US20050171198A1

  公开（公告）日：2005-08-04

  The present invention relates to the use of a manganese complex of a heterocyclic pentaazacyclopentadecane ligand, which is effective as a catalyst for dismutating superoxide, particularly in treating, preventing, inhibiting and reversing inflammatory disease.

  本发明涉及杂环五氮杂环十五烷配体的锰络合物的用途，该锰络合物作为一种催化剂可有效地分解超氧化物，特别是在治疗、预防、抑制和逆转炎症性疾病方面。
• Riley, Dennis P.; Henke, Susan L.; Lennon, Patrick J., Inorganic Chemistry, 1996, vol. 35, # 18, p. 5213 - 5231
  作者：Riley, Dennis P.、Henke, Susan L.、Lennon, Patrick J.、Weiss, Randy H.、Neumann, William L.、Rivers Jr., Willie J.、Aston, Karl W.、Sample, Kirby R.、Rahman, Hayat、Ling, Chaur-Sun、Shieh, Jeng-Jong、Busch, Daryle H.、Szulbinski, Witold

  DOI：——

  日期：——
• Iron(III) Complexes as Superoxide Dismutase Mimics:  Synthesis, Characterization, Crystal Structure, and Superoxide Dismutase (SOD) Activity of Iron(III) Complexes Containing Pentaaza Macrocyclic Ligands
  作者：DeLong Zhang、Daryle H. Busch、Patrick L. Lennon、Randy H. Weiss、William L. Neumann、Dennis P. Riley

  DOI：10.1021/ic970861h

  日期：1998.3.9

  Iron(III) complexes with four pentaaza macrocylic ligands, [Fe(L)Cl-2](PF6), have been synthesized, where the ligand L is 1,4,7,10,13-pentaazacyclopentadecane (L-1), 2R,3R,8S,9S-dicyclohexano-1,4,7,10,13-pentaazacyclopentadecane L-2), 2R,3R,8R,9R-dicyclohexano-1,4,7,10,13-pentaazacyclopentadecane (L-3), or 2S,5R,8S,11R,14S-pentamethyl-1,4,7,10,13-pentaazacyclopentadecane (L-4), respectively. Conductivity measurements in acetonitrile are consistent with two chloro anions coordinated to iron(III). In acetonitrile solution, all four iron complexes exhibit a reversible or quasi-reversible redox couple in the experimental range -1.5 to +1.5 V vs EAg/Ag+, and the redox potentials for those four complexes are similar (from -0.15 to -0.19 V vs NHE). In aqueous solutions, the electrochemical properties of those complexes are different from these in acetonitrile solution; the redox peaks shift more than 0.5 V more positive. The complexes with L-1, L-2, and L-3 display a reversible redox at 0.35, 0.45, and 0.43 V vs NHE, respectively, while [Fe(L-4)Cl-2](PF6) shows a cathodic peak at 0.44 V and two anodic peaks at 0.31 and 0.14 V vs NHE, respectively. The base titration results reveal that two water molecules are coordinated to the iron(III) in these complexes, pK(a1) and pK(a2): 3.46(7) and 7.31(7) for [Fe(L-1)Cl-2](PF6); 3.7(1) and 7.50(2) for [Fe(L-2)Cl-2](PF6); 4.1(1) and 7.73(2) for [Fe(L-3)Cl-2](PF6); 3.6(7) and 7.4(2) for [Fe(L-4)Cl-2](PF6). The superoxide dismutase (SOD) activity, assessed by stopped-flow experiments, reveals that all four metal complexes catalyze the fast disproportionation of superoxide in aqueous solution: at pH = 7.8, the catalyic rate constants for the complexes were 0.81 x 10(7), 1.42 x 10(7), 1.41 x 10(7), and 0.29 x 10(7) M-1 s(-1) for [Fe(L-1)Cl-2](PF6), [Fe(L-2)Cl-2](PF6), [Fe(L-3)Cl-2](PF6), and [Fe(L-4)Cl-2](PF6), respectively. The crystal structure of [Fe(L-2)Cl-2](PF6) was determined. Crystal data: triclinic, ; a = 7.367(2), b = 10.707(2), c = 17.632(2) Angstrom; alpha = 81.27(2), beta = 79.74(2), gamma = 83.38(2)degrees; R = 0.0465 for observed data (I > 2 sigma(I)). The iron is seven-coordinate with five nitrogen atoms from the pentaaza macrocylic ligand and trans-chloro anions in a pentagonal bipyramidal arrangement. The average bond lengths for Fe-N and Fe-Cl are 2.271 and 2.339 Angstrom, respectively.
• Riley, Dennis P.; Henke, Susan L.; Lennon, Patrick J., Inorganic Chemistry, 1999, vol. 38, # 8, p. 1908 - 1917
  作者：Riley, Dennis P.、Henke, Susan L.、Lennon, Patrick J.、Aston, Karl

  DOI：——

  日期：——
• Asymmetric synthesis of highly functionalized polyazamacrocycles via reduction of cyclic peptide precursors
  作者：Karl W. Aston、Susan L. Henke、Anil S. Modak、Dennis P. Riley、Kirby R. Sample、Randy H. Weiss、William L. Neumann

  DOI：10.1016/s0040-4039(00)73072-3

  日期：1994.5

  A general synthetic method for the preparation of carbon-functionalized polyazamacrocycles from the corresponding cyclic peptides is described.