7,10-Dihydroxy-2-[2-(diethylamino)-ethyl]-5-[[2-(diethylamino)-ethyl]amino]anthra-[1,9-cd]pyrazol-6(2H) -one | 91440-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 7,10-Dihydroxy-2-[2-(diethylamino)-ethyl]-5-[[2-(diethylamino)-ethyl]amino]anthra-[1,9-cd]pyrazol-6(2H) -one
• 英文别名: 7,10-Dihydroxy-2-[2-(diethylamino)-ethyl]-5-[[2-(diethylamino)-ethyl]amino]anthra-[1,9-cd]pyrazol-6(2H)-one；2-[2-(Diethylamino)ethyl]-5-[[2-(diethylamino)ethyl]amino]-7,10-dihydroxyanthra[1,9-cd]pyrazol-6(2H)-one
• CAS: 91440-47-0
• 化学式: C₂₆H₃₅N₅O₃
• 分子量: 465.596
• InChiKey: YGXWCCIFNBCASG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  93.86
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  5-chloro-2-<2-(diethylamino)ethyl>-7,10-dihydroxyanthra<1,9-cd>pyrazole-6(2H)-one 生成 7,10-Dihydroxy-2-[2-(diethylamino)-ethyl]-5-[[2-(diethylamino)-ethyl]amino]anthra-[1,9-cd]pyrazol-6(2H) -one
  参考文献：
  名称：

  SHOWALTER, H. D. H.;JOHNSON, J. L.;WERBEL, L. M.;ELSLAGER, E. F.

  摘要：

  DOI：

文献信息

• Antimicrobial substituted anthra[1,9-cd]pyrazol-6(2H)-ones
  申请人：Warner-Lambert Company

  公开号：US04556654A1

  公开（公告）日：1985-12-03

  Substituted anthra[1,9-cd]pyrazol-6(2H-ones have antimicrobial activity. Methods for their preparation, use and pharmaceutical compositions are disclosed.

  取代的蒽[1,9-cd]吡唑-6(2H)-酮具有抗微生物活性。公开了它们的制备方法、用途和药物组合物。
• Anthrapyrazole anticancer agents. Synthesis and structure-activity relationships against murine leukemias
  作者：H. D. Hollis Showalter、Judith L. Johnson、Jeanne M. Hoftiezer、William R. Turner、Leslie M. Werbel、Wilbur R. Leopold、Joan L. Shillis、Robert C. Jackson、Edward F. Elslager

  DOI：10.1021/jm00384a021

  日期：1987.1

  alkylamines provided the target "two-armed" anthrapyrazoles. A-ring 7,10-dihydroxy anthrapyrazoles were derived from amine condensation with intermediate 5-chloro-7,10-dihydroxyanthrapyrazoles or, alternatively, from intermediate 5-chloro-7,10-bis(benzyloxy)anthrapyrazoles followed by hydrogenolysis of the benzyl protecting groups to provide the target compounds. Potent in vitro activity was demonstrated against

  试图提供与米托蒽醌有关的蒽酮二酮的发色团修饰，以试图提供减少或没有心脏毒性的药剂，从而产生了新型的DNA结合物，蒽吡唑。它们的合成是通过从所需的1,4-或1,5-二氯-9,10-蒽二酮前体开始的两步缩合序列进行的。与单烷基肼反应得到氯蒽吡唑中间体，其随后与伯或仲烷基胺的缩合提供了目标“两臂”蒽吡唑。A环7,10-二羟基蒽唑是由胺与中间体5-氯-7,10-二羟基蒽唑的缩合反应衍生而来的，也可以是由中间体5-氯-7，10-双（苄氧基）蒽吡唑，然后氢解苄基保护基以提供目标化合物。在广泛的结构变异中，体外抗鼠L1210白血病（IC50 = 10（-7）-10（-8）M）以及体内P388白血病表现出强大的体外活性。通常，通过在N-2和C-5处的碱性侧链，侧链近端和远端氮之间的2至3个碳间隔基以及A环羟基化，可以最大限度地提高针对P388系的活性。除了具有针对P388品系的治疗活性外，更具活性的化合物
• Anthra[1,9-c,d]pyrazol-6-(2H)-ones useful for treating anaerobic
  申请人：British Technology Group Limited

  公开号：US05447950A1

  公开（公告）日：1995-09-05

  Compounds of formula (I) ##STR1## in which R.sub.1 is A-N(O)R'R" and R.sub.2, R.sub.3 and R.sub.4 are each separately selected from hydrogen, X and NH-A-N(O)R'R" wherein X is hydroxy, halogeno, amino, C.sub.1-4 alkoxy or C.sub.2-18 alkanoyloxy, A is a C.sub.2-4 alkylene group with a chain length between N or NH and N(O)R'R" of at least 2 carbon atoms and R' and R" are each separately selected from C.sub.1-4 alkyl groups and C.sub.2-4 hydroxyalkyl and C.sub.3-4 dihydroxyalkyl groups in which the carbon atom attached to the nitrogen atom does not carry a hydroxy group and no carbon atom is substituted by two hydroxy groups, or R' and R" together are a C.sub.2-6 alkylene group which with the nitrogen atom to which R' and R" are attached forms a heterocyclic group having 3 to 7 atoms in the ring, and physiologically acceptable salts thereof are of value in the treatment of anaerobic bacterial infections.

  式(I)的化合物##STR1##其中R.sub.1为A-N(O)R'R"，R.sub.2、R.sub.3和R.sub.4分别选自氢、X和NH-A-N(O)R'R"，其中X为羟基、卤素基、氨基、C.sub.1-4烷氧基或C.sub.2-18脂肪酰氧基，A为链长在N或NH和N(O)R'R"之间的C.sub.2-4烷基，至少含有2个碳原子，R'和R"分别选自C.sub.1-4烷基、C.sub.2-4羟基烷基和C.sub.3-4二羟基烷基，其中连接氮原子的碳原子不带有羟基，且没有碳原子被两个羟基取代，或者R'和R"一起是C.sub.2-6烷基，与R'和R"附着的氮原子形成具有3到7个原子的环的杂环基团，其生理上可接受的盐对于治疗厌氧菌感染具有价值。
• Substituted anthra(1,9-cd)pyrazol-6(2H)-ones
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0103381B1

  公开（公告）日：1987-09-23
• ANTI-CANCER COUMPOUNDS
  申请人：BRITISH TECHNOLOGY GROUP LIMITED

  公开号：EP0579647A1

  公开（公告）日：1994-01-26