1-amino-3-methoxypyridazinium mesitylenesulfonate | 64377-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-amino-3-methoxypyridazinium mesitylenesulfonate
• 英文别名: 1-amino-3-methoxy-pyridazin-1-ium mesitylene sulphonate；3-methoxypyridazin-1-ium-1-amine;2,4,6-trimethylbenzenesulfonate
• CAS: 64377-30-6
• 化学式: C₅H₈N₃O*C₉H₁₁O₃S
• 分子量: 325.389
• InChiKey: CYRWGMOXDVWXRC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.61
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-amino-3-methoxypyridazinium mesitylenesulfonate 以75%的产率得到
  参考文献：
  名称：

  HASEGAWA H.; ARAI H.; IGETA H., CHEM. AND PHARM. BULL. , 1977, 25, NO 1, 192-195

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基嘧啶 、 2,4,6-三甲基苯磺酰羟胺 以 二氯甲烷 为溶剂， 以85%的产率得到1-amino-3-methoxypyridazinium mesitylenesulfonate
  参考文献：
  名称：

  Studies on diazepines. XIII. Photochemical behavior of pyrazine, pyrimidine, and pyridazine N-imides.

  摘要：

  各种氮杂环 N-乙氧羧基亚胺（3、9 和 19）的光解反应，源自相应的氮杂环（1、8 和 17），导致从呀嗪和嘧啶 N-亚胺生成吡唑衍生物（4 和 10），以及从吡啶嗪 N-亚胺生成吡咯衍生物（20）。这些光解可能通过重排形成二氮环中间体，随后经过环扩张生成相应的 1,2,5-、1,2,4- 或 1,2,3-三氮唑（6、12 或 22），再经过异构化转变为三氮[3.2.0]双环七炔（7、13 和 23），最后通过消除反应生成目标产物（4、10 和 20）。

  DOI：

  10.1248/cpb.28.2676

文献信息

• Studies on diazepines. XIII. Photochemical behavior of pyrazine, pyrimidine, and pyridazine N-imides.
  作者：TAKASHI TSUCHIYA、JYOJI KURITA、KAZUKO TAKAYAMA

  DOI：10.1248/cpb.28.2676

  日期：——

  Photolyses of various diazine N-ethoxycarbonylimides (3, 9, and 19), prepared from the corresponding diazines (1, 8, and 17), resulted in the formation of the pyrazole derivatives (4 and 10) from pyrazine and pyrimidine N-imides, and of the pyrrole derivatives (20) from pyridazine N-imides. These photolyses may proceed by rearrangement to diaziridine intermediates, followed by ring expansion to the corresponding 1, 2, 5-, 1, 2, 4-, or 1, 2, 3-triazepines (6, 12, or 22), which then undergo isomerization to the triaza[3.2.0]bicycloheptadienes (7, 13, and 23), followed by elimination to give the products (4, 10, and 20, respectively).

  各种氮杂环 N-乙氧羧基亚胺（3、9 和 19）的光解反应，源自相应的氮杂环（1、8 和 17），导致从呀嗪和嘧啶 N-亚胺生成吡唑衍生物（4 和 10），以及从吡啶嗪 N-亚胺生成吡咯衍生物（20）。这些光解可能通过重排形成二氮环中间体，随后经过环扩张生成相应的 1,2,5-、1,2,4- 或 1,2,3-三氮唑（6、12 或 22），再经过异构化转变为三氮[3.2.0]双环七炔（7、13 和 23），最后通过消除反应生成目标产物（4、10 和 20）。
• 2,3-Diaryl-pyrazolo[1,5-B]pyridazines derivatives, their preparation and their use as cyclooxygenase 2 (COX-2) inhibitors
  申请人：——

  公开号：US20030008872A1

  公开（公告）日：2003-01-09

  The invention provides the compounds of formula (I) 1 and pharmaceutically acceptable derivatives thereof in which: R 0 is halogen, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkoxy substituted by one or more fluorine atoms, or O(CH 2 ) n NR 4 R 5 ; R 1 and R 2 are independently selected from H, C 1-6 alkyl, C 1-6 alkyl substituted by one or more fluorine atoms, C 1-6 alkoxy, C 1-6 hydroxyalkyl, SC 1-6 alkyl, C(O)H, C(O)C 1-6 alkyl, C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 , (CH 2 ) n SC 1-6 alkyl or C(O)NR 4 R 5 ; with the proviso that when R 0 is at the 4-position and is halogen, at least one of R 1 and R 2 is C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 or (CH 2 ) n SC 1-6 alkyl, C(O)NR 4 R 5 ; R 3 is C 1-6 alkyl or NH 2 ; R 4 and R 5 are independently selected from H, or C 1-6 alkyl or, together with the nitrogen atom to which they are attached, form a 4-8 membered saturated ring; and n is 1-4. Compounds of formula (I) are potent and selective inhibitors of COX-2 and are of use in the treatment of the pain, fever, inflammation of a variety of conditions and diseases.

  本发明提供了公式（I）1的化合物及其药学上可接受的衍生物，其中：R0是卤素，C1-6烷基，C1-6烷氧基，C1-6烷氧基被一个或多个氟原子取代，或O（CH2）nNR4R5；R1和R2分别选自H，C1-6烷基，C1-6烷基被一个或多个氟原子取代，C1-6烷氧基，C1-6羟基烷基，SC1-6烷基，C（O）H，C（O）C1-6烷基，C1-6烷基磺酰基，C1-6烷氧基被一个或多个氟原子取代，O（CH2）nCO2C1-6烷基，O（CH2）nSC1-6烷基，（CH2）nNR4R5，（CH2）nSC1-6烷基或C（O）NR4R5；但当R0位于4位且为卤素时，R1和R2中至少有一个为C1-6烷基磺酰基，C1-6烷氧基被一个或多个氟原子取代，O（CH2）nCO2C1-6烷基，O（CH2）nSC1-6烷基，（CH2）nNR4R5或（CH2）nSC1-6烷基，C（O）NR4R5；R3是C1-6烷基或NH2；R4和R5分别选自H，或C1-6烷基，或与它们所连接的氮原子一起形成一个4-8环饱和环；n为1-4。公式（I）的化合物是COX-2的有效和选择性抑制剂，并可用于治疗各种疾病的疼痛、发热、炎症。
• 2,3-diaryl-pyrazolo[1,5-b]pyridazines derivatives, their preparation and their use as cyclooxygenase, 2 (COX-2) inhibitors
  申请人：Beswick John Paul

  公开号：US20050113377A1

  公开（公告）日：2005-05-26

  The invention provides a pharmaceutical composition comprising a compound of formula (I) or a pharmaceutically acceptable salt, solvate, ester or salt or solvate of such ester, of a compound of formula (I) in which: R 0 is halogen, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkoxy substituted by one or more fluorine atoms, or O(CH 2 ) n NR 4 R 5 ; R 1 and R 2 are independently selected from H, C 1-6 alkyl, C 1-6 alkyl substituted by one or more fluorine atoms, C 1-6 alkoxy, C 1-6 hydroxyalkyl, SC 1-6 alkyl, C(O)H, C(O)C 1-6 alkyl, C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 , (CH 2 ) n SC 1-6 alkyl or C(O)NR 4 R 5 ; with the proviso that when R 0 is at the 4-position and is halogen, at least one of R 1 and R 2 is C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 or (CH 2 ) n SC 1-6 alkyl, C(O)NR 4 R 5 ; R 3 is C 1-6 alkyl or NH 2 ; R 4 and R 5 are independently selected from H and C 1-6 alkyl or, together with the nitrogen atom to which they are attached, form a 4-8 membered saturated ring; and n is 1-4; and an inhibitor of the release, or action, of tumour necrosis factor α.

  本发明提供了一种药物组合物，包括式(I)化合物或其药学上可接受的盐、溶剂化物、酯或其盐或酯的溶剂化物，其中：R0是卤素、C1-6烷基、C1-6烷氧基、经一或多个氟原子取代的C1-6烷氧基，或O(CH2)nNR4R5；R1和R2独立地选自H、C1-6烷基、经一或多个氟原子取代的C1-6烷基、C1-6烷氧基、C1-6羟基烷基、SC1-6烷基、C(O)H、C(O)C1-6烷基、C1-6烷基磺酰基、经一或多个氟原子取代的C1-6烷氧基、O(CH2)nCO2C1-6烷基、O(CH2)nSC1-6烷基、(CH2)nNR4R5、(CH2)nSC1-6烷基或C(O)NR4R5；但是，当R0位于4位且为卤素时，R1和R2中至少有一个是C1-6烷基磺酰基、经一或多个氟原子取代的C1-6烷氧基、O(CH2)nCO2C1-6烷基、O(CH2)nSC1-6烷基、(CH2)nNR4R5或(CH2)nSC1-6烷基、C(O)NR4R5；R3是C1-6烷基或NH2；R4和R5独立地选自H和C1-6烷基，或与它们所连接的氮原子一起形成4-8环饱和环；n为1-4；以及肿瘤坏死因子α释放或作用的抑制剂。
• 2,3-Diaryl-pyrazolo[1,5-b]pyridazines derivatives, their preparation and their use as cyclooxygenase 2 (COX-2) inhibirors
  申请人：——

  公开号：US20030040517A1

  公开（公告）日：2003-02-27

  The invention provides the compounds of formula (I) 1 and pharmaceutically acceptable derivatives thereof in which: R 0 is halogen, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkoxy substituted by one or more fluorine atoms, or O(CH 2 ) n NR 4 R 5 ; R 1 and R 2 are independently selected from H, C 1-6 alkyl, C 1-6 alkyl substituted by one or more fluorine atoms, C 1-6 alkoxy, C 1-6 hydroxyalkyl, SC 1-6 alkyl, C(O)H, C(O)C 1-6 alkyl, C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 , (CH 2 ) n SC 1-6 alkyl or C(O)NR 4 R 5 ; with the proviso that when R 0 is at the 4-position and is halogen, at least one of R 1 and R 2 is C 1-6 alkylsulphonyl, C 1-6 alkoxy substituted by one or more fluorine atoms, O(CH 2 ) n CO 2 C 1-6 alkyl, O(CH 2 ) n SC 1-6 alkyl, (CH 2 ) n NR 4 R 5 or (CH 2 ) n SC 1-6 alkyl, C(O)NR 4 R 5 ; R 3 is C 1-6 alkyl or NH 2 ; R 4 and R 5 are independently selected from H, or C 1-6 alkyl or, together with the nitrogen atom to which they are attached, form a 4-8 membered saturated ring; and n is 1-4. Compounds of formula (I) are potent and selective inhibitors of COX-2 and are of use in the treatment of the pain, fever, inflammation of a variety of conditions and diseases.

  本发明提供了式（I）1的化合物及其药学上可接受的衍生物，其中： R0为卤素，C1-6烷基，C1-6烷氧基，C1-6烷氧基被一个或多个氟原子取代，或O（CH2）nNR4R5； R1和R2分别选自H，C1-6烷基，C1-6烷基被一个或多个氟原子取代，C1-6烷氧基，C1-6羟基烷基，SC1-6烷基，C（O）H，C（O）C1-6烷基，C1-6烷基磺酰基，C1-6烷氧基被一个或多个氟原子取代，O（CH2）nCO2C1-6烷基，O（CH2）nSC1-6烷基，（CH2）nNR4R5，（CH2）nSC1-6烷基或C（O）NR4R5；但当R0位于4位且为卤素时，R1和R2中至少有一个为C1-6烷基磺酰基，C1-6烷氧基被一个或多个氟原子取代，O（CH2）nCO2C1-6烷基，O（CH2）nSC1-6烷基，（CH2）nNR4R5或（CH2）nSC1-6烷基，C（O）NR4R5； R3为C1-6烷基或NH2； R4和R5分别选自H或C1-6烷基，或与它们所连接的氮原子一起形成4-8个成员的饱和环；以及 n为1-4。 式（I）的化合物是COX-2的有效和选择性抑制剂，并可用于治疗各种疾病和病症的疼痛、发热、炎症。
• 2,3-Diaryl-pyrazolo[1,5-b]pyridazines derivatives, their preparation and their use as cyclooxygenase 2(COX-2) inhibitors
  申请人：Smithkline Beecham Corporation

  公开号：US06451794B1

  公开（公告）日：2002-09-17

  The invention provides the compounds of formula (I) and pharmaceutically acceptable derivatives thereof in which: R0 is halogen, C1-6alkyl, C1-6alkoxy, C1-6alkoxy substituted by one or more fluorine atoms, or O(CH2)nNR4R5; R1 and R2 are independently selected from H, C1-6alkyl, C1-6alkyl, substituted by one or more fluorine atoms, C1-6alkoxy, C1-6hydroxyalkyl, SC1-6alkyl, C(O)H, C(O)C1-6alkyl, C1-6alkylsulphonyl, C1-6alkoxy substituted by one or more fluorine atoms, O(CH2)nCO2C1-6alkyl, O(CH2)nSC1-6alkyl, (CH2)nNR4R5, (CH2)nSC1-6alkyl or C(O)NR4R5; with the proviso that when R0 is at the 4-position and is halogen, at least one of R1 and R2 is C1-6alkylsulphonyl, C1-6alkoxy substituted by one or more fluorine atoms, O(CH2)nCO2C1-6alkyl, O(CH2)nSC1-6alkyl, (CH2)nNR4R5 or (CH2)nSC1-6alkyl, C(O)NR4R5; R3 is C1-6alkyl or NH2; R4 and R5 are independently selected from H, or C1-6alkyl or, together with the nitrogen atom to which they are attached, form a 4-8 membered saturated ring; and n is 1-4. Compounds of formula (I) are potent and selective inhibitors of COX-2 and are of use in the treatment of the pain, fever, inflammation of a variety of conditions and diseases.

  本发明提供了公式（I）及其药学上可接受的衍生物，其中：R0是卤素，C1-6烷基，C1-6烷氧基，C1-6烷氧基取代一个或多个氟原子，或O（CH2）nNR4R5; R1和R2独立选择自H，C1-6烷基，C1-6烷基，取代一个或多个氟原子，C1-6烷氧基，C1-6羟基烷基，SC1-6烷基，C（O）H，C（O）C1-6烷基，C1-6烷基磺酰基，C1-6烷氧基取代一个或多个氟原子，O（CH2）nCO2C1-6烷基，O（CH2）nSC1-6烷基，（CH2）nNR4R5，（CH2）nSC1-6烷基或C（O）NR4R5; 前提是当R0位于4位且为卤素时，R1和R2中至少有一个是C1-6烷基磺酰基，C1-6烷氧基取代一个或多个氟原子，O（CH2）nCO2C1-6烷基，O（CH2）nSC1-6烷基，（CH2）nNR4R5或（CH2）nSC1-6烷基，C（O）NR4R5; R3是C1-6烷基或NH2; R4和R5独立选择自H或C1-6烷基，或与它们所连接的氮原子一起形成4-8个成员的饱和环; n为1-4。公式（I）的化合物是COX-2的有效和选择性抑制剂，并可用于治疗各种疾病和病症的疼痛，发热，炎症。