9,10-Dihydro-4H-3a,5,9-triaza-benzo[f]azulene | 473264-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 9,10-Dihydro-4H-3a,5,9-triaza-benzo[f]azulene
• 英文别名: 5,11-dihydro-6H-pyrido[3,2-e]pyrrolo[1,2-a][1,4]diazepine；9,10-dihydro-4H-3a, 5,9-triaza-benzo[f]azulene；3,9,14-triazatricyclo[8.4.0.03,7]tetradeca-1(10),4,6,11,13-pentaene
• CAS: 473264-35-6
• 化学式: C₁₁H₁₁N₃
• 分子量: 185.228
• InChiKey: BOFNVUKOTICTHW-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：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,10-Dihydro-4H-3a,5,9-triaza-benzo[f]azulene 、 4-溴-3-甲基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (4-Bromo-3-methyl-phenyl)-(4H,10H-3a,5,9-triaza-benzo[f]azulen-9-yl)-methanone
  参考文献：
  名称：

  Novel tricyclic pyridyl carboxamides and derivatives thereof tocolytic oxytocin receptor antagonists

  摘要：

  这项发明提供了新型的取代三环吡啶基羧酰胺，其作为催产素受体竞争性拮抗剂，以及其制备方法、药物组合物和在治疗、抑制、压制或预防早产、痛经、子宫内膜炎、术前剖宫产前期压制分娩以及促进孕产妇前往医疗机构的使用方法。这些化合物还可用于提高农场动物的生育率、生存率和同步发情；并且可能有助于预防和治疗中枢神经系统中催产素系统功能障碍，包括强迫症（OCD）和神经精神障碍。

  公开号：

  US20030055047A1
• 作为产物：
  描述：

  benzyl 2-[(2-formyl-pyrrol-1-yl)methyl]pyridin-3-ylcarbamate 在 palladium on activated charcoal 氢气 、 magnesium sulfate 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 9,10-Dihydro-4H-3a,5,9-triaza-benzo[f]azulene
  参考文献：
  名称：

  新型二氮杂pine的合成

  摘要：

  由2-甲基烟酸甲酯合成了一种新型的吡咯并吡咯并二氮杂pine环系统。

  DOI：

  10.1002/jhet.5570440430

文献信息

• Novel hydroxy cyclohexenyl phenyl carboxamides tocolytic oxytocin receptor antagonists
  申请人：Wyeth

  公开号：US20020183311A1

  公开（公告）日：2002-12-05

  The present invention provides substituted 10,11-Dihydro-5H-benzo[e]-pyrrolo[1,2-a][1,4]diazepine and 9,10-Dihydro-4H-3a,5,9-triaza-benzo[f]azulene compounds as well as methods and pharmaceutical compositions utilizing these compounds for the treatment and/or prevention and/or suppression of disorders which may be remedied or alleviated by oxytocin antagonist activity, including prevention and/or suppression of preterm labor, suppression labor at term prior to caesarean deliver, and for the treatment of dysmenorrhea. These compounds are also useful in enhancing fertility rates, enhancing survival rates and synchronizing estrus in farm animals.

  本发明提供了取代的10,11-二氢-5H-苯并[e]吡咯[1,2-a][1,4]二氮杂环庚烷和9,10-二氢-4H-3a,5,9-三氮杂-苯并[f]吖啉类化合物，以及利用这些化合物进行治疗和/或预防和/或抑制可能通过催产素拮抗剂活性得到缓解或减轻的疾病的方法和药物组合物，包括预防和/或抑制早产、在剖宫产前抑制足月分娩、以及治疗痛经。这些化合物还可用于提高生育率、提高农场动物的存活率和同步发情。
• Biphenyl vasopressin agonists
  申请人：Wyeth

  公开号：US20030018024A1

  公开（公告）日：2003-01-23

  A compound of the formulae (I) or (II): 1 wherein: Y is a moiety selected from NR or —(CH 2 ) n ; wherein R is hydrogen or (C 1 -C 6 ) lower alkyl, and n is 1; 2 represents: (1) a phenyl ring optionally substituted with one or two substituents selected, independently, from the group comprising hydrogen, (C 1 -C 6 ) lower alkyl, halogen, cyano, CF 3 , hydroxy, (C 1 -C 6 ) lower alkoxy, (C 1 -C 6 ) lower alkoxy carbonyl, carboxy, —CONH 2 , —CONH[(C 1 -C 6 ) lower alkyl], —CON[(C 1 -C 6 ) lower alkyl] 2 ; or (2) a 6-membered aromatic (unsaturated) heterocyclic ring having one nitrogen atom, optionally substituted by (C 1 -C 6 ) lower alkyl, halogen or (C 1 -C 6 ) lower alkoxy; 3 represents: (1) a phenyl ring optionally substituted with one or two substituents selected, independently, from the group comprising hydrogen, (C 1 -C 6 ) lower alkyl, halogen, cyano, CF 3 , hydroxy, (C 1 -C 6 ) lower alkoxy, or (C 1 -C 6 ) lower alkoxy carbonyl, carboxy, —CONH 2 , —CONH[(C 1 -C 6 ) lower alkyl], —CON[(C 1 -C 6 ) lower alkyl] 2 ; or (2) a 5-membered aromatic (unsaturated) heterocyclic ring having one nitrogen atom, optionally substituted by (C 1 -C 6 ) lower alkyl, (C 1 -C 6 ) lower alkoxy, or halogen; or (3) a 6-membered aromatic (unsaturated) heterocyclic ring having one nitrogen atom, optionally substituted by (C 1 -C 6 ) lower alkyl, halogen, or (C 1 -C 6 ) lower alkoxy; 4 represents a 5-membered aromatic (unsaturated) heterocyclic ring having one sulfur atom, optionally substituted by (C 1 -C 6 ) lower alkyl, halogen, or (C 1 -C 6 ) lower alkoxy; R 1 is a moiety of the formula 5 and R 2 , R 3 , R 7 , R 8 and R 9 are, independently, selected from a group consisting of hydrogen, (C 1 -C 3 ) lower alkyl, OCH 3 , halogen, CF 3 , —SCH 3 , OCF 3 , SCF 3 , or CN; or a pharmaceutically acceptable salt, or pro-drug form thereof.

  化合物的分子式（I）或（II）：其中：Y是从NR或—（CH2）n选择的基团；其中R是氢或（C1-C6）低碳烷基，n为1；2代表：（1）一个苯环，可选地取代一个或两个取代基，独立地选自包括氢，（C1-C6）低碳烷基，卤素，氰基，CF3，羟基，（C1-C6）低烷氧基，（C1-C6）低烷氧羰基，羧基，—CONH2，—CONH（C1-C6）低碳烷基，—CON（C1-C6）低碳烷基2的基团；或（2）含有一个氮原子的6成员芳香（不饱和）杂环环，可选地取代为（C1-C6）低碳烷基，卤素或（C1-C6）低烷氧基；3代表：（1）一个苯环，可选地取代一个或两个取代基，独立地选自包括氢，（C1-C6）低碳烷基，卤素，氰基， ，羟基，（C1-C6）低烷氧基，或（C1-C6）低烷氧羰基，羧基，—CONH2，—CONH（C1-C6）低碳烷基，—CON（C1-C6）低碳烷基2的基团；或（2）含有一个氮原子的5成员芳香（不饱和）杂环环，可选地取代为（C1-C6）低碳烷基，（C1-C6）低烷氧基，或卤素；或（3）含有一个氮原子的6成员芳香（不饱和）杂环环，可选地取代为（C1-C6）低碳烷基，卤素，或（C1-C6）低烷氧基；4代表含有一个硫原子的5成员芳香（不饱和）杂环环，可选地取代为（C1-C6）低碳烷基，卤素，或（C1-C6）低烷氧基；R1是公式5的基团，R2、R3、R7、R8和R9独立地选自氢，（C1-C3）低碳烷基，OCH3，卤素， ，—SCH3，O ，S ，或CN的基团；或其药学上可接受的盐或前药形式。
• Novel tricyclic hydroxy carboxamides and derivatives thereof tocolytic oxytocin receptor antagonists
  申请人：Wyeth

  公开号：US20030018026A1

  公开（公告）日：2003-01-23

  This invention provides novel substituted tricyclic carboxamides which act as oxytocin receptor competitive antagonists, as well as methods of their manufacture, pharmaceutical compositions and methods of their use in treatment, inhibition, suppression or prevention of preterm labor, dysmenorrhea and endometritis, suppression of labor at term prior to caesarean delivery, and to facilitate antinatal transport to a medical facility. These compounds are also useful in enhancing fertility rates, enhancing survival rates and synchronizing estrus in farm animals; and may be useful in the prevention and treatment of disfunctions of the oxytocin system in the central nervous system including obsessive compulsive disorder (OCD) and neuropsychiatric disorders.

  该发明提供了新颖的替代三环羧酰胺，其作为催产素受体竞争性拮抗剂，以及其制备方法、药物组合物和在治疗、抑制、压制或预防早产、痛经和子宫内膜炎、在剖宫产前抑制分娩以及促进孕妇转运至医疗机构的使用方法。这些化合物还可用于提高农场动物的生育率、提高存活率和同步动物的发情期；并且可能在预防和治疗中枢神经系统中催产素系统功能障碍，包括强迫症（OCD）和神经精神障碍方面具有用处。
• Cyclohexylphenyl vasopressin agonists
  申请人：Failli A. Amedeo

  公开号：US20060183734A1

  公开（公告）日：2006-08-17

  The present invention provides compounds of the general formulas: wherein Y is NR or —(CH 2 ) n ; R is H or alkyl; “Z” represents optionally substituted phenyl or a 6-membered aromatic ring having one nitrogen atom; “W” represents a optionally substituted phenyl or 5-membered aromatic ring having one nitrogen atom; “X” represents an optionally substituted 5-membered aromatic ring having one sulfur atom; as well as methods and pharmaceutical compositions utilizing these compounds for the inducing temporary delay of urination or treatment of disorders remedied by vasopressin agonist activity, including diabetes insipidus, nocturnal enuresis, nocturia, urinary incontinence, or bleeding and coagulation disorders.

  本发明提供了一般式为以下化合物：其中Y为NR或—(CH2)n；R为H或烷基；“Z”代表可选取代的苯基或具有一个氮原子的6元芳环；“W”代表可选取代的苯基或具有一个氮原子的5元芳环；“X”代表可选取代的具有一个硫原子的5元芳环；以及利用这些化合物诱导暂时延迟排尿或治疗通过加压素激动剂活性治疗的疾病的方法和制药组合物，包括尿崩症、夜间遗尿、夜尿症、尿失禁或出血和凝血障碍。
• Biphenyl Vasopressin Agonists
  申请人：FAILLI Amedeo A.

  公开号：US20090227565A1

  公开（公告）日：2009-09-10

  A compound of the formulae (I) or (II): wherein: Y is a moiety selected from NR or —(CH 2 ) n ; wherein R is hydrogen or (C 1 -C 6 ) lower alkyl, and n is 1; represents: (1) a phenyl ring optionally substituted with one or two substituents selected, independently, from the group comprising hydrogen, (C 1 -C 6 ) lower alkyl, halogen, cyano, CF 3 , hydroxy, (C 1 -C 6 ) lower alkoxy, (C 1 -C 6 ) lower alkoxy carbonyl, carboxy, —CONH 2 , —CONH[(C 1 -C 6 ) lower alkyl], —CON[(C 1 -C 6 ) lower alkyl] 2 ; or (2) a 6-membered aromatic (unsaturated) heterocyclic ring having one nitrogen atom, optionally substituted by (C 1 -C 6 ) lower alkyl, halogen or (C 1 -C 6 ) lower alkoxy; represents: (1) a phenyl ring optionally substituted with one or two substituents selected, independently, from the group comprising hydrogen, (C 1 -C 6 ) lower alkyl, halogen, cyano, CF 3 , hydroxy, (C 1 -C 6 ) lower alkoxy, or (C 1 -C 6 ) lower alkoxy carbonyl, carboxy, —CONH 2 , —CONH[(C 1 -C 6 ) lower alkyl], —CON[(C 1 -C 6 ) lower alkyl] 2 ; or (2) a 5-membered aromatic (unsaturated) heterocyclic ring having one nitrogen atom, optionally substituted by (C 1 -C 6 ) lower alkyl, (C 1 -C 6 ) lower alkoxy, or halogen; or (3) a 6-membered aromatic (unsaturated) heterocyclic ring having one nitrogen atom, optionally substituted by (C 1 -C 6 ) lower alkyl, halogen, or (C 1 -C 6 ) lower alkoxy; represents a 5-membered aromatic (unsaturated) heterocyclic ring having one sulfur atom, optionally substituted by (C 1 -C 6 ) lower alkyl, halogen, or (C 1 -C 6 ) lower alkoxy; R 1 is a moiety of the formula and R 2 , R 3 , R 7 , R 8 and R 9 are, independently, selected from a group consisting of hydrogen, (C 1 -C 3 ) lower alkyl, OCH 3 , halogen, CF 3 , —SCH 3 , OCF 3 , SCF 3 , or CN; or a pharmaceutically acceptable salt, or pro-drug form thereof.

  化合物的结构式为(I)或(II)，其中：Y是从NR或—(CH2)n选择的基团；其中R是氢或(C1-C6)低级烷基，n为1；表示：(1)苯环，可选地取代一个或两个取代基，独立地从羟基，(C1-C6)低级烷基，卤素，氰基，CF3，(C1-C6)低级烷氧基，(C1-C6)低级烷氧基羰基，羧基，—CONH2，—CONH[(C1-C6)低级烷基]，—CON[(C1-C6)低级烷基]2中选择；或(2)具有一个氮原子的6元芳香(不饱和)杂环，可选地取代(C1-C6)低级烷基，卤素或(C1-C6)低级烷氧基；表示：(1)苯环，可选地取代一个或两个取代基，独立地从羟基，(C1-C6)低级烷基，卤素，氰基， ，(C1-C6)低级烷氧基，或(C1-C6)低级烷氧基羰基，羧基，—CONH2，—CONH[(C1-C6)低级烷基]，—CON[(C1-C6)低级烷基]2中选择；或(2)具有一个氮原子的5元芳香(不饱和)杂环，可选地取代(C1-C6)低级烷基，(C1-C6)低级烷氧基或卤素；或(3)具有一个氮原子的6元芳香(不饱和)杂环，可选地取代(C1-C6)低级烷基，卤素或(C1-C6)低级烷氧基；表示具有一个硫原子的5元芳香(不饱和)杂环，可选地取代(C1-C6)低级烷基，卤素或(C1-C6)低级烷氧基；R1是公式的基团，R2、R3、R7、R8和R9独立地选择自氢，(C1-C3)低级烷基，OCH3，卤素， ，—SCH3，O ，S 或CN的群体；或其药学上可接受的盐或前药形式。