3-[4-(2-氯乙基)-1-哌啶基]-6-甲基哒嗪 | 124438-52-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-[4-(2-氯乙基)-1-哌啶基]-6-甲基哒嗪
• 英文名称: 3-methyl-6-[4-(2-chloroethyl)-1-piperidynyl]pyridazine
• 英文别名: 3-[4-(2-chloroethyl)-1-piperidinyl]-6-methylpyridazine；3-[4-(2-chloroethyl)-1-piperidyl]-6-methyl-pyridazine；3-[4-(2-chloroethyl)piperidin-1-yl]-6-methylpyridazine
• CAS: 124438-52-4
• 化学式: C₁₂H₁₈ClN₃
• 分子量: 239.748
• InChiKey: CVQFYSMLUOBBJN-UHFFFAOYSA-N

物化性质

• 沸点：
  433.0±30.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[4-(2-氯乙基)-1-哌啶基]-6-甲基哒嗪 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-ethoxy-6-{2-[N-(6-methyl-3-pyridazinyl)piperidin-4-yl]ethoxy}benzoxazole
  参考文献：
  名称：

  2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder

  摘要：

  A series of pyridazinylpiperidinyl capsid-binding compounds with novel bicyclic substituents were synthesized and screened against human rhinovirus (HRV). Several 2-alkoxy- and 2-alkylthio-benzoxazole and benzothiazole derivatives showed excellent anti-HRV activity. When tested against a panel of 16 representative HRV types the 2-ethoxybenzoxazole derivative 13 was found to have superior HRV activity (median EC50 3.88 ng/mL) to known capsid-binders Pleconaril and Pirodavir. Compound 13 illustrates that a 2-alkoxybenzoxazole group can be an effective bioisostere for a benzoate ester or benzaldehyde oxime ether functionality. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.054
• 作为产物：
  描述：

  2-(1-(6-甲基吡嗪-3-基)哌啶-4-基)乙醇 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以7.2 parts (100%)的产率得到3-[4-(2-氯乙基)-1-哌啶基]-6-甲基哒嗪
  参考文献：
  名称：

  Novel pyridazinamine derivatives

  摘要：

  具有抗病毒活性的新型吡啶唑胺衍生物，含有这些化合物的组合物以及用所述化合物破坏或防止病毒生长的方法，用于治疗由这些病毒引起的疾病的温血动物。以及制备所述化合物和组合物的方法。

  公开号：

  US04992433A1

文献信息

• Antiviral agents
  申请人：——

  公开号：US20040077633A1

  公开（公告）日：2004-04-22

  This invention relates to compounds of formula I their salts, and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions comprising these compounds and their use in the treatment of picornavirus infections in mammals as well as novel intermediates useful in the preparation of the compounds of formula I. 1

  这项发明涉及公式I的化合物及其盐，以及药学上可接受的衍生物，包括这些化合物的药物组合物以及它们在治疗哺乳动物的小RNA病毒感染中的用途，以及在制备公式I化合物中有用的新型中间体。
• Antipicornaviral pyridazinamines
  申请人：Janssen Pharmaceutica N.V.

  公开号：US05100893A1

  公开（公告）日：1992-03-31

  Piperidinyl, pyrrolidinyl, azepinyl and piperazinyl pyridazines of formula ##STR1## wherein one or two carbon atoms of the ##STR2## moiety may be substituted with C.sub.1-4 alkyl, C.sub.1-4 alkyloxy or two carbon atoms of the CH.sub.2 groups of said moiety may be bridged with a C.sub.2-4 alkanediyl radical; X represents CH or N; R.sup.1 represents hydrogen, C.sub.1-4 alkyl, halo, hydroxy, trifluoromethyl, cyano, C.sub.1-4 alkyloxy, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulfinyl, C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkyloxycarbonyl, C.sub.1-4 alkylcarbonyl or aryl; R.sup.2 and R.sup.3 each independently represent hydrogen or C.sub.1-4 alkyl; Alk represents C.sub.1-4 alkanediyl; R.sup.4 and R.sup.5 each independently represent hydrogen, C.sub.1-4 alkyl or halo; and Het represents ##STR3## the addition salts and stereochemically isomeric forms thereof, said compounds having antipicornaviral activity. Pharmaceutical compositions containing these compounds as active ingredient, and a method of preparing said compounds and pharmaceutical compositions.

  吡啶基、吡咯啉基、氮杂环庚基和哌嗪基吡啶并咪唑的化学式为##STR1##，其中##STR2##上的一个或两个碳原子可被C.sub.1-4烷基、C.sub.1-4烷氧基取代，或者所述基团的CH.sub.2基团的两个碳原子可被C.sub.2-4烷二基基团桥联；X代表CH或N；R.sup.1代表氢、C.sub.1-4烷基、卤素、羟基、三氟甲基、氰基、C.sub.1-4烷氧基、C.sub.1-4烷硫基、C.sub.1-4烷基亚硫基、C.sub.1-4烷基磺基、C.sub.1-4烷氧羰基、C.sub.1-4烷基羰基或芳基；R.sup.2和R.sup.3各自独立代表氢或C.sub.1-4烷基；Alk代表C.sub.1-4烷二基；R.sup.4和R.sup.5各自独立代表氢、C.sub.1-4烷基或卤素；Het代表##STR3##，以及其加合盐和立体化学异构体形式，这些化合物具有抗小肠病毒活性。含有这些化合物作为活性成分的药物组合物，以及制备这些化合物和药物组合物的方法。
• [EN] ANTIVIRAL AGENTS<br/>[FR] AGENTS ANTIVIRAUX
  申请人：BIOTA SCIENT MANAGEMENT

  公开号：WO2002050045A1

  公开（公告）日：2002-06-27

  This invention relates to compounds of formula I their salts, and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions comprising these compounds and their use in the treatment of picornavirus infections in mammals as well as novel intermediates useful in the preparation of the compounds of formula I.

  本发明涉及公式I的化合物及其盐，以及药学上可接受的衍生物，包括这些化合物的制药组合物和它们在哺乳动物的小肠病毒感染治疗中的应用，以及制备公式I化合物的新中间体。
• Intermediates for producing antipicornaviral pyridazinamines
  申请人：Janssen Pharmaceutica N.V.

  公开号：US05196535A1

  公开（公告）日：1993-03-23

  Piperidinyl, pyrrolidinyl, azepinyl and piperazinyl pyridazines of formula ##STR1## wherein one or two carbon atoms of the ##STR2## moiety may be substituted with C.sub.1-4 alkyl, C.sub.1-4 alkyloxy or two carbon atoms of the CH.sub.2 groups of said moiety may be bridged with a C.sub.2-4 alkanediyl radical; X represents CH or N; R.sup.1 represents hydrogen, C.sub.1-4 alkyl, halo, hydroxy, trifluoromethyl, cyano, C.sub.1-4 alkyloxy, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulfinyl, C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkyloxycarbonyl, C.sub.1-4 alkylcarbonyl or aryl; R.sup.2 and R.sup.3 each independently represent hydrogen or C.sub.1-4 alkyl; Alk represents C.sub.1-4 alkanediyl; R.sup.4 and R.sup.5 each independently represent hydrogen, C.sub.1-4 alkyl or halo; and Het represents ##STR3## the addition salts and stereochemically isomeric forms thereof, said compounds having antipicornaviral activity. Pharmaceutical compositions containing these compounds as active ingredient, and a method of preparing said compounds and pharmaceutical compositions.

  式为##STR1##的哌啶基、吡咯啉基、氮杂七环基和哌嗪基吡啶嘧啶，其中##STR2##部分的一个或两个碳原子可以被C.sub.1-4烷基、C.sub.1-4烷氧基取代，或者该部分的CH.sub.2基团的两个碳原子可以通过C.sub.2-4烷二基基团桥接；X代表CH或N；R.sup.1代表氢、C.sub.1-4烷基、卤素、羟基、三氟甲基、氰基、C.sub.1-4烷氧基、C.sub.1-4烷硫基、C.sub.1-4烷基亚砜基、C.sub.1-4烷基磺酰基、C.sub.1-4烷氧羰基、C.sub.1-4烷基羰基或芳基；R.sup.2和R.sup.3各自独立地代表氢或C.sub.1-4烷基；Alk代表C.sub.1-4烷二基；R.sup.4和R.sup.5各自独立地代表氢、C.sub.1-4烷基或卤素；Het代表##STR3##的加合盐和立体化学异构体，这些化合物具有抗肠病毒活性。含有这些化合物作为活性成分的制药组合物，以及制备这些化合物和制药组合物的方法。
• Pridazinamine derivatives
  申请人：Janssen Pharmaceutica N.V.

  公开号：US05231184A1

  公开（公告）日：1993-07-27

  Novel pyridazinamine derivatives having antiviral activity, compositions containing these compounds as active ingredient, and a method of destructing viruses or preventing the growth thereof in warm-blooded animals suffering from diseases caused by these viruses. Processes for preparing said compounds and compositions.

  具有抗病毒活性的新型吡啶并咪唑衍生物，含有这些化合物作为活性成分的组合物，以及一种在患有由这些病毒引起的疾病的恒温动物中破坏病毒或预防其生长的方法。制备上述化合物和组合物的工艺。