2-[(4-chlorobenzylamino)methyl]-4-phenyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione | 1404080-03-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[(4-chlorobenzylamino)methyl]-4-phenyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 2-[(4-chlorobenzylamino)methyI]-4-phenyl-5-(pyridine-4-yI)-2H,4H-1,2,4-triazole-3-thione；2-[(4-chlorobenzylamino)methyl]-4-phenyl-5-(pyridine-4-yl)-2H,4H-1,2,4-triazole-3-thione；2-[(4-chlorobenzylamino)methyl]-4-phenyl-5-pyridine-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione；2-[[(4-Chlorophenyl)methylamino]methyl]-4-phenyl-5-pyridin-4-yl-1,2,4-triazole-3-thione
• CAS: 1404080-03-0
• 化学式: C₂₁H₁₈ClN₅S
• 分子量: 407.926
• InChiKey: YASNOHSRGFBKQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  75.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-isonicotinoyl-4-phenylthiosemicarbazide 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2-[(4-chlorobenzylamino)methyl]-4-phenyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  一些作为潜在环氧合酶抑制剂的二芳基三唑衍生物的合成和计算机研究

  摘要：

  报道了几种具有 N-2 曼尼希碱或 S-烷基取代基的 4-苯基-5-吡啶-4-基-2,3-二氢-3H-1,2,4-三唑-3-硫酮的合成。它们中的一些表现出低纳摩尔 COX 酶抑制活性。大多数化合物对水肿的抑制作用与塞洛昔布在动物模型中引起的抑制作用相似。化合物与 COX-1 和 COX-2 结合位点的分子对接研究使我们能够阐明这些新型 COX 抑制剂的结合模式。

  DOI：

  10.1007/s12272-013-0078-6

文献信息

• [EN] TRIAZOLE COMPOUNDS AS POTENTIAL ANTI-INFLAMMATORY AGENTS<br/>[FR] COMPOSÉS DE TRIAZOLE EN TANT QU'AGENTS ANTI-INFLAMMATOIRES POTENTIELS
  申请人：UNIV KING SAUD

  公开号：WO2012146362A1

  公开（公告）日：2012-11-01

  The present invention relates to a compound of formula 1 or 2 wherein R1 represents straight-chain or branched C2-C8 alkyl, C2-C8 alkenyl, optionally substituted by at least one substituent selected from the group consisting of hydroxyl, amino or C1-C6, alkyl amino group, or C2-C4 alkynyl, optionally substituted by at least one substituent selected from the group consisting of hydroxyl, amino or C1-C6 alkyl amino group; and R2 represents hydroxyl, C1-C6 alkyl, C1-C6 alkylcarbonyl, di(C1-C6-alkyl)aminomethyl, C3-C6 heterocyclylmelhyl or arylaminomethyl, wherein the aryl group is optionally substituted by at least one substituent selected from the group consisting of halogens and C1-C6 alkoxy as well as associated pharmaceutical compositions and uses of the compound or composition in therapy, in particular for the treatment of a disorder or a disease susceptible to inhibition of COX-2.

  本发明涉及一种化合物，其化学式为1或2，其中R1代表直链或支链的C2-C8烷基，C2-C8烯基，可选择地被羟基、氨基或C1-C6烷基氨基团中的至少一种取代基取代，或者C2-C4炔基，可选择地被羟基、氨基或C1-C6烷基氨基团中的至少一种取代基取代；R2代表羟基，C1-C6烷基，C1-C6烷基羰基，二(C1-C6-烷基)氨甲基，C3-C6杂环甲基或芳基氨甲基，其中芳基可选择地被卤素和C1-C6烷氧基中的至少一种取代基取代，以及相关的药物组合物和该化合物或组合物在治疗中的用途，特别是用于治疗对COX-2抑制敏感的疾病或紊乱。
• NEW TRIAZOLE COMPOUNDS AS POTENTIAL ANTI-INFLAMMATORY AGENTS
  申请人：Alanazi Fars K.

  公开号：US20140045902A1

  公开（公告）日：2014-02-13

  The present invention relates to a compound of formula 1 or 2 wherein R 1 represents straight-chain or branched C 2 -C 8 alkyl, C 2 -C 8 alkenyl, optionally substituted by at least one substituent selected from the group consisting of hydroxyl, amino or C 1 -C 6 alkyl amino group, or C 2 -C 4 alkynyl, optionally substituted by at least one substituent selected from the group consisting of hydroxyl, amino or C 1 -C 6 alkyl amino group; and R 2 represents hydroxyl, C 1 -C 6 alkyl, C 1 -C 6 alkylcarbonyl, di(C 1 -C 6 -alkyl)aminomethyl, C 3 -C 6 heterocyclylmethyl or arylaminomethyl, wherein the aryl group is optionally substituted by at least one substituent selected from the group consisting of halogens and C 1 -C 6 alkoxy as well as associated pharmaceutical compositions and uses of the compound or composition in therapy, in particular for the treatment of a disorder or a disease susceptible to inhibition of COX-2.
• US8829016B2
  申请人：——

  公开号：US8829016B2

  公开（公告）日：2014-09-09
• Synthesis and in-silico studies of some diaryltriazole derivatives as potential cyclooxygenase inhibitors
  作者：Awwad A. Radwan、Kamal E. H. elTahir

  DOI：10.1007/s12272-013-0078-6

  日期：2013.5

  possessing N-2 Mannich bases or S-alkyl substituents, is reported. Several of them exhibited a low nanomolar COX enzyme inhibition activity. Most of the compounds showed inhibition of edema was similar to that evoked by celocoxib in animal model. Molecular docking studies of the compounds into the binding sites of COX-1 and COX-2 allowed us to shed light on the binding mode of these novel COX inhibitors

  报道了几种具有 N-2 曼尼希碱或 S-烷基取代基的 4-苯基-5-吡啶-4-基-2,3-二氢-3H-1,2,4-三唑-3-硫酮的合成。它们中的一些表现出低纳摩尔 COX 酶抑制活性。大多数化合物对水肿的抑制作用与塞洛昔布在动物模型中引起的抑制作用相似。化合物与 COX-1 和 COX-2 结合位点的分子对接研究使我们能够阐明这些新型 COX 抑制剂的结合模式。