3-(4-Butylphenyl)-1,4,5,6-tetrahydropyridazine | 159800-53-0

• 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: 3-(4-Butylphenyl)-1,4,5,6-tetrahydropyridazine
• CAS: 159800-53-0
• 化学式: C₁₄H₂₀N₂
• 分子量: 216.326
• InChiKey: DEGHYJFNPGTSHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-Butylphenyl)-1,4,5,6-tetrahydropyridazine 在 吡啶 作用下， 反应 1.0h， 生成 6-(4-butylphenyl)-2-[ethoxy(phenyl)phosphoryl]-4,5-dihydro-3H-pyridazine
  参考文献：
  名称：

  γ-Aminobutyrate-A Receptor Modulation by 3-Aryl-1-(arylsulfonyl)- 1,4,5,6-tetrahydropyridazines

  摘要：

  A series of 3-aryl-1-(arylsulfonyl)-1,4,5,6-tetrahydropyridazine allosteric modulators of the GABA(A) receptor was synthesized, and biological activity was examined in vitro and in vivo. Beginning with 1a, stepwise modification of the substituents and conservation of the scaffold yielded a chemical series in which the modulatory activity was enhanced by the presence of GABA. The SAR suggests, but does not establish, that the compounds bind to the steroid binding site on the GABA(A) receptor. The GABA shift for each compound indicates that all compounds in this series are either agonists or partial agonists.

  DOI：

  10.1021/jm9805889
• 作为产物：
  描述：

  4-[4-(1-丁基)苯基]-4-氧丁酸 在 lithium aluminium tetrahydride 、 肼 作用下， 以 四氢呋喃 为溶剂， 生成 3-(4-Butylphenyl)-1,4,5,6-tetrahydropyridazine
  参考文献：
  名称：

  非甾体孕酮受体配体。2.对骨细胞孕激素受体具有选择性的高亲和力配体。

  摘要：

  发现了一系列新的非甾体杂环化合物，它们显示与TE85骨肉瘤细胞的孕激素受体的细胞类型选择性，高亲和力（纳摩尔）结合，但与T47D和ZR75人乳腺癌细胞的孕激素受体的结合亲和力> 1 microM。建立了一组化合物的结构活性关系，并选择了具有代表性的类似物1-（3,4-二氯苯甲酰基）-3-苯基-1,4,5,6-四氢哒嗪++ +（1i，RWJ 25333）进一步评估。RWJ 25333刺激人成骨细胞样细胞的体外增殖，但不刺激人乳腺细胞的体外增殖。

  DOI：

  10.1021/jm00025a004

文献信息

• Nonsteroidal Progesterone Receptor Ligands. 2. High-Affinity Ligands with Selectivity for Bone Cell Progesterone Receptors
  作者：Donald W. Combs、Kimberly Reese、Lyndon A. M. Cornelius、Joseph W. Gunnet、Ellen V. Cryan、Kay S. Granger、Jerold J. Jordan、Keith T. Demarest

  DOI：10.1021/jm00025a004

  日期：1995.12

  A novel series of nonsteroidal heterocycles was discovered which display cell-type selective, high-affinity (nanomolar) binding to the progesterone receptors from TE85 osteosarcoma cells but > 1 microM binding affinity to the progesterone receptors from T47D and ZR75 human breast carcinoma cells. Structure-activity relationships were developed for a set of these compounds, and a representative analog

  发现了一系列新的非甾体杂环化合物，它们显示与TE85骨肉瘤细胞的孕激素受体的细胞类型选择性，高亲和力（纳摩尔）结合，但与T47D和ZR75人乳腺癌细胞的孕激素受体的结合亲和力> 1 microM。建立了一组化合物的结构活性关系，并选择了具有代表性的类似物1-（3,4-二氯苯甲酰基）-3-苯基-1,4,5,6-四氢哒嗪++ +（1i，RWJ 25333）进一步评估。RWJ 25333刺激人成骨细胞样细胞的体外增殖，但不刺激人乳腺细胞的体外增殖。
• γ-Aminobutyrate-A Receptor Modulation by 3-Aryl-1-(arylsulfonyl)- 1,4,5,6-tetrahydropyridazines
  作者：Philip J. Rybczynski、Donald W. Combs、Kimberly Jacobs、Richard P. Shank、Barry Dubinsky

  DOI：10.1021/jm9805889

  日期：1999.7.1

  A series of 3-aryl-1-(arylsulfonyl)-1,4,5,6-tetrahydropyridazine allosteric modulators of the GABA(A) receptor was synthesized, and biological activity was examined in vitro and in vivo. Beginning with 1a, stepwise modification of the substituents and conservation of the scaffold yielded a chemical series in which the modulatory activity was enhanced by the presence of GABA. The SAR suggests, but does not establish, that the compounds bind to the steroid binding site on the GABA(A) receptor. The GABA shift for each compound indicates that all compounds in this series are either agonists or partial agonists.