Acetaldehyd-<4-methyl-phenylhydrazon> | 56188-45-5

• 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: Acetaldehyd-<4-methyl-phenylhydrazon>
• 英文别名: N-[(E)-ethylideneamino]-4-methylaniline
• CAS: 56188-45-5
• 化学式: C₉H₁₂N₂
• 分子量: 148.208
• InChiKey: CJSNBKWLOVFDEN-XCVCLJGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  Acetaldehyd-<4-methyl-phenylhydrazon> 在 吡啶 、 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.67h， 生成 4-Butoxy-benzoic acid N-p-tolyl-hydrazide
  参考文献：
  名称：

  Development of a prostaglandin D2 receptor antagonist: discovery of a new chemical lead

  摘要：

  A series of N-(p-alkoxy)benzoyl-5-methoxy-2-methylindole-3-acetic acids and N-(p-butoxy)benzoyl-2-methylindole-4-acetic acid were discovered as new chemical leads for a prostaglandin D-2 (PGD(2)) receptor antagonist. Most of them exhibited PGD(2) receptor binding and blocked cyclic adenosine 3',5'-monophosphate (cAMP) formation in vitro. In particular, 2-methylindole-4-acetic acid analog 1 showed markedly increased receptor affinity and cAMP antagonist activity. Chemistry and structure activity relationship (SAR) data are also presented. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.11.011
• 作为产物：
  描述：

  乙醛 、 对甲基苯肼 以 甲苯 为溶剂， 生成 Acetaldehyd-<4-methyl-phenylhydrazon>
  参考文献：
  名称：

  发现前列腺素D2受体拮抗剂的新化学线索。

  摘要：

  合成了一系列吲哚美辛类似物并对其进行了生物学评估。在测试的化合物中，N-（对-丁氧基）苯甲酰基-2-甲基吲哚-4-乙酸2被发现作为前列腺素D2（PGD2）受体拮抗剂的新化学先导。还显示了结构-活动关系数据。

  DOI：

  10.1016/j.bmcl.2004.06.006

文献信息

• Discovery of new chemical leads for prostaglandin D2 receptor antagonists
  作者：Kazuhiko Torisu、Kaoru Kobayashi、Maki Iwahashi、Hiromu Egashira、Yoshihiko Nakai、Yutaka Okada、Fumio Nanbu、Shuichi Ohuchida、Hisao Nakai、Masaaki Toda

  DOI：10.1016/j.bmcl.2004.06.006

  日期：2004.9

  A series of Indomethacin analogs were synthesized and biologically evaluated. Among the compounds tested, N-(p-butoxy)benzoyl-2-methylindole-4-acetic acid 2 was discovered as a new chemical lead for a prostaglandin D2 (PGD2) receptor antagonist. Structure-activity relationship data are also presented.

  合成了一系列吲哚美辛类似物并对其进行了生物学评估。在测试的化合物中，N-（对-丁氧基）苯甲酰基-2-甲基吲哚-4-乙酸2被发现作为前列腺素D2（PGD2）受体拮抗剂的新化学先导。还显示了结构-活动关系数据。
• BOKIJ N. G.; BABUSHKINA T. A.; VASILEV A. M.; VOLODINA T. A.; KOZIK T. A.+, ZH. ORGAN. XIMII <ZORK-AE>, 1975, 11, HO 5, 996-1000
  作者：BOKIJ N. G.、 BABUSHKINA T. A.、 VASILEV A. M.、 VOLODINA T. A.、 KOZIK T. A.+

  DOI：——

  日期：——
• Development of a prostaglandin D2 receptor antagonist: discovery of a new chemical lead
  作者：Kazuhiko Torisu、Kaoru Kobayashi、Maki Iwahashi、Hiromu Egashira、Yoshihiko Nakai、Yutaka Okada、Fumio Nanbu、Shuichi Ohuchida、Hisao Nakai、Masaaki Toda

  DOI：10.1016/j.ejmech.2004.11.011

  日期：2005.5

  A series of N-(p-alkoxy)benzoyl-5-methoxy-2-methylindole-3-acetic acids and N-(p-butoxy)benzoyl-2-methylindole-4-acetic acid were discovered as new chemical leads for a prostaglandin D-2 (PGD(2)) receptor antagonist. Most of them exhibited PGD(2) receptor binding and blocked cyclic adenosine 3',5'-monophosphate (cAMP) formation in vitro. In particular, 2-methylindole-4-acetic acid analog 1 showed markedly increased receptor affinity and cAMP antagonist activity. Chemistry and structure activity relationship (SAR) data are also presented. (c) 2005 Elsevier SAS. All rights reserved.