1-(4-氯苄基)-1-(4-甲氧基苯基)肼 | 62646-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-氯苄基)-1-(4-甲氧基苯基)肼
• 英文名称: 1-(4-chlorobenzyl)-1-(4-methoxyphenyl)hydrazine
• 英文别名: N_α-(p-Chlorobenzyl)-p-methoxyphenylhydrazine；N-(4-chlorobenzyl)-N-(4-methoxyphenyl)-hydrazine；1-[(4-chlorophenyl)methyl]-1-(4-methoxyphenyl)hydrazine
• CAS: 62646-04-2
• 化学式: C₁₄H₁₅ClN₂O
• 分子量: 262.739
• InChiKey: ARTMHCYHSJOETL-UHFFFAOYSA-N

物化性质

• 沸点：
  427.6±35.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-氯苄基)-1-(4-甲氧基苯基)肼 在 三氯化铝 、 叔丁基硫醇 、 溶剂黄146 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 99.17h， 生成 1-[(4-氯苯基)甲基]-3-[(1,1-二甲基乙基)硫基]-5-羟基-alpha,alpha-二甲基-1H-吲哚-2-丙酸乙酯
  参考文献：
  名称：

  Synthesis of indolylalkoxyiminoalkylcarboxylates as leukotriene biosynthesis inhibitors

  摘要：

  A series of substituted indolylalkoxyiminoalkylcarboxylates were found to be potent leuko triene biosynthesis inhibitors. The structure-activity relationships were investigated. Representative potent inhibitors identified were the quinolyl 3a (A-86885) and pyridyl 3b (A-86886) congeners with in vitro IC(50)s of 21 and 9 nM and in vivo leukotriene inhibition in the rat with oral ED(50)s of 0.9 and 1.7 mg/kg, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00265-9
• 作为产物：
  描述：

  4-甲氧基苯肼盐酸盐 、 4-氯氯苄 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以74%的产率得到1-(4-氯苄基)-1-(4-甲氧基苯基)肼
  参考文献：
  名称：

  2-（3-二甲硫基）丙酸的Friedel-Crafts环化反应。不寻常的重排导致4-硫取代的三环吲哚

  摘要：

  已经发现2-（3-吲哚基硫代）丙酸1的分子内弗里德尔-克来福特酰化反应经历了前所未有的重排，从而提供了一种新的三环吲哚，其硫被取代在C-4上而不是预期的C-3上。提出了其形成机制。当使用手性底物时，这种重排也以良好的光学保留性进行。

  DOI：

  10.1016/s0040-4039(00)61267-4

文献信息

• Friedel-Crafts cyclization of 2-(3-indolythio)propionic acids. An unusual rearrangement leading to 4-sulfur-substituted tricyclic indoles
  作者：John Y.L. Chung、Robert A. Reamer、Paul J. Reider

  DOI：10.1016/s0040-4039(00)61267-4

  日期：1992.8

  The intramolecular Friedel-Crafts acylation of 2-(3-indolythio)propionic acid 1 has been found to undergo an unprecedented rearrangement to provide a novel tricyclic indole having the sulfur substituted on C-4 rather than on the expected C-3. A mechanism for its formation is proposed. This rearrangement also proceeded with good optical retention when a chiral substrate was used.

  已经发现2-（3-吲哚基硫代）丙酸1的分子内弗里德尔-克来福特酰化反应经历了前所未有的重排，从而提供了一种新的三环吲哚，其硫被取代在C-4上而不是预期的C-3上。提出了其形成机制。当使用手性底物时，这种重排也以良好的光学保留性进行。
• Thiopyrano(2,3,4-c,d) indolyloxime ether alkylcarboxylates
  申请人：Abbott Laboratories

  公开号：US05420282A1

  公开（公告）日：1995-05-30

  Compounds of the structure ##STR1## wherein R.sup.1 is selected from the group consisting of ##STR2## are potent inhibitors of lipoxygenase enzymes and thus inhibit the biosynthesis of leukotrienes. These compounds are useful in the treatment or amelioration of allergic and inflammatory disease states.

  结构为##STR1##的化合物，其中R.sup.1从##STR2##组成的群体中选择，是脂氧合酶酶的有效抑制剂，从而抑制白三烯的生物合成。这些化合物在治疗或缓解过敏和炎症性疾病状态中很有用。
• Indole iminooxy derivatives which inhibit leukotriene biosynthesis
  申请人：Abbott Laboratories

  公开号：US05399699A1

  公开（公告）日：1995-03-21

  Compounds of the structure ##STR1## where A.sub.1 is alkylene or cycloalkylene; A.sub.2 is a valence bond, alkylene, or cycloalkylene; R.sub.1 is selected from hydrogen, alkylthio, optionally substituted phenylthio, optionally substituted phenylalkylthio, optionally substituted 2-, 3- and 4-pyridylthio, optionally substituted 2- and 3-thienylthio, and optionally substituted 2-thiazolylthio; R.sup.2 is selected from optionally substituted phenylalkyl and optionally substituted heteroarylakyl; R.sup.3 is selected from alkyl, alkoxy, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl, optionally substituted phenylalkoxy, optionally substituted naphthyl,optionally substituted naphthyloxy, optionally substituted naphthylalkyl, optionally substituted naphthylalkoxy, optionally substituted heteroaryl, optionally substituted heteroaryloxy, optionally substituted heteroarylalkyl, and optionally substituted heteroarylalkoxy; R.sup.4 is selected from hydrogen and optionally substituted alkyl; and Z is selected from --COOB, --C(OB)R.sup.6 R.sup.6, --COOalkyl, --COOalkylaryl, --CONR.sup.5 R.sup.6, and --COR.sup.6 are potent inhibitors of lipoxygenase enzymes and thus inhibit the biosynthesis of leukotrienes. These compounds are useful in the treatment of amelioration of allergic and inflammatory disease states.

  结构为##STR1##的化合物，其中A.sub.1为烷基或环烷基；A.sub.2为价键，烷基或环烷基；R.sub.1从氢、烷基硫、可选择取代的苯硫、可选择取代的苯烷硫、可选择取代的2-、3-和4-吡啶硫、可选择取代的2-和3-噻吩硫、以及可选择取代的2-噻唑硫中选择；R.sup.2从可选择取代的苯烷基和可选择取代的杂环烷基中选择；R.sup.3从烷基、烷氧基、可选择取代的苯基、可选择取代的苯氧基、可选择取代的苯烷基、可选择取代的苯烷氧基、可选择取代的萘基、可选择取代的萘氧基、可选择取代的萘烷基、可选择取代的萘烷氧基、可选择取代的杂环基、可选择取代的杂环氧基、可选择取代的杂环烷基、以及可选择取代的杂环烷氧基中选择；R.sup.4从氢和可选择取代的烷基中选择；Z从--COOB、--C(OB)R.sup.6 R.sup.6、--COO烷基、--COO烷基芳基、--CONR.sup.5 R.sup.6和--COR.sup.6中选择，是脂氧酶酶的有效抑制剂，从而抑制白三烯的生物合成。这些化合物对于治疗和缓解过敏和炎症性疾病状态非常有用。
• Tetrahydrocarbazoles for the improvement of cyclosporin therapy
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0307077A1

  公开（公告）日：1989-03-15

  Tetrahydrocarbazoles, especially Tetrahydrocarbazole-1-alkanoic acids are disclosed. The compounds are useful for improving cyclosporine therapy. In particular, the compounds are useful for limiting cyclosporine induced nephrotoxicity which comprises the adjunct administration in a mammal of an effective amount of cyclosporine and an effective amount of the tetrahydrocarbazole 1-alkanoic acids.

  四氢咔唑，尤其是四氢咔唑-1-烷酸被披露。这些化合物对改善环孢霉素疗法有用。具体来说，这些化合物对限制环孢霉素诱导的肾毒性有用，包括在哺乳动物中同时给予有效剂量的环孢霉素和四氢咔唑-1-烷酸。
• Cyclohept b indolealkanoic acids
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0304156A1

  公开（公告）日：1989-02-22

  Cyclohept[b]indolealkanoic acids and acid derivatives are disclosed. The compounds act as prostaglandin and thromboxane antagonists and are useful in treating asthma, diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion, dysmenorrhea and nephrotoxicity caused by cyclosporin A and as cytoprotective agents.

  本发明揭示了环庚[b]吲哚烷基脂肪酸及其衍生物。这些化合物作为前列腺素和血栓素拮抗剂，并可用于治疗哮喘、腹泻、高血压、心绞痛、血小板聚集、脑痉挛、早产、自然流产、痛经和环孢霉素A引起的肾毒性，并作为细胞保护剂。