5-methyl-3-methoxy-2-(benzyloxy)benzenamine | 70978-19-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-methyl-3-methoxy-2-(benzyloxy)benzenamine
• 英文别名: 2-Benzyloxy-3-methoxy-5-methylaniline；3-methoxy-5-methyl-2-phenylmethoxyaniline
• CAS: 70978-19-7
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: PYXMIACNTYLQIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-3-methoxy-2-(benzyloxy)benzenamine 在 palladium on activated charcoal 吡啶 、 氢气 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 20.0~50.0 ℃ 、413.69 kPa 条件下， 反应 1.0h， 生成 2'-Hydroxy-3'-methoxy-5'-methyltetrazol-5-carboxanilid
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides

  摘要：

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.

  DOI：

  10.1021/jm00154a019
• 作为产物：
  描述：

  2-Benzyloxy-3-methoxy-5-methylnitrobenzol 生成 5-methyl-3-methoxy-2-(benzyloxy)benzenamine
  参考文献：
  名称：

  FORD, E.;KNOWLES, PH.;LUNT, E.;MARSHALL, S. M.;PENROSE, A. J.;RAMSDEN, A.+, J. MED. CHEM., 1986, 29, N 4, 538-549

  摘要：

  DOI：

文献信息

• 2'Hydroxy tetrazole-5-carboxanilides and anti-allergic use thereof
  申请人：May & Baker Limited

  公开号：US04442115A1

  公开（公告）日：1984-04-10

  New tetrazole derivatives of the general formula: ##STR1## [wherein R.sup.1 represents a halogen atom, a straight- or branched-chain alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino, or dialkylcarbamoyl group (wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms), a straight- or branched-chain alkanoyl, alkoxycarbonyl, alkoxycarbonylamino, alkylcarbamoyl or alkanoylamino group containing from 2 to 6 carbon atoms, a cycloalkylcarbonyl group containing from 3 to 8 carbon atoms in the cycloalkyl moiety, or a hydroxy, formyl, nitro, trifluoromethyl, trifluoroacetyl, aryl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl, benzyloxy, aralkanoyl or aroyl group, or a group of the formula: --CR.sup.2 .dbd.NOR.sup.3 II (wherein R.sup.2 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 5 carbon atoms, an aryl, aralkyl or trifluoromethyl group, or a cycloalkyl group containing from 3 to 8 carbon atoms, and R.sup.3 represents a hydrogen atom, or a straight- or branched-chain alkyl group containing from 1 to 6 carbon atoms optionally substituted by a phenyl group, or represents an aryl group optionally substituted by one or more substituents selected from halogen atoms and straight- or branched-chain alkyl and alkoxy groups containing from 1 to 6 carbon atoms and hydroxy, trifluoromethyl and nitro groups), and m represents zero or an integer 1, 2 or 3, the substituents R.sup.1 being the same or different when m represents 2 or 3] possess pharmacological properties, in particular properties of value in the treatment of allergic conditions.

  新的四唑衍生物的一般式：##STR1## [其中R.sup.1代表卤素原子，直链或支链烷基，烷氧基，烷基硫醇，烷基亚磺酰，烷基磺酰或烷基磺酰胺基，每个这样的基团含有1到6个碳原子，双烷基磺酰胺基，双烷基氨基或双烷基氨基甲酰基（其中两个烷基可能相同或不同，每个含有1到4个碳原子），直链或支链脂肪酰基，烷氧羰基，烷氧羰基氨基，烷基氨基甲酰基或脂肪酰氨基基团，含有2到6个碳原子，含有3到8个碳原子的环烷基羰基基团，或羟基，甲酰基，硝基，三氟甲基，三氟乙酰基，芳基，苄氧羰基氨基，氨基，磺酰胺基，氰基，四唑-5-基，羧基，氨基甲酰基，苄氧基，芳基脂肪酰基或芳基酰基，或式子：--CR.sup.2.dbd.NOR.sup.3 II（其中R.sup.2代表氢原子或直链或支链烷基，含有1到5个碳原子，芳基，芳基烷基或三氟甲基基团，或含有3到8个碳原子的环烷基，R.sup.3代表氢原子或直链或支链烷基，含有1到6个碳原子，可以选择地被苯基取代，或代表一个芳基，可以选择地被一个或多个取代基选自卤素原子和含有1到6个碳原子的直链或支链烷基和烷氧基和羟基，三氟甲基和硝基），m代表零或整数1、2或3，当m代表2或3时，取代基R.sup.1可以相同或不同]具有药理学性质，特别是在过敏症治疗中具有价值的性质。
• DE2846931
  申请人：——

  公开号：——

  公开（公告）日：——
• US4442115A
  申请人：——

  公开号：US4442115A

  公开（公告）日：1984-04-10
• Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides
  作者：Roger E. Ford、Phillip Knowles、Edward Lunt、Stuart M. Marshall、Audrey J. Penrose、Christopher A. Ramsden、Anthony J. H. Summers、Joyce L. Walker、Derek E. Wright

  DOI：10.1021/jm00154a019

  日期：1986.4

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.
• FORD, E.;KNOWLES, PH.;LUNT, E.;MARSHALL, S. M.;PENROSE, A. J.;RAMSDEN, A.+, J. MED. CHEM., 1986, 29, N 4, 538-549
  作者：FORD, E.、KNOWLES, PH.、LUNT, E.、MARSHALL, S. M.、PENROSE, A. J.、RAMSDEN, A.+

  DOI：——

  日期：——