N-Benzyl-N-(2-hydroxymethyl-3-methoxy-phenyl)-methanesulfonamide | 158656-49-6

• 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: N-Benzyl-N-(2-hydroxymethyl-3-methoxy-phenyl)-methanesulfonamide
• 英文别名: N-benzyl-N-[2-(hydroxymethyl)-3-methoxyphenyl]methanesulfonamide
• CAS: 158656-49-6
• 化学式: C₁₆H₁₉NO₄S
• 分子量: 321.397
• InChiKey: GXVDOLYYYIFHEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Benzyl-N-(2-hydroxymethyl-3-methoxy-phenyl)-methanesulfonamide 在 氯化亚砜 、 sodium hydride 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-Benzyl-5-methoxy-3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxide
  参考文献：
  名称：

  A convenient synthesis of 3,4-dihydro-2,2-dioxide 5-hydroxy-2,1-benzothiazine

  摘要：

  3-methoxy-2-methyl-aniline 3 is converted to the benzothiazine-dioxide 1 in a 7-steps procedure: the key transformation being the cyclization of an ortho-functionnalized N-benzyl sulfonanilide.

  DOI：

  10.1016/s0040-4039(00)76657-3
• 作为产物：
  描述：

  N-Benzyl-N-(3-methoxy-2-methyl-phenyl)-methanesulfonamide 在 sodium hydroxide 、 ammonium cerium(IV) nitrate 作用下， 以 甲醇 、 水 为溶剂， 生成 N-Benzyl-N-(2-hydroxymethyl-3-methoxy-phenyl)-methanesulfonamide
  参考文献：
  名称：

  A convenient synthesis of 3,4-dihydro-2,2-dioxide 5-hydroxy-2,1-benzothiazine

  摘要：

  3-methoxy-2-methyl-aniline 3 is converted to the benzothiazine-dioxide 1 in a 7-steps procedure: the key transformation being the cyclization of an ortho-functionnalized N-benzyl sulfonanilide.

  DOI：

  10.1016/s0040-4039(00)76657-3

文献信息

• [EN] HETEROCYCLIC DERIVATIVES USEFUL IN THE TREATMENT OF CARDIOVASCULAR DISEASES<br/>[FR] DERIVES HETEROCYCLIQUES UTILES DANS LE TRAITEMENT DES MALADIES CARDIOVASCULAIRES
  申请人：——

  公开号：WO1994003425A2

  公开（公告）日：1994-02-17

  [EN] Compounds of formula (I), wherein m is 0, 1 or 2; n is 0, 1 or 2; R1 is hydrogen, lower alkyl, or phenyl lower alkyl; R2 is hydrogen, lower alkyl, trifluoromethyl, lower alkoxy, or phenyl lower alkoxy; R3 is hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; R4 is hydrogen, lower alkyl, or hydroxy, provided that when R4 is hydroxy both m and n are 1; R5 is hydrogen or lower alkyl; R6 is lower alkyl; W and Y are independently -SO2- or -C(O)-; X is oxygen, -S(O)p-, -CH2-, or a single bond; wherein p is 0, 1 or 2; and Z is -CH=CH- or -(CH2)q-, wherein q is 1 or 2; or a pharmaceutically acceptable acid addition salt, ester or N-oxide thereof, are useful in the treatment of cardiovascular diseases, particularly arrhythmias.
  [EN] Compounds of formula (I), wherein m is 0, 1 or 2; n is 0, 1 or 2; R<1> is hydrogen, lower alkyl, or phenyl lower alkyl; R<2> is hydrogen, lower alkyl, trifluoromethyl, lower alkoxy, or phenyl lower alkoxy; R<3> is hydrogen, lower alkyl, trifluoromethyl, or lower alkoxy; R<4> is hydrogen, lower alkyl, or hydroxy, provided that when R<4> is hydroxy both m and n are 1; R<5> is hydrogen or lower alkyl; R<6> is lower alkyl; W and Y are independently -SO2- or -C(O)-; X is oxygen, -S(O)p-, -CH2-, or a single bond; wherein p is 0, 1 or 2; and Z is -CH=CH- or -(CH2)q-, wherein q is 1 or 2; or a pharmaceutically acceptable acid addition salt, ester or N-oxide thereof, are useful in the treatment of cardiovascular diseases, particularly arrhythmias.
  [FR] L'invention se rapporte à des composés de la formule (I) dans laquelle m vaut 0, 1 ou 2; n vaut 0, 1 ou 2; R1 représente hydrogène, alkyle inférieur, ou alkyle inférieur phényle; R2 représente hydrogène, alkyle inférieur, trifluorométhyle, alcoxy inférieur, ou alcoxy inférieur phényle; R3 représente hydrogène, alkyle inférieur, trifluorométhyle, ou alcoxy inférieur; R4 représente hydrogène, alkyle inférieur, ou hydroxy, à condition que si R4 représente hydroxy, à la fois m et n valent 1; R5 représente hydrogène ou alkyle inférieur; R6 représente alkyle inférieur; W et Y représentent indépendamment -SO2- ou -C(O)-; X représente oxygène, -S(O)p-, -CH2-, ou une liaison simple; où p vaut 0, 1 ou 2; et Z représente -CH=CH- ou -(CH2)q-, où q vaut 1 ou 2; ou un sel d'addition d'acide pharmaceutiquement acceptable, un ester ou N-oxyde de celui-ci. Ces composés sont utiles dans le traitement des maladies cardiovasculaires, notamment des arythmies.
• A convenient synthesis of 3,4-dihydro-2,2-dioxide 5-hydroxy-2,1-benzothiazine
  作者：Dominique Blondet、Jean-Claude Pascal

  DOI：10.1016/s0040-4039(00)76657-3

  日期：1994.5

  3-methoxy-2-methyl-aniline 3 is converted to the benzothiazine-dioxide 1 in a 7-steps procedure: the key transformation being the cyclization of an ortho-functionnalized N-benzyl sulfonanilide.