N-(3-methoxy-2-methylphenyl)mathanesulfonamide | 158656-48-5

• 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: N-(3-methoxy-2-methylphenyl)mathanesulfonamide
• 英文别名: N-(3-methoxy-2-methylphenyl)methanesulfonamide
• CAS: 158656-48-5
• 化学式: C₉H₁₃NO₃S
• 分子量: 215.273
• InChiKey: AJAGYBMIOMPZQI-UHFFFAOYSA-N

物化性质

• 沸点：
  323.2±52.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-methoxy-2-methylphenyl)mathanesulfonamide 在 ammonium cerium(IV) nitrate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Acetic acid 2-(benzyl-methanesulfonyl-amino)-6-methoxy-benzyl ester
  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：

  甲基磺酰氯 、 2-甲基-3-甲氧基苯胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 N-(3-methoxy-2-methylphenyl)mathanesulfonamide
  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

• Non-nucleoside reverse transcriptase inhibitors
  申请人：——

  公开号：US20030069226A1

  公开（公告）日：2003-04-10

  A compound of formula I: 1 wherein A is a connecting chain of (C 1-3 ) alkyl; B is O or S; R 1 is H, (C 1-6 ) alkyl, halo, CF 3 , or OR 1a wherein R 1a is H or (C 1-6 )alkyl; R 2 is H or Me; R 3 is H or Me; R 4 is H, (C 1-4 ) alkyl, (C 3-4 ) cycloalkyl and (C 1-4 )alkyl(C 3-7 )cycloalkyl; W is selected from 2 wherein, a) one of Y is SO 2 and the other Y is NR 5 , provided that both are not the same, wherein R 5 is H, (C 1-6 )alkyl,(C 3-6 ) cycloalkyl, the alkyl being substituted, COR 5o , COOR 5p or CONR 5q PR 5q ; and each R 8 is H, (C 1-4 ) alkyl, (C 3-6 ) cycloalkyl, or (C 1-4 ) alkyl-(C 3-6 ) cycloalkyl; or b) E is CR 8a R 8b wherein R 8a and R 8b is H, or alkyl and J is CH 2 ; or J is CR 8a R 8b and E is CH 2 , and the dotted line represents a single bond; or c) E is C(O) and J is CR 8a R 8b or J is C(O) and E is CR 8a R 8b and the dotted line represents a single bond; or d) E and J are CR 8a R 8b and the dotted line represents a double bond. Compounds of formula I have activity against HIV WT and double mutant strains.

  公式I的化合物：其中A是连接链(C1-3)烷基；B是O或S；R1是H，(C1-6)烷基，卤素，CF3或OR1a，其中R1a是H或(C1-6)烷基；R2是H或Me；R3是H或Me；R4是H，(C1-4)烷基，(C3-4)环烷基和(C1-4)烷基(C3-7)环烷基；W是从2中选择，其中， a) Y中的一个是SO2，另一个是NR5，前提是两者不相同，其中R5是H，(C1-6)烷基，(C3-6)环烷基，被取代的烷基，COR5o，COOR5po或CONR5qPR5q；每个R8是H，(C1-4)烷基，(C3-6)环烷基或(C1-4)烷基-(C3-6)环烷基；或 b) E是CR8aR8b，其中R8a和R8b是H，或烷基，J是CH2；或J是CR8aR8b，E是CH2，虚线代表单键；或 c) E是C(O)，J是CR8aR8b，或J是C(O)，E是CR8aR8b，虚线代表单键；或 d) E和J都是CR8aR8b，虚线代表双键。公式I的化合物对HIV WT和双突变株具有活性。
• [EN] NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS<br/>[FR] INHIBITEURS NON NUCLEOSIDIQUES DE LA TRANSCRIPTASE INVERSE
  申请人：BOEHRINGER INGELHEIM CA LTD

  公开号：WO2004026875A1

  公开（公告）日：2004-04-01

  Compounds represented by formula (1), wherein R1 is H, halogen, (C1-4)alkyl, O(C1-4)alkyl, and haloalkyl; R2 is H or methyl; R3 is H or (C1-4)alkyl; R4 is H or (C1-4)alkyl; R5 is (C1-4)alkyl, (C1-4)alkyl(C3-7)cyclo-alkyl or (C3-7)cycloalkyl; and W is a fused phenyl-5 or 6-membered heterocycle having one or two heteroatoms selected from N or S; or W is phenyl, 1,1'-biphenyl, 2, 3-dihydro-1H-indene, 1, 2, 3, 4-tetrahydronaphthyl, or naphthyl; said W being optionally substituted with (C1-4)alkyl, which in turn can be optionally substituted with a carboxy or (C1-4)alkoxycarbonyl, or a salt or ester thereof. The compounds have inhibitory activity against Wild Type, single and double mutant strains of HIV.

  由以下公式表示的化合物，其中R1为H、卤素、(C1-4)烷基、O(C1-4)烷基和卤代烷基；R2为H或甲基；R3为H或(C1-4)烷基；R4为H或(C1-4)烷基；R5为(C1-4)烷基、(C1-4)烷基(C3-7)环烷基或(C3-7)环烷基；W为具有从N或S中选择的一个或两个杂原子的融合苯基5或6成员杂环；或W为苯基、1,1'-联苯、2,3-二氢-1H-茚烯、1,2,3,4-四氢萘基或萘基；所述的W可以选择地被(C1-4)烷基取代，而该烷基可以选择地被羧基或(C1-4)烷氧羰基取代，或其盐或酯。这些化合物对HIV的野生型、单突变株和双突变株具有抑制活性。
• Cyclization of 2-[N-(methylsulfonyl)anilino]acetaldehyde diethyl acetals to indoles. Evidence for stereoelectronic effects in intramolecular electrophilic aromatic substitution
  作者：Richard J. Sundberg、Joseph P. Laurino

  DOI：10.1021/jo00176a007

  日期：1984.1
• SUNDBERG, R. J.;LAURINO, J. P., J. ORG. CHEM., 1984, 49, N 2, 249-254
  作者：SUNDBERG, R. J.、LAURINO, J. P.

  DOI：——

  日期：——
• NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS
  申请人：BOEHRINGER INGELHEIM (CANADA) LTD.

  公开号：EP1373267B1

  公开（公告）日：2005-02-02