Methyl 2-dimethylamino-3-methylbenzoate | 161616-73-5

• 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: Methyl 2-dimethylamino-3-methylbenzoate
• 英文别名: Methyl 2-(dimethylamino)-3-methylbenzoate
• CAS: 161616-73-5
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: XVYHEHGQCBVBSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-dimethylamino-3-methylbenzoate 在 一水合肼 作用下， 反应 72.0h， 生成 2-Dimethylamino-3-methylbenzohydrazide
  参考文献：
  名称：

  A novel carboxylic acid azide decomposition to yield 1,1,7-trimethylindazol-3-ylio oxide

  摘要：

  2-dimethylamino-3-methylbenzazide 的热分解产物不是预期的异氰酸酯，而是高产率的异构环化产物 1,1,7-三甲基吲唑-3-基氧化物；单晶 X 射线衍射研究表明，虽然五元环的不饱和度与苯环的共轭程度很低，但负电荷却发生了分散。

  DOI：

  10.1039/c39950000081
• 作为产物：
  描述：

  2-氨基-3-甲基苯甲酸甲酯 以 甲醇 为溶剂， 反应 48.0h， 生成 Methyl 2-dimethylamino-3-methylbenzoate
  参考文献：
  名称：

  Decomposition of 2-dialkylaminobenzoyl azides to yield isocyanates and 1,1-dialkylindazol-1-ium-3-olates

  摘要：

  取代苯甲酰叠氮通常产生相应的取代异氰酸酯，但当二烷基氨基团位于2位时，除了异氰酸酯外，还生成1,1-二烷基化的吲唑-1-鎓-3-氧酸盐。这两种产物的比例非常可变，取决于苯环上的取代情况。无论3位的取代基是电子供体还是电子受体，当3位有取代基时，偶极离子的产率最高。

  DOI：

  10.1039/p19960000271

文献信息

• A novel carboxylic acid azide decomposition to yield 1,1,7-trimethylindazol-3-ylio oxide
  作者：Norman M. Waldron、Majid Montevalli、Shamim Azam、Peter C. Dasopoulos

  DOI：10.1039/c39950000081

  日期：——

  Thermal decomposition of 2-dimethylamino-3-methylbenzazide produced, instead of the expected isocyanate, a high yield of the isomeric cyclised product 1,1,7-trimethylindazol-3-ylio oxide; a single-crystal X-ray diffraction study shows delocalisation of the negative charge though little conjugation of the unsaturation of the five-membered ring with the benzene ring.

  2-dimethylamino-3-methylbenzazide 的热分解产物不是预期的异氰酸酯，而是高产率的异构环化产物 1,1,7-三甲基吲唑-3-基氧化物；单晶 X 射线衍射研究表明，虽然五元环的不饱和度与苯环的共轭程度很低，但负电荷却发生了分散。
• Amide compounds
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：US20040133008A1

  公开（公告）日：2004-07-08

  A compound of the formula (I) 1 wherein R 1 is hydrogen, lower alkyl, lower alkenyl, halo(lower)alkyl, cyclo(lower)alkyl, lower alkoxy, lower alkylthio, acyl, optionally substituted aryl or NR 3 R 4 ; R 2 is hydrogen; or aryl or heteroaryl, each of which may be substituted; X is direct bond or bivalent residue derived from piperazine; Y is -(A 1 ) n -(A 2 ) m -, wherein n and m are independently 0 or 1); 2 is bivalent residue derived from arene or heteroarene; and 3 is bivalent residue derived from arene or heteroarene, or a salt thereof. The compound of the present invention and a salt thereof inhibit apolipoprotein B (Apo B) secretion and are useful as a medicament for prophylactic and treatment of diseases or conditions resulting from elevated circulating levels of Apo B.

  化合物的式子为（I）1，其中R1为氢、低级烷基、低级烯基、卤素（低）烷基、环（低）烷基、低级烷氧基、低级烷硫基、酰基、可选取代的芳基或NR3R4；R2为氢；或芳基或杂环芳基，每个可以被取代；X为直接键或由哌嗪衍生的二价残基；Y为-(A1)n-(A2)m-，其中n和m独立地为0或1）；2为由芳烃或杂芳烃衍生的二价残基；3为由芳烃或杂芳烃衍生的二价残基，或其盐。本发明的化合物及其盐抑制载脂蛋白B（Apo B）的分泌，并可用作预防和治疗由高循环Apo B水平引起的疾病或状况的药物。
• [EN] AMIDE COMPOUNDS<br/>[FR] COMPOSES AMIDE
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2004039795A2

  公开（公告）日：2004-05-13

  A compound of the formula (I) Wherein R1 is hydrogen, lower alkyl, lower alkenyl, halo(lower)alkyl, cyclo(lower)alkyl, lower alkoxy, lower alkylthio, acyl, optionally substituted aryl or NR3R4; R2 is hydrogen; or aryl or heteroaryl, each of which may be substituted; X is direct bond or bivalent residue derived from piperazine; Y is -(A1)n-(A2)m-, wherein n and m are independently 0 or 1) ; (II) is bivalent residue derived from arene or heteroarene; and (III) is bivalent residue derived from arene or heteroarene, or a salt thereof. The compound of the present invention and a salt thereof inhibit apolipoprotein B (Apo B) secretion and are useful as a medicament for prophylactic and treatment of diseases or conditions resulting from elevated circulating levels of Apo B.
• Decomposition of 2-dialkylaminobenzoyl azides to yield isocyanates and 1,1-dialkylindazol-1-ium-3-olates
  作者：Norman M. Waldron、Muhammad Raza

  DOI：10.1039/p19960000271

  日期：——

  Substituted benzoyl azides normally yield the correspondingly substituted isocyanates but when a dialkylated amino group is in the 2-position, in addition to the isocyanate, the 1,1-dialkylated indazol-1-ium-3-olate is produced. The ratio of the two products is very variable depending upon the substitution in the benzene ring. Largest yields of the zwitterionic products were found when there was a substituent in the 3-position regardless of whether the substituent was electron-donating or -withdrawing.

  取代苯甲酰叠氮通常产生相应的取代异氰酸酯，但当二烷基氨基团位于2位时，除了异氰酸酯外，还生成1,1-二烷基化的吲唑-1-鎓-3-氧酸盐。这两种产物的比例非常可变，取决于苯环上的取代情况。无论3位的取代基是电子供体还是电子受体，当3位有取代基时，偶极离子的产率最高。