methyl 2-(2-chloro-N-methylacetamido)benzoate | 1140-19-8

• 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-(2-chloro-N-methylacetamido)benzoate
• 英文别名: 2-(N-Methyl-chloracetamino)-benzoesaeure-methylester；2--benzoesaeuremethylester；2-[(2-chloroacetyl)-methylamino]-benzoic acid methyl ester；methyl 2-[(2-chloroacetyl)-methylamino]benzoate
• CAS: 1140-19-8
• 化学式: C₁₁H₁₂ClNO₃
• mdl: MFCD09802026
• 分子量: 241.674
• InChiKey: PGQYXPNFFDYSMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-chloro-N-methylacetamido)benzoate 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 2.5h， 生成 Methyl 4-methyl-3,8-dioxo-1,4-diazaspiro[4.5]deca-1,6,9-triene-6-carboxylate
  参考文献：
  名称：

  Photoinduced and N-Bromosuccinimide-Mediated Cyclization of 2-Azido-N-phenylacetamides

  摘要：

  An efficient synthesis of quinoxalin-2(1H)-ones or spiro[cyclohexene-1,2'-imidazol]-4'-cones has been achieved in moderate to high yields by the visible light-induced and N-bromosuccinimide-mediated cyclization reaction of 2-azido-N-phenylacetamides at ambient temperature. Both the regioselectivity and the speed of cyclization are affected by the substituents attached to the phenyl ring. For example, quinoxalin-2-ones are produced as the main products when the substrates bear electron-withdrawing groups at the para-position of the phenyl ring; in contrast, spiro[cyclohexene-1,2'-imidazol]-4'cones are obtained as the main products when the substrates bear electron-donating groups at the para-position.

  DOI：

  10.1021/ol401338e
• 作为产物：
  描述：

  邻甲氨基苯甲酸甲酯 、 氯乙酰氯 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以68%的产率得到methyl 2-(2-chloro-N-methylacetamido)benzoate
  参考文献：
  名称：

  原位氧化磷还原催化施陶丁格/Aza-Wittig 序列

  摘要：

  描述了在磷中具有催化作用的 Staudinger/aza-Wittig 反应序列。为此，氧化膦被二苯基硅烷原位还原，这允许使用亚化学计量量的催化剂5-苯基二苯并磷。研究了底物范围并成功合成了苯并恶唑、苯并二氮杂亚胺酯和2-甲氧基吡咯。这些研究表明，需要快速的 aza-Wittig 反应才能获得高产率。

  DOI：

  10.1002/ejoc.201300585

文献信息

• [EN] GLYCINE B ANTAGONISTS<br/>[FR] ANTAGONISTES DE LA GLYCINE B
  申请人：MERZ PHARMA GMBH & CO KGAA

  公开号：WO2010139481A1

  公开（公告）日：2010-12-09

  The invention relates to naphthalene derivatives as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are glycine B antagonists and are therefore useful for the control and prevention of various disorders, including neurological disorders.

  该发明涉及萘衍生物以及它们的药用可接受盐。该发明还涉及一种制备这些化合物的方法。该发明的化合物是甘氨酸B拮抗剂，因此对于控制和预防各种疾病，包括神经系统疾病，具有用处。
• Aniline derivatives and cardiotonic composition
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04585774A1

  公开（公告）日：1986-04-29

  Aniline derivatives of the formula: ##STR1## wherein R.sup.0, R.sup.1 and R.sup.2 are the same or different and each is a hydrogen atom, a halogen atom, a nitro group, an amino group, a carboxy group, a cyano group, a hydroxy group, a sulfonamido group, a lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy group, a lower alkanoyl group, a lower alkylamino group, a lower alkylthio group, a lower alkanoylamino group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 are the same or different and each is a hydrogen atom, a lower alkyl group or a C.sub.3 to C.sub.8 cycloalkyl group or together with the nitrogen atom a morpholino, piperidino, piperazino or pyrrolidino group; R.sup.3 is a cyano group, a nitro group, a halogen atom, a lower alkyl group or a lower alkoxy group; m is an integer of 1 to 3; R.sup.4 is a hydrogen atom or a lower alkyl group; and A is a lower alkylene group. The derivatives are useful as cardiotonics.

  公式：##STR1## 其中R.sup.0，R.sup.1和R.sup.2相同或不同，每个都是氢原子，卤素原子，硝基，氨基，羧基，氰基，羟基，磺酰胺基，低碳基，低碳氧基羰基基，低碳氧基，低碳酰基基，低碳基氨基基，低碳基硫基基，低碳酰胺基或公式##STR2##中的基团，其中R.sup.5和R.sup.6相同或不同，每个都是氢原子，低碳基或C.sub.3至C.sub.8环烷基或与氮原子一起形成吗啡环，哌啶环，哌嗪环或吡咯烷环基团; R.sup.3是氰基，硝基，卤素原子，低碳基或低碳氧基; m是1到3的整数; R.sup.4是氢原子或低碳基; A是低碳基亚烷基基团。这些衍生物可用作心脏强心剂。
• GLYCINE B ANTAGONISTS
  申请人：Henrich Markus

  公开号：US20120220577A1

  公开（公告）日：2012-08-30

  The invention relates to naphthalene derivatives as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are glycine B antagonists and are therefore useful for the control and prevention of various disorders, including neurological disorders.

  本发明涉及萘衍生物及其药学上可接受的盐。本发明还涉及一种制备这些化合物的方法。本发明中的化合物是甘氨酸B拮抗剂，因此对于控制和预防各种疾病，包括神经系统疾病，非常有用。
• Novel aniline derivatives, process for preparing the same and cardiotonic compositions containing the same
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0064878A1

  公开（公告）日：1982-11-17

  Novel aniline derivatives represented by the general formula (1): [wherein, subject to certain provisos, R°, R1 and R2 are hydrogen, halogen, nitro, amino, carboxy, cyano, hydroxy, sulphonamido, lower alkyl, lower alkoxycarbonyl, lower alkoxy, lower alkanoyl, lower alkylamino, lower alkylthio, lower alkanoylamino or a group (wherein R5 and R6 are hydrogen, lower alkyl or cycloalkyl or form a heterocyclic group with the adjacent nitrogen atom); R3 is cyano, nitro, halogen, lower alkyl or a lower alkoxy; m is an integer of 1 to 3; R4 is hydrogen or lower alkyl; and A is lower alkylene] and their salts act directly on the heart, and have myocardial contraction activity (positive inotropic activity) and coronary blood flow increasing activity, and are thus useful as cardiotonics.

  通式（1）所代表的新型苯胺衍生物： [其中，除某些但书外，R°、R1 和 R2 是氢、卤素、硝基、氨基、羧基、氰基、羟基、磺酰胺基、低级烷基、低级烷氧羰基、低级烷氧基、低级烷酰基、低级烷氨基、低级烷硫基、低级烷酰氨基或一个基团 (其中 R5 和 R6 为氢、低级烷基或环烷基，或与邻近的氮原子形成杂环基团）；R3 为氰基、硝基、卤素、低级烷基或低级烷氧基；m 为 1 至 3 的整数；R4 为氢或低级烷基；A 为低级亚烷基]及其盐类直接作用于心脏，具有心肌收缩活性（正性肌力活性）和增加冠状动脉血流量的活性，因此可用作强心剂。
• US4585774A
  申请人：——

  公开号：US4585774A

  公开（公告）日：1986-04-29