N-(3-氯丙基)-3,4-二甲氧基-N-甲基-苯乙铵草酸盐(1:1) | 85226-25-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3-氯丙基)-3,4-二甲氧基-N-甲基-苯乙铵草酸盐(1:1)
• 英文名称: 1-chloro-3-propane oxalate
• 英文别名: 1-chloro 3-[N-methyl-N-(3,4-dimethoxy-β-phenethyl) amino]propane oxalate；3-Chloropropyl-[2-(3,4-dimethoxyphenyl)ethyl]-methylazanium;2-hydroxy-2-oxoacetate；3-chloropropyl-[2-(3,4-dimethoxyphenyl)ethyl]-methylazanium;2-hydroxy-2-oxoacetate
• CAS: 85226-25-1
• 化学式: C₂H₂O₄*C₁₄H₂₂ClNO₂
• 分子量: 361.823
• InChiKey: RHWJLYYZGLGWDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-甲基-2-(3,4-二甲氧基苯基)丁腈 、 N-(3-氯丙基)-3,4-二甲氧基-N-甲基-苯乙铵草酸盐(1:1) 在 sodium hydroxide 、 sodium amide 、 盐酸 作用下， 以 水 、 甲苯 、 甲醇 、 乙酸乙酯 为溶剂， 反应 4.0h， 以84.6%的产率得到盐酸维拉帕米
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF VERAPAMIL
  [FR] PROCÉDÉ DE PRÉPARATION DE VÉRAPAMIL

  摘要：

  本发明涉及一种制备α-[3-[[2-(3,4-二甲氧基苯基)乙基]甲基]氨基丙基]-3,4-二甲氧基-α-(1-甲基乙基)单盐酸盐（维拉帕米盐酸盐，化学式I的化合物）的方法，该方法包括处理维拉帕米（化学式IA的化合物）与烷基卤酸酯和/或磷酸二氢钠，然后用盐酸处理以获得高产率和高纯度的维拉帕米盐酸盐。

  公开号：

  WO2021245504A1

文献信息

• Alkyl- or aryl-aminoalkoxy-benzene-sulfonyl indoles
  申请人：Sanofi

  公开号：US04994474A1

  公开（公告）日：1991-02-19

  The present invention relates to aminoalkoxyphenyl derivatives of formula: ##STR1## and its N-oxide and pharmaceutically acceptable salts, in which: B represents a--S--, --SO-- or --SO.sub.2 -- group, R.sub.1 and R.sub.2, which are identical or different, each denote hydrogen, a methyl or ethyl radial or a halogen atom, A denotes a straight-or branched-alkylene radical having from 2 to 5 carbon atoms or a 2-hydroxypropylene radial in which the hydroxy is optionally substituted by a lower alkyl radical, R.sub.3 denotes an alkkyl radical or a radical of formula: --Alk--Ar in which Alk denotes a single bond or a linear- or branched-alkylene radical having from 1 to 5 carbon atoms and Ar denotes a pyridyl, phenyl, 2,3-methylenedioxyphenyl or 3,4-methylenedioxyphenyl radical or a phenyl group substituted with one or more substituents, which may be identical or different, selected from halogen atoms, lower alkyl group or lower alkoxy groups, R.sub.11 denotes hydrogen or a lower alkyl, phenyl, diphenylmethyl, benzyl or halogenobenzyl radical, R.sub.4 denotes hydrogen or an alkyl radical, or R.sub.3 and R.sub.4 when taken together denote an alkylene or alkenylene radical having from 3 to 6 carbon atoms and optionally substituted with a phenyl radical or optionally interrupted by ##STR2## R represent hydrogen, an alkyl radical, a cycloalkyl radical, a benzyl radical or a phenyl radical optionally substituted with one or more substituents, which may be identical or different, selected from halogen atoms and from lower alkyl, lower alkoxy or nitro groups, are described. The compounds of the invention possess exceptional pharmacological properties, especially calcium transport inhibitory properties, as well as bradycardic, hypotensive and antiadrenergic properties.

  本发明涉及公式的氨基烷氧基苯基衍生物：##STR1##及其N-氧化物和药学上可接受的盐，其中：B代表a--S--，--SO--或--SO.sub.2--基团，R.sub.1和R.sub.2，它们相同或不同，每个代表氢，甲基或乙基基团或卤原子，A代表具有2至5个碳原子的直链或支链烷基基团或2-羟基丙烯基团，其中羟基可选择地被较低的烷基基团取代，R.sub.3代表烷基基团或公式的基团：--Alk--Ar，其中Alk代表单键或具有1至5个碳原子的直链或支链烷基基团，Ar代表吡啶基，苯基，2,3-亚甲二氧基苯基或3,4-亚甲二氧基苯基基团或一个苯基基团，其被一个或多个取代基取代，这些取代基可以相同或不同，选自卤原子，较低烷基基团或较低烷氧基团，R.sub.11代表氢或较低烷基，苯基，二苯甲基，苄基或卤代苄基基团，R.sub.4代表氢或烷基基团，或当一起取时，R.sub.3和R.sub.4代表具有3至6个碳原子并且可选择地被苯基取代或可选择地被##STR2##中断的烷基或烯基基团，R代表氢，烷基基团，环烷基基团，苄基基团或苯基基团，可选择地被一个或多个取代基取代，这些取代基可以相同或不同，选自卤原子和较低烷基，较低烷氧基或硝基基团。本发明的化合物具有出色的药理学性能，特别是钙转运抑制性能，以及心动过缓，降压和抗肾上腺素性能。
• Aminoalkoxyphenyl derivatives, process of preparation and compositions
  申请人：Sanofi

  公开号：US05147878A1

  公开（公告）日：1992-09-15

  Aminoalkoxyphenyl derivatives useful in the treatment of certain pathological syndromes of the cardiovascular system of formula: ##STR1## in which: B represents a --S, --SO--, or --SO.sub.2 -- group, R.sub.1 and R.sub.2, which are identical or different, each denote hydrogen, a methyl or ethyl radical or a halogen such as chlorine, bromine or iodine, A denotes a straight- or branched-alkylene radical having from 2 to 5 carbon atoms or a 2-hydroxypropylene radical in which the hydroxy is optionally substituted by a lower alkyl radical, Ar represents a group ##STR2## R.sub.4 denotes hydrogen or an alkyl radical and Cy represents a cyclic group.

  氨基烷氧基苯基衍生物在治疗心血管系统某些病理综合征中有用，其化学式为：##STR1## 其中：B代表一个--S、--SO--或--SO.sub.2--基团，R.sub.1和R.sub.2，相同或不同，分别表示氢、甲基或乙基基团或氯、溴或碘等卤素，A表示具有2至5个碳原子的直链或支链烷基基团或2-羟基丙烯基基团，其中羟基可选择性地被较低的烷基基团取代，Ar代表一个基团##STR2## R.sub.4代表氢或烷基基团，Cy代表一个环状基团。
• Use of aminoalkoxyphenyl derivatives for reducing and/or controlling
  申请人：Sanofi

  公开号：US05017579A1

  公开（公告）日：1991-05-21

  The present invention is directed to the use of aminoalkoxyphenyl derivatives for reducing and/or controlling excessive intraocular pressure and compositions suitable for this case.

  本发明涉及使用氨基烷氧基苯基衍生物来降低和/或控制过高的眼内压力，以及适用于此情况的组合物。
• Process for the preparation of derivatives of sulfonyl indolizine and
  申请人：Sanofi

  公开号：US05028710A1

  公开（公告）日：1991-07-02

  The object of the invention is a process for the preparation of derivatives of 3-sulfonyl indolizine of general formula: ##STR1## in which: R is selected from hydrogen, alkyl, cycloalkyl, substituted or unsubstituted phenyl, R.sub.1 is a protecting group for hydroxyl, R.sub.2 and R.sub.3, identical or different, is each selected from hydrogen, methyl or ethyl or halogen. These compounds are intermediates which can be used for the preparation of 3-aminoalkoxyphenylsulfonyl-indolizines, which are useful in the treatment of certain diseases of the cardiovascular system.

  本发明的对象是一种制备3-磺酰基吲哚啉衍生物的方法，其一般化学式为：##STR1## 其中：R从氢、烷基、环烷基、取代或未取代苯中选择，R.sub.1是羟基的保护基，R.sub.2和R.sub.3，相同或不同，分别选择自氢、甲基或乙基或卤素。这些化合物是中间体，可用于制备3-氨基烷氧基苯磺酰基吲哚啉，对心血管系统某些疾病的治疗具有用处。
• Novel heterocyclic analogs of the new potent class of calcium entry blockers: 1-[[4-(aminoalkoxy)phenyl]sulfonyl]indolizines
  作者：Jean Gubin、Hendrik de Vogelaer、Henri Inion、Christian Houben、Jean Lucchetti、Jean Mahaux、Gilbert Rosseels、Maurits Peiren、Martine Clinet

  DOI：10.1021/jm00062a015

  日期：1993.5

  Several heterocyclic analogues of the potent 1-[[4-(aminoalkoxy)phenyl]sulfonyl]indolizines were synthesized and evaluated for their antagonistic calcium activities in comparison with the 1-sulfonylindolizine SR 33557 and the usual calcium antagonist references verapamil, cis-(+)-diltiazem, and nifedipine. The bicyclic nine-membered rings were, in general, more potent than the bicyclic 10-membered

  合成了有效的1-[[[4-（氨基烷氧基）苯基]磺酰基]吲哚嗪酮的几种杂环类似物，并与1-磺酰吲哚嗪SR 33557和通常的钙拮抗剂参考维拉帕米，顺式-（+ ）-地尔硫卓和硝苯地平。通常，双环九元环比双环十元或五元环更有效。在双环九元环中，吲哚核似乎非常有利于支持钙拮抗活性。尤其是，化合物36对[3H]硝苯地平的抑制作用的IC50值等于0.072 nM，是已知的最有效的钙拮抗剂。已选择该化合物进行临床开发。