4-氰基-4-(3,4-二甲氧基苯基)庚二酸二甲酯 | 61330-09-4

• 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: 4-氰基-4-(3,4-二甲氧基苯基)庚二酸二甲酯
• 英文名称: dimethyl 4-cyano-4-(3,4-dimethoxyphenyl)heptanedioate
• 英文别名: 4-cyano-4-(3,4-dimethoxy-phenyl)-heptanedioic acid dimethyl ester；4-Cyan-4-(3,4-dimethoxy-phenyl)-heptandisaeure-dimethylester；dimethyl 4-(3,4-dimethoxyphenyl)-4-cyanopimelate；dimethyl-4-cyano-4-(3,4-dimethoxyphenyl)pimelate；4-Cyano-4-(3,4-dimethoxyphenyl)-pimelinsaeuredimethylester
• CAS: 61330-09-4
• 化学式: C₁₈H₂₃NO₆
• mdl: MFCD00110734
• 分子量: 349.384
• InChiKey: DVVFXLDMZOPUKO-UHFFFAOYSA-N

物化性质

• 熔点：
  72-73 °C
• 沸点：
  496.1±45.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-氰基-4-(3,4-二甲氧基苯基)庚二酸二甲酯 在 水 、 sodium hydride 、 sodium chloride 作用下， 以 乙二醇二甲醚 、 二甲基亚砜 为溶剂， 反应 9.0h， 生成 4-(3,4-dimethoxyphenyl)-4-cyanocyclohexanone
  参考文献：
  名称：

  （±）-半膜的简单有效合成

  摘要：

  描述了使用双迈克尔加成法并且作为总收率18％的关键步骤的（±）-膜1的简单有效合成方法。

  DOI：

  10.1016/j.tetlet.2004.05.021
• 作为产物：
  描述：

  3,4-二甲氧基苯乙腈 在 盐酸 、 氢氧化钾 、 叔丁醇 作用下， 生成 4-氰基-4-(3,4-二甲氧基苯基)庚二酸二甲酯
  参考文献：
  名称：

  4-Arylcyclohexanones¹

  摘要：

  DOI：

  10.1021/ja01123a056

文献信息

• Bisarylamines
  申请人：Rorer Pharmaceutical Corporation

  公开号：US04795757A1

  公开（公告）日：1989-01-03

  Compounds of the formula: ##STR1## and pharmaceutically acceptable salts thereof, wherein: Ar is phenyl, naphthyl, heteroaryl, indole, or fused arylcycloalkyl optionally substituted with hydroxy, halo, CF.sub.3, NO.sub.2, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or aryloxy; A and A' are each hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy or aryloxy; X is cyano, nitro, COOR, SR, SOR or SOOR; R is H, C.sub.1-6 alkyl or aryl; n n' and n" are each 0 to 4; and m, m' and m" are each 1 to 4, have calcium channel blocking activity.

  该化合物的结构式如下：##STR1##及其药用盐，其中：Ar为苯基、萘基、杂环芳基、吲哚基或融合芳基环烷基，可选择地取代为羟基、卤素、三氟甲基、硝基、C.sub.1-6烷基、C.sub.1-6烷氧基或芳氧基；A和A'均为氢、C.sub.1-6烷基、C.sub.1-6烷氧基、羟基或芳氧基；X为氰基、硝基、COOR、SR、SOR或SOOR；R为H、C.sub.1-6烷基或芳基；n、n'和n"均为0至4；m、m'和m"均为1至4，具有钙通道阻滞活性。
• Verapamil analog with restricted molecular flexibility
  作者：Silvia Dei、M. Novella Romanelli、Serena Scapecchi、Elisabetta Teodori、Alberto Chiarini、Fulvio Gualtieri

  DOI：10.1021/jm00111a043

  日期：1991.7

  analogues with restricted flexibility were designed to study the active conformation of verapamil during interaction with the slow calcium channel. Thus cis- and trans-1-(3,4-dimethoxyphenyl)-4-[N-[2-(3,4-dimethoxy-phenyl)ethyl]-N- methylamino]-r-1-cyclohexanecarbonitrile (5a and 5b), and 4-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-4-cyanopiper idine, in which the verapamil structure is

  设计了三种具有受限柔韧性的类似物，以研究维拉帕米与慢钙通道相互作用期间的活性构象。因此，顺式和反式-1-（3,4-二甲氧基苯基）-4- [N- [2-（3,4-二甲氧基-苯基）乙基] -N-甲基氨基] -r-1-环己烷腈（5a和5b ），合成了将维拉帕米结构插入环己烷或哌啶环的4-（3,4-二甲氧基苯基）-N- [2-（3,4-二甲氧基苯基）乙基] -4-氰基哌啶。用NMR和理论方法进行构象分析，并在豚鼠主动脉条上测试了慢钙通道拮抗作用。即使它们能够达到非常接近于维拉帕米和类似化合物所建议的最低能量构象的构象，其化合物的效力也比母体化合物低约100倍。
• 4-Arylcyclohexylamines
  申请人：The Upjohn Company

  公开号：US03979444A1

  公开（公告）日：1976-09-07

  The invention relates to novel 4-hydroxymethyl(acyloxymethyl and methyl)-4-arylcyclohexylamines embraced by the formula ##SPC1## Wherein Ar is an aromatic ring selected from the group consisting of phenyl and naphthyl, each of which has from zero through three substituents independently selected from the group consisting of fluorine, chlorine, bromine, lower alkyl of one through three carbon atoms, lower alkoxy of one through three carbon atoms, and lower alkylthio of one through three carbon atoms; Z is selected from the group consisting of hydrogen, hydroxy and lower acyloxy of one through four carbon atoms; .about. is a generic expression denoting cis and trans stereoconfiguration and mixtures thereof, with the proviso that when the stereoconfiguration of the linkage connecting the cyclohexane ring and CH.sub.2 Z is cis to the amino group, the linkage connecting the cyclohexane and Ar rings is trans, and vice versa; R.sup.1 is selected from the group consisting of hydrogen and lower alkyl of one through three carbon atoms; R.sup.2 is selected from the group consisting of hydrogen, lower alkyl of one through three carbon atoms, ##EQU1## WHEREIN N IS 2 THROUGH 5 AND Ar has the same meaning as above; R.sup.1 and R.sup.2 taken together with --N< is a saturated heterocyclic amino radical selected from the group consisting of unsubstituted and substituted pyrrolidino, piperidino, hexamethylenimino, morpholino and piperazino; and pharmacologically acceptable acid addition salts thereof. It also relates to intermediates and processes for the preparation of the aforesaid novel compounds (I) and novel derivatives thereof. The administration to humans and animals of the novel compounds (I) depresses their central nervous systems and lowers their blood pressures.

  本发明涉及一种新型的4-羟甲基（酰氧甲基和甲基）-4-芳基环己胺，其公式为##SPC1##其中Ar是从苯基和萘基选择的芳香环，每个环都有从0到3个取自氟、氯、溴、1至3个碳原子的低级烷基、1至3个碳原子的低级烷氧基和1至3个碳原子的低级烷基硫基的官能团自由置换；Z选择自氢、羟基和1至4个碳原子的低级酰氧基的官能团自由置换；∼是表示顺式和反式立体构型及其混合物的通用表达式，但当连接环己烷环和CH.sub.2 Z的立体构型为顺式时，连接环己烷环和Ar环的立体构型为反式，反之亦然；R.sup.1选择自氢和1至3个碳原子的低级烷基的官能团自由置换；R.sup.2选择自氢、1至3个碳原子的低级烷基、## EQU1##其中N为2至5，Ar具有与上述相同的含义；R.sup.1和R.sup.2与--N <一起取代为选自未取代和取代的吡咯烷基、哌啶烷基、六亚甲基亚胺基、吗啉基和哌嗪基的饱和杂环氨基基团；以及其药学上可接受的酸加盐。本发明还涉及上述新型化合物（I）及其新型衍生物的中间体和制备方法。将新型化合物（I）用于人类和动物可以抑制其中枢神经系统并降低其血压。
• Methods of inducing sedation using certain spiroalkanone-imides
  申请人：Richardson-Merrell Inc.

  公开号：US03985888A1

  公开（公告）日：1976-10-12

  Compounds having the general formula: ##SPC1## Wherein R.sup.1 and R.sup.2 represent hydrogen, halogen, lower alkyl, lower alkoxy, or nitro, and wherein R.sup.1 and R.sup.2 may be the same or different. R.sup.3 may be hydrogen or lower alkyl, and X and Y may be one or two. They have been found to be useful sedative type depressants of the central nervous system. Most of the compounds having the general formula indicated above are new but others such as 2,3-dihydrospiro[naphthalene-1(4H),3'-piperidine]-2',4,6'-trione which has useful sedative properties have been reported in the literature.

  具有以下一般式的化合物：##SPC1## 其中，R.sup.1和R.sup.2代表氢、卤素、低烷基、低烷氧基或硝基，R.sup.1和R.sup.2可以相同也可以不同。R.sup.3可以是氢或低烷基，X和Y可以是一个或两个。它们被发现是中枢神经系统的有用镇静型抑制剂。大多数具有上述一般式的化合物都是新的，但其他一些化合物，如2,3-二氢螺[萘-1(4H),3'-哌啶]-2',4,6'-三酮具有有用的镇静特性，已经在文献中报道。
• Aryl and heteroaryl substituted cycloalkyl compounds
  申请人：Rorer Pharmaceutical Corporation

  公开号：US04843081A1

  公开（公告）日：1989-06-27

  ##STR1## and pharmaceutically acceptable salts thereof, wherein: Ar is phenyl, naphthyl, heteroaryl, indole, or fused arylcycloalkyl optionally substituted with hydroxy, halo, CF.sub.3, NO.sub.2, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or aryloxy; A and A' are each hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy or aryloxy; X is cyano, nitro, COOR, SR, SOR or SOOR; R is H, C.sub.1-6 alkyl or aryl; n n' and n" are each 0 to 4; and m, m' and m" are each 1 to 4, have calcium channel blocking activity.

  本发明涉及一种化合物及其药学上可接受的盐，其中：Ar为苯基、萘基、杂环基、吲哚基或融合芳基环烷基，可选择地取代羟基、卤素、CF.sub.3、NO.sub.2、C.sub.1-6烷基、C.sub.1-6烷氧基或芳基氧基；A和A'各自为氢、C.sub.1-6烷基、C.sub.1-6烷氧基、羟基或芳基氧基；X为氰基、硝基、COOR、SR、SOR或SOOR；R为H、C.sub.1-6烷基或芳基；n、n'和n"各自为0至4；m、m'和m"各自为1至4，具有钙通道阻滞活性。