2-mercaptomethyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine | 110645-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-mercaptomethyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine
• 英文别名: 2-mercaptomethyl-3,5-di-carboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine；6-methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-2-mercaptomethyl-1,4-dihydropyridine；3,5-dicarboethoxy-6-methyl-2-mercaptomethyl-4-(m-nitrophenyl)-1,4-dihydropyridine；2-Mercaptomethyl-3,5-dicarboetoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine；diethyl 2-methyl-4-(3-nitrophenyl)-6-(sulfanylmethyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 110645-26-6
• 化学式: C₁₉H₂₂N₂O₆S
• 分子量: 406.459
• InChiKey: MEVHWDXEYXJOCX-UHFFFAOYSA-N

物化性质

• 熔点：
  143 °C (decomp)
• 沸点：
  534.8±50.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-mercaptomethyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine 在 盐酸 、 聚合甲醛 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 3,5-dicarboethoxy-6-methyl-4-(m-nitrophenyl)-2-(chloromethylthiomethyl)-1,4-dihydropyridine
  参考文献：
  名称：

  2-Methylthiomethyl-dihydropyridines, a process for their preparation and pharmaceutical compositions containing them

  摘要：

  公开号：

  EP0271059B1
• 作为产物：
  描述：

  2-bromomethyl-3,5-dicarboethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 5.5h， 生成 2-mercaptomethyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine
  参考文献：
  名称：

  Synthesis of Novel Asymmetrical 1,4‐Dihydropyridine Derivatives

  摘要：

  Asymmetrical 1,4-dihydropyridine esters 3a and 3i-k were synthesized from the symmetrical precursor 1 through the intermediate 2-bromomethyl derivative 2. Then, compound 3a was subjected to a different transformation for preparation of 1,4-dihydropyridine derivatives 3b-h.

  DOI：

  10.1080/00397910500297305

文献信息

• 2-(acylthio)methyl dihydropyridines, and pharmaceutical compositions
  申请人：Boehringer Mannheim Italia, S.p.A.

  公开号：US04935433A1

  公开（公告）日：1990-06-19

  Compounds of formula I wherein R.sub.1 is an alkoxy carbonyl, aminocarbonyl, acetyl, benzyl, cyano or nitro group; R.sub.2 is as optionally substituted phenyl, aryl, hetaryl residue; R.sub.3 is an alkoxy-carbonyl group, X is an oxygen or sulphur atom, R.sub.4 is hydrogen, an optionally substituted alkyl, cycloalkyl, alkenyl group, Y is a single bond oxygen, sulphur or substituted nitrogen atom. Compounds of formula I are prepared by acylation from a 2-mercaptomethyl-1,4-dihydropyridine and are useful in therapy.

  式I的化合物，其中R.sub.1是烷氧羰基，氨基羰基，乙酰基，苄基，氰基或硝基；R.sub.2是可选择地取代的苯基，芳基，杂芳基残基；R.sub.3是烷氧羰基基团，X是氧或硫原子，R.sub.4是氢，可选择地取代的烷基，环烷基，烯基基团，Y是单键氧，硫或取代的氮原子。通过从2-巯基甲基-1,4-二氢吡啶进行酰化制备式I的化合物，并且在治疗中有用。
• 2-thiomethyl-substituted-1,4-dihydropyridines, method for their
  申请人：Boehringer Biochemia Robin S.p.A.

  公开号：US04999362A1

  公开（公告）日：1991-03-12

  Compounds of formula I ##STR1## wherein R.sub.1 is an alkoxycarbonyl group, acetyl, benzoyl, cyano, nitro or aminocarbonyl; R.sub.2 is an optionally substituted aryl or hetaryl group; R.sub.3 is an alkoxycarbonyl group; .phi. is a thio residue such as alkylthio, cycloalkylthio, arylthio, heteroarylthio, aminoalkylthio, are described. Compounds I are useful in human therapy as antihypertensive, antiulcer, antithrombotic, antiischaemic agents.

  式I的化合物##STR1##其中R.sub.1是烷氧羰基、乙酰基、苯甲酰基、氰基、硝基或氨基羰基；R.sub.2是可选择取代的芳基或杂环基；R.sub.3是烷氧羰基；.phi.是硫残基，如烷基硫、环烷基硫、芳基硫、杂环芳基硫、氨基烷基硫。化合物I在人类治疗中作为降压、抗溃疡、抗血栓、抗缺血剂方面具有用处。
• 2-dithioalkyl-dihydropyridines and pharmaceutical compositions
  申请人：Boehringer Biochemia Robin S.p.A.

  公开号：US04956369A1

  公开（公告）日：1990-09-11

  Compounds of formula I ##STR1## wherein R.sub.1 and R.sub.3, which are the same or different, are alkoxycarbonyl, acetyl, cyano, nitro, benzoyl or amino-carbonyl groups, R.sub.2 is differently substituted aryl or heteroaryl group; R.sub.4 is a C.sub.1 -C.sub.12 alkyl group optionally substituted by amino, alkoxyl, amine, etc. groups; alkenyl, or alkinyl groups; optionally substituted aryl or heteroaryl groups. Compounds I are useful as antihypertensives in human therapy.

  式I的化合物，其中R.sub.1和R.sub.3，它们相同或不同，是烷氧羰基、乙酰基、氰基、硝基、苯甲酰基或氨基羰基基团，R.sub.2是不同取代的芳基或杂环芳基；R.sub.4是C.sub.1-C.sub.12烷基基团，可选择地被氨基、烷氧基、胺基等基团取代；烯基或炔基基团；可选择地被芳基或杂环芳基取代。化合物I在人类治疗中作为降压药物有用。
• 2-methylthiomethyl-dihydropyridines and pharmaceutical compositions
  申请人：Beehringer Biochemia Robin S.p.A.

  公开号：US04971984A1

  公开（公告）日：1990-11-20

  Compounds of formula I ##STR1## wherein R.sub.1 is a cyano, nitro, benzoyl, acetyl, amido or alkoxycarbonyl group; R.sub.2 is substituted aryl- or heterocyclic residue; R.sub.3 is alkoxycarbonyl group; R.sub.4 and R.sub.5, being the same or different, are hydrogen, alkyl, aryl or heterocyclic groups; Y is oxygen, sulphur or substituted or unsubstituted nitrogen atom, that can be a part of a heterocyclic ring; n is 0, 1 or 2 R6 and R.sub.10, that can be the same or different, are: hydrogen; C.sub.1 -C.sub.6 -alkyl optionally substituted by hydroxy, amino, monoalkyl and dialkylamino, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.3 -carbonyloxy, aryl, heteroaryl and cycloalkyl; a C.sub.1 -C.sub.12 -alkanoyl, aroyl or heteroaryl group optionally substituted by halogen, nitro, amino monoalkylamino, dialkylamino, hydroxy, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.3 -carbonyloxy, aryl, heteroaryl, cycloalkyl groups. These compounds are useful in therapy as cardiovascular agents.

  化学式为I的化合物，其中R1是氰基、硝基、苯甲酰基、乙酰基、酰胺基或烷氧羰基基团；R2是取代的芳基或杂环残基；R3是烷氧羰基基团；R4和R5相同或不同，是氢、烷基、芳基或杂环基团；Y是氧、硫或取代或未取代的氮原子，可以是杂环环的一部分；n为0、1或2；R6和R10可以相同或不同，是氢、C1-C6烷基（可选用羟基、氨基、单烷基和二烷基氨基、C1-C6烷氧基、C1-C6烷氧羰基、C1-C3羰酸酯氧基、芳基、杂环基和环烷基）、C1-C12烷酰基、芳酰基或杂环酰基（可选用卤素、硝基、氨基、单烷基氨基、二烷基氨基、羟基、C1-C6烷氧基、C1-C6烷氧羰基、C1-C6烷基硫基、C1-C3羰酸酯氧基、芳基、杂环基和环烷基）。这些化合物在治疗心血管疾病中有用。
• 2-thiomethyl-substituted-1,4-dihydropyridines, and pharmaceutical
  申请人：Boehringer Mannheim Italia, S.p.A.

  公开号：US05021436A1

  公开（公告）日：1991-06-04

  Compounds of formula I ##STR1## wherein R.sub.1 is an alkoxycarbonyl group, acetyl, benzoyl, cyano, nitro or aminocarbonyl; R.sub.2 is an optionally substituted aryl or hetaryl group; R.sub.3 is an alkoxycarbonyl group; .phi. is a thio residue such as alkylthio, cycloalkylthio, arylthio, heteroarylthio, aminoalkylthio, are described. Compounds I are useful in human therapy as antihypertensive, antiulcer, antithrombotic, antiischaemic agents.

  化合物I的式子如下：##STR1## 其中R.sub.1是烷氧羰基，乙酰基，苯甲酰基，氰基，硝基或氨基羰基；R.sub.2是可选取取代的芳基或杂芳基；R.sub.3是烷氧羰基；.phi.是硫残基，如烷基硫，环烷基硫，芳基硫，杂芳基硫，氨基烷硫。化合物I在人类治疗中作为降压，抗溃疡，抗血栓，抗缺血药物有用。