O3-乙基O5-甲基2-(2-氨基乙基硫基甲基)-6-甲基-4-(3-硝基苯基)-1,4-二氢吡啶-3,5-二羧酸酯 | 110646-15-6

• 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
• 中文名称: O3-乙基O5-甲基2-(2-氨基乙基硫基甲基)-6-甲基-4-(3-硝基苯基)-1,4-二氢吡啶-3,5-二羧酸酯
• 英文名称: 2-(2-aminoethylthio)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine
• 英文别名: (+)-Tiamdipine；2-(2-aminoethylthiomethyl)-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine；Tiamdipine；3-O-ethyl 5-O-methyl 2-(2-aminoethylsulfanylmethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 110646-15-6
• 化学式: C₂₀H₂₅N₃O₆S
• 分子量: 435.501
• InChiKey: NCPRZAIJPGXTLB-UHFFFAOYSA-N

物化性质

• 沸点：
  576.8±50.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  162
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  O3-乙基O5-甲基2-(2-氨基乙基硫基甲基)-6-甲基-4-(3-硝基苯基)-1,4-二氢吡啶-3,5-二羧酸酯 在 silica gel sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙酸乙酯 、 丙酮 为溶剂， 生成 2-[(2-N-isopropylaminoethyl)thio]methyl-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine hydrochloride
  参考文献：
  名称：

  2-thiomethyl-substituted-1,4-dihydropyridines, method for their

  摘要：

  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。

  公开号：

  US04999362A1

文献信息

• 2-(aminoalkylthio)methyl-1,4-dihydropyridine, a method for the
  申请人：Boehringer Biochemia Robin S.p.A.

  公开号：US05047414A1

  公开（公告）日：1991-09-10

  Compounds of formula I, and pharmaceutical compositions containing compounds of formula I ##STR1## wherein: R.sub.1 is: (a) COCH.sub.3, COC.sub.6 H.sub.5, CN or NO.sub.2 ; (b) COORa wherein Ra is hydrogen, or optionally substituted C.sub.1 -C.sub.6 straight or branched alkyl; R.sub.2 is optionally substituted phenyl; pentafluorophenyl; .alpha.- or .beta.-naphthyl; a five- or six-membered heterocyclic ring; .alpha.-benzo[2,3-b]-1,4-dioxan-.alpha.-yl; or .alpha.-benzofuroxanyl; R.sub.3 is COORa; P is hydrogen, --(CH.sub.2).sub.p --W, or C.sub.1 -C.sub.8 linear or branched alkyl; N--P.sub.1 is the residue of a primary or secondary amino group wherein P.sub.1 is hydrogen, C.sub.1 -C.sub.6 lower linear or branched alkyl group, or --(CH.sub.2).sub.p --W; and P, taken together with P.sub.1 and the nitrogen atom to which P.sub.1 is linked, may form a pyrrolidine or a piperidine ring; W is hydroxymethyl, formyloxymethyl, CO.sub.2 R wherein R is hydrogen or C.sub.1 -C.sub.4 lower alkyl, CN, saturated or unsaturated heterocyclic ring, C.sub.3 -C.sub.7 cycloalkyl ring, or optionally substituted phenyl; m is an integer from 1 to 3; n is zero or an integer from 1 to 2; p is zero or an integer from 1 to 3. The compounds of formula (I) and compositions containing them are effective in anti-hypertensive therapy.

  公式I的化合物和含有公式I化合物的制药组合物，其中： R.sub.1是：(a) COCH.sub.3，COC.sub.6 H.sub.5，CN或NO.sub.2; (b) COORa，其中Ra是氢，或可选取代的C.sub.1-C.sub.6直链或支链烷基; R.sub.2是可选取代的苯基; 五氟苯基; .alpha.-或.beta.-萘基; 五元或六元杂环环; .alpha.-苯并[2,3-b]-1,4-二氧杂环-.alpha.-基; 或.alpha.-苯并呋喃基; R.sub.3是COORa; P是氢，-(CH.sub.2).sub.p-W，或C.sub.1-C.sub.8线性或支链烷基; N-P.sub.1是一级或二级氨基残基，其中P.sub.1是氢，C.sub.1-C.sub.6较低的直链或支链烷基，或-(CH.sub.2).sub.p-W; P，与P.sub.1和P.sub.1连接的氮原子一起，可以形成吡咯烷或哌嗪环; W是羟甲基，甲酰氧甲基，CO.sub.2 R，其中R是氢或C.sub.1-C.sub.4较低烷基，CN，饱和或不饱和杂环环，C.sub.3-C.sub.7环烷基，或可选取代的苯基; m是1到3的整数; n为零或1到2的整数; p为零或1到3的整数。公式(I)的化合物和含有它们的组合物在降压疗法中有效。
• Carbonyl- and sulphonyl- derivatives of 2-(aminoalkylthio)- methyl-1,4-dihydropyridines, a method for their preparation and pharmaceutical compositions containing them
  申请人：BOEHRINGER MANNHEIM ITALIA S.P.A.

  公开号：EP0282050B1

  公开（公告）日：1993-10-06
• PHARMACEUTICALLY ACTIVE 2-THIOMETHYL-SUBSTITUTED-1,4-DIHYDROPYRIDINES
  申请人：BOEHRINGER BIOCHEMIA ROBIN S.p.A.

  公开号：EP0233228A1

  公开（公告）日：1987-08-26
• 2-(Aminoalkylthio)methyl-1,4-dihydropyridine, a method for the preparation thereof and pharmaceutical compositions containing them
  申请人：BOEHRINGER MANNHEIM ITALIA S.P.A.

  公开号：EP0254064B1

  公开（公告）日：1992-06-17
• 2-(AMINOALKYLTHIO)METHYL-1,4-DIHYDROPYRIDINE, A METHOD FOR THE PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：BOEHRINGER BIOCHEMIA ROBIN S.p.A.

  公开号：EP0312541A1

  公开（公告）日：1989-04-26