(S)-2(E-2(4(N,N-dimethylaminomethyl)phenyl)-ethen-1-yl)-N(3-phenyl-propan-1-al-2-yl)-nicotinic acid amide | 247218-29-7

• 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: (S)-2(E-2(4(N,N-dimethylaminomethyl)phenyl)-ethen-1-yl)-N(3-phenyl-propan-1-al-2-yl)-nicotinic acid amide
• 英文别名: 2-[(E)-2-[4-[(dimethylamino)methyl]phenyl]ethenyl]-N-[(2S)-1-oxo-3-phenylpropan-2-yl]pyridine-3-carboxamide
• CAS: 247218-29-7
• 化学式: C₂₆H₂₇N₃O₂
• 分子量: 413.519
• InChiKey: JCMXDVPIWDBHHV-NSFRLNINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-2(E-2(4(N,N-dimethylaminomethyl)phenyl)-ethen-1-yl)-N(3-phenyl-propan-1-ol-2-yl)-benzamide 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以61%的产率得到(S)-2(E-2(4(N,N-dimethylaminomethyl)phenyl)-ethen-1-yl)-N(3-phenyl-propan-1-al-2-yl)-nicotinic acid amide
  参考文献：
  名称：

  NEUE SUBSTITUIERTE AMIDE, DEREN HERSTELLUNG UND ANWENDUNG

  摘要：

  公开号：

  EP1073641B1

文献信息

• Novel substituted amides, their preparation and use
  申请人：Abbott GmbH & Co., KG

  公开号：US20040082569A1

  公开（公告）日：2004-04-29

  An amide of the formula I 1 and its tautomeric forms, possible enantiomeric and diastereomeric forms, E and Z forms, and possible physiologically tolerated salts, in which the variables have the following meanings: A —(CH 2 ) p —R 1 , where R 1 can be pyrrolidine [sic], morpholine [sic], piperidine [sic], —NR 5 R 6 and 2 and R 5 , R 6 and R 7 can, independently of one another, be hydrogen, C 1 -C 4 -alkyl, CH 2 Ph, Ph, CH 2 CH 2 Ph, it also being possible for the phenyl rings to be substituted by R 6 , and p can be 1 and 2, and B can be phenyl [sic], pyridyl [sic], pyrimidyl [sic] and pyridazyl [sic], it also being possible for the rings to be substituted by up to 2 R 8 radicals, and D can be a bond, —(CH 2 ) m —, —CH═CH—, —C≡C—, and R 2 is chlorine, bromine, fluorine, C 1 -C 6 -alkyl, NHCO—C 1 -C 4 -alkyl, NHSO 2 —C 1 -C 4 -alkyl, NO 2 , —O—C 1 -C 4 -alkyl and NH 2 , and R 3 is —C 1 -C 6 -alkyl, branched or unbranched, and which may also carry a phenyl ring, indolyl ring or cyclohexyl ring which is in turn substituted by by [sic] a maximum of two R 8 radicals, where R 8 is hydrogen, C 1 -C 4 -alkyl, branched or unbranched, —O—C 1 -C 4 -alkyl, OH, Cl, F, Br, I, CF 3 , NO 2 , NH 2 , CN, COOH, COO—C 1 -C 4 -alkyl, NHCO—C 1 -C 4 -alkyl, —NHSO 2 -C 1 C 4 -alkyl and —SO 2 —C 1 -C 4 -alkyl; and Y is phenyl [sic], pyridine, pyrimidine and pyrazine and R 4 is hydrogen, COOR 9 and CO-Z in which Z is NR 10 R 11 and 3 R 9 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which may itself also be substituted by one or two R 12 radicals, and R 10 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which itself may also be substituted by one or two R 12 radicals, and 4 R 11 is hydrogen, C 1 -C 6 -alkyl, branched or unbranched, which may also be and [sic] substituted by a phenyl ring which may also carry an R 9 radical, and R 12 can be hydrogen, C 1 -C 4 -alkyl, branched or unbranched, —O—C 1 -C 4 -alkyl, OH, Cl, F, Br, I, CF 3 , NO 2 , NH 2 , CN, COOH, COO—C 1 -C 4 -alkyl, —NHCO—C 1 -C 4 -alkyl, —NHCO-phenyl, —NHSO 2 —C 1 -C 4 -alkyl, NHSO 2 -phenyl, —SO 2 —C 1 -C 4 -alkyl and —SO 2 -phenyl, R 13 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which may itself also be substituted by one or two R 12 radicals, and R 14 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which may itself also be substituted by one or two R 12 radicals, and n is a number 0, 1 or 2, and m,q are, independently of one another, a number 0, 1, 2, 3 or 4.

  公式I1的酰胺及其互变异构体、可能的对映异构体和顺反异构体、E和Z形式，以及可能的生理耐受盐，其中变量具有以下含义：A -（CH2）p-R1，其中R1可以是吡咯烷、吗啉、哌啶、-NR5R6和2，而R5、R6和R7可以独立地是氢、C1-C4-烷基、CH2Ph、Ph、CH2CH2Ph，苯环也可以被R6取代，p可以是1和2，B可以是苯、吡啶、嘧啶和吡嗪，环也可以被最多2个R8基团取代，D可以是键、（CH2）m、CH=CH、C≡C，R2是氯、溴、氟、C1-C6-烷基、NHCO-C1-C4-烷基、NHSO2-C1-C4-烷基、NO2、O-C1-C4-烷基和NH2，R3是C1-C6-烷基、支链或非支链，也可以携带苯环、吲哚环或环己烷环，该环可以被最多两个R8基团取代，其中R8是氢、C1-C4-烷基、支链或非支链、O-C1-C4-烷基、OH、Cl、F、Br、I、CF3、NO2、NH2、CN、COOH、COO-C1-C4-烷基、NHCO-C1-C4-烷基、NHSO2-C1C4-烷基和-SO2-C1-C4-烷基；Y是苯、吡啶、嘧啶和吡嗪，R4是氢、COOR9和CO-Z，其中Z是NR10R11和3，R9是氢、C1-C6-烷基、线性或支链，也可以被一个苯环取代，该苯环本身也可以被一个或两个R12基团取代，R10是氢、C1-C6-烷基、线性或支链，也可以被一个苯环取代，该苯环本身也可以被一个或两个R12基团取代，4R11是氢、C1-C6-烷基、支链或非支链，也可以被一个苯环取代，该苯环也可以携带一个R9基团，R12可以是氢、C1-C4-烷基、支链或非支链、O-C1-C4-烷基、OH、Cl、F、Br、I、CF3、NO2、NH2、CN、COOH、COO-C1-C4-烷基、NHCO-C1-C4-烷基、NHCO-苯基、NHSO2-C1-C4-烷基、NHSO2-苯基、SO2-C1-C4-烷基和SO2-苯基，R13是氢、C1-C6-烷基、线性或支链，也可以被一个苯环取代，该苯环本身也可以被一个或两个R12基团取代，R14是氢、C1-C6-烷基、线性或支链，也可以被一个苯环取代，该苯环本身也可以被一个或两个R12基团取代，n是0、1或2，m、q独立地是0、1、2、3或4的数字。
• NOVEL SUBSTITUTED AMIDES, THEIR PREPARATION AND USE
  申请人：Treiber Hans-Jörg

  公开号：US20110275615A1

  公开（公告）日：2011-11-10

  An amide of the formula I and its tautomeric forms, possible enantiomeric and diastereomeric forms, E and Z forms, and possible physiologically tolerated salts, in which the variables have the following meanings: A —(CH 2 ) p —R 1 , where R 1 can be pyrrolidine, morpholine, piperidine, —NR 5 R 6 and and R 5 , R 6 and R 7 can, independently of one another, be hydrogen, C 1 -C 4 -alkyl, CH 2 Ph, Ph, CH 2 CH 2 Ph, it also being possible for the phenyl rings to be substituted by R 6 , and p can be 1 and 2, and B can be phenyl, pyridyl, pyrimidyl and pyridazyl, it also being possible for the rings to be substituted by up to 2 R 8 radicals, and D can be a bond, —(CH 2 ) m —, —CH═CH—, —C═C—, and R 2 is chlorine, bromine, fluorine, C 1 -C 6 -alkyl, NHCO—C 1 -C 4 -alkyl, NHSO 2 —C 1 -C 4 -alkyl, NO 2 , —O—C 1 -C 4 -alkyl and NH 2 , and R 3 is —C 1 -C 6 -alkyl, branched or unbranched, and which may also carry a phenyl ring, indolyl ring or cyclohexyl ring which is in turn substituted by a maximum of two R 8 radicals, where R 8 is hydrogen, C 1 -C 4 -alkyl, branched or unbranched, —O—C 1 -C 4 -alkyl, OH, Cl, F, Br, I, CF 3 , NO 2 , NH 2 , CN, COOH, COO—C 1 -C 4 -alkyl, NHCO—C 1 -C 4 -alkyl, —NHSO 2 —C 1 -C 4 -alkyl and —SO 2 —C 1 -C 4 -alkyl; and Y is phenyl, pyridine, pyrimidine and pyrazine and R 4 is hydrogen, COOR 9 and CO—Z in which Z is NR 10 R 11 and R 9 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which may itself also be substituted by one or two R 12 radicals, and R 10 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which itself may also be substituted by one or two R 12 radicals, and R 11 is hydrogen, C 1 -C 6 -alkyl, branched or unbranched, which may also be and substituted by a phenyl ring which may also carry an R9 radical, and R 12 can be hydrogen, C 1 -C 4 -alkyl, branched or unbranched, —O—C 1 -C 4 -alkyl, OH, Cl, F, Br, J, CF 3 , NO 2 , NH 2 , CN, COOH, COO—C 1 -C 4 -alkyl, —NHCO—C 1 -C 4 -alkyl, —NHCO-phenyl, —NHSO 2 —C 1 -C 4 -alkyl, NHSO 2 -phenyl, —SO 2 —C 1 -C 4 -alkyl and —SO 2 -phenyl, R 13 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which may itself also be substituted by one or two R 12 radicals, and R 14 is hydrogen, C 1 -C 6 -alkyl, linear or branched, and which may [lacuna] substituted by a phenyl ring which may itself also be substituted by one or two R 12 radicals, and n is a number 0, 1 or 2, and m,q are, independently of one another, a number 0, 1, 2, 3 or 4.

  公式I的酰胺及其互变异构体、可能的对映异构体和顺反异构体、E和Z形式以及可能的生理耐受盐，其中变量具有以下含义： A - (CH2)p-R1，其中R1可以是吡咯烷、吗啉、哌啶、-NR5R6，R5、R6和R7可以独立地是氢、C1-C4烷基、CH2Ph、Ph、CH2CH2Ph，苯环还可以被R6取代，p可以是1和2，而B可以是苯、吡啶、嘧啶和吡嗪，环也可以被多达2个R8基团取代，而D可以是键，- (CH2)m-，-CH═CH-，-C═C-，而R2是氯、溴、氟、C1-C6烷基、NHCO-C1-C4烷基、NHSO2-C1-C4烷基、NO2、-O-C1-C4烷基和NH2，而R3是C1-C6烷基，支链或直链，也可能带有苯环、吲哚环或环己基，该环也可能被多达两个R8基团取代，其中R8是氢、C1-C4烷基、支链或直链、-O-C1-C4烷基、OH、Cl、F、Br、I、CF3、NO2、NH2、CN、COOH、COO-C1-C4烷基、NHCO-C1-C4烷基、-NHSO2-C1-C4烷基和-SO2-C1-C4烷基；而Y是苯、吡啶、嘧啶和吡嗪，而R4是氢、COOR9和CO-Z，其中Z是NR10R11，而R9是氢、C1-C6烷基、线性或支链，也可能被苯环取代，该苯环本身也可能被一个或两个R12基团取代，而R10是氢、C1-C6烷基、线性或支链，也可能被苯环取代，该苯环本身也可能被一个或两个R12基团取代，而R11是氢、C1-C6烷基、支链或直链，也可能被一个苯环取代，该苯环也可能带有一个R9基团，而R12可以是氢、C1-C4烷基、支链或直链、-O-C1-C4烷基、OH、Cl、F、Br、J、CF3、NO2、NH2、CN、COOH、COO-C1-C4烷基、-NHCO-C1-C4烷基、-NHCO-苯基、-NHSO2-C1-C4烷基、NHSO2-苯基、-SO2-C1-C4烷基和-SO2-苯基，而R13是氢、C1-C6烷基、线性或支链，也可能被一个苯环取代，该苯环也可能带有一个或两个R12基团，而R14是氢、C1-C6烷基、线性或支链，也可能被一个苯环取代，该苯环也可能带有一个或两个R12基团，n是0、1或2，而m、q是独立的数字0、1、2、3或4。
• US6753327B1
  申请人：——

  公开号：US6753327B1

  公开（公告）日：2004-06-22
• US7276500B2
  申请人：——

  公开号：US7276500B2

  公开（公告）日：2007-10-02
• US7956093B2
  申请人：——

  公开号：US7956093B2

  公开（公告）日：2011-06-07