N-(4-pyridinyl)-N-(1H-pyrrol-1-yl)carbamic acid ethyl ester | 110955-74-3

• 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: N-(4-pyridinyl)-N-(1H-pyrrol-1-yl)carbamic acid ethyl ester
• 英文别名: ethyl N-pyridin-4-yl-N-pyrrol-1-ylcarbamate
• CAS: 110955-74-3
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: BWDFMLLTDVVBBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-pyridinyl)-N-(1H-pyrrol-1-yl)carbamic acid ethyl ester 在 sodium acetate trihydrate 、 三氯氧磷 作用下， 以 N-甲基乙酰胺 、 1,1-二氯乙烷 、 水 、 乙酸乙酯 为溶剂， 生成 N-(2-Formyl-1H-pyrrol-1-yl)-N-(4-pyridinyl)-carbamic acid ethyl ester maleate
  参考文献：
  名称：

  N-(pyrrol-1-yl)pyridinamines having memory enhancing activity

  摘要：

  揭示了一种新颖的化合物，其化学式为##STR1##其中n为0或1；R为氢或低碳烷基；R.sub.1为氢、低碳烷基、卤素、氰基、低碳酰基、芳基低碳酰基、芳酰基、--CH(OH)R.sub.4、--C(OH)R.sub.4 R.sub.5或--CH.sub.2 OR.sub.5、--CH.dbd.CR.sub.6 R.sub.7、--CH.dbd.CHCN、--CH.dbd.CHOCH.sub.3、--CH.dbd.CHCO.sub.2 C.sub.2 H.sub.5、##STR2##--CH.sub.2 CHR.sub.6 R.sub.7、--CH.sub.2 CH.sub.2 CN、--CH.sub.2 CH.sub.2 OCH.sub.3、--CH.sub.2 CH.sub.2 CO.sub.2 C.sub.2 H.sub.5、##STR3##其中R.sub.4为氢、低碳烷基、芳基低碳烷基或芳基，R.sub.5为低碳烷基、芳基或芳基低碳烷基，R.sub.6为氢或低碳烷基，R.sub.7为氢、低碳烷基或芳基；R.sub.2为氢、低碳烷基、低碳烯基、低碳炔基、--CH.sub.2 CO.sub.2 C.sub.2 H.sub.5、芳基低碳烷基、苯基、硝基苯基、氰基苯基、三氟甲基苯基、氨基苯基、低碳酰胺基苯基、低碳氧羰基、芳基低碳氧羰基、芳氧羰基、低碳烷基氨基羰基、芳基低碳烷基氨基羰基、芳基氨基羰基、烷酰基、芳基低碳酰基、芳酰基、烯酰基、炔酰基、--CH.sub.2 C.tbd.CCH.sub.2 --NR'R"、--CH.sub.2 CH.dbd.CHCH.sub.2 --NR'R"或--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --NR'R"，其中R'和R"独立地为低碳烷基或--NR'R"作为一个整体为##STR4##，R.sub.3为氢、NO.sub.2、NH.sub.2、卤素、低碳酰胺基、芳基低碳酰胺基、芳酰胺基或低碳烷基；但当n为0时，R.sub.2为苯基，R.sub.3为氢，吡啶基为2-吡啶基时，R和R.sub.1可能不是2-甲基和5-甲基；或其药学上可接受的酸盐，用于增强记忆，合成它们的方法，包含有效增强记忆量的这种化合物的药物组合物以及治疗需要记忆增强的患者的方法，包括将这种化合物给患者服用。

  公开号：

  US04792562A1
• 作为产物：
  描述：

  N-(1H-pyrrol-1-yl)-4-pyridinamine 生成 N-(4-pyridinyl)-N-(1H-pyrrol-1-yl)carbamic acid ethyl ester
  参考文献：
  名称：

  EFFLAND, RICHARD C.;KLEIN, JOSEPH T.;KAPPLES, KEVIN J.

  摘要：

  DOI：

文献信息

• Use of unsubstituted and substituted n-(pyrrol-1-yl)pyridinamines as
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05776955A1

  公开（公告）日：1998-07-07

  This invention relates to a method of treating a patient in need of relief from convulsions which comprises administering to such a patient a convulsion-alleviating amount of a compound of the formula ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.4, m and n are as defined within.

  这项发明涉及一种治疗需要缓解抽搐症状的患者的方法，包括向该患者施用化合物的缓解抽搐量，该化合物的化学式为##STR1##其中R、R.sup.1、R.sup.2、R.sup.3、R.sup.4、m和n的定义如内所述。
• N-(pyrrol-1-yl)pyridinamines having memory enhancing properties
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US04752610A1

  公开（公告）日：1988-06-21

  There are disclosed novel compounds of the formula ##STR1## where R is H, loweralkyl, halogen, cyano, loweralkanoyl, arylloweralkanoyl, aroyl, --CH(OH)r.sub.1, --C(OH)r.sub.1 r.sub.2 or --CH.sub.2 Or.sub.2, where r.sub.1 is H, loweralkyl, arylloweralkyl or aryl and r.sub.2 is loweralkyl; R.sub.1 is H, loweralkyl, arylloweralkyl, phenyl, nitrophenyl, cyanophenyl, trifluoromethylphenyl, aminophenyl, loweralkanoylaminophenyl, loweralkoxycarbonyl, arylloweralkoxycarbonyl, aryloxycarbonyl, loweralkylaminocarbonyl, arylloweralkylaminocarbonyl, arylaminocarbonyl, alkanoyl, arylloweralkanoyl, aroyl, alkenoyl or alkynoyl; and R.sub.2 is H, NO.sub.2, NH.sub.2, halogen, loweralkanoylamino, arylloweralkanoylamino, aroylamino or loweralkyl, or R.sub.2 as a whole is a combination of 2, 3 or 4 halogen atoms; or pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory, methods for synthesizing them, pharmaceutical compositions comprising an effective memory enhancing amount of such a compound and methods of treating a patient in need of memory enhancement by administering such a compound to the patient.

  揭示了一种新颖化合物，其化学式为##STR1##其中R为H、低烷基、卤素、氰基、低烷酰基、芳基低烷酰基、芳酰基、--CH(OH)r.sub.1、--C(OH)r.sub.1 r.sub.2或--CH.sub.2 Or.sub.2，其中r.sub.1为H、低烷基、芳基低烷基或芳基，r.sub.2为低烷基；R.sub.1为H、低烷基、芳基低烷基、苯基、硝基苯基、氰基苯基、三氟甲基苯基、氨基苯基、低烷酰胺基苯基、低烷氧羰基、芳基低烷氧羰基、芳氧羰基、低烷基氨基羰基、芳基低烷基氨基羰基、芳基氨基羰基、烷酰基、芳基低烷酰基、芳酰基、烯酰基或炔酰基；R.sub.2为H、NO.sub.2、NH.sub.2、卤素、低烷酰胺基、芳基低烷酰胺基、芳酰胺基或低烷基，或R.sub.2作为整体是2、3或4个卤素原子的组合；或其药学上可接受的酸盐，该化合物对增强记忆有用，合成方法，包含有效增强记忆量的该化合物的制药组合物，以及通过向患有记忆增强需求的患者施用该化合物来治疗患者的方法。
• [EN] USE OFF UNSUBSTITUTED AND SUBSTITUTED N-(PYRROL-1-YL)PYRIDINAMINES AS ANTICONVULSANT AGENTS<br/>[FR] UTILISATION DE N-(PYRROL-1-YL)PYRIDINAMINES SUBSTITUEES ET NON SUBSTITUEES EN TANT QU'AGENTS ANTICONVULSIVANTS
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：WO1997004777A1

  公开（公告）日：1997-02-13

  (EN) This invention relates to a method of treating a patient in need of relief from convulsions which comprises administering to such a patient a convulsion-alleviating amount of a compound of formula (I), wherein R, R1, R2, R3, R4, m and n are as defined within.(FR) Procédé de traitement d'un patient souffrant de convulsions, qui consiste à administrer à ce patient une quantité suffisante pour atténuer les convulsions d'un composé de formule (I) dans laquelle R, R1, R2, R3, R4, m et n sont tels que définis dans le descriptif.

  该发明涉及一种治疗需要缓解抽搐症状的患者的方法，包括向该患者施用公式（I）化合物的缓解抽搐的剂量，其中R、R1、R2、R3、R4、m和n如描述中所定义。(翻译结果)
• N-(pyrrol-1-yl)pyridinamines
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US05194618A1

  公开（公告）日：1993-03-16

  There are disclosed compounds of the formula ##STR1## where n is 0 or 1; R is hydrogen or loweralkyl; R.sub.1 is hydrogen, loweralkyl, halogen, --CH(OH)R.sub.4, --C(OH)R.sub.4 R.sub.5 or --CH.sub.2 OR.sub.5, R.sub.4 being hydrogen, loweralkyl, arylloweralkyl or aryl, R.sub.5 being loweralkyl, aryl or arylloweralkyl, R.sub.6 being hydrogen or loweralkyl and R.sub.7 being hydrogen, loweralkyl or aryl; R.sub.2 is hydrogen, loweralkyl, loweralkenyl, loweralkynyl, --CH.sub.2 CO.sub.2 C.sub.2 H.sub.5, arylloweralkyl, phenyl, nitrophenyl, cyanophenyl, trifluoromethylphenyl, aminophenyl, loweralkanoylaminophenyl, loweralkoxycarbonyl, arylloweralkoxycarbonyl, aryloxycarbonyl, loweralkylaminocarbonyl, arylloweralkylaminocarbonyl, arylaminocarbonyl, alkanoyl, arylloweralkanoyl, aroyl, alkenoyl, alkynoyl, --CH.sub.2 C.tbd.CCH.sub.2 --NR'R", --CH.sub.2 CH=CHCH.sub.2 --NR'R" or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --NR'R", R' and R" being independently loweralkyl or --NR'R" taken as a whole being ##STR2## and R.sub.3 is hydrogen, NO.sub.2, NH.sub.2, halogen, loweralkanoylamino, arylloweralkanoylamino, aroylamino or loweralkyl; with the proviso that when n is 0, R.sub.2 is phenyl, R.sub.3 is hydrogen and the pyridine moiety is 2-pyridinyl, R and R.sub.1 may not be 2 methyl and 5-methyl; or pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory, methods for synthesizing them, pharmaceutical compositions comprising an effective memory enchancing amount of such a compound and a method of treating a patient in need of memory enhancement which comprises administering such a compound to the patient.

  公开了化合物的式子 ##STR1## 其中n为0或1; R为氢或低碳烷基; R.sub.1为氢、低碳烷基、卤素、--CH(OH)R.sub.4、--C(OH)R.sub.4 R.sub.5或--CH.sub.2 OR.sub.5，其中R.sub.4为氢、低碳烷基、芳基低碳烷基或芳基，R.sub.5为低碳烷基、芳基或芳基低碳烷基，R.sub.6为氢或低碳烷基，R.sub.7为氢、低碳烷基或芳基; R.sub.2为氢、低碳烷基、低碳烯基、低碳炔基、--CH.sub.2 CO.sub.2 C.sub.2 H.sub.5、芳基低碳烷基、苯基、硝基苯基、氰基苯基、三氟甲基苯基、氨基苯基、低碳酰胺基苯基、低碳氧羰基、芳基低碳氧羰基、芳氧羰基、低碳烷基氨基羰基、芳基低碳烷基氨基羰基、芳基氨基羰基、烷酰基、芳基低碳烷基酰基、芳酰基、烯酰基、炔酰基、--CH.sub.2 C.tbd.CCH.sub.2 --NR'R"、--CH.sub.2 CH=CHCH.sub.2 --NR'R"或--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --NR'R"，其中R'和R"独立地为低碳烷基或--NR'R"作为一个整体为##STR2##，R.sub.3为氢、NO.sub.2、NH.sub.2、卤素、低碳酰胺基、芳基低碳酰胺基、芳酰胺基或低碳烷基; 前提是当n为0时，R.sub.2为苯基，R.sub.3为氢，吡啶基为2-吡啶基时，R和R.sub.1不能为2甲基和5-甲基; 或其药学上可接受的酸加盐，其用于增强记忆，合成它们的方法，包含有效增强记忆量的该化合物的药物组合物以及治疗需要增强记忆的患者的方法，包括向患者给予这种化合物。
• N-(pyrrol-l-yl)pyridinamines
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US05032599A1

  公开（公告）日：1991-07-16

  There are disclosed novel compounds of the formula ##STR1## where n is 0 or 1; R is hydrogen or loweralkyl; R.sub.1 is hydrogen, loweralkyl, halogen, cyano, loweralkanoyl, arylloweralkanoyl, aroyl, --CH(OH)R.sub.4, --C(OH)R.sub.4 R.sub.5 or --CH.sub.2 OR.sub.5, --CH.dbd.CR.sub.6 R.sub.7, --CH.dbd.CHCN, --CH.dbd.CHOCH.sub.3, --CH.dbd.CHCO.sub.2 C.sub.2 H.sub.5, ##STR2## R.sub.4 being hydrogen, loweralkyl, arylloweralkyl or aryl, R.sub.5 being loweralkyl, aryl or arylloweralkyl, R.sub.6 being hydrogen or loweralkyl and R.sub.7 being hydrogen, loweralkyl or aryl; R.sub.2 is hydrogen, loweralkyl, loweralkenyl, loweralkynyl, --CH.sub.2 CO.sub.2 C.sub.2 H.sub.5, arylloweralkyl, phenyl, nitrophenyl, cyanophenyl, trifluoromethylphenyl, aminophenyl, loweralkanoylaminophenyl, loweralkoxycarbonyl, arylloweralkoxycarbonyl, aryloxycarbonyl, loweralkylaminocarbonyl, arylloweralkylaminocarbonyl, arylaminocarbonyl, alkanoyl, arylloweralkanoyl, aroyl, alkenoyl, alkynoyl, --CH.sub.2 C.tbd.CCH.sub.2 --NR'R", --CH.sub.2 CH.dbd.CHCH.sub.2 --NR'R" or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --NR'R", R' and R" being independently loweralkyl or --NR'R" taken as a whole being ##STR3## and R.sub.3 is hydrogen, NO.sub.2, NH.sub.2, halogen, loweralkanoylamino, arylloweralkanoylamino, aroylamino or loweralkyl; with the proviso that when n is 0, R.sub.2 is phenyl, R.sub.3 is hydrogen and the pyridine moiety is 2-pyridinyl, R and R.sub.1 may not be 2-methyl and 5-methyl; or pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory, methods for synthesizing them, pharmaceutical compositions comprising an effective memory enhancing amount of such a compound and a method of treating a patient in need of memory enhancement which comprises administering such a compound to the patient.

  公开了一种新的化合物，其化学式为##STR1## 其中n为0或1; R为氢或低碳基; R.sub.1为氢，低碳基，卤素，氰基，低碳酰基，芳基低碳酰基，芳酰基，--CH（OH）R.sub.4，--C（OH）R.sub.4R.sub.5或--CH.sub.2OR.sub.5，--CH.dbd.CR.sub.6R.sub.7，--CH.dbd.CHCN，--CH.dbd.CHOCH.sub.3，--CH.dbd.CHCO.sub.2C.sub.2H.sub.5，##STR2##其中R.sub.4为氢，低碳基，芳基低碳基或芳基，R.sub.5为低碳基，芳基或芳基低碳基，R.sub.6为氢或低碳基，R.sub.7为氢，低碳基或芳基; R.sub.2为氢，低碳基，低烯基，低炔基，--CH.sub.2CO.sub.2C.sub.2H.sub.5，芳基低碳基，苯基，硝基苯基，氰基苯基，三氟甲基苯基，氨基苯基，低碳酰胺基苯基，低碳氧羰基，芳基低碳氧羰基，芳氧羰基，低碳基氨基羰基，芳基低碳基氨基羰基，芳基氨基羰基，烷酰基，芳基低碳烷酰基，芳酰基，烯酰基，炔酰基，--CH.sub.2C.tbd.CCH.sub.2--NR'R"，--CH.sub.2CH.dbd.CHCH.sub.2--NR'R"或--CH.sub.2CH.sub.2CH.sub.2CH.sub.2--NR'R"，其中R'和R"独立地为低碳基或--NR'R"作为一个整体为##STR3##，R.sub.3为氢，NO.sub.2，NH.sub.2，卤素，低碳酰胺，芳基低碳酰胺，芳酰胺或低碳基; 前提是当n为0时，R.sub.2为苯基，R.sub.3为氢，吡啶基是2-吡啶基，R和R.sub.1不得为2-甲基和5-甲基; 或其药学上可接受的酸加盐，其用于增强记忆，合成它们的方法，包含有效增强记忆量的这种化合物的制药组合物以及治疗需要增强记忆的患者的方法，该方法包括向患者注射这种化合物。