α,4-Dichloro-2-(benzoyl)-benzenepropanenitrile

• 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: α,4-Dichloro-2-(benzoyl)-benzenepropanenitrile
• 英文别名: α,4-dichloro-2-(benzoyl)benzenepropanenitrile；alpha,4-Dichloro-2-(benzoyl)benzenepropanenitrile；3-(2-benzoyl-4-chlorophenyl)-2-chloropropanenitrile
• 化学式: C₁₆H₁₁Cl₂NO
• 分子量: 304.175
• InChiKey: WLNAVZQMXRHBBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α,4-Dichloro-2-(benzoyl)-benzenepropanenitrile 在 potassium carbonate 、 potassium hydrogencarbonate 、 二甲基亚砜 作用下， 以 水 为溶剂， 生成 3-(2-benzoyl-4-chlorophenyl)-2-propenonitrile
  参考文献：
  名称：

  Pyrazolobenzazepines

  摘要：

  提供了以下化合物的结构式 ##STR1## 其中 R.sub.1 是氢或较低烷基；R.sub.2 和 R.sub.3 选自氢、较低烷基、C.sub.2 到 C.sub.7 羧酸、羟基 C.sub.2 到 C.sub.7 烷基、C.sub.2 到 C.sub.7 羧酸酯和酰胺以及羧基 COR.sub.11，其中 R.sub.11 是烷氧基、氨基或单烷基氨基；R.sub.6 是硝基或卤素，R.sub.5 是氢或卤素，以及其药用盐。吡唑苯并二氮杂环庚烷类化合物可用作抗焦虑和镇静剂。还提供了在制备上述吡唑苯并二氮杂环庚烷类化合物过程中的方法和中间体。

  公开号：

  US04379765A1
• 作为产物：
  描述：

  3-(2-benzoyl-4-chlorophenyl)-2-propenonitrile 生成 α,4-Dichloro-2-(benzoyl)-benzenepropanenitrile
  参考文献：
  名称：

  FIELD, G. F.;FRYER, R. I.;TRYBULSKI, E. J.;WALSER, A.

  摘要：

  DOI：

文献信息

• Pyrazolobenzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04379765A1

  公开（公告）日：1983-04-12

  There are presented compounds of the formulas ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen, lower alkyl, C.sub.2 to C.sub.7 carboxylic acids, hydroxy C.sub.2 to C.sub.7 alkyl, C.sub.2 to C.sub.7 carboxylic acid esters and amides and the group COR.sub.11 wherein R.sub.11 is alkoxy, amino or mono- lower alkyl amino; R.sub.6 is nitro or halo and R.sub.5 is hydrogen or halo, and the pharmaceutically acceptable salts thereof. The pyrazolobenzazepines are useful as anxiolytic and sedative agents. Also provided are processes and intermediates in the production of the above pyrazolobenzazepines.

  提供了以下化合物的结构式 ##STR1## 其中 R.sub.1 是氢或较低烷基；R.sub.2 和 R.sub.3 选自氢、较低烷基、C.sub.2 到 C.sub.7 羧酸、羟基 C.sub.2 到 C.sub.7 烷基、C.sub.2 到 C.sub.7 羧酸酯和酰胺以及羧基 COR.sub.11，其中 R.sub.11 是烷氧基、氨基或单烷基氨基；R.sub.6 是硝基或卤素，R.sub.5 是氢或卤素，以及其药用盐。吡唑苯并二氮杂环庚烷类化合物可用作抗焦虑和镇静剂。还提供了在制备上述吡唑苯并二氮杂环庚烷类化合物过程中的方法和中间体。
• Pyrrolo[3,4-d][2]benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04354973A1

  公开（公告）日：1982-10-19

  The present invention relates to compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR2## wherein R.sub.11 is hydrogen, hydroxy, alkoxy, amino and mono- or di-lower alkylamino; and R.sub.3 is selected from the group consisting of hydrogen, lower akyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR3## wherein R.sub.11 is hydrogen, hydroxy, trihalomethyl, alkoxy, amino and mono- or di-lower alkylamino; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, the group ##STR4## lower alkyl, C.sub.2 to C.sub.7 carboxylic acids and the esters and amides thereof, hydroxy C.sub.2 to C.sub.7 alkyl and amino or mono- or di-lower alkyl amino C.sub.2 to C.sub.7 alkyl; R.sub.4 is selected from the group consisting of hydrogen, acyloxy, straight chain lower alkoxy and hydroxy; R.sub.5 is halogen or hydrogen; R.sub.6 is halogen with the proviso that if one of R.sub.1 or R.sub.3 is hydroxymethyl or the group ##STR5## wherein R.sub.11 is as above then the remaining substituent is selected from the group consisting of hydrogen, lower alkyl and C.sub.3 to C.sub.7 alkenyl or alkynyl, and R.sub.2 is hydrogen and the further proviso that (A) when R.sub.4 is acyloxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is the group ##STR6## lower alkoxy, (B) when R.sub.4 is hydroxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl), C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is hydrogen or (C) when R.sub.4 is alkoxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and the pharmaceutically acceptable salts thereof. Also disclosed are certain 5,6 dihydro derivatives, N-oxides and quarternary iminium salts of the pyrrolobenzazepines.

  本发明涉及以下结构的化合物：其中R.sub.1从氢、较低的烷基、C.sub.3到C.sub.7烯基或炔基、羟甲基、羟基、烷氧基、氨基和单或双较低的烷基氨基中选择；R.sub.3从氢、较低的烷基、C.sub.3到C.sub.7烯基或炔基、羟甲基、氢、羟基、三卤甲基、烷氧基、氨基和单或双较低的烷基氨基中选择；R.sub.2从氢、较低的烷基、C.sub.3到C.sub.7烯基或炔基、较低的烷氧基、C.sub.2到C.sub.7羧酸及其酯和酰胺、羟基C.sub.2到C.sub.7烷基和氨基或单或双较低的烷基氨基C.sub.2到C.sub.7烷基中选择；R.sub.4从氢、酰氧基、直链较低的烷氧基和羟基中选择；R.sub.5是卤素或氢；R.sub.6是卤素，但如果R.sub.1或R.sub.3中的一个是羟甲基或羟基，则剩余取代基从氢、较低的烷基和C.sub.3到C.sub.7烯基或炔基中选择，R.sub.2是氢，进一步规定(A)当R.sub.4是酰氧基时，R.sub.1和R.sub.3是氢、较低的烷基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，R.sub.2是较低的烷氧基，(B)当R.sub.4是羟基时，R.sub.1和R.sub.3是氢、较低的烷基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，R.sub.2是氢或(C)当R.sub.4是烷氧基时，R.sub.1和R.sub.3是氢、较低的烷基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，以及其药学上可接受的盐。还公开了吡咯苯并蒽啉的某些5,6-二氢衍生物、N-氧化物和季铵盐。
• Pyrrolo[3,4-d] [2] benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04405518A1

  公开（公告）日：1983-09-20

  The present invention relates to compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR2## wherein R.sub.11 is hydrogen, hydroxy, alkoxy, amino and mono- or di-lower alkylamino; and R.sub.3 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR3## wherein R.sub.11 is hydrogen, hydroxy, trihalomethyl, alkoxy, amino and mono- or di-lower alkylamino; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, the group ##STR4## C.sub.2 to C.sub.7 carboxylic acids and the esters and amides thereof, hydroxy C.sub.2 to C.sub.7 alkyl and amino or mono- or di-lower alkyl amino C.sub.2 to C.sub.7 alkyl; R.sub.4 is selected from the group consisting of hydrogen, acyloxy, straight chain lower alkoxy and hydroxy; R.sub.5 is halogen or hydrogen; R.sub.6 is halogen with the proviso that if one of R.sub.1 or R.sub.3 is hydroxymethyl or the group - ##STR5## wherein R.sub.11 is as above then the remaining substituent is selected from the group consisting of hydrogen, lower alkyl and C.sub.3 to C.sub.7 alkenyl or alkynyl, and R.sub.2 is hydrogen and the further proviso that (A) when R.sub.4 is acyloxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is the group ##STR6## (B) when R.sub.4 is hydroxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is hydrogen or (C) when R.sub.4 is alkoxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and the pharmaceutically acceptable salts thereof. Also disclosed are certain 5,6 dihydro derivatives, N-oxides and quarternary iminium salts of the pyrrolobenzazepines.

  本发明涉及式为##STR1##的化合物，其中R.sub.1选择自羟基甲基，氢，低碳基，C.sub.3到C.sub.7烯基或炔基，羟甲基，##STR2##其中R.sub.11为氢，羟基，烷氧基，氨基和单或双低碳基氨基;和R.sub.3选择自氢，低碳基，C.sub.3到C.sub.7烯基或炔基，羟甲基，##STR3##其中R.sub.11为氢，羟基，三卤甲基，烷氧基，氨基和单或双低碳基氨基; R.sub.2选择自氢，低碳基，C.sub.3到C.sub.7烯基或炔基，##STR4##C.sub.2到C.sub.7羧酸及其酯和酰胺，羟基C.sub.2到C.sub.7烷基和C.sub.2到C.sub.7烷基的氨基或单或双低碳基氨基; R.sub.4选择自氢，酰氧基，直链低碳基烷氧基和羟基; R.sub.5选择自卤素或氢; R.sub.6选择自卤素，但如果R.sub.1或R.sub.3之一是羟甲基或-##STR5##其中R.sub.11如上所述，则其余取代基选择自氢，低碳基和C.sub.3到C.sub.7烯基或炔基，并且R.sub.2为氢，并且进一步规定当R.sub.4为酰氧基时，R.sub.1和R.sub.3为氢，低碳基，C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，而R.sub.2为##STR6##当R.sub.4为羟基时，R.sub.1和R.sub.3为氢，低碳基，C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，而R.sub.2为氢或当R.sub.4为烷氧基时，R.sub.1和R.sub.3为氢，低碳基，C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，以及其药学上可接受的盐。此外，还披露了某些吡咯并苯并氮杂环的5,6-二氢衍生物，N-氧化物和季铵盐。
• Pyrrolo[3,4-D][2]Benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04409390A1

  公开（公告）日：1983-10-11

  The present invention relates to compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR2## wherein R.sub.11 is hydrogen, hydroxy, alkoxy, amino and mono- or di-lower alkylamino; and R.sub.3 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR3## wherein R.sub.11 is hydrogen, hydroxy, trihalomethyl, alkoxy, amino and mono- or di-lower alkylamino; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, the group ##STR4## C.sub.2 to C.sub.7 carboxylic acids and the esters and amides thereof, hydroxy C.sub.2 to C.sub.7 alkyl and amino or mono- or di-lower alkyl amino C.sub.2 to C.sub.7 alkyl; R.sub.4 is selected from the group consisting of hydrogen, acyloxy, straight chain lower alkoxy and hydroxy; R.sub.5 is halogen or hydrogen; R.sub.6 is halogen with the proviso that if one of R.sub.1 or R.sub.3 is hydroxymethyl or the group ##STR5## wherein R.sub.11 is as above then the remaining substituent is selected from the group consisting of hydrogen, lower alkyl and C.sub.3 to C.sub.7 alkenyl or alkynyl, and R.sub.2 is hydrogen and the further proviso that (A) when R.sub.4 is acyloxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is the group ##STR6## (B) when R.sub.4 is hydroxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is hydrogen or (C) when R.sub.4 is alkoxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and the pharmaceutically acceptable salts thereof. Also disclosed are certain 5,6 dihydro derivatives, N-oxides and quarternary iminium salts of the pyrrolobenzazepines.

  本发明涉及以下式的化合物：##STR1##其中R.sub.1从下列组中选择：氢、低碳基、C.sub.3到C.sub.7烯基或炔基、羟甲基、##STR2##其中R.sub.11为氢、羟基、烷氧基、氨基和单-或双-低碳基氨基；R.sub.3从下列组中选择：氢、低碳基、C.sub.3到C.sub.7烯基或炔基、羟甲基、##STR3##其中R.sub.11为氢、羟基、三卤甲基、烷氧基、氨基和单-或双-低碳基氨基；R.sub.2从下列组中选择：氢、低碳基、C.sub.3到C.sub.7烯基或炔基、##STR4##C.sub.2到C.sub.7羧酸及其酯和酰胺、羟基C.sub.2到C.sub.7烷基和氨基或单-或双-低碳基氨基C.sub.2到C.sub.7烷基；R.sub.4从下列组中选择：氢、酰氧基、直链低碳基氧基和羟基；R.sub.5为卤素或氢；R.sub.6为卤素，但如果R.sub.1或R.sub.3中的一个是羟甲基或##STR5##其中R.sub.11如上所述，则剩余的取代基从以下组中选择：氢、低碳基和C.sub.3到C.sub.7烯基或炔基，且R.sub.2为氢；进一步规定，当R.sub.4为酰氧基时，R.sub.1和R.sub.3为氢、低碳基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，R.sub.2为##STR6##当R.sub.4为羟基时，R.sub.1和R.sub.3为氢、低碳基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，R.sub.2为氢或当R.sub.4为烷氧基时，R.sub.1和R.sub.3为氢、低碳基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，以及其药学上可接受的盐。此外，本发明还公开了某些吡咯苯并莫匹啶的5,6-二氢衍生物、N-氧化物和季铵盐。
• Pyrrolo[3,4,-d][2]benzazepines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04428879A1

  公开（公告）日：1984-01-31

  The present invention relates to compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR2## wherein R.sub.11 is hydrogen, hydroxy, alkoxy, amino and mono- or di-lower alkylamino; and R.sub.3 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR3## wherein R.sub.11 is hydrogen, hydroxy, trihalomethyl, alkoxy, amino and mono- or di-lower alkylamino; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, the group ##STR4## C.sub.2 to C.sub.7 carboxylic acids and the esters and amides thereof, hydroxy C.sub.2 to C.sub.7 alkyl and amino or mono- or di- lower alkyl amino C.sub.2 to C.sub.7 alkyl; R.sub.4 is selected from the group consisting of hydrogen , acyloxy, straight chain lower alkoxy and hydroxy; R.sub.5 is halogen or hydrogen; R.sub.6 is halogen with the proviso that if one of R.sub.1 or R.sub.3 is hydroxymethyl or the group ##STR5## wherein R.sub.11 is as above then the remaining substituent is selected from the group consisting of hydrogen, lower alkyl and C.sub.3 to C.sub.7 alkenyl or alkynyl, and R.sub.2 is hydrogen and the further proviso that (A) when R.sub.4 is acyloxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is the group ##STR6## (B) when R.sub.4 is hydroxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is hydrogen or (C) when R.sub.4 is alkoxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and the pharmaceutically acceptable salts thereof which exhibit activity as sedatives and anxiolytics. Also disclosed are certain 5,6 dihydro derivatives, N-oxides and quarternary iminium salts of the pyrrolobenzazepines.

  本发明涉及以下式的化合物：##STR1##其中R.sub.1选自由氢、较低烷基、C.sub.3到C.sub.7烯基或炔基、羟甲基、##STR2##其中R.sub.11为氢、羟基、烷氧基、氨基和单-或双-较低烷基氨基；R.sub.3选自由氢、较低烷基、C.sub.3到C.sub.7烯基或炔基、羟甲基、##STR3##其中R.sub.11为氢、羟基、三卤甲基、烷氧基、氨基和单-或双-较低烷基氨基；R.sub.2选自由氢、较低烷基、C.sub.3到C.sub.7烯基或炔基、##STR4##C.sub.2到C.sub.7羧酸及其酯和酰胺、羟基C.sub.2到C.sub.7烷基和C.sub.2到C.sub.7烷基的氨基或单-或双-较低烷基氨基；R.sub.4选自由氢、酰氧基、直链较低烷氧基和羟基；R.sub.5为卤素或氢；R.sub.6为卤素，但前提是如果R.sub.1或R.sub.3中的一个是羟甲基或##STR5##其中R.sub.11如上所述，那么剩余的取代基选自由氢、较低烷基和C.sub.3到C.sub.7烯基或炔基，而R.sub.2为氢，进一步前提是(A)当R.sub.4为酰氧基时，R.sub.1和R.sub.3为氢、较低烷基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，而R.sub.2为##STR6##(B)当R.sub.4为羟基时，R.sub.1和R.sub.3为氢、较低烷基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，而R.sub.2为氢或(C)当R.sub.4为烷氧基时，R.sub.1和R.sub.3为氢、较低烷基、C.sub.3到C.sub.7烯基或C.sub.3到C.sub.7炔基，以及具有镇静和抗焦虑活性的药物可接受的盐。还公开了某些吡咯并苯并螺氮平的5,6-二氢衍生物、N-氧化物和季铵盐。