(9ci)-2-乙基-1H-苯并咪唑-5-胺 | 46055-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: (9ci)-2-乙基-1H-苯并咪唑-5-胺
• 英文名称: 2-ethyl-1H-benzo[d]imidazol-5-amine
• 英文别名: 2-Aethyl-5-amino-benzimidazol；5-amino-2-ethyl benzimidazole；2-ethyl-1(3)H-benzimidazol-5-ylamine；2-ethyl-3H-benzimidazol-5-amine
• CAS: 46055-62-3
• 化学式: C₉H₁₁N₃
• mdl: MFCD00462860
• 分子量: 161.206
• InChiKey: RJAJOQCGFBMAKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-氨基甲酰基-4-羟基苯磺酰氯 、 (9ci)-2-乙基-1H-苯并咪唑-5-胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以38.3 mg的产率得到5-(N-(2-ethyl-1H-benzo[d]imidazol-5-yl)sulfamoyl)-2-hydroxybenzamide
  参考文献：
  名称：

  [EN] 5-SULFAMOYL-2-HYDROXYBENZAMIDE DERIVATIVES
  [FR] DÉRIVÉS DE 5-SULFAMOYL-2-HYDROXYBENZAMIDE

  摘要：

  本发明涉及取代水杨酰胺衍生物。具体而言，本发明涉及根据公式(I)的化合物：其中R、R1和R2如本文所述，或其药用可接受的盐。本发明的化合物是CD73的抑制剂，可用于治疗癌症、前癌症综合症以及与CD73抑制相关的疾病，例如艾滋病、治疗HIV、自身免疫疾病、感染、动脉粥样硬化和缺血再灌注损伤。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物来抑制CD73活性和治疗与之相关的疾病的方法。

  公开号：

  WO2017153952A1
• 作为产物：
  描述：

  (9ci)-2-乙基-5-硝基-1H-苯并咪唑 在 盐酸 、 锌 作用下， 以 水 为溶剂， 反应 1.0h， 以74%的产率得到(9ci)-2-乙基-1H-苯并咪唑-5-胺
  参考文献：
  名称：

  New Antibacterial Peptide Analogs of 5-Aminobenzimidazoles

  摘要：

  새로운펩티드 유사체인 5a-c를 5-氨基苯并咪唑 2a-c과 L-phenylalanine과의 커플링반응에 의해 합성하였다.Phenylalanine의 amine 부을 phthalic anhydride 보호하고, 나머지 작용기인 carboxylic acid 를 염소화시켜서 hthaloyl-Lphenylalanyl chloride 4를 합성한 다음에, 화합물 2a-c와 반응시켜서 화합물 5a-c를 합성하였다.얻어진 화합물 5a-c를 hydrazine으로 반응시켜서 새로운 펩티드 유사체인 6a-c를 합성하였으며, 얻어진 화합물에 대한 항균성을 측정하였다. 通过将 5-氨基苯并咪唑 2a-c 与 L-苯丙氨酸偶联，获得了三种新的肽类似物 5a-c。为此，用邻苯二甲酸酐封堵了${\alpha}$-氨基，并通过制备邻苯二甲酰-L-苯丙氨酸氯4激活了${\alpha}$-苯丙氨酸的羧基。肽键连接成功后，用肼水合物处理 5a-c 除去邻苯二甲酰基团，得到游离肽 6a-c，并通过 Amberlite（IR-4B）柱纯化。根据红外光谱、1H NMR 和 EIMS 分析，对所有这些化合物 2a-c 和 5、6a-c 进行了表征。此外，还报告了这些化合物的抗菌活性。

  DOI：

  10.5012/jkcs.2011.55.4.650

文献信息

• [EN] PYRROLOTRIAZINES AS ALK AND JAK2 INHIBITORS<br/>[FR] PYRROLOTRIAZINES EN TANT QU'INHIBITEURS D'ALK ET DE JAK2
  申请人：CEPHALON INC

  公开号：WO2010071885A1

  公开（公告）日：2010-06-24

  The present invention provides a compound of formula (I) or a salt form thereof, wherein Q1, Q2, Q3, and Q4 are as defined herein. The compound of formula (I) has ALK and/or JAK2 inhibitory activity, and may be used to treat proliferative disorders.

  本发明提供了一种式（I）的化合物或其盐形式，其中Q1、Q2、Q3和Q4如本文所定义。式（I）的化合物具有ALK和/或JAK2抑制活性，并可用于治疗增殖性疾病。
• [EN] N-CYCLYL-3 - (CYCLYLCARBONYLAMINOMETHYL) BENZAMIDE DERIVATIVES AS RHO KINASE INHIBITORS<br/>[FR] DÉRIVÉS DE N-CYCLYL-3-(CYCLYLCARBONYLAMINOMÉTHYL)BENZAMIDE EN TANT QU'INHIBITEURS DE LA RHO KINASE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2012006203A1

  公开（公告）日：2012-01-12

  The present invention relates to compounds of formula (I) : and pharmaceutically acceptable salts thereof, wherein R1and R2 are various ring systems. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of Rho Kinase mediated diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

  本发明涉及化合物的公式（I）及其药学上可接受的盐，其中R1和R2是不同的环系统。该发明还涉及包括这些化合物的药物组合物，使用这些化合物治疗Rho激酶介导的疾病和障碍的方法，制备这些化合物的方法以及在这些过程中有用的中间体。
• New Antibacterial Peptide Analogs of 5-Aminobenzimidazoles
  作者：Humaira Y. Gondal、H. Mashooda、Muhammad Ali

  DOI：10.5012/jkcs.2011.55.4.650

  日期：2011.8.20

  새로운 펩티드 유사체인 5a-c를 5-amino benzimidazoles 2a-c과 L-phenylalanine과의 커플링반응에 의해 합성하였다. Phenylalanine의 amine 부분을 phthalic anhydride로 보호하고, 나머지 작용기인 carboxylic acid를 염소화시켜서 hthaloyl-Lphenylalanyl chloride 4를 합성한 다음에, 화합물 2a-c와 반응시켜서 화합물 5a-c를 합성하였다. 얻어진 화합물 5a-c를 hydrazine으로 반응시켜서 새로운 펩티드 유사체인 6a-c를 합성하였으며, 얻어진 화합물에 대한 항균성을 측정하였다. Three new peptide analogs 5a-c were obtained through coupling of 5-Amino benzimidazoles 2a-c with L-phenylalanine. For the purpose $\alpha}$-amino group was blocked with phthalic anhydride and activation of $\alpha}$-carboxy group of phenylalanine was carried out by preparing phthaloyl-L-phenylalanyl chloride 4. After developing a successful peptide linkage, the phthaloyl group was removed by treating 5a-c with hydrazine hydrate to get free peptides 6a-c, purified through a column of Amberlite (IR-4B). All of these compounds 2a-c and 5,6a-c have been characterized on the basis of their IR, 1H NMR and EIMS analyses. Antibacterial activity of these compounds is also been reported.

  새로운펩티드 유사체인 5a-c를 5-氨基苯并咪唑 2a-c과 L-phenylalanine과의 커플링반응에 의해 합성하였다.Phenylalanine의 amine 부을 phthalic anhydride 보호하고, 나머지 작용기인 carboxylic acid 를 염소화시켜서 hthaloyl-Lphenylalanyl chloride 4를 합성한 다음에, 화합물 2a-c와 반응시켜서 화합물 5a-c를 합성하였다.얻어진 화합물 5a-c를 hydrazine으로 반응시켜서 새로운 펩티드 유사체인 6a-c를 합성하였으며, 얻어진 화합물에 대한 항균성을 측정하였다. 通过将 5-氨基苯并咪唑 2a-c 与 L-苯丙氨酸偶联，获得了三种新的肽类似物 5a-c。为此，用邻苯二甲酸酐封堵了$\alpha}$-氨基，并通过制备邻苯二甲酰-L-苯丙氨酸氯4激活了$\alpha}$-苯丙氨酸的羧基。肽键连接成功后，用肼水合物处理 5a-c 除去邻苯二甲酰基团，得到游离肽 6a-c，并通过 Amberlite（IR-4B）柱纯化。根据红外光谱、1H NMR 和 EIMS 分析，对所有这些化合物 2a-c 和 5、6a-c 进行了表征。此外，还报告了这些化合物的抗菌活性。
• Novel benzimidazole derivatives
  申请人：Synaptic Pharmaceutical Corporation

  公开号：US20030181730A1

  公开（公告）日：2003-09-25

  This invention provides compounds having the structure: 1 wherein each of R 1 , R 2 , R 3 and R 9 is independently H; straight chain or branched, substituted or unsubstituted C 1 -C 7 alkyl, C 2 -C 7 alkenyl or alkynyl; C 3 -C 7 cycloalkyl or cycloalkenyl; acyl, phenyl, substituted phenyl, or heteroaryl; wherein each dashed line represents a single bond or a double bond with the proviso that if R 1 is present, R 3 is absent and there is a double bond between N at position 3 and C at position 2 and a single bond between C at position 2 and N at position 1 and if R 3 is present, R 1 is absent and there is a double bond between N at position 1 and C at position 2 and a single bond between C at position 2 and N at position 3; wherein each of R 4 , R 5 and R 6 is independently H, F, Cl, Br, I; straight chain or branched, substituted or unsubstituted C 1 -C 7 alkyl, C 2 -C 7 alkenyl or alkynyl; C 3 -C 7 cycloalkyl or cycloalkenyl; phenyl, substituted phenyl, heteroaryl, —OH, —OR 7 , —CN, —COR 7 , —CO 2 R 7 , —CON(R 7 ) 2 , —OCOR 7 , —SR 7 , —N(R 7 ) 2 , —NR 7 COR 7 , —(CH 2 ) n OR 7 , —(CH 2 ) n N(R 7 ) 2 , —(CH 2 ) n NR 7 COR 7 , wherein n is an integer from 1 to 4; and wherein each of R 7 and R 8 is independently H; straight chain or branched, substituted or unsubstituted C 1 -C 7 alkyl, C 2 -C 7 alkenyl or alkynyl; phenyl or substituted phenyl. These compounds are selective for cloned human alpha 2 receptors and are useful as analgesic, sedative or anaesthetic agents.

  本发明提供具有结构的化合物：1其中R1，R2，R3和R9中的每一个都是独立的H; 直链或支链，取代或未取代的C1-C7烷基，C2-C7烯基或炔基; C3-C7环烷基或环烯基; 酰基，苯基，取代苯基或杂环基; 其中每个虚线代表单键或双键，前提是如果R1存在，则R3不存在，并且在位置3处的N和位置2处的C之间有双键，在位置2处的C和位置1处的N之间有单键，如果R3存在，则R1不存在，并且在位置1处的N和位置2处的C之间有双键，在位置2处的C和位置3处的N之间有单键; 其中R4，R5和R6中的每一个都是独立的H，F，Cl，Br，I; 直链或支链，取代或未取代的C1-C7烷基，C2-C7烯基或炔基; C3-C7环烷基或环烯基; 苯基，取代苯基，杂环基，—OH，—OR7，—CN，—COR7，—CO2R7，—CON(R7)2，—OCOR7，—SR7，—N(R7)2，—NR7COR7，—(CH2)nOR7，—(CH2)nN(R7)2，—(CH2)nNR7COR7，其中n是1到4的整数; 其中R7和R8中的每一个都是独立的H; 直链或支链，取代或未取代的C1-C7烷基，C2-C7烯基或炔基; 苯基或取代苯基。 这些化合物对克隆的人类α2受体具有选择性，并可用作镇痛，镇静或麻醉剂。
• Benzimidazole derivatives
  申请人：Synaptic Pharmaceutical Corporation

  公开号：US06403626B1

  公开（公告）日：2002-06-11

  This invention provides compounds having the structure: wherein each of R1, R2, R3 and R9 is independently H; straight chain or branched, substituted or unsubstituted C1-C7 alkyl, C2-C7 alkenyl or alkynyl; C3-C7 cycloalkyl or cycloalkenyl; acyl, phenyl, substituted phenyl, or heteroaryl; wherein each dashed line represents a single bond or a double bond with the proviso that if R1 is present, R3 is absent and there is a double bond between N at position 3 and C at position 2 and a single bond between C at position 2 and N at position 1 and if R3 is present, R1 is absent and there is a double bond between N at position 1 and C at position 2 and a single bond between C at position 2 and N at position 3; wherein each of R4, R5 and R6 is independently H, F, Cl, Br, I; straight chain or branched, substituted or unsubstituted C1-C7 alkyl, C2-C7 alkenyl or alkynyl; C3-C7 cycloalkyl or cycloalkenyl; phenyl, substituted phenyl, heteroaryl, —OH, —OR7, —CN, —COR7, —CO2R7, —CON(R7)2, —OCOR7, —SR7, —N(R7)2, —NR7COR7, —(CH2)nOR7, —(CH2)nN(R7)2, —(CH2)nNR7COR7, wherein n is an integer from 1 to 4; and wherein each of R7 and R8 is independently H; straight chain or branched, substituted or unsubstituted C1-C7 alkyl, C2-C7 alkenyl or alkynyl; phenyl or substituted phenyl. These compounds are selective for cloned human alpha 2 receptors and are useful as analgesic, sedative or anaesthetic agents.

  本发明提供了具有以下结构的化合物：其中R1、R2、R3和R9中的每一个独立地是H；直链或支链，取代或未取代的C1-C7烷基，C2-C7烯基或炔基；C3-C7环烷基或环烯基；酰基，苯基，取代苯基或杂环基；其中每个虚线表示单键或双键，但如果R1存在，则R3不存在，并且在位置3的N和位置2的C之间存在双键，在位置2的C和位置1的N之间存在单键，如果R3存在，则R1不存在，并且在位置1的N和位置2的C之间存在双键，在位置2的C和位置3的N之间存在单键；其中R4、R5和R6中的每一个独立地是H、F、Cl、Br、I；直链或支链，取代或未取代的C1-C7烷基，C2-C7烯基或炔基；C3-C7环烷基或环烯基；苯基，取代苯基，杂环基，—OH，—OR7，—CN，—COR7，—CO2R7，—CON（R7）2，—OCOR7，—SR7，—N（R7）2，—NR7COR7，—（CH2）nOR7，—（CH2）nN（R7）2，—（CH2）nNR7COR7，其中n是1到4的整数；其中R7和R8中的每一个独立地是H；直链或支链，取代或未取代的C1-C7烷基，C2-C7烯基或炔基；苯基或取代苯基。这些化合物选择性地作用于克隆的人类α2受体，并且可用作镇痛、镇静或麻醉剂。