N-(2,2-二氟-6-硝基-1,3-苯并二氧戊环-5-基)乙酰胺 | 1736-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: N-(2,2-二氟-6-硝基-1,3-苯并二氧戊环-5-基)乙酰胺
• 英文名称: N-(2,2-difluoro-6-nitrobenzo[d][1,3]dioxol-5-yl)acetamide
• 英文别名: N-(2,2-Difluoro-6-nitro-benzo[1,3]dioxol-5-YL)acetamide；N-(2,2-difluoro-6-nitro-1,3-benzodioxol-5-yl)acetamide
• CAS: 1736-66-9
• 化学式: C₉H₆F₂N₂O₅
• 分子量: 260.154
• InChiKey: CAEOZURPACAVKU-UHFFFAOYSA-N

物化性质

• 熔点：
  89-900C
• 沸点：
  385.6±42.0 °C(Predicted)
• 密度：
  1.63±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  N-(2,2-二氟-6-硝基-1,3-苯并二氧戊环-5-基)乙酰胺 在 氢气 、 sodium methylate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 37.75h， 生成 N-(2,2-difluoro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]imidazol-6-yl)-3-methoxybenzamide
  参考文献：
  名称：

  Difluoro-dioxolo-benzoimidazol-benzamides As Potent Inhibitors of CK1δ and ε with Nanomolar Inhibitory Activity on Cancer Cell Proliferation

  摘要：

  Deregulation of CK1 (casein kinase 1) activity can be involved in the development of several pathological disorders and diseases such as cancer. Therefore, research interest in identifying potent CK1 specifc inhibitors is still increasing. A previously published potent and selective benzimidazole-derived CK1 delta/epsilon specific inhibitor compound with significant effects on several tumor cell lines was further modified to difluoro-dioxolo-benzoimidazole derivatives displaying remarkable inhibitory effects and increased intracellular availability. In the present study, we identified two heterocyclic molecules as new CK-specific inhibitor compunds with favorable physicochemical properties and notable selectivity in a kinom-wide screen Being compared to other CK1 isoforms these compounds exhibited advanced isoform selectivity toward CK1 delta Moreover, newly designed compounds showed increased growth inhibitory activity in a panel of different tumor cell lines as determined by analyses of cell viability and cell cycle distribution. In summary presented lead optimization. resulted in new highly elective CK1 delta-specific small molecule inhibitors with increased biological activity.

  DOI：

  10.1021/jm500600b
• 作为产物：
  描述：

  5-氨基-2,2-二氟-1,3-苯并二噁唑 在 硝酸 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 N-(2,2-二氟-6-硝基-1,3-苯并二氧戊环-5-基)乙酰胺
  参考文献：
  名称：

  [EN] BIFLUORODIOXALANE-AMINO-BENZIMIDAZOLE KINASE INHIBITORS FOR THE TREATMENT OF CANCER, AUTOIMMUNEINFLAMMATION AND CNS DISORDERS
  [FR] INHIBITEURS DE KINASE DIFLUORODIOXALANE-AMINOBENZIMIDAZOLE POUR LE TRAITEMENT D'UN CANCER, D'UNE INFLAMMATION AUTO-IMMUNE ET DE TROUBLES DU SNC

  摘要：

  该发明涉及一般式(I)的化合物或其生理功能衍生物、溶剂或盐，其中(I)中A是键，烷基或烷氧基，可选择地用一个或多个如下所定义的R"取代，*-N(R"')CO-，*-CON(R"')-，*-N(R'")CON(R"')-，-S-，-SO-，*-N(R'")-，*-N(R'")CO-，*-CON(R'")-，-CO-，*-COO-，*-OOC-，*-S02N(R"')-，-S02，或*-N(R"')-SO2-，其中R"'如此定义，*指定连接到X的点；X是芳香族，环烷基，芳基烷基，杂环烷基或杂芳基，可用一个或多个Rx进一步描述；L是键或*-N(RN)CO-，*-CON(RN)-，*-N(RN)-，*-C=N(RN)-，*-N(RN)-烷基-，*-烷基-N(RN)-，*-N(RN)CON(RN)-，*-CO-，*-S02-，烷基，*-烷基-0-烷基-，*-NCO-CH=CH-，*-CH=CH-CONH-，*-S02N(RN)-，*-N(RN)S02-，或杂环烷基，其中*指定连接到X的点；Y是H，烷基，芳基，芳基烷基，环烷基，杂环烷基或杂芳基，可用一个或多个RY进一步描述；R和RN在此进一步描述；以及它们作为药物的用途，包括它们的药物组合物，治疗或预防涉及其管理的医疗状况的方法，以及在制造用于治疗或预防医疗状况的药物中的用途，特别是自身免疫性炎症性疾病、中枢神经系统疾病、睡眠障碍或包括癌症在内的增殖性疾病。该发明还涉及一种特定的制备上述化合物的过程。

  公开号：

  WO2014001464A1

文献信息

• BENZIMIDAZOLE COMPOUND HAVING AN OPTIONALLY HALOGENATED ALKYLENEDIOXY GROUP OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE COMPRISING THE COMPOUND OR THE SALT, AND METHOD FOR USING THE INSECTICIDE
  申请人：NIHON NOHYAKU CO., LTD.

  公开号：US20210329920A1

  公开（公告）日：2021-10-28

  Provided are a benzimidazole compound represented by the general formula (1) wherein R 1 represents a hydrogen atom or a cyano group, R 2 represents a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group, or a halo (C 1 -C 6 ) alkyl group, R represents a (C 1 -C 3 ) alkylene group or a halo (C 1 -C 3 ) alkylene group, and m represents 0, 1, or 2}, or a salt thereof, an agricultural and horticultural insecticide comprising the compound or the salt as an active ingredient; an animal ectoparasite or endoparasite control agent comprising the compound or the salt as an active ingredient; and a method for using the insecticide or the agent.

  提供了一种由通式（1）表示的苯并咪唑化合物其中R1表示氢原子或氰基，R2表示（C1-C6）烷基，（C1-C6）烷氧基（C1-C6）烷基或卤代（C1-C6）烷基，R表示（C1-C3）亚烷基或卤代（C1-C3）亚烷基，m表示0、1或2}或其盐，以其作为活性成分的农业和园艺杀虫剂；以该化合物或盐作为活性成分的动物寄生虫控制剂；以及使用该杀虫剂或控制剂的方法。
• BIFLUORODIOXALANE-AMINO-BENZIMIDAZOLE KINASE INHIBITORS FOR THE TREATMENT OF CANCER, AUTOIMMUNEINFLAMMATION AND CNS DISORDERS
  申请人：4SC DISCOVERY GMBH

  公开号：US20150158878A1

  公开（公告）日：2015-06-11

  The invention relates to a compound of the general formula (I) or a physiologically functional derivative, solvate or salt thereof, wherein A, X, L, Y, R, and R N are as defined herein. The invention further relates to the use of the compounds of formula (I) as a medicament, a pharmaceutical composition comprising them, a method of treatment or prevention of a medical condition entailing the administration thereof, and the use thereof in the manufacture of a medicament for the treatment or prevention of a medical condition, particularly autoimmune inflammatory disorders, CNS disorders, sleeping disorders, or proliferative diseases including cancer. The invention further relates to a specific process for the preparation of said compounds.

  本发明涉及一种通式(I)的化合物或其生理功能衍生物、溶剂或盐，其中A、X、L、Y、R和RN如本文所定义。本发明还涉及将通式(I)的化合物用作药物，包括它们的制药组合物，以及治疗或预防需要其给药的医疗状况的方法，以及将其用于制造治疗或预防医疗状况的药物，尤其是自身免疫炎症性疾病、中枢神经系统疾病、睡眠障碍或增殖性疾病，包括癌症。本发明还涉及一种特定的制备上述化合物的方法。
• BENZIMIDAZOLE COMPOUND HAVING ALKYLENEDIOXY GROUP WHICH MAY BE HALOGENATED OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL PESTICIDE CONTAINING SAID COMPOUND, AND METHOD OF USING SAME
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：EP3835301A1

  公开（公告）日：2021-06-16

  Provided are a benzimidazole compound represented by the general formula (1): wherein R1 represents a hydrogen atom or a cyano group, R2 represents a (C1-C6) alkyl group, a (C1-C6) alkoxy (C1-C6) alkyl group, or a halo (C1-C6) alkyl group, R represents a (C1-C3) alkylene group or a halo (C1-C3) alkylene group, and m represents 0, 1, or 2}, or a salt thereof, an agricultural and horticultural insecticide comprising the compound or the salt as an active ingredient; an animal ectoparasite or endoparasite control agent comprising the compound or the salt as an active ingredient; and a method for using the insecticide or the agent.

  本发明提供了一种由通式（1）表示的苯并咪唑化合物： 其中 R1 代表氢原子或氰基，R2 代表(C1-C6)烷基、(C1-C6)烷氧基(C1-C6)烷基或卤代(C1-C6)烷基，R 代表(C1-C3)亚烷基或卤代(C1-C3)亚烷基，以及 m 代表 0、1 或 2}，或其盐，一种包含该化合物或其盐作为活性成分的农业和园艺杀虫剂；一种动物体外寄生虫或体内寄生虫控制剂，包含作为活性成分的化合物或盐，以及一种使用杀虫剂或控制剂的方法。
• US9580438B2
  申请人：——

  公开号：US9580438B2

  公开（公告）日：2017-02-28
• [EN] CYCLOPROPYL-(HETERO)ARYL-SUBSTITUTED ETHYLSULPHONYLPYRIDINE DERIVATIVES<br/>[FR] DÉRIVÉS D'ÉTHYLSULFONYLPYRIDINE À SUBSTITUTION CYCLOPROPYLE- (HÉTÉRO)ARYLE
  申请人：[en]BOEHRINGER INGELHEIM VETMEDICA GMBH

  公开号：WO2023036934A1

  公开（公告）日：2023-03-16

  The present invention relates to cyclopropyl-(hetero)aryl substituted ethylsulphonyl-pyridine derivatives of formula (I),wherein the variables are as defined in the description and in the claims, which can be used as antiparasitic agents for the treatment, prevention and/or control of parasitic infections and/or infestations in animals.