2,4-二氟苯甲脒 | 885957-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二氟苯甲脒
• 英文名称: 2,4-difluorobenzamidine hydrochloride
• 英文别名: 2,4-difluorobenzene-1-carboximidamide hydrochloride；2,4-Difluoro-benzamidine hydrochloride；2,4-difluorobenzenecarboximidamide;hydrochloride
• CAS: 885957-21-1
• 化学式: C₇H₆F₂N₂*ClH
• 分子量: 192.596
• InChiKey: WKFTUPMWPSKTKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.9
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-二氟苯甲脒 、 5-amino-2-(3-tolylamino)pyrazole-4-carbonitrile 在 sodium acetate 作用下， 以 melt 为溶剂， 反应 0.42h， 生成
  参考文献：
  名称：

  吡唑并嘧啶：针对鼻和肠病毒衣壳的有效抑制剂。

  摘要：

  当前尚无可用于治疗由肠病毒（EV）引起的急性和慢性疾病的药物，例如普通感冒，脑膜炎，脑炎，肺炎和心肌炎，伴或不伴连续性扩张性心肌病。在这里，我们报告吡唑并嘧啶的发现和表征，吡唑并嘧啶是一类耐受性强且有效的新型EV抑制剂。化合物抑制EV的体外广谱与IC的复制50值之间的0.04和0.64μ中号适用于对pleconaril（一种已知的衣壳结合抑制剂）有抗性的病毒，而不会影响细胞色素P450酶的活性。使用病毒学和遗传学方法，病毒衣壳被确定为最有希望的，口服生物利用的化合物3-（4-三氟甲基苯基）氨基-6-苯基吡唑并[3,4- d ]嘧啶-4-胺（OBR-5 ）的靶标-340）。柯萨奇病毒B3引起的小鼠慢性心肌炎的预防性和治疗性应用都得到了证明。小鼠体内良好的药代动力学，毒理学和药效学特征使OBR-5340成为高度有前途的候选药物，并且正在进行非临床监管计划。

  DOI：

  10.1002/cmdc.201500304
• 作为产物：
  描述：

  ethyl 2,4-difluorobenzenecarboximidate;hydrochloride 在 氨 作用下， 以 甲醇 为溶剂， 以82 %的产率得到2,4-二氟苯甲脒
  参考文献：
  名称：

  Discovery of quinazolin-4-one-based non-covalent inhibitors targeting the severe acute respiratory syndrome coronavirus 2 main protease (SARS-CoV-2 Mpro)

  摘要：

  DOI：

  10.1016/j.ejmech.2023.115487

文献信息

• [EN] PYRAZOLOTRIAZINES<br/>[FR] PYRAZOLOTRIAZINES
  申请人：BAYER AG

  公开号：WO2021116178A1

  公开（公告）日：2021-06-17

  The present invention provides compounds of general formula (I), in which X, R1, R2 and R3 are as described and defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment and/or prophylaxis of diseases, in particular of hyperproliferative disorders such as cancer disorders, as a sole agent or in combination with other active ingredients.

  本发明提供了具有通用公式（I）的化合物，其中X，R1，R2和R3如本文所述和定义，制备所述化合物的方法，用于制备所述化合物的有用中间化合物，包含所述化合物的药物组合物和组合，以及使用所述化合物用于制造用于治疗和/或预防疾病的药物组合物，特别是作为单一剂或与其他活性成分结合使用的过度增殖障碍，如癌症疾病。
• Design, Synthesis, and Biological Evaluation of Novel, Non-Brain-Penetrant, Hybrid Cannabinoid CB₁R Inverse Agonist/Inducible Nitric Oxide Synthase (iNOS) Inhibitors for the Treatment of Liver Fibrosis
  作者：Malliga R. Iyer、Resat Cinar、Alexis Katz、Michael Gao、Katalin Erdelyi、Tony Jourdan、Nathan J. Coffey、Pal Pacher、George Kunos

  DOI：10.1021/acs.jmedchem.6b01504

  日期：2017.2.9

  We report the design, synthesis, and structure–activity relationships of novel dual-target compounds with antagonist/inverse agonist activity at cannabinoid receptor type 1 (CB1R) and inhibitory effect on inducible nitric oxide synthase (iNOS). A series of 3,4-diarylpyrazolinecarboximidamides were synthesized and evaluated in CB1 receptor (CB1R) binding assays and iNOS activity assays. The novel compounds

  我们报告了新型双靶化合物的设计，合成和结构活性关系，该化合物在1型大麻素受体（CB 1 R）上具有拮抗/反向激动剂活性，并且对诱导型一氧化氮合酶（iNOS）具有抑制作用。合成了一系列3,4-二芳基吡唑啉羧酰亚胺衍生物，并通过CB 1受体（CB 1 R）结合测定和iNOS活性测定进行了评估。被设计为具有有限的脑渗透能力的新型化合物引发了有效的体外CB 1 R拮抗剂活性和iNOS抑制活性。一些关键化合物显示出高的CB 1 R结合亲和力。化合物7在iNOS抑制和CB 1 R拮抗作用介导的纤维化动物模型中，已证实了有效的体内药理活性，例如通过CB 1 Rs拮抗作用介导的食物摄取减少和抗纤维化作用。
• 5-substituted-2,4-diphenylpyrimidine derivatives, their production and
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05403948A1

  公开（公告）日：1995-04-04

  A compound of the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, or a halogen atom, a (C.sub.1 to C.sub.3)-alkyl group, a halo-(C.sub.1 to C.sub.3)-alkyl group, a (C.sub.1 to C.sub.6)-alkoxy group, a (C.sub.2 to C.sub.6)-alkynyloxy group, a (C.sub.2 to C.sub.6)-alkenyloxy group, a halo-(C.sub.2 to C.sub.6)-alkynyloxy group, a halo-(C.sub.2 to C.sub.6)-alkenyloxy group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.6)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkylthio group, a phenoxy group, a (C.sub.1 to C.sub.3)-alkylcarboxy group, a halo-(C.sub.1 to C.sub.3)-alkylcarboxy group, a (C.sub.1 to C.sub.2)-alkoxy-(C.sub.1 to C.sub.2)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkoxy-halo-(C.sub.2 to C.sub.3)-alkoxy group, a (C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a halo-(C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a cyano group, a (C.sub.1 to C.sub.3)-alkoxycarbonyl group or an aminomethyl group, at the ortho or meta position; R.sup.2 and R.sup. 3, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, a nitro group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.2)-alkylthio group or a halo-(C.sub.1 to C.sub.2)-alkoxy group; and R.sup.4 represents a (C.sub.1 to C.sub.2)-alkyl group, provided that both R.sup.1 and R.sup.2 are not a hydrogen atom at the same time and that both of R.sup.2 and R.sup.3, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time. The compound is used as herbicides.

  化合物的式子为(I): ##STR1## 其中，R.sup.1代表氢原子，或卤素原子，(C.sub.1至C.sub.3)-烷基，卤代-(C.sub.1至C.sub.3)-烷基，(C.sub.1至C.sub.6)-烷氧基，(C.sub.2至C.sub.6)-炔氧基，(C.sub.2至C.sub.6)-烯氧基，卤代-(C.sub.2至C.sub.6)-炔氧基，卤代-(C.sub.2至C.sub.6)-烯氧基，(C.sub.1至C.sub.2)-烷基硫基，卤代-(C.sub.1至C.sub.6)-烷氧基，卤代-(C.sub.1至C.sub.2)-烷基硫基，苯氧基，(C.sub.1至C.sub.3)-烷基羧基，卤代-(C.sub.1至C.sub.3)-烷基羧基，(C.sub.1至C.sub.2)-烷氧基-(C.sub.1至C.sub.2)-烷氧基，卤代-(C.sub.1至C.sub.2)-烷氧基-卤代-(C.sub.2至C.sub.3)-烷氧基，(C.sub.1至C.sub.3)-烷基磺酰氧基，卤代-(C.sub.1至C.sub.3)-烷基磺酰氧基，氰基，(C.sub.1至C.sub.3)-烷氧羰基或氨甲基，在邻位或间位；R.sup.2和R.sup.3，可以相同也可以不同，分别代表氢原子，卤素原子，(C.sub.1至C.sub.2)-烷基，卤代-(C.sub.1至C.sub.2)-烷基，(C.sub.1至C.sub.2)-烷氧基，硝基，(C.sub.1至C.sub.2)-烷基硫基，卤代-(C.sub.1至C.sub.2)-烷基硫基或卤代-(C.sub.1至C.sub.2)-烷氧基；R.sup.4代表(C.sub.1至C.sub.2)-烷基，前提是当R.sup.1和R.sup.2同时不是氢原子时，且当R.sup.2和R.sup.3都代表除氢原子以外的取代基时，它们不同时位于嘧啶环的邻位。该化合物用作除草剂。
• 5-substituted-2,4-diphenylpyrimidine derivatives and their use
  申请人：Sumitomo Chemical Co., Ltd.

  公开号：US05190575A1

  公开（公告）日：1993-03-02

  A compound of the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, or a halogen atom, a (C.sub.1 to C.sub.3)-alkyl group, a halo-(C.sub.1 to C.sub.3)-alkyl group, a (C.sub.1 to C.sub.6)-alkoxy group, a (C.sub.2 to C.sub.6)-alkynyloxy group, a (C.sub.2 to C.sub.6)-alkenyloxy group, a halo-(C.sub.2 to C.sub.6)-alkynyloxy group, a halo-(C.sub.2 to C.sub.6)-alkenyloxy group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.6)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkylthio group, a phenoxy group, a (C.sub.1 to C.sub.3)-alkylcarboxy group, a halo-(C.sub.1 to C.sub.3)-alkylcarboxy group, a (C.sub.1 to C.sub.2)-alkoxy-(C.sub.1 to C.sub.2)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkoxy-halo-(C.sub.2 to C.sub.3)-alkoxy group, a (C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a halo-(C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a cyano group, a (C.sub.1 to C.sub.3)-alkoxycarbonyl group or an aminomethyl group, at the ortho or meta position; R.sup.2 and R.sup. 3, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, a nitro group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.2)-alkylthio group or a halo-(C.sub.1 to C.sub.2)-alkoxy group; and R.sup.4 represents a (C.sub.1 to C.sub.2)-alkyl group, provided that both R.sup.1 and R.sup.2 are not a hydrogen atom at the same time and that both of R.sup.2 and R.sup.3, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time. The compound is used as herbicides.

  化合物的化学式为(I): ##STR1## 其中R.sup.1代表氢原子，或卤素原子，(C.sub.1至C.sub.3)-烷基，卤代(C.sub.1至C.sub.3)-烷基，(C.sub.1至C.sub.6)-烷氧基，(C.sub.2至C.sub.6)-炔氧基，(C.sub.2至C.sub.6)-烯氧基，卤代(C.sub.2至C.sub.6)-炔氧基，卤代(C.sub.2至C.sub.6)-烯氧基，(C.sub.1至C.sub.2)-烷硫基，卤代(C.sub.1至C.sub.6)-烷氧基，卤代(C.sub.1至C.sub.2)-烷硫基，苯氧基，(C.sub.1至C.sub.3)-烷基羧基，卤代(C.sub.1至C.sub.3)-烷基羧基，(C.sub.1至C.sub.2)-烷氧基-(C.sub.1至C.sub.2)-烷氧基，卤代(C.sub.1至C.sub.2)-烷氧基-卤代(C.sub.2至C.sub.3)-烷氧基，(C.sub.1至C.sub.3)-烷基磺酰氧基，卤代(C.sub.1至C.sub.3)-烷基磺酰氧基，氰基，(C.sub.1至C.sub.3)-烷氧羰基或氨甲基，位于邻位或间位；R.sup.2和R.sup.3，可以相同也可以不同，分别代表氢原子，卤素原子，(C.sub.1至C.sub.2)-烷基，卤代(C.sub.1至C.sub.2)-烷基，(C.sub.1至C.sub.2)-烷氧基，硝基，(C.sub.1至C.sub.2)-烷硫基，卤代(C.sub.1至C.sub.2)-烷硫基或卤代(C.sub.1至C.sub.2)-烷氧基；R.sup.4代表(C.sub.1至C.sub.2)-烷基，前提是R.sup.1和R.sup.2不同时为氢原子，并且如果R.sup.2和R.sup.3都代表非氢原子的取代基，则它们不同时位于嘧啶环的邻位。该化合物用作除草剂。
• 5-substituted-2,4-diphenylpyrimidine derivatives
  申请人：Sumitomo Chemical Co., Ltd.

  公开号：US05270467A1

  公开（公告）日：1993-12-14

  A compound is disclosed having the formula: ##STR1## wherein R.sup.1 represents a halo-(C.sub.1 to C.sub.6)-alkoxy group at the ortho or meta position, R.sup.2 and R.sup.3, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, a nitro group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.2)-alkylthio group or a halo-((C.sub.1 to C.sub.2)-alkoxy group, provided that both of R.sup.2 and R.sup.3, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time, and W.sup.1 represents a methanesulfonyl group, or a methylthio group; provided that when W.sup.1 is a methylthio group, R.sup.1, R.sup.2 and R.sup.3 are R.sup.11, R.sup.22 and R.sup.33 wherein R.sup.11 represents a halo-(C.sub.1 to C.sub.6)-alkoxy group at the ortho or meta position, R.sup.22 and R.sup.33, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, or a halo-(C.sub.1 to C.sub.2)-alkoxy group, and both of R.sup.22 and R.sup.33, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time.

  公开了一种化合物，其化学式为：##STR1##其中R.sup.1代表在邻位或间位具有卤代（C.sub.1到C.sub.6）-烷氧基团，R.sup.2和R.sup.3可以相同也可以不同，分别代表氢原子、卤素原子、（C.sub.1到C.sub.2）-烷基团、卤代（C.sub.1到C.sub.2）-烷基团、（C.sub.1到C.sub.2）-烷氧基团、硝基、（C.sub.1到C.sub.2）-烷基硫基团、卤代（C.sub.1到C.sub.2）-烷基硫基团或卤代（（C.sub.1到C.sub.2）-烷氧基团），前提是如果R.sup.2和R.sup.3都代表除氢原子外的取代基，则它们不同时位于嘧啶环的邻位位置，并且W.sup.1代表甲烷磺酰基或甲硫基；前提是当W.sup.1为甲硫基时，R.sup.1、R.sup.2和R.sup.3分别为R.sup.11、R.sup.22和R.sup.33，其中R.sup.11代表在邻位或间位具有卤代（C.sub.1到C.sub.6）-烷氧基团，R.sup.22和R.sup.33可以相同也可以不同，分别代表氢原子、卤素原子、（C.sub.1到C.sub.2）-烷基团、卤代（C.sub.1到C.sub.2）-烷基团、（C.sub.1到C.sub.2）-烷氧基团或卤代（C.sub.1到C.sub.2）-烷氧基团，并且如果R.sup.22和R.sup.33都代表除氢原子外的取代基，则它们不同时位于嘧啶环的邻位位置。