2-氯喹啉-8-胺 | 7461-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-氯喹啉-8-胺
• 英文名称: 2-chloroquinolin-8-amine
• CAS: 7461-11-2
• 化学式: C₉H₇ClN₂
• 分子量: 178.621
• InChiKey: IFHMCZLKPVRCEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  2-氯喹啉-8-胺 在 吡啶 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 13.0h， 生成 2-(2-(2-hydroxyethoxy)ethylamino)-N-(2-chloroquinolin-8-yl)acetamide
  参考文献：
  名称：

  A new strategy for the ratiometric fluorescence detection of Zn(II) in the surfactant solution

  摘要：

  A new strategy derived from the intramolecular charge transfer mechanism was employed to create a ratiometric sensing system for Zn2+ in aqueous solution by using sodium dodecyl sulfate (SDS) micelles as the scaffold. The amphiphilic carboxamidoquinoline-based sensor (AQZ2Cl) was simultaneously solubilized at different locations in the SDS micelle. Some AQZ2Cl molecules were adsorbed at the micelle-water interface and emitted a fluorescence-enhancing and red-shifted signal upon binding Zn2+. And the others were incorporated into the palisade layer of the micelle, in which the produced bands had no appreciable changes with the addition of Zn2+, thus acting as an internal standard and allowing AQZ2Cl as a ratiometric sensor for the detection of Zn2+. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2013.02.001
• 作为产物：
  描述：

  2-氯-8-硝基喹啉 在 铁粉 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 9.0h， 以78%的产率得到2-氯喹啉-8-胺
  参考文献：
  名称：

  抗脓肿分枝杆菌 Piperidine-4-carboxamides 的构效关系，一类新的 NBTI DNA 促旋酶抑制剂

  摘要：

  脓肿分枝杆菌会导致难以治愈的肺部感染。该细菌对大多数抗感染药物具有耐药性，包括一线抗结核（抗结核）药物。MMV688844 ( 844 ) 是一种哌啶-4-甲酰胺 (P4C)，对脓肿分枝杆菌具有杀菌特性。我们最近将 DNA 促旋酶鉴定为844的分子靶标。在这里，我们展示了计算机对接和遗传证据表明 P4C 与 DNA 促旋酶显示出与 gepotidacin 相似的结合模式。Gepotidacin 是新型细菌拓扑异构酶抑制剂 (NBTI) 的成员，NBTI 是一类新的非氟喹诺酮类 DNA 促旋酶毒物。因此，我们的工作表明 P4Cs 是 NBTI 的一个新的结构子类。我们描述了844的结构-活性关系研究，导致类似物显示出增强的抗菌活性。测试了所选衍生物对重组脓肿分枝杆菌DNA 促旋酶的抑制活性。先导结构的进一步优化提高了小鼠血浆中的稳定性并提高了口服生物利用度。

  DOI：

  10.1021/acsmedchemlett.1c00549

文献信息

• Novel Sulfonaminoquinoline Hepcidin Antagonists
  申请人：Buhr Wilm

  公开号：US20120214803A1

  公开（公告）日：2012-08-23

  The present invention relates to novel hepcidin antagonists, pharmaceutical compositions comprising them and the use thereof as medicaments for the use in the treatment of iron metabolism disorders, such as, in particular, iron deficiency diseases and anemias, in particular anemias in connection with chronic inflammatory diseases.

  本发明涉及新型肝铁蛋白拮抗剂，包括它们的药物组合物以及将其用作药物治疗铁代谢紊乱，特别是铁缺乏病和贫血等疾病，特别是与慢性炎症性疾病相关的贫血。
• [EN] QUINOLINYL-PYRAZINE-CARBOXAMIDE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE QUINOLINYL-PYRAZINE-CARBOXAMIDE ET UTILISATIONS ASSOCIÉES
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2020132459A1

  公开（公告）日：2020-06-25

  This invention is in the field of medicinal chemistry. In particular, the invention relates to a new class of small-molecules having a quinolinyl-pyrazine-carboxamide (or similar) structure which function as activators of the cholesterol biosynthesis pathway within cancer cells and/or immune cells, which function as activators of the cell cycle regulation pathway within cancer cells and/or immune cells, and which function as up-regulators of HMGCS1 protein expression within cancer cells and/or immune cells, and which function as effective therapeutic agents for treating, ameliorating, and preventing various forms of cancer and other inflammatory disease.

  这项发明属于药物化学领域。具体来说，该发明涉及一类新型小分子，其具有喹啉基-吡嗪-羧酰胺（或类似）结构，其在癌细胞和/或免疫细胞内作为胆固醇生物合成途径的激活剂，作为癌细胞和/或免疫细胞内细胞周期调控途径的激活剂，作为癌细胞和/或免疫细胞内HMGCS1蛋白表达的上调剂，以及作为治疗、改善和预防各种癌症和其他炎症性疾病的有效治疗剂。
• Effects of the Distance between Radical Sites on the Reactivities of Aromatic Biradicals
  作者：Duanchen Ding、Hanning Jiang、Xin Ma、John J. Nash、Hilkka I. Kenttämaa

  DOI：10.1021/acs.joc.0c00658

  日期：2020.7.2

  separated further than that does no coupling occur. The most reactive radical site of each biradical was experimentally determined to be the one predicted to be more reactive based on the monoradical reactivity data. Therefore, the calculated vertical electron affinities of relevant monoradicals can be used to predict which radical site is most reactive in the biradicals.

  已知异构苯并炔中自由基位点的偶联会阻碍其自由基反应性。为了确定自由基位点必须相隔多远才能使其不相互作用，研究了几种基于异构体的质子化（异）喹啉和a啶基双自由基的气相反应性。发现所有（异）喹啉鎓基双自由基的反应均比具有相似垂直电子亲和力（即相似的极性效应）的相关单自由基反应慢。与之形成鲜明对比的是，the啶基双基自由基的自由基位置远比（异）喹啉鎓基体系中的自由基位置远，其相关反应性高于具有相似垂直电子亲和力的相关单基自由基。这些双自由基中两个自由基位置之间的距离较大，导致自旋-自旋耦合极少或没有，并且未观察到自由基反应性的抑制。因此，如果自由基位点位于相邻的苯环上并且仅在进一步分离之后才相互作用，否则不会发生偶联。根据单自由基反应性数据，通过实验确定每个双自由基的最高反应性自由基位点是预测为更具反应性的自由基。因此，所计算的相关基团的垂直电子亲和力可用于预测哪个基团在双基团中最具有反应性。根
• Vanilloid receptor ligands and their use in treatments
  申请人：Doherty M. Elizabeth

  公开号：US20050277646A1

  公开（公告）日：2005-12-15

  Compounds having the general structure and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritis, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

  含有一般结构和组成的化合物，用于治疗急性、炎症性和神经痛、牙痛、普通头痛、偏头痛、集群头痛、混合血管和非血管综合症、紧张性头痛、一般炎症、关节炎、风湿性疾病、骨关节炎、炎症性肠病、炎症性眼病、炎症性或不稳定的膀胱疾病、牛皮癣、带有炎症成分的皮肤病、慢性炎症状况、炎症性疼痛和相关的过敏性和痛觉过敏、神经痛和相关的过敏性和痛觉过敏、糖尿病神经病疼痛、交感神经维持的疼痛、去感觉综合症、哮喘、上皮组织损伤或功能障碍、单纯疱疹、呼吸、泌尿、胃肠或血管区域的内脏运动障碍、伤口、烧伤、过敏性皮肤反应、瘙痒症、白癜风、一般胃肠道疾病、胃溃疡、十二指肠溃疡、腹泻、坏死性剂引起的胃病变、头发生长、血管运动或过敏性鼻炎、支气管疾病或膀胱疾病。
• 4-methyl-5-(unsubstituted and substituted
  申请人：The United States of America as represented by the Secretary of the Army

  公开号：US04617394A1

  公开（公告）日：1986-10-14

  Compounds of the class including 4-methyl-5-(unsubstituted and substituted phenoxy)-2,6-dimethoxy-8-(aminoalkylamino)quinolines as the free bases and pharmaceutically acceptable acid amine salts are described. The compounds are highly effective antimalarial agents which possess both tissue schizonticidal (radical curative) and blood schizonticidal (suppressive) acitivity. In addition, these drugs have significantly better therapeutic indices than primaquine which is the current tissue schizonticidal drug of choice. Primaquine possesses no useful blood schizonticidal activity at tolerated dose levels. The new 2-methoxy substituted compounds produce markedly less methemoglobin at effective dose levels and thus permit a higher degree of safety than analogs which are unsubstituted in the 2-position.

  本类化合物包括4-甲基-5-（未取代和取代的苯氧基）-2,6-二甲氧基-8-（氨基烷基氨基）喹啉作为自由碱基和药学上可接受的酸胺盐。这些化合物是高效的抗疟疾剂，具有组织无性繁殖体（根治性）和血液无性繁殖体（抑制性）活性。此外，这些药物的治疗指数显著优于普鲁奎因，后者是目前选择的组织无性繁殖体药物。在可耐受的剂量水平下，普鲁奎因没有有用的血液无性繁殖体活性。新的2-甲氧基取代化合物在有效剂量水平下产生的甲血红蛋白显著较少，因此比在2位未取代的类似物具有更高的安全性。