| 1381841-34-4

• 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
• CAS: 1381841-34-4
• 化学式: C₁₃H₁₀ClNO₂
• 分子量: 247.681
• InChiKey: VBYQFENHOBUMOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.07
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  、 N'-(5,5-dimethyl-3-oxo-1-cyclohexen-1-yl)isonicotinohydrazide 、 氰乙酸甲酯 在 哌啶 作用下， 以85%的产率得到methyl 1-allyl-2'-amino-6-chloro-1'-(isonicotinamido)-7',7'-dimethyl-2,5'-dioxo-1,1',2,4',5',6',7',8'-octahydro-3,4'-biquinoline-3'-carboxylate
  参考文献：
  名称：

  Design and synthesis of biquinolone–isoniazid hybrids as a new class of antitubercular and antimicrobial agents

  摘要：

  Twenty four biquinolone-isoniazid hybrids were designed based on molecular hybridization technique and synthesized via multicomponent cyclocondensation (MCC) approach. All the newly synthesized compounds were screened for their antimicrobial and antitubercular activities. The brine shrimp bioassay was carried out to study the cytotoxicity of the synthesized compounds. Hybrids 7f (MIC = 25 mu g/mL); 7a, 7e and 7m (MIC = 50 mu g/mL); 7g, 7h and 7k (MIC = 62.5 mu g/mL) exhibited excellent antimicrobial activity as compared with standard drugs. Hybrids 71 and 7j displayed 99% inhibition against Mycobacterium tuberculosis bacteria with better LC50 values 35.39 and 34.59 mu g/mL, respectively. These results indicate that the synthesized compounds can act as leads for the development of newer antimicrobial and antitubercular compounds. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.05.003
• 作为产物：
  描述：

  2,6-二氯喹啉-3-甲醛 在 溶剂黄146 作用下， 生成
  参考文献：
  名称：

  Design and synthesis of biquinolone–isoniazid hybrids as a new class of antitubercular and antimicrobial agents

  摘要：

  Twenty four biquinolone-isoniazid hybrids were designed based on molecular hybridization technique and synthesized via multicomponent cyclocondensation (MCC) approach. All the newly synthesized compounds were screened for their antimicrobial and antitubercular activities. The brine shrimp bioassay was carried out to study the cytotoxicity of the synthesized compounds. Hybrids 7f (MIC = 25 mu g/mL); 7a, 7e and 7m (MIC = 50 mu g/mL); 7g, 7h and 7k (MIC = 62.5 mu g/mL) exhibited excellent antimicrobial activity as compared with standard drugs. Hybrids 71 and 7j displayed 99% inhibition against Mycobacterium tuberculosis bacteria with better LC50 values 35.39 and 34.59 mu g/mL, respectively. These results indicate that the synthesized compounds can act as leads for the development of newer antimicrobial and antitubercular compounds. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.05.003

文献信息

• Lanthanum triflate triggered synthesis of tetrahydroquinazolinone derivatives of N-allyl quinolone and their biological assessment
  作者：Hardik Jardosh、Manish Patel

  DOI：10.2298/jsc120121039j

  日期：——

  A series of 24 derivatives of tetrahydroquinazolinone has been synthesized by one-pot cyclocondensation reaction of N-allyl quinolones, cyclic ?-diketones and (thio)urea/N-phenylthiourea in presence of lanthanum triflate catalyst. This methodology allowed us to achieve the products in excellent yield by stirring at room temperature. All the synthesized compounds were investigated against a representative panel of pathogenic strains using broth microdilution MIC (minimum inhibitory concentration) method for their in vitro antimicrobial activity. Amongst these sets of heterocyclic compounds 5h, 6b, 6h, 5f, 5l, 5n and 6g found to have admirable activity.

  通过 N-烯丙基喹啉酮、环? 在三酸镧催化剂的作用下，通过 N-烯丙基喹诺酮、环状二酮和 和 (硫)脲/N-苯基硫脲在三酸镧催化剂存在下发生的单锅环缩合反应合成了四氢喹唑啉酮衍生物。 通过这种方法，我们可以在室温搅拌下获得产率极高的产品。 在室温下搅拌。对所有合成的化合物进行了 肉汤微量稀释 MIC（最小抑菌浓度）对一组具有代表性的病原菌进行了研究。 微量稀释 MIC（最低抑菌浓度）法，对具有代表性的病原菌株进行了体外抗菌活性研究。 体外抗菌活性。在这些杂环化合物中 5h、6b、6h、5f、5l、5n 和 6g 具有很高的活性。
• Microwave-assisted CAN-catalyzed solvent-free synthesis of N-allyl quinolone-based pyrano[4,3-b]chromene and benzopyrano[3,2-c]chromene derivatives and their antimicrobial activity
  作者：Hardik H. Jardosh、Manish P. Patel

  DOI：10.1007/s00044-012-0085-z

  日期：2013.2

  A new series of pyrano[4,3-b]chromene and benzopyrano[3,2-c]chromene derivatives have been synthesized via microwave-assisted one-pot, three-component reaction of N-allyl quinolones, cyclic β-diketones, and 4-hydroxy-6-methyl-2H-pyran-2-one/4-hydroxy coumarin in the presence of catalytic amount of ceric ammonium nitrate under solvent-free condition. The protocol offers expeditious and solvent-free

  通过微波辅助一锅三组分N-烯丙基喹诺酮，环状β-二酮，合成了一系列新的吡喃并[4,3- b ]色烯和苯并吡喃并[3,2- c ]色烯衍生物。在无溶剂条件下催化量的硝酸铈铵存在下，生成4-羟基-6-甲基-2 H-吡喃-2-酮/ 4-羟基香豆素。该规程提供了快速，无溶剂的合成方法，并具有极高的收率，可为熔融二苯酮提供抗微生物活性。合成化合物的化学结构通过1 H NMR进行了阐明，1313 C NMR，FT-IR，元素分析和质谱数据。通过肉汤微量稀释最小抑制浓度法针对代表性的致病菌株筛选所有化合物。在这些衍生物中，与标准药物相比，发现化合物6i，6k，6l和6m具有令人钦佩的活性。
• Library design, synthesis and biological exploration of novel 3,4′-bicarbostyril derivatives as potent antimicrobial, antitubercular and antimalarial agents
  作者：Hardik H. Jardosh、Nileshkumar D. Vala、Manish P. Patel

  DOI：10.1007/s00044-017-1797-x

  日期：2017.5

  AbstractA library comprises diversely substituted novel 3,4′-bicarbostyril derivatives have been designed by molecular hybridization technique and synthesized via multi-component reaction . Compounds G22 (MIC = 12.5 µg/mL) and G38 (MIC = 25 µg/mL) exhibited 99% inhibition against Mycobacterium tuberculosis, while compounds G40 (IC50 = 0.019 µg/mL) and G20 (IC50 = 0.028 µg/mL) found to have excellent

  摘要文库包含通过分子杂交技术设计并通过多组分反应合成的多样化取代的新型3,4'-联碳青霉素衍生物。化合物G22（MIC = 12.5 µg / mL）和G38（MIC = 25 µg / mL）对结核分枝杆菌表现出99％的抑制作用，而化合物G40（IC 50  = 0.019 µg / mL）和G20（IC 50  = 0.028 µg / mL） ）被发现对恶性疟原虫具有优异的活性。化合物G37（MIC = 25 µg / mL）和G8，G18和G38（MIC = 50 µg / mL）与标准药物相比具有出色的抗菌活性。生物学结果表明，标题化合物的效力很大程度上取决于在N -1处各种间隔基的长度和柔韧性，R 1上的取代基的电子影响以及Bicarbostyril系统在R 2上的CH 3基团的亲脂性。 图形概要
• Microwave-induced CAN promoted atom-economic synthesis of 1H-benzo[b]xanthene and 4H-benzo[g]chromene derivatives of N-allyl quinolone and their antimicrobial activity
  作者：Hardik H. Jardosh、Manish P. Patel

  DOI：10.1007/s00044-012-0301-x

  日期：2013.6

  Some new 1H-benzo[b]xanthene and 4H-benzo[g]chromene derivatives of N-allyl quinolone were efficiently synthesized via microwave-induced one-pot three component reaction of N-allyl quinolones, 2-hydroxy-1,4-naphthoquinone and cyclic β-diketones/malononitrile, and iso-propylcyanoacetate in the presence of catalytic amount of ceric ammonium nitrate under solvent-free condition. This methodology allowed

  通过微波诱导的N-烯丙基喹诺酮，2-羟基-1的一锅三组分反应，高效合成了一些新的N-烯丙基喹诺酮的1 H-苯并[ b ]氧杂蒽和4 H-苯并[ g ]色烯衍生物。4-萘醌和环状β-二酮/丙二腈和异在无溶剂条件下催化量的硝酸铈铈铵存在下，生成-丙基氰基乙酸酯。这种方法使我们无需使用溶剂即可在非常短的时间内以优异的产率获得所需的产品。计算了所有新合成的化合物的原子经济％，发现范围为92–96％。通过1 H NMR，13 C NMR，FT-IR，元素分析和质谱数据阐明标题的衍生物，并使用微量稀释最小抑菌浓度法针对一组致病性细菌和真菌进行了测试。结构活性关系分析表明，不同组的电子影响和亲脂性在抗菌效力上有很大差异。