CAS: 978-62-1; N-(3,5-Bis(Trifluoromethyl)Phenyl)-5-Chloro-2-Hydroxybenzamide

该化合物是一种化学化合物,其结构复杂,包括一种以氯和氢氧化物组体替代的苯并胺核心,以及一个含有两个三氟甲基组群的苯环;由于三氟甲基组的存在,这种化合物明显具有疏水性,这可能会影响其溶解性和与生物系统的互动;氯和氢氧基替代体有助于其潜在的再活动性能和形成氢结的能力,这可能会增强其生物活动;多种电离子氟原子的存在也会影响化合物的电子特性,使其对医药化学和材料科学具有兴趣;其独特的特性可能使其在各种应用中有用,包括药物,农用化学品和研究生物途径的研究工具;然而,由于其化学性质,应当遵循具体的安全和处理准则.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号321-14-2 5-氯代水杨酸 | CAS号328-74-5 3,5-二(三氟甲基)苯胺

合成工艺路线路线简述

  • 合成目标产物 Imd-0354 主要起始原料 5-Chloro-2-Hydroxybenzoic Acid And 3,5-Bis(Trifluoromethyl)Aniline
  • 321-14-2 + 328-74-5 = 978-62-1
    反应条件:1.1 Reagents: Phosphorus Trichloride Solvents: Toluene; Rt; 12 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; 10 Min,Rt1.1 Reagents: Phosphorus Oxychloride Solvents: Toluene; Rt; 12 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; 10 Min,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 5,Rt1.1 Reagents: Phosphorus Trichloride Solvents: Chlorobenzene; 30 - 60 Min
    标题:Novel Formulations Of 2-{[3,5-Bis(Trifluoromethyl)Phenyl]Carbamoyl}-4-Chlorophenyl Dihydrogen Phosphatenovel Prodrug Saltsnovel Salicylanilides From 4,5-Dihalogenated Salicylic Acids: Synthesis,Antimicrobial Activity And Cytotoxicity
    作者:Paraskevopoulos,Georgios; Et Al
    参考文献:World Intellectual Property Organization 日期:2017 卷标:25(4) 页码:1524-1532]

    321-14-2 = 978-62-1
    反应条件:1.1 Reagents: Thionyl Chloride Catalysts: Dimethylformamide Solvents: Dichloromethane; 25 °C; 12 H,25 °C2.1 Solvents: Dichloromethane; 18 H,25 °C2.2 Reagents: Water; Cooled
    标题:Sar Optimization Studies On Modified Salicylamides As A Potential Treatment For Acute Myeloid Leukemia Through Inhibition Of The Creb Pathway
    作者:Chae,Hee-Don; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2019 卷标:29(16) 页码:2307-2315]

    328-74-5 + 3438-16-2 = 978-62-1
    反应条件:1.1 Reagents: Phosphorus Trichloride Solvents: Toluene; Rt; 6 H,100 °C1.2 Solvents: Methanol,Water; 20 Min,Rt1.3 Reagents: Boron Tribromide Solvents: Dichloromethane; 0 °C; 2 H,0 °C1.1 Reagents: Phosphorus Trichloride Solvents: Toluene; Rt; 6 H,100 °C1.2 Reagents: Boron Tribromide Solvents: Dichloromethane; 0 °C; 2 H,0 °C
    标题:Salicylamide Derivatives And Related Methods As Antiviral Agents And Their Preparationstructure-Activity Relationship Studies On Diversified Salicylamide Derivatives As Potent Inhibitors Of Human Adenovirus Infection
    作者:Xu,Jimin; Et Al
    参考文献:World Intellectual Property Organization 日期:2020 卷标:63(6) 页码:3142-3160]

    328-74-5 + 15216-81-6 = 978-62-1
    反应条件:1.1 Solvents: Dichloromethane; 18 H,25 °C1.2 Reagents: Water; Cooled
    标题:Sar Optimization Studies On Modified Salicylamides As A Potential Treatment For Acute Myeloid Leukemia Through Inhibition Of The Creb Pathway
    作者:Chae,Hee-Don; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2019 卷标:29(16) 页码:2307-2315]

    = 978-62-1 [标题:Reaction Conditions
    标题:Myc:Trrap Inhibitors And Uses Thereofamide Compound,And Preparation Method Therefor And Pharmaceutical Use Thereofcompounds And Methods For Potentiating Colistin Activity
    参考文献:World Intellectual Property Organization
📜N-(3,5-Bis(Trifluoromethyl)Phenyl)-5-Chloro-2-Methoxybenzamide置于三溴化硼体系中,用 二氯甲烷 作为反应溶剂,以105 Mg的收率获得产物n-[3,5-双(三氟甲基)苯基]-5-氯-2-羟基苯甲酰胺
参考文献:Structure-activity Relationship Studies On Diversified Salicylamide Derivatives As Potent Inhibitors Of Human Adenovirus Infection
标题:Structure-activity Relationship Studies On Diversified Salicylamide Derivatives As Potent Inhibitors Of Human Adenovirus Infection
摘要:The Effective Treatment Of Adenovirus (Hadv) Infections In Immunocompromised Patients Still Poses Great Challenges. Herein,We Reported Our Continued Efforts To Optimize A Series Of Salicylamide Derivatives As Potent Inhibitors Of Hadv Infection. Of These,Nine Compounds (11,13,14,17,20,58,60,62,And 70) Showed Significantly Improved Anti-Hadv Activities With Nanomolar To Submicromolar Ic50 Values And High Selectivity Indexes (Si > 100),Indicating Better Safety Windows,Compared To Those Of The Lead Compound Niclosamide. Our Mechanistic Assays Suggest That Compounds 13,62,And 70 Exert Their Activities In The Hadv Entry Pathway,While Compounds 14 And 60 Likely Target The Hadv Dna Replication,And 11,17,20,And 58 Inhibit Later Steps After Dna Replication. Given The Broad Anti-Viral Activity Profile Of Niclosamide,These Derivatives May Also Offer Therapeutic Potential For Other Viral Infections.
DOI:10.1021/acs.Jmedchem.9B01950

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专利信息


专利号:CN-114380709-B
优先权日:2021-12-31
标题:Synthesis method of 4-chloro-2-acylaminophenol

专利号:CN-114380709-A
优先权日:2021-12-31
标题:Synthesis method of 4-chloro-2-acylaminophenol

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主要参考文献


1: Zhou Y, Hong Y, Huang H. Triptolide Attenuates Inflammatory Response in Membranous Glomerulo-Nephritis Rat via Downregulation of NF-κB Signaling Pathway. Kidney Blood Press Res. 2016;41(6):901-910. doi: 10.1159/000452591. doi: 10.1016/j.bbrc.2016.02.029. doi: 10.1016/j.ejphar.2016.02.023. doi: 10.1371/journal.pone.0145279.
5: Kong XJ, Duan LJ, Qian XQ, Xu D, Liu HL, Zhu YJ, Qi J. Tumor-suppressive microRNA-497 targets IKKβ to regulate NF-κB signaling pathway in human prostate cancer cells. Am J Cancer Res. 2015 Apr 15;5(5):1795-804.
6: Zhao J, Liu C, Bai Y, Wang TY, Kan H, Sun Q. IKK inhibition prevents PM2.5-exacerbated cardiac injury in mice with type 2 diabetes. J Environ Sci (China). 2015 May 1;31:98-103. doi: 10.1016/j.jes.2014.10.018. doi: 10.2119/molmed.2015.00023.

合成参考文献


参考文献:10.1007/s13311-019-00751-2
摘要:ASENT 2019 Abstracts. Neurotherapeutics. 2019 Jun 25;16(3):912–9. doi: 10.1007/s13311-019-00751-2.
参考文献:10.1016/j.bmcl.2019.06.023
摘要:Chae HD, Cox N, Capolicchio S, Lee JW, Horikoshi N, Kam S, Ng AA, Edwards J, Butler TL, Chan J, Lee Y, Potter G, Capece MC, Liu CW, Wakatsuki S, Smith M, Sakamoto KM. SAR optimization studies on modified salicylamides as a potential treatment for acute myeloid leukemia through inhibition of the CREB pathway. Bioorg Med Chem Lett. 2019 Aug 15;29(16):2307–15. doi: 10.1016/j.bmcl.2019.06.023.
参考文献:10.1007/s12035-020-02056-4
摘要:Zhang L, Leng TD, Yang T, Li J, Xiong ZG. Protein Kinase C Regulates ASIC1a Protein Expression and Channel Function via NF-kB Signaling Pathway. Mol Neurobiol. 2020 Nov;57(11):4754–66. doi: 10.1007/s12035-020-02056-4.
参考文献:10.1152/ajpheart.00549.2006
摘要:Onai Y, Suzuki J, Maejima Y, Haraguchi G, Muto S, Itai A, Isobe M. Inhibition of NF-κB improves left ventricular remodeling and cardiac dysfunction after myocardial infarction. American Journal of Physiology-Heart and Circulatory Physiology. 2007 Jan;292(1):H530–8. doi: 10.1152/ajpheart.00549.2006.
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