CAS: 156897-06-2; 2-(6-(4-Chlorophenyl)-2,2-Dimethyl-7-Phenyl-2,3-Dihydro-1H-Pyrrolizin-5-yl)Acetic Acid

该化合物是一种非类固醇抗炎药物,具有止痛和抗炎特性,主要特征为其双重作用机制,因为它抑制了循环氧基酶(COX)和液氧酶(LOX),它们都参与了炎症过程;据认为,这种双重抑制与传统的主要针对COX酶的传统非氨溶酶酶酶(NSAID)相比,提供了更广泛的治疗效果.利可芬素因有可能用于治疗骨质炎和风湿性关节炎等疾病而受到调查,其特征是其双重行动机制,它抑制了环氧素(CO X)酶酶和脂类炎酶酶的酶酶,因为它会抑制环氧酶酶素(Loxyx)酶(IX)酶.此外,对利可酮的胃肠安全特征进行了研究,这可能比传统的非氨基酶安全特征更为有利,有可能降低胃肠效应的风险.然而,在任何药物方面,在考虑个别病人的临床因素时,应该评估其功效和安全特征,因为其对于病人来说是关键因素.

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上下游产品

ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)acetate 1-chloro-3-phenyl-2-propyne 2,2-dimethyl-5-phenylpent-4-ynal 2,2-dimethyl-7-phenyl-2,3,5,6-tetrahydro-1H-pyrrolizin-6-one2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-1-(1H-imidazol-1-yl)ethanone 53H78ClN3O10C53H78ClN3O10 53H76ClN3O9C53H76ClN3O9 53H76ClN3O10C53H76ClN3O10

合成工艺路线路线简述

    📜Ethyl 2-(2,2-Dimethyl-6-Hydroxy-7-Phenyl-2,3-Dihydro-1H-Pyrrolizin-5-yl)-2-Oxoacetate置于sodium Hydroxide,四(三苯基膦)钯,Sodium Hydride,Sodium Cyanoborohydride,Sodium Carbonate,对甲苯磺酸,对甲苯磺酰肼体系中,用 四氢呋喃,乙醇,水 用作溶剂,化学反应 26.25H,反应生成利克飞龙
    参考文献:针对ml-3000的合成研究,这种非甾体类抗炎药的简明合成
    标题:针对ml-3000的合成研究,这种非甾体类抗炎药的简明合成
    摘要:从1-氯-3-苯基-2-丙炔分8步获得ml-3000,总产率为19%.关键步骤是ω-炔基氨基酯的热酸促进的双环化和三氟甲磺酸杂芳基酯与(4-氯苯基)硼酸之间的suzuki交叉偶联反应.
    Doi:10.1016/s0040-4020(99)00176-3

    海关参考信息

    专利信息


    专利号:US-2012177593-A1
    优先权日:2009-07-20
    标 题 :Synthesis of dendrimer conjugates
    发明人:BAKER JR JAMES R; ZHANG YUEHUA; THOMAS THOMMEY P; DESAI ANKUR MAHESH
    权利人:BAKER JR JAMES R; ZHANG YUEHUA; THOMAS THOMMEY P; DESAI ANKUR MAHESH; UNIV MICHIGAN
    摘要:The present invention relates to novel methods of synthesis of therapeutic and diagnostic dendrimers. In particular, the present invention is directed to novel dendrimer conjugates, novel methods of synthesizing the same, compositions comprising the conjugates, as well as systems and methods utilizing the conjugates (e.g., in diagnostic and/or therapeutic settings (e.g., for the delivery of therapeutics, imaging, and/or targeting agents (e.g., in disease (e.g., cancer, inflammatory disease) diagnosis and/or therapy, pain therapy, etc.)). Accordingly, dendrimer conjugates of the present invention may further comprise at least two different components for targeting, imaging, sensing, and/or providing a therapeutic or diagnostic material and/or monitoring response to therapy. Furthermore, the novel synthesis methods of certain embodiments of the present invention provide significant advantages with regard to total reaction time and simplicity.

    专利号:US-11485721-B2
    优先权日:2017-11-21
    标 题:Method for the metal-free preparation of a biaryl by a photosplicing reaction and their uses
    发明人:KLOSS FLORIAN; NEUWIRTH TONI; HAENSCH VEIT; HERTWECK CHRISTIAN
    权利人:LEIBNIZ INST FUER NATURSTOFF FORSCHUNG UND INFEKTIONSBIOLOGIE E V HANS KNOELL INST HKI; LEIBNIZ INST FUER NATURSTOFF FORSCHUNG UND INFEKTIONSBIOLOGIE E V HANS KNOELL INST
    摘要:The present invention relates to a method for the metal-free preparation of a biaryl compound by a photosplicing reaction and its use in the preparation of chemical compounds, preferably of active ingredients e.g. in the fields of pharmaceuticals and agrochemicals. In particular, it refers to a method for the regiocontrolled preparation of a biaryl compound of formula (I): Ar—Ar′ by photochemically reacting a precursor compound of formula (II): Ar—L—Ar′ to form a biaryl compound of general formula: Ar—L—Ar′(II)→Ar—Ar′ (I) wherein Ar and Ar′, independently of each other, represent an unsubstituted or substituted C6-C20 aryl group or a heteroaryl group with 5-20 ring atoms selected from carbon, nitrogen, oxygen and sulfur, and L represents a group —X—Y—Z— as defined herein. The biaryl compounds are generally suitable as intermediates or key building blocks in a very broad spectrum of organic chemical syntheses and their respective utilities. Their use within the field of synthesis of active ingredients is an aspect of the invention, and their use in the preparation of pharmaceutically active ingredients is particularly preferred.

    专利号:US-8183409-B2
    优先权日:2004-05-06
    标题:High yield and rapid synthesis methods for producing metallo-organic salts
    发明人:CHRISTGAU STEPHAN; ANDERSEN JENS E T
    权利人:CHRISTGAU STEPHAN; ANDERSEN JENS E T; OSTEOLOGIX AS
    摘要:A new method for preparing salts of metal cations and organic acids, especially divalent salts of alkaline earth metal ions from group II of the periodic system and carboxylic acids. The method comprising the use of a high temperature (about 90° or more) and, optionally. high pressure, in order to obtain a higher yield, purity and faster reaction speed than obtained with known synthesis methods. In particular, the present invention relates to the production of strontium salts of carboxylic acids. Novel strontium salts are also provided by the present method.

    专利号:US-2012232225-A1
    优先权日:2009-08-26
    标 题:Synthesis and isolation of dendrimer systems
    发明人:BAKER JR JAMES R; BANASZAK HOLL MARK M; MULLEN DOUGLAS GURNETT; ORR BRADFORD G; DESAI ANKUR; SANDER LEONARD M; WADDELL JACK NEEL
    权利人:BAKER JR JAMES R; BANASZAK HOLL MARK M; MULLEN DOUGLAS GURNETT; ORR BRADFORD G; DESAI ANKUR; SANDER LEONARD M; WADDELL JACK NEEL; UNIV MICHIGAN
    摘要:The present invention relates to novel methods of synthesis and isolation of dendrimer systems. In particular, the present invention is directed to novel dendrimer conjugates with defined and limited numbers of ligand conjugates and high levels of structural uniformity, methods of synthesizing the same, compositions comprising the conjugates, as well systems and methods utilizing the conjugates (e.g., in diagnostic and/or therapeutic settings (e.g., for the delivery of therapeutics, imaging, and/or targeting agents (e.g., in disease (e.g., cancer) diagnosis and/or therapy, pain therapy, etc.)).

    专利号:WO-2023075715-A1
    优先权日:2021-10-26
    标题 :A pharmaceutical formulation including leukotriene receptor antagonists and/or leukotriene synthesis inhibitors combined with non-steroidal anti-inflammatory drugs (nsaids)
    发明人:OYTUN FARUK; CAN EFE
    权利人:VSY BIYOTEKNOLOJI VE ILAC SANAYI ANONIM SIRKETI
    摘要:This invention is related to a pharmaceutical formulation including Leukotriene receptor antagonists and/or Leukotriene synthesis inhibitors combined with non-steroidal anti-inflammatory drugs (NSAIDs) and antihistamines in ocular diseases and in inflammatory and allergic diseases for systemic and topical use. The objective of this invention is to create a novel formulation to be effective as much as steroids while having significantly less side effects for long-term use in treating ocular diseases, inflammatory and allergic diseases. In other words our aim is to achieve the inhibition of pro-inflammatory mediators (prostaglandins, thromboxane, histamine and leukotrienes) as much as steroids do with a safer combination.

    专利号:US-11918657-B2
    优先权日:2017-11-10
    标 题 :Dendrimer delivery system and methods of use thereof
    发明人:RANGARAMANUJAM KANNAN; SHARMA RISHI; SHARMA ANJALI; KANNAN SUJATHA; ZHANG ZHI; KAMBHAMPATI SIVA PRAMODH
    权利人:UNIV JOHNS HOPKINS
    摘要:Low-generation dendrimers containing a high density of surface hydroxyl groups, and methods of synthesis thereof are provided. In particular, oligo ethylene glycol (OEG)-like dendrimers with a high surface functional groups at relatively low generations (e.g. Ëœ120 hydroxyls in the third generation, with a size of just 1-2 nm) is described. Dendrimer formulations including one or more prophylactic, therapeutic, and/or diagnostic agents, and methods of use thereof are also described. The formulations are suitable for topical, enteral, and/or parenteral delivery for treating one or more diseases, conditions, and injuries in the eye, the brain and nervous system (CNS), particularly those associated with pathological activation of microglia and astrocytes.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Payandemehr B, Khoshneviszadeh M, Varastehmoradi B, Gholizadeh R, Bahremand T, Attar H, Bahremand A, Dehpour AR. A COX/5-LOX Inhibitor Licofelone Revealed Anticonvulsant Properties Through iNOS Diminution in Mice. Neurochem Res. 2015 Sep;40(9):1819-28. doi: 10.1007/s11064-015-1669-z. Epub 2015 Jul 28. doi: 10.1007/s12031-014-0414-4. Epub 2014 Sep 10. doi: 10.1007/s00590-014-1534-9. Epub 2014 Sep 9. doi: 10.1158/1940-6207.CAPR-14-0087. Epub 2014 May 2.
    6: Kus G, Oztopcu-Vatan P, Uyar R, Kabadere S. Cytotoxic and apoptotic functions of licofelone on rat glioma cells. Acta Biol Hung. 2013 Dec;64(4):438-52. doi: 10.1556/ABiol.64.2013.4.4. doi: 10.3109/01480545.2013.806525. Epub 2013 Jul 8. doi: 10.1523/JNEUROSCI.6128-11.2013.
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    合成参考文献


    参考文献:10.1002/art.10357
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    摘要:Boileau C, Martel-Pelletier J, Jouzeau JY, Netter P, Moldovan F, Laufer S, Tries S, Pelletier JP. Licofelone (ML-3000), a dual inhibitor of 5-lipoxygenase and cyclooxygenase, reduces the level of cartilage chondrocyte death in vivo in experimental dog osteoarthritis: inhibition of pro-apoptotic factors. J Rheumatol. 2002 Jul;29(7):1446–53.
    参考文献:10.2165/00063030-200418010-00003
    摘要:Malemud CJ. Cytokines as therapeutic targets for osteoarthritis. BioDrugs. 2004;18(1):23–35. doi: 10.2165/00063030-200418010-00003.
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    参考文献:10.1016/j.ejphar.2006.06.052
    摘要:Rotondo S, Dell'Elba G, Manarini S, Cerletti C, Evangelista V. The lipoxygenase-cyclooxygenase inhibitor licofelone prevents thromboxane A2-mediated cardiovascular derangement triggered by the inflammatory peptide fMLP in the rabbit. Eur J Pharmacol. 2006 Sep 28;546(1-3):95–101. doi: 10.1016/j.ejphar.2006.06.052.
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