CAS: 42835-25-6; 9-Fluoro-5-Methyl-1-Oxo-6,7-Dihydro-1H,5H-Pyrido[3,2,1-Ij]Quinoline-2-Carboxylic Acid

该化合物是一种主要用于兽药治疗牲畜和水产养殖细菌感染的合成氟己酮抗生素,其特点是,该物质在兽药中溶解性较低,可影响其生物利用率和生物系统的分布;此外,对氟丙酮进行了广泛的抗菌活动,特别是针对古丁细菌的抗菌活动,禁止细菌DNA gyraase 和TOP异构体IV,这是用于DNA复制和转录的基本酶;氟丙酮通常通过口服或注射方式施用,其药用植物可因所处理的物种而有所不同;该物质具有以下特征:该物质在水中的溶性相对较低,可影响其生物利用率和生物系统的分布;此外,对氟丙酮的潜在环境影响进行了研究,因为残留物可能会在动物废物和水生环境中持续存在,引起对抗生素抗药性和生态影响的担忧;安全评估表明,尽管有效,但应明智地使用氟丙酮来尽量减少发展抗菌菌株的风险;

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CAS号42835-89-2 6-氟-1,2,3,4-四氢-... | CAS号87-13-8 乙氧甲叉 | CAS号123400-74-8 5- [1-(6-fluoro... | CAS号42835-47-2 9-fluoro-5-meth... | CAS号15568-85-1 5-(甲氧亚甲基)-2,2-二...

合成工艺路线路线简述

    9-Fluoro-5-Methyl-1-Oxo-6,7-Dihydro-1H,5H-Pyrido[3,2,1-Ij]Quinoline-2-Carboxylic Acid Ethyl Ester置于水体系中,化学反应 3.0H,以70.8%的收率获得产物氟甲喹
    参考文献:Synthesis,Absolute Configuration And Intermediates Of 9-Fluoro-6,7-Dihydro-5-Methyl-1-Oxo-1H,5H-Benzo[i,J]Quinolizine-2-Carboxylic Acid (Flumequine)
    标题:Synthesis,Absolute Configuration And Intermediates Of 9-Fluoro-6,7-Dihydro-5-Methyl-1-Oxo-1H,5H-Benzo[i,J]Quinolizine-2-Carboxylic Acid (Flumequine)
    摘要:The Antibacterial Agent 9-Fluoro-6,7-Dihydro-5-Methyl-1-Oxo-1H,5H-Benzo[ij]Quinolizine-2-Carboxylic Acid (Flumequine) Was Synthesized In Optically Active Form From 6-Fluoro-2-Methyl-1,2,3,4-Tetrahydroquinoline (Fthq). Racemic Fthq Was Resolved With The Enantiomers Of 3-Bromocamphor-8-Sulfonic Acid. The Configurations Were Established By X-Ray Structures Of The Two Diastereoisomeric Salts. Enantiomeric Excesses Were Determined By H-1 NMR Analysis. (C) 1999 Elsevier Science Ltd. All Rights Reserved.
    DOI:10.1016/s0957-4166(99)00071-3

    海关参考信息

    专利信息


    专利号:US-2021107859-A1
    优先权日:2018-04-06
    标题 :A process for the synthesis of carbon labeled organic compounds
    发明人:AUDISIO DAVIDE; CANTAT THIBAULT; DESTRO GIANLUCA
    权利人:COMMISSARIAT ENERGIE ATOMIQUE
    摘要:A process for the synthesis of a carbon labeled organic compound containing a carbon labeled carboxyl group is described. A method of using carbon labeled organic compounds containing a carbon labeled carboxyl group according to the present disclosure; a process for manufacturing labeled pharmaceuticals and agrochemicals comprising synthesis of carbon labeled organic compounds containing a carbon labeled carboxyl group according to the present disclosure; and a process for producing tracers comprising synthesis of carbon labeled organic compounds containing a carbon labeled carboxyl group according to the present disclosure are also described.

    专利号:US-10768157-B2
    优先权日:2015-10-20
    标 题:Materials and methods for the detection of trace amounts of substances in biological and environmental samples
    发明人:KABIR ABUZAR; FURTON KENNETH G
    权利人:KABIR ABUZAR; FURTON KENNETH G; THE FLORIDA INTERNATIONAL UNIV BOARD OF TRUSTEES
    摘要:The subject invention provides chemical compositions and synthesis strategies to create molecularly imprinted polymers (MIPs) via sol-gel processes. In a specific embodiment, the subject invention utilizes a(n) organic, inorganic, or metallic template analyte to create a hybrid organic-inorganic or inorganic three-dimensional network possessing cavities complementary to the shape, size, and functional orientation of the template molecule or ions. The subject invention further pertains to the use of the novel MIPs as selective solid phase extraction (SPE) sorbents for pre-concentration and clean-up of trace substances in biological and environmental samples. Synthesis of other molecularly imprinted polymers with environmental, pharmaceutical, chemical, clinical, toxicological, and national security implications can be conducted in accordance with the teachings of the subject invention.

    专利号:US-8017776-B2
    优先权日:2003-07-15
    标题 :Methods for synthesis of acyloxyalkyl compounds
    发明人:BHAT LAXMINARAYAN; GALLOP MARK A
    权利人:XENOPORT INC
    摘要:Disclosed herein are methods for synthesizing 1-(acyloxy)-alkyl prodrug derivatives of drugs through oxidation of 1-acyl-alkyl derivatives of drugs under anhydrous reaction conditions. The methods typically proceed stereospecifically, in high yield, do not require the use of activated intermediates and/or toxic compounds and are readily amenable to scale-up.

    专利号:US-9693999-B2
    优先权日:2011-01-26
    标题:Small molecule RNase inhibitors and methods of use
    发明人:DUNMAN PAUL M; OLSON PATRICK D; CHILDERS WAYNE
    权利人:UNIV ROCHESTER; UNIV NEBRASKA; Temple University—Of the Commonwealth System of Higher Education
    摘要:Small molecule inhibitors of bacterial ribonuclease (e.g., RnpA) and methods for their synthesis and use are described herein. The methods of using the compounds include treating and preventing microbial infections and inhibiting bacterial ribonuclease. Also described herein are methods of identifying compounds for treating or preventing a microbial infection.

    专利号:US-8143437-B2
    优先权日:2002-02-19
    标题:Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof
    发明人:GALLOP MARK A; XIANG JIA-NING; YAO FENMEI; BHAT LAXMINARAYAN; ZHOU CINDY X
    权利人:GALLOP MARK A; XIANG JIA-NING; YAO FENMEI; BHAT LAXMINARAYAN; ZHOU CINDY X; XENOPORT INC
    摘要:The present invention provides a method for synthesizing 1-(acyloxy)-alkyl derivatives from 1-acyl-alkyl derivatives, which typically proceeds stereospecifically, in high yield, does not require the use of activated intermediates and/or toxic compounds and is readily amendable to scale-up. The current invention also provides 1-acyl-alkyl derivatives of known drug components and methods for synthesizing these 1-acyl-alkyl derivatives.

    专利号:EP-0310849-B1
    优先权日:1987-10-05
    标题:Process for the synthesis of a benzo [ij] quinolizine-2-carboxylic acid derivative
    摘要:Process for preparing 6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carbo xylic acid (flumequine, I) wherein 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (II) is reacted in the presence of a catalyst with an alkyl ortho-formate (IX), wherein R3 represents a C1-C4 alkyl, and with a 2,2-disubstituted 1,3-dioxan-4,6-dione, wherein each R1 and R2, which can be the same or different, represents a hydrogen atom, a branched- or straight-chain C1-C6 alkyl or phenyl, or R1 and R2 together represent a polymethylene group -(CH2)n-, n= 4 or 5, so as to form a 2,2-disubstituted 5- [1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolyl)] methylene-1,3-dioxan -4,6-dione of formula (VII): and then said compound of formula (VII) is reacted in the presence of polyphosphoric acid and ethyl polyphosphate, whereby the desired compound (I) is directly obtained and isolated according to conventional methods.
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    主要参考文献


    1: Kamagate M, Assadi AA, Kone T, Giraudet S, Coulibaly L, Hanna K. Use of laterite as a sustainable catalyst for removal of fluoroquinolone antibiotics from contaminated water. Chemosphere. 2017 Dec 26;195:847-853. doi: 10.1016/j.chemosphere.2017.12.165. [Epub ahead of print] doi: 10.1016/j.foodchem.2017.11.094. Epub 2017 Nov 26. doi: 10.1016/j.jhazmat.2017.12.011. [Epub ahead of print] doi: 10.1016/j.scitotenv.2017.11.244. [Epub ahead of print] doi: 10.1155/2017/3259073. Epub 2017 Oct 23.
    7: Jansomboon W, Boontanon SK, Boontanon N, Polprasert C. Determination and health risk assessment of enrofloxacin, flumequine and sulfamethoxazole in imported Pangasius catfish products in Thailand. J Environ Sci Health B. 2017 Nov
    27:1-8. doi: 10.1080/03601234.2017.1388655. [Epub ahead of print] doi: 10.1016/j.foodchem.2017.07.072. Epub 2017 Jul 17. doi: 10.1016/j.micpath.2017.09.020. Epub 2017 Sep 18. doi: 10.14202/vetworld.2017.830-835. Epub 2017 Jul 28.

    合成参考文献


    参考文献:10.1080/19440049.2011.587028
    摘要:Takeda N, Gotoh M, Matsuoka T. Rapid screening method for quinolone residues in livestock and fishery products using immobilised metal chelate affinity chromatographic clean-up and liquid chromatography-fluorescence detection. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2011 Sep;28(9):1168–74. doi: 10.1080/19440049.2011.587028.
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