CAS: 136817-59-9; N-(2-(4-(3-(Isopropylamino)Pyridin-2-yl)Piperazine-1-Carbonyl)-1H-Indol-5-yl)Methanesulfonamide

该化合物是约束反转录发酶酶,从而阻止将病毒性RNA转化为DNA,这是艾滋病毒复制周期的一个关键步骤;Delavirdine的特点是其化学结构,包括一个火药环和一个苯基组,有助于其药理活动;通常通过口服,半衰期相对较短,需要每天多剂量才能有效抑制病毒;该物质因其潜在的药物相互作用而闻名,特别是与其他抗逆转录病毒药物和肝脏代谢的某些药物的相互作用;常见副作用可能包括狂躁,胃肠扰动和疲劳;由于抗药性出现,Delavindine经常与其他抗药剂结合使用,以提高功效和减少病毒抗药的可能性;总体而言,Deavirdine在艾滋病毒治疗的更广泛范围内发挥作用,尽管其使用随着新NRTI和内草抑制剂的出现而减少.

结构式图片

上下游产品

methyl 5-methanesulfonylamino-1H-indole-2-carboxylate [3-(1-methylethylamino)-2-pyridinyl]piperazine

合成工艺路线路线简述

    1-(5-Aminoindolyl-2-Carbonyl]-4-(3-(1-Methylethyl)Amino-2-Pyridinyl)Piperazine 以59的收率获得地拉韦啶
    参考文献:Diaromatic Substituted Compounds As Anti-Hiv-1 Agents
    标题:Diaromatic Substituted Compounds As Anti-Hiv-1 Agents
    摘要:本发明涉及二芳基取代杂环化合物(III)##str1##,其在治疗hiv病毒感染的个体中有用.

    海关参考信息

    专利信息


    专利号:US-9353057-B2
    优先权日:2003-12-30
    标 题:Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
    发明人:GALLOP MARK A; DAI XUEDONG; SCHEUERMAN RANDALL A; RAILLARD STEPHEN P; MANTHATI SURESH K; YAO FENMEI; PHAN THU; LUDWIKOW MARIA; PENG GE; BHAT SEEMA
    权利人:XENOPORT INC
    摘要:Methods for synthesis of 1-(acyloxy)-alkyl carbamates, particularly, the synthesis of 1-(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1-(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1-(acyloxy)-alkyl carbamates are also described.

    专利号:US-9233943-B2
    优先权日:2012-01-10
    标题:Process for synthesis of syn azido epdxide and its use as intermediate for the synthesis of amprenavir and saquinavir
    发明人:GADAKH SUNITA KHANDERAO; REKULA REDDY SANTHOSH; SUDALAI ARUMUGAM
    权利人:COUNCIL SCIENT IND RES
    摘要:A novel synthetic route to the syn-azido epoxide of formula 5 includes cobalt-catalyzed hydrolytic kinetic resolution of a racemic mixture of the azido-epoxide. Reaction steps include subjecting an allylic alcohol to epoxidation with mCPBA to obtain a racemic epoxy alcohol; ring opening the epoxy alcohol with azide anion to obtain an anti-azido alcohol, which can then be selectively tosylated at the primary alcohol; treating the tosylate with base to obtain the racemic azido-epoxide; and subjecting the racemic azido-epoxide to cobalt-catalyzed hydrolytic kinetic resolution to obtain the syn-azido epoxide of formula 5. The compound of formula 5 may be used as a common intermediate for the asymmetric synthesis of HIV protease inhibitors, such as Amprenavir, Fosamprenavir, Saquinavir, and formal synthesis of Darunavir and Palinavir.

    专利号:US-6818633-B2
    优先权日:2001-06-29
    标题:Antiviral compounds and methods for synthesis and therapy
    发明人:BALZARINI JAN M R; DE CLERCQ ERIK D A; HOLY ANTONIN
    权利人:ACAD OF SCIENCE CZECH REPUBLIC; REGA STICHTING
    摘要:Novel compounds are provided having formula (I)whereR1, R2, R3, R4, Z, X and * are defined herein. Also provided are antiviral methods for use and processes for synthesis of the compounds of formula (I).

    专利号:US-7189849-B2
    优先权日:1997-02-10
    标 题:Synthesis of acyclic nucleoside derivatives
    发明人:LEANNA M ROBERT; RASMUSSEN MICHAEL; HANNICK STEVEN M; TIEN JIEN-HEH J; LUKIN KIRILL A; TIAN ZHENPING; CHANG SOU-JEN; CURTY CYNTHIA B; NARAYANAN BIKSHANDARKOIL A; BELLETTINI JOHN; SHELAT BHADRA; SPITZ TIFFANY
    权利人:MEDIVIR AB
    摘要:Novel processes towards the synthesis of the antiviral valomaciclovir stearate in which an esterified guanine acetal is reduced to the corresponding alcohol, reacted with an activated amino acid and N-deprotected. The esterified guanine acetal is prepared from a 9-guanine derivative bearing an acyclic hydroxymethylbutylacetal. The processes are amendable to one-pot reactions.

    专利号:US-2010261876-A1
    优先权日:2007-09-25
    标 题:Novel methods of synthesis for therapeutic antiviral peptides
    发明人:BRAY BRIAN L; JOHNSTON BARBARA E; SCHNEIDER STEPHEN E; TVERMOES NICOLAI A; ZHANG HUYI; FRIEDRICH PAUL E
    权利人:BRAY BRIAN L; JOHNSTON BARBARA E; SCHNEIDER STEPHEN E; TVERMOES NICOLAI A; ZHANG HUYI; FRIEDRICH PAUL E
    摘要:Provided herein are methods for synthesis of peptides. In particular, provided herein are methods of synthesis for therapeutic antiviral peptides.

    专利号:US-2025206743-A1
    优先权日:2022-03-25
    标 题:Tyk2 inhibitor synthesis and intermediates thereof
    发明人:MASSE CRAIG E; PHADKE AVINASH S; LAWSON JON P; LEVY STUART; YANG XIAOWEI; WU GUISHENG; FAN SHUFENG
    权利人:TAKEDA PHARMACEUTICALS CO
    摘要:Described herein are methods of synthesis of a tyrosine-protein kinase 2 (TYK2) inhibitor and to intermediate compounds of the synthesis and methods of making the intermediates. Also provided are pharmaceutically acceptable compositions including compounds prepared by the synthetic method and methods of treating disorders using the same.
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    主要参考文献


    1: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Delavirdine. 2023 Apr 15. 2012–. Delavirdine. 2017 Dec 27. 40(3):207-26. doi: 10.2165/00003088-200140030-00005. 60(6):1411-44. doi: 10.2165/00003495-200060060-00013.
    394:279-89. doi: 10.1007/978-1-4757-9209-6_25. 2012–. Antiviral Agents. 2022 Dec 2. 9(4):310-22. doi: 10.2174/138920008784220664. 10(9):11-2. 3(2):42-6. (No 269):1-3.
    11:285-312. doi: 10.1007/0-306-47384-4_13. 43(2):171-9. doi: 10.1177/0091270002239826. 44(1):99-109. doi: 10.2165/00003088-200544010-00004.

    合成参考文献


    参考文献:10.1016/s0140-6736(11)60992-6
    摘要:Schrijvers R, Desimmie BA, Debyser Z. Rilpivirine: a step forward in tailored HIV treatment. Lancet. 2011 Jul 16;378(9787):201–3. doi: 10.1016/s0140-6736(11)60992-6.
    参考文献:10.3797/scipharm.1012-17
    摘要:Bielenica A, Kossakowski J, Struga M, Dybała I, Loddo R, Ibba C, La Colla P. Synthesis and Biological Evaluation of New 3-Phenyl-1-[(4-arylpiperazin-1-yl)alkyl]-piperidine-2,6-diones. Sci Pharm. 2011 Apr;79(2):225–38.
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