CAS: 192329-42-3; (S)-N-Hydroxy-2,2-Dimethyl-4-((4-(Pyridin-4-Yloxy)Phenyl)Sulfonyl)Thiomorpholine-3-Carboxamide

该化合物是一种合成化合物,被归类为小分子抑制剂,主要以其作为血管产生抑制剂的作用而闻名,旨在干扰金属蛋白质矩阵的活动,该元素是细胞外细胞矩阵组件分解过程中的酶,在肿瘤生长和转移中起着关键作用.Prinomastat 旨在抑制肿瘤侵入周围组织和形成新的血管的能力,从而可能限制癌症的蔓延.该化合物在各种临床前科和临床研究中已经调查过其在治疗不同类型癌症方面的治疗潜力.就其化学结构而言,Prinomastat 具有有助于其生物活动的具体原子安排,尽管在专门的化学数据库中通常能找到详细的结构信息.与许多调查药物一样,Prinomat 的安全和效率通过严格的临床试验得到评估,然后批准用于一般医疗用途.

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2H,6H-噁唑并[5,4,3-Ij]喹啉-2-酮,6-丁基-7-羟基-8,9-二(1-甲基乙氧基)- (3S)-2,2-Dimethyl-4-(4-Pyridin-4-Yloxyphenyl)Sulfonylthiomorpholine-3-Carboxylic Acid 192329-83-2

合成工艺路线路线简述

    📜2H,6H-噁唑并[5,4,3-Ij]喹啉-2-酮,6-丁基-7-羟基-8,9-二(1-甲基乙氧基)-以70的收率获得(S)-2-[(羟基氨基)甲基]-5,6-二甲基-4-(4-吡啶-4-基氧苯基)磺酰基吗啉-3-硫酮
    参考文献: Metalloproteinase Inhibitors,Pharmaceutical Compositions Containing Them And Their Pharmaceutical Uses,And Methods And Intermediates Useful For Their Preparation[fr] Inhibiteurs De Metalloproteinases,Compositions Pharmaceutiques Contenant Ces Inhibiteurs Et Leurs Utilisations Pharmaceutiques,Et Procedes Et Intermediaires Servant A Leur Preparation
    标题: Metalloproteinase Inhibitors,Pharmaceutical Compositions Containing Them And Their Pharmaceutical Uses,And Methods And Intermediates Useful For Their Preparation[fr] Inhibiteurs De Metalloproteinases,Compositions Pharmaceutiques Contenant Ces Inhibiteurs Et Leurs Utilisations Pharmaceutiques,Et Procedes Et Intermediaires Servant A Leur Preparation
    摘要:本发明涉及式(1)的化合物,其中:Z为o或s;V为二价基团,与c*和n一起形成一个具有六个环原子的环,其中除c*和n之外的每个环原子独立地未取代或被适当取代物取代,且其中至少一个其他环原子是从o,N和s中选择的杂原子,其余为碳原子;Ar为芳基或杂芳基;以及其药学上可接受的前药,盐和溶剂化物.本发明还涉及这些化合物的药学上可接受的前药,盐和溶剂化物.本发明还涉及通过给予式(1)的化合物或其前药,盐或溶剂化物来抑制金属蛋白酶活性的方法.本发明还涉及包含这些化合物,前药,盐和溶剂化物的有效量的药物组合物.本发明还涉及用于制备这些化合物,前药,盐和溶剂化物的有用方法和中间体.

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    专利信息


    专利号:US-12391691-B2
    优先权日:2018-11-16
    标题:Synthesis of key intermediate of KRAS G12C inhibitor compound
    发明人:PARSONS ANDREW THOMAS; COCHRAN BRIAN MCNEIL; POWAZINIK IV WILLIAM; CAPORINI MARC ANTHONY
    权利人:AMGEN INC
    摘要:The present invention relates to an improved, efficient, scalable process to prepare intermediate compounds, such as compound 5M, having the structure n nuseful for the synthesis of compounds that target KRAS G12C mutations, such as

    专利号:US-2025206736-A1
    优先权日:2019-11-14
    标题 :Synthesis of kras g12c inhibitor compound
    发明人:CORBETT MICHAEL THOMAS; CAILLE SEBASTIEN
    权利人:AMGEN INC
    摘要:The present disclosure relates to an improved, efficient, scalable process to prepare intermediate compounds, such as 2-isopropyl-4-methylpyridin-3-amine, useful for the synthesis of compounds, such as Compound 9, for the treatment of KRAS G12C mutated cancers.

    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.

    专利号:US-7022846-B2
    优先权日:2002-06-10
    标 题 :Metabolites of prinomastat and their synthesis
    发明人:OUELLETTE MICHAEL A; POTTS BARBARA C M; SRIRANGAM JAYARAM K; TIBBETTS ANTHONY R; ZHANG KANYIN E
    权利人:AGOURON PHARMA
    摘要:Metabolites of a matrix metalloproteinase inhibitor prinomastat and their synthesis. These metabolites are: (3S)-N-hydroxy-4-(4-((1-oxy-pyrid-4-yl)oxy)benzenesulfonyl)-2,2-dimethyl-tetrahydro-2H-1,4-thiazine-3-carboxamide (M6); (3S)-2,2-dimethyl-1,1-dioxo-4-[4-(1-oxy-pyridin-4-yloxy)-benzenesulfonyl]-thiomorpholine-3-carboxylic acid amide (M7); (3S)-2,2-dimethyl-4-[4-(1-oxypyridin-4-yloxy)-benzenesulfonyl]-thiomorpholine-3-carboxylic acid amide (M8); (3S)-2,2-dimethyl-1,1-dioxo-4-[4-(pyridin-4-yloxy)-benzenesulfonyl]-thiomorpholine-3-carboxylic acid amide (M2); and (3S)-2,2-dimethyl-4-[4-(pyridin-4yloxy)-benzenesulfonyl)-thiomorphpline-3-carboxylic acid amide (M3).

    专利号:US-2023192682-A1
    优先权日:2019-11-14
    标题:Improved synthesis of kras g12c inhibitor compound

    专利号:US-2023192681-A1
    优先权日:2019-11-14
    标 题 :Improved synthesis of kras g12c inhibitor compound

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    主要参考文献


    1: Wang A, Savas U, Hsu MH, Stout CD, Johnson EF. Crystal Structure of Human Cytochrome P450 2D6 with Prinomastat Bound. J Biol Chem. 2012 Mar 30;287(14):10834-43. Epub 2012 Feb 3.
    2: Younis HS, Jessen BA, Wu EY, Stevens GJ. Inhibiting matrix metalloproteinases with prinomastat produces abnormalities in fetal growth and development in rats. Birth Defects Res B Dev Reprod Toxicol. 2006 Apr;77(2):95-103. Review.

    合成参考文献


    参考文献:10.1007/s001150050473
    摘要:Kieseier BC, Seifert T, Hartung HP. [Matrix metalloproteinases. Potential targets for new treatments in inflammatory demyelinating diseases of the nervous system]. Nervenarzt. 1999 Jun;70(6):509–16. doi: 10.1007/s001150050473.
    参考文献:10.1007/s00259-002-0783-8
    摘要:Van de Wiele C, Oltenfreiter R, De Winter O, Signore A, Slegers G, Dierckx R. Tumour angiogenesis pathways: related clinical issues and implications for nuclear medicine imaging. European Journal of Nuclear Medicine and Molecular Imaging. 2002 Mar 22;29(5):699–709. doi: 10.1007/s00259-002-0783-8.
    参考文献:10.3390/molecules27051733
    摘要:Youngman NJ, Lewin MR, Carter R, Naude A, Fry BG. Efficacy and Limitations of Chemically Diverse Small-Molecule Enzyme-Inhibitors against the Synergistic Coagulotoxic Activities of Bitis Viper Venoms. Molecules. 2022 Mar 07;27(5):1733. doi: 10.3390/molecules27051733.
    参考文献:10.1021/jm0308491
    摘要:Matziari M, Beau F, Cuniasse P, Dive V, Yiotakis A. Evaluation of P1'-diversified phosphinic peptides leads to the development of highly selective inhibitors of MMP-11. J Med Chem. 2004 Jan 15;47(2):325–36. doi: 10.1021/jm0308491.
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