CAS: 130370-60-4; (2S,3R)-N1-Hydroxy-3-Isobutyl-N4-((S)-1-(Methylamino)-1-Oxo-3-Phenylpropan-2-yl)-2-((Thiophen-2-Ylthio)Methyl)Succinamide

该化合物是一种合成化合物,被归类为广泛频谱基质金属蛋白酶抑制剂,主要被确认为其可能用于癌症治疗和组织改造障碍的治疗用途,因为其能够抑制MMP活动,而MMP是细胞外基成分降解过程中的酶;Batimastat的特点是其分子小和具体的结构特征,使其能够与MMP的活体场所结合,从而防止其功能;该化合物通常通过药物制剂进行施用,并在各种临床前和临床环境中进行研究;其行动机制包括调控肿瘤入侵和转移,使其成为肿瘤研究的一个关注对象;然而,由于与生物利用率和副作用有关的问题,其临床用途有限;总的来说,BatIMastatat是研制涉及MMP衰竭的癌症和其他疾病的定向疗法的一个重要研究领域.

结构式图片

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上下游产品

Bb-94 Acid 130370-82-0
(3R)-3-[(1S)-1-(Methylcarbamoyl)-2-Phenylethylcarbamoyl]-5-Methyl-2-Methylenehexanoic Acid 198409-67-5
(R)-Tert-Butyl 3-[(1S)-1-(Methylcarbamoyl)-2-Phenylethylcarbamoyl]-5-Methyl-2-Methylenehexanoate 908350-11-8

合成工艺路线路线简述

    (2R)-2-[1-(Tert-Butoxycarbonyl)Vinyl]-4-Methylpentanoic Acid置于n-甲基吗啉,N-羟基-7-氮杂苯并三氮唑,乙胺嗪,丹酰尸胺,盐酸羟胺,1-羟基苯并三唑,三乙胺,三氟乙酸体系中,用 甲醇,N,N-二甲基甲酰胺 用作溶剂,化学反应生成巴马司他
    参考文献:Selective Inhibition Of Low Affinity Ige Receptor (Cd23) Processing
    标题:Selective Inhibition Of Low Affinity Ige Receptor (Cd23) Processing
    摘要:A Series Of Hydroxamic Acids Related To The Non-Selective Matrix Metalloproteinase Inhibitor Batimastat Has Been Prepared,Some Members Of Which Are Potent Inhibitors Of The Processing Of The Low Affinity Ige Receptor (Cd 23). Increased Activity Is Obtained By Appropriate Substitution At The A-Position,Whilst Selectivity Is Gained By Use Of A P1' Benzyl Group In Conjunction With A C-Terminal Primary Amide. (C) 1997 Elsevier Science Ltd. All Rights Reserved.
    Doi:10.1016/s0960-894X(97)10149-4

    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-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-8734846-B2
    优先权日:2008-06-16
    标 题 :Methods for the preparation of targeting agent functionalized diblock copolymers for use in fabrication of therapeutic targeted nanoparticles
    发明人:ALI MIR M; HRKACH JEFF; ZALE STEPHEN E; ALVAREZ DE CIENFUEGOS LUIS
    权利人:BIND BIOSCIENCES INC
    摘要:This application provides nanoparticles and methods of making nanoparticles using pre-functionalized poly(ethylene glycol)(also referred to as PEG) as a macroinitiator for the synthesis of diblock copolymers. Ring opening polymerization yields the desired poly(ester)-poly (ethylene glycol)-targeting agent polymer that is used to impart targeting capability to therapeutic nanoparticles. This “polymerization fromâ€? approach typically employs precursors of the targeting agent wherein the reactivity of functional groups of the targeting agent is masked using protecting groups. Also described is a “coupling toâ€? that utilized the poly(ethylene glycol)-targeting agent conjugate where the targeting agent remains in its native un-protected form. This method uses “orthogonalâ€? chemistry that exhibit no cross reactivity towards functional groups typically found within targeting agents of interest.

    专利号:US-2013035307-A1
    优先权日:2010-01-26
    标 题:Methods for treating or preventing the spread of cancer using semi-synthetic glycosaminoglycosan ethers
    发明人:PRESTWICH GLENN D; KENNEDY THOMAS P
    权利人:UNIV UTAH RES FOUND; PRESTWICH GLENN D; KENNEDY THOMAS P
    摘要:Described herein are methods for the treatment and prevention of tumor metastasis using alkylated and fluoroalkylated semi-synthetic glycosaminoglycan ethers (“SAGEsâ€?). The synthesis of sulfated alkylated and fluoroalkylated SAGEs is also described.

    专利号:US-2008214827-A1
    优先权日:2004-02-03
    标 题:Synthesis of Cyanoimino-Benzoimidazoles
    发明人:GOEHRING R RICHARD; WHITEHEAD JOHN; SHAO BIN
    权利人:EURO CELTIQUE SA
    摘要:Disclosed in certain embodiments is a process for synthesizing a compound of formula (V) and salts thereof.

    专利号:US-9220714-B2
    优先权日:2006-03-16
    标 题 :Nitrofuran compounds for the treatment of cancer and angiogenesis
    发明人:SAULNIER SHOLLER GISELLE L; SWAMY NARASIMHA; KALKUNTE STAYAN; SINGH RAKESH K; BRARD LAURENT; KIM KYU KWANG
    权利人:WOMEN AND INFANTS HOSPITAL OF RHODE ISLAND; UNIV BROWN; WOMEN AND INFANTS HOSPITAL RHODE ISLAND
    摘要:The invention is directed to the synthesis and use of nitrofuran compounds, especially Nifurtimox, as medicaments to treat cancer, especially neuroblastoma, and to inhibit angiogenesis. The invention also provides compositions, unit dosage forms, and kits comprising the compounds.
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    主要参考文献


    1: Yurtal Z, Ozkan H, Kutlu T, Deveci M, Urfali B, Urfali S. The Matrix Metalloproteinase Inhibitor Batimastat Reduces Epidural Fibrosis After Laminectomy in Rats. Turk Neurosurg. 2023;33(1):162-170. doi: 10.5137/1019-5149.JTN.41841-22.2. 70(1):269-72. doi: 10.1007/s12013-014-9893-8. 1(2):139-41. doi: 10.2165/00126839-199901020-00005. 75(1):69-75. doi: 10.1016/s0163-7258(97)00023-5. 3(12):1657-65. doi: 10.1016/S1567-5769(03)00202-9. (26):119-24. doi: 10.1111/j.2042-3306.1998.tb05130.x. 7(1):40-5. doi: 10.1021/acschemneuro.5b00283. Epub 2015 Nov 18.
    8: Sledge GW Jr, Qulali M, Goulet R, Bone EA, Fife R. Effect of matrix metalloproteinase inhibitor batimastat on breast cancer regrowth and metastasis in athymic mice. J Natl Cancer Inst. 1995 Oct 18;87(20):1546-50. doi: 10.1093/jnci/87.20.1546. 12(5):309. doi: 10.3390/toxins12050309.
    10: Caveat investor. Nature. 1998 May 28;393(6683):291. doi: 10.1038/30546. 93(7):2749-54. doi: 10.1073/pnas.93.7.2749.

    合成参考文献


    参考文献:10.1006/bbrc.1999.0565
    摘要:Buisson-Legendre N, Bernard P, Bobichon H, Emonard H, Schneider C, Maquart F, Haye B, Hornebeck W. Involvement of the 92-kDa Gelatinase (Matrix Metalloproteinase-9) in the Ceramide-Mediated Inhibition of Human Keratinocyte Growth. Biochemical and Biophysical Research Communications. 1999 Jul;260(3):634–40. doi: 10.1006/bbrc.1999.0565.
    参考文献:10.2337/diabetes.50.9.2080
    摘要:Bouloumié A, Sengenès C, Portolan G, Galitzky J, Lafontan M. Adipocyte produces matrix metalloproteinases 2 and 9: involvement in adipose differentiation. Diabetes. 2001 Sep;50(9):2080–6. doi: 10.2337/diabetes.50.9.2080.
    参考文献:10.1023/a:1007541713398
    摘要:Black AF, Hudon V, Damour O, Germain L, Auger FA. A novel approach for studying angiogenesis: a human skin equivalent with a capillary-like network. Cell Biol Toxicol. 1999 Apr;15(2):81–90. doi: 10.1023/a:1007541713398.
    参考文献:10.1023/a:1006573417179
    摘要:Wylie S, MacDonald IC, Varghese HJ, Schmidt EE, Morris VL, Groom AC, Chambers AF. The matrix metalloproteinase inhibitor batimastat inhibits angiogenesis in liver metastases of B16F1 melanoma cells. Clin Exp Metastasis. 1999 Mar;17(2):111–7. doi: 10.1023/a:1006573417179.
    参考文献:10.1111/j.1749-6632.1999.tb07681.x
    摘要:BEEKMAN B, DRIJFHOUT JW, RONDAY HK, TeKOPPELE JM. Fluorogenic MMP Activity Assay for Plasma Including MMPs Complexed to α2‐Macroglobulin. Annals of the New York Academy of Sciences. 1999 Jun;878(1):150–8. doi: 10.1111/j.1749-6632.1999.tb07681.x.
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