CAS: 197855-65-5; Benzyl ((2S)-1-((4-Fluoro-3-Oxobutan-2-yl)Amino)-1-Oxo-3-Phenylpropan-2-yl)Carbamate

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上下游产品

dmap 2-fluoroacetic acid anhydride

合成工艺路线路线简述

    📜4-二甲氨基吡啶,2-(2-Benzyloxycarbonylamino-3-Phenylpropionylamino)Propionic Acid,氟乙酸酐置于三乙胺体系中,用 氯仿,苯 用作溶剂,化学反应生成Nalpha-[(苄氧基)羰基]-N-(4-氟-3-氧代-2-丁烷基)苯丙氨酰胺
    参考文献:.Alpha. Amino Fluoro Ketones
    标题:.Alpha. Amino Fluoro Ketones
    摘要:小说.α.氨基氟酮,其合成方法以及一种不可逆地抑制蛋白酶的方法被披露.

    海关参考信息

    专利信息


    专利号:US-4518528-A
    优先权日:1983-05-19
    标题 :α Amino fluoro ketones
    发明人:RASNICK DAVID W
    权利人:RASNICK DAVID W
    摘要:Novel alpha amino fluoro ketones, a method of their synthesis and a method for irreversibly inhibiting proteases is disclosed.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    1. Ahmed, N.K., Martin, L.A., Watts, L.M., et al. Peptidyl fluoromethyl ketones as inhibitors of cathepsin B. Implication for treatment of rheumatoid arthritis. Biochemical Pharmacology 44, 1201-1207 (1992). 2. Lopez-Hernandez, F.J., Ortiz, M.A., Bayon, Y., et al. Z-FA-fmk inhibits effector caspases but not initiator caspases 8 and 10, and demonstrates that novel anticancer retinoid-related molecules induce apoptosis via the intrinsic pathway. Molecular Cancer Therapeutics 2(3), 255-263 (2003). 3. Harth, G., Andrews, N., Mills, A.A., et al. Peptide-fluoromethyl ketones arrest intracellular replication and intercellular transmission of Trypanosoma cruzi. Molecular and Biochemical Parasitology 58, 17-24 (1993). 4. Lawrence, C.P., Kadioglu, A., Yang, A.L., et al. The cathepsin B inhibitor, z-FA-FMK, inhibits human T cell proliferation in vitro and modulates host response to pneumococcal infection in vivo. Journal of Immunology 177, 3827-3836 (2006). 5. Kim, M., Hansen, K.K., Davis, L., et al. Z-FA-FMK as a novel potent inhibitor of reovirus pathogenesis and oncolysis in vivo. Antivir.Ther. 15(6), 897-905 (2010).

    合成参考文献


    参考文献:10.1124/mol.119.115964
    摘要:Lee TD, Lee OW, Brimacombe KR, Chen L, Guha R, Lusvarghi S, Tebase BG, Klumpp-Thomas C, Robey RW, Ambudkar SV, Shen M, Gottesman MM, Hall MD. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology. 2019 Nov;96(5):629–40. doi: 10.1124/mol.119.115964.
    参考文献:10.1021/jm00038a012
    摘要:Wagner BM, Smith RA, Coles PJ, Copp LJ, Ernest MJ, Krantz A. In vivo inhibition of cathepsin B by peptidyl (acyloxy)methyl ketones. J Med Chem. 1994 Jun 10;37(12):1833–40. doi: 10.1021/jm00038a012.
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