CAS: 69567-10-8; (2R,3R,4R,5S)-2-(Hydroxymethyl)-1-Methylpiperidine-3,4,5-Triol

该化合物是源自脱氧氮基氨基氨基甲酸酯的高效甘醇抑制剂,其特点是氮基甲基氨基氨基氨基乙酯的甲基替代物,这种改变增强了其代谢稳定性和抑制α-glucosidas的抑制性活动,使其对生化和药理研究具有价值.N-Me-DNJ有效地干扰了内分光性内聚氨酯的甘醇蛋白处理,成为研究N相关甘醇相联途径的工具.其行动机制还将其定位为研究病毒包蛋白质发酵和淋巴菌储存紊乱的候选体.该化合物具有高度的特性和低毒性,能够在细胞和酶研究中精确地操纵依赖甘醇的工艺.

结构式图片

上下游产品

formaldehyd 1,5-dideoxy-1,5-imino-D-glucitol N-formyl-N-methyl-6-amino-6-deoxy-L-sorbose

合成工艺路线路线简述

    📜1-脱氧野尻霉素置于钯 聚合甲醛体系中,用 甲醇 作为反应溶剂,化学反应生成 N-甲基-1-脱氧尻霉素
    参考文献:1,5-Dideoxy-1,5-Imino-D-Glucitol Derivatives
    标题:1,5-Dideoxy-1,5-Imino-D-Glucitol Derivatives
    摘要:本发明涉及1,5-二去氧-1,5-亚硝基-D-葡萄糖醇的抗病毒o-酰化衍生物,其中含有一个至四个游离羟基被选自由从三到八个碳原子的羧基脂肪酰基所选择的ω,ω,ω-三氟代烷酰基,从四到八个碳原子的环烷基羧基和从二到十个碳原子的非环烷基羧基的n-烷基或n-芳酰基,其中n-芳酰基被选自p-癸基苯甲酰基,3-(对氯苯氧基)丙酰基,2-(乙酰氧基)苯甲酰基,[1,1'-联苯]-4-基羰基,2-噻吩乙酰基,反式-3-呋喃丙烯酰基,3-甲氧基苯乙酰基和3-(三氟甲基)苯甲酰基,其中n-烷基含有从一个到十四个碳原子,但当n-烷基含有从一个到五个碳原子时,O-酰化基为ω,ω,ω-三氟代烷酰基或环烷基羧基.

    海关参考信息

    专利信息


    专利号:US-9662347-B2
    优先权日:2010-05-11
    标题 :Method for inhibiting the induction of cell death by inhibiting the synthesis or secretion of age-albumin in cells of the mononuclear phagocyte system
    发明人:LEE BONG HEE; BYUN KYUNG HEE
    权利人:LEE BONG HEE; BYUN KYUNG HEE; GACHON UNIV OF INDUSTRY-ACADEMIC COOP FOUND
    摘要:The present invention relates to a method for inhibiting the induction of cell death by inhibiting the synthesis or secretion of AGE-albumin in cells of the mononuclear phagocyte system, to an AGE-albumin synthesis inhibitor, and to a pharmaceutical composition comprising the AGE-albumin synthesis inhibitor for preventing or treating degenerative disease and autoimmune disease. The AGE-albumin of the present invention is synthesized and secreted in human microglia or human macrophages in an Alzheimer's model, stroke model, Parkinson's disease model and rheumatoid arthritis model. The AGE-albumin synthesis and secretion are caused by oxidative stress. The expression of RAGE increases in first-order human neurons or cartilage cells to which AGE-albumin is administered, whereupon a MAPK signaling pathway is activated and the expression of Bax increases to induce an increase in calcium in mitochondria, thus finally inducing cell death. Therefore, the AGE-albumin synthesis inhibitor of the present invention can be valuably used in the diagnosis or treatment of degenerative diseases or autoimmune diseases such as Alzheimer's disease, strokes, Parkinson's disease, amyotrophic lateral sclerosis, rheumatoid arthritis, diabetic retinopathy, AIDS, aging, pulmonary fibrosis, spinal cord injuries, etc.

    专利号:US-2006293508-A1
    优先权日:2005-06-08
    标题:Stabilization of triflated compounds
    发明人:MAJOR MICHAEL; PETERSON ROBERT; KOSINSKI SZYMON
    权利人:MAJOR MICHAEL; PETERSON ROBERT; KOSINSKI SZYMON
    摘要:Described are novel processes for the synthesis triflated sugars. These sugars are useful for the production of compounds, such as D-1-deoxynojirimycin (DNJ) and D-1-deoxygalactonojirimycin (DGJ). In particular, described is a multi-kilogram scale stabilization method for the synthesis of imino sugars.

    专利号:US-9371387-B2
    优先权日:2011-11-10
    标题 :Composition for prevention or treatment of ischemic cardiac disease, comprising inhibitor against age-albumin synthesis or release of mononuclear phagocyte system cells as active ingredient
    发明人:LEE BONG HEE; BYUN KYUNG HEE
    权利人:UNIV GACHON IND ACAD COOP FOUND
    摘要:Disclosed is a pharmaceutical composition for the prevention or treatment of ischemic heart diseases, comprising as an active ingredient an inhibitor which acts to restrain mononuclear phagocyte system cells from synthesizing or releasing AGE-albumin, which induces the apoptosis of cardiomyocytes upon the onset of the ischemic heart disease. Also, a method is provided for screening an inhibitor against the AGE-albumin synthesis or release of mononuclear phagocyte system cells. Inhibitory or suppressive of AGE-albumin-induced cell death, the pharmaceutical composition comprising as an active ingredient an inhibitor against the AGE-albumin synthesis or release of mononuclear phagocyte system cells can be applied to the prevention or treatment of a wide spectrum of ischemic heart diseases including myocardial infarction.

    专利号:US-5684026-A
    优先权日:1994-11-22
    标 题:Aminocyclopentane derivative
    发明人:OGAWA SEIICHIRO; UCHIDA CHIKARA; KIMURA HIROSHI; INOKUCHI JIN-ICHI
    权利人:SEIKAGAKU KOGYO CO LTD
    摘要:The present invention provides aminocyclopentane derivatives which are saccharide analogs having extremely high alpha -glucosidase inhibitory effects and novel structures and expected to be usable or applicable to drugs or agricultural chemicals. An aminocyclopentane derivative represented by the formula (1), wherein R1 represents H while R2 represents CH2OH, or R1 represents CH2OH while R2 represents H and R3 represents a substituted or unsubstituted aryl group or an alkyl, alkenyl, alkynyl or hydroxyalkyl group having 1 to 10 carbon atoms, intermediates for the synthesis of the same, a process for producing the intermediates and a process for producing the aminocyclopentane derivative.

    专利号:US-2007148246-A1
    优先权日:2005-08-11
    标题:Nucleic Acid-Based Matrixes
    发明人:LUO DAN; LI YOUGEN
    权利人:LUO DAN; LI YOUGEN
    摘要:Various nucleic acid-based matrixes are provided, comprising nucleic acid monomers as building blocks, as well as nucleic acids encoding proteins, so as to produce novel biomaterials. Methods of utilizing such biomaterials include delivery of biologically active agents, cell and tissue culture, and cell-free protein synthesis.

    专利号:CA-2840900-A1
    优先权日:2011-11-10
    标题:Composition for prevention or treatment of ischemic cardiac disease,comprising inhibitor against age-albumin synthesis or release of mononuclear phagocyte system cells as active ingredient

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Arai M, Minatoguchi S, Takemura G, Uno Y, Kariya T, Takatsu H, Fujiwara T, Higashioka M, Yoshikuni Y, Fujiwara H. N-methyl-1-deoxynojirimycin (MOR-14), an alpha-glucosidase inhibitor, markedly reduced infarct size in rabbit hearts. Circulation. 1998 Apr 7;97(13):1290-7. doi: 10.1161/01.cir.97.13.1290. 15(6):268-73. doi: 10.1007/s003800070004. 133(5):635-42. doi: 10.1038/sj.bjp.0704107.
    4: Romero PA, Datema R, Schwarz RT. N-methyl-1-deoxynojirimycin, a novel inhibitor of glycoprotein processing, and its effect on fowl plague virus maturation. Virology. 1983 Oct 15;130(1):238-42. doi: 10.1016/0042-6822(83)90133-2. 183(1):29-32. doi: 10.1016/0014-5793(85)80947-9. 9(11):1442-50. doi: 10.1023/a:1015810913257.
    197:217-26. doi: 10.1016/0008-6215(90)84144-j. 161(1):37-44. doi: 10.1016/0042-6822(87)90168-1.

    合成参考文献


    参考文献:10.1371/journal.pone.0218897
    摘要:Miller TW, Amason JD, Garcin ED, Lamy L, Dranchak PK, Macarthur R, Braisted J, Rubin JS, Burgess TL, Farrell CL, Roberts DD, Inglese J. Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors. PLoS ONE. 2019 Jul 05;14(7):e0218897. doi: 10.1371/journal.pone.0218897.
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