CAS: 60084-10-8; 2-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)Thiazole-4-Carboxamide

该化合物是一种合成核素类比物,在生化和药理研究中具有显著应用,其主要行动机制是抑制脊髓灰质炎单磷酸脱氢酶(IMPDH),这是抗核素核素新生物合成中的关键酶.这种特性使Tiazofurin成为研究细胞扩散和代谢途径,特别是肿瘤研究的宝贵工具.该化合物在临床前研究中表现出作为抗生素剂的潜力,针对迅速分裂的细胞.其精细的结构和特性有助于对核素代谢进行机械性研究.研究人员认为Tiazofurin在实验环境中的可复制性及其在解释以核素为依存的细胞过程中的作用具有价值.

结构式图片

物理性质

MSDS等安全信息

上下游产品

CAS号60084-09-5 2-((苯甲酰氧基)甲基)-5... | CAS号95936-53-1 2-β-D-Ribofuran... | CAS号57944-10-2 (3,4-dibenzoylo... | CAS号23316-67-8 1-氰基-2,3,5-三苯甲酰... | CAS号218145-21-2 ethyl 2-(5'-O-b... | CAS号83285-83-0 [[5-(6-aminopur... | CAS号92952-33-5 4-Thiazolecarbo... | CAS号92952-40-4 4-Thiazolecarbo...

合成工艺路线路线简述

  • 合成目标产物 Tiazofurine 主要起始原料 2,3,5-Tri-O-Benzoyl-Beta-D-Ribofuranosyl Cyanide
  • (文献来源)合成步骤主要原料 2,3,5-Tri-O-Benzoyl-Beta-D-Ribofuranosyl Cyanide
📜2-Beta-D-呋喃核糖基-4-噻唑羧酸乙酯置于氨体系中,用 甲醇 作为反应溶剂,化学反应 24.0H,以86%的收率获得产物噻唑呋林
参考文献:Synthesis Of 4-Substituted 5-Amino-2-(.Beta.-D-Ribofuranosyl)Thiazoles And 4-Substituted 5-Amino-2-(.Beta.-D-Ribofuranosyl)Selenazoles,And Their Respective Conversion Into 2-(.Beta.-D-Ribofuranosyl)Thiazolo[5,4-D]Pyrimidines And 2-(.Beta.-D-Ribofuranosyl)Selenazolo[5,4-D]Pyrimidines. A New Synthesis Of Tiazofurin And Selenazofurin
标题:Synthesis Of 4-Substituted 5-Amino-2-(.Beta.-D-Ribofuranosyl)Thiazoles And 4-Substituted 5-Amino-2-(.Beta.-D-Ribofuranosyl)Selenazoles,And Their Respective Conversion Into 2-(.Beta.-D-Ribofuranosyl)Thiazolo[5,4-D]Pyrimidines And 2-(.Beta.-D-Ribofuranosyl)Selenazolo[5,4-D]Pyrimidines. A New Synthesis Of Tiazofurin And Selenazofurin
摘要:
DOI:10.1021/jo00210A033

海关参考信息

专利信息


专利号:WO-2010096201-A2
优先权日:2009-02-22
标 题 :Synthesis of ara-2'-o-methyl-nucleosides, corresponding phosphoramidites and oligonucleotides incorporating novel modifications for biological application in therapeutics, diagnostics, g- tetrad forming oligonucleotides and aptamers

专利号:US-2021290651-A1
优先权日:2020-03-20
标 题:Methods of treating viral infections using inhibitors of nucleotide synthesis pathways

专利号:US-2021308117-A1
优先权日:2020-03-20
标 题 :Methods of treating viral infections using inhibitors of nucleotide synthesis pathways

专利号:US-2021315880-A1
优先权日:2020-03-20
标 题 :Methods of treating viral infections using inhibitors of nucleotide synthesis pathways

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主要参考文献


1: Gottemukkala KV, Chrustowicz J, Sherpa D, Sepic S, Vu DT, Karayel Ö, Papadopoulou EC, Gross A, Schorpp K, von Gronau S, Hadian K, Murray PJ, Mann M, Schulman BA, Alpi AF. Non-canonical substrate recognition by the human WDR26-CTLH E3 ligase regulates prodrug metabolism. Mol Cell. 2024 May 16;84(10):1948-1963.e11. doi: 10.1016/j.molcel.2024.04.014.
2: Dhapola R, Kumari S, Sharma P, KumarKushawaha P, HariKrishnaReddy D. Update on monkeypox virus infection: Focusing current treatment and prevention approaches. Fundam Clin Pharmacol. 2024 Jun;38(3):465-478. doi: 10.1111/fcp.12980. Epub 2024 Jan 16. 29(21):3684-3731. doi: 10.2174/0929867328666211115121434.
237:118354. doi: 10.1016/j.saa.2020.118354. Epub 2020 Apr 20.

合成参考文献


摘要:National Technical Information Service., PB83-156901
摘要:National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program., JAN1986
摘要:Toxicology Letters., 114(81), 2000 []
参考文献:10.1016/0065-2571(95)00007-0
摘要:Cocco L, Capitani S, Maraldi NM, Mazzotti G, Barnabei O, Gilmour RS, Manzoli FA. Inositol lipid cycle and autonomous nuclear signalling. Advances in Enzyme Regulation. 1996 Jan;36():101–14. doi: 10.1016/0065-2571(95)00007-0.
参考文献:10.1007/bf00173677
摘要:Weitman S, Carlson L, Pratt CB. New drug development for pediatric oncology. Invest New Drugs. 1996;14(1):1–10. doi: 10.1007/bf00173677.
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