尿苷 | 58-96-8

中文名称:尿苷
英文名称:Uridine
CAS No.:58-96-8
分子式:C9H12N2O6 分子量:244.2014
湖北万得化工有限公司
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广东翁江化学试剂有限公司
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名称和标识符
  • InChIKey:DRTQHJPVMGBUCF-XVFCMESISA-N
  • Inchi:1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
  • SMILES:O1[C@]([H])(C([H])([H])O[H])[C@]([H])([C@]([H])([C@]1([H])N1C([H])=C([H])C(N([H])C1=O)=O)O[H])O[H]
  • BRN:754904
中文别名
  • 尿苷
  • 尿甙
  • 尿嘧啶核苷
  • 尿核苷
  • 尿嘧啶核苷(尿苷)
  • 二氢嘧啶核苷
  • 荰胺
  • 脲嘧啶核苷
  • Uridine 尿嘧啶核苷
  • 尿苷 USP标准品
  • 尿苷 标准品
  • 尿苷(尿嘧啶核苷)
  • 尿苷,尿嘧啶核苷(尿苷)
  • 尿嘧啶核苷,尿苷
  • 腺苷杂质F(EP) 标准品
  • 1-β-D-呋喃核糖基尿嘧啶
  • NFDB2NFDB3-1-β-D-呋喃核苷
  • 尿苷,尿核苷
  • 尿苷,尿嘧啶核苷
  • 尿嘧啶-1-β-D-呋喃核糖苷
  • [ "尿嘧啶核苷" ]
英文别名
  • Uridine
  • TIMTEC-BB SBB000838
  • URACIL RIBOSIDE
  • URD
  • URACIL-1-BETA-D-RIBOFURANOSIDE
  • URACIL-3-RIBOSIDE
  • 1-beta-d-ribofuranosyl-uraci
  • 1-D-Ribofuranosyluracil
  • URIDINE(RG)
  • β-Uridine
  • 1-β-D-Ribofuranosyluracil
  • D-URIDINE
  • NFDB2
  • Uracil-1-β-D-ribofuranoside
  • Uracil-3-D-ribofuranoside
  • Urd
  • Uridin
  • 1-beta-D-Ribofuranosyluracil
  • beta-Uridine
  • Uracil, 1-beta-D-ribofuranosyl-
  • b-Uridine
  • WHI7HQ7H85
  • MLS000069625
  • 1-.beta.-D-Ribofuranosyluracil
  • C9H12N2O6
  • DRTQHJPVMGBUCF-XVFCMESISA-N
  • SMR000058222
  • 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
  • 1-beta-D-ribofuranosylpyrimidine-2,4
计算特性
  • 精确分子量:244.07000
  • 氢键供体数量:4
  • 氢键受体数量:6
  • 可旋转化学键数量:2
  • 同位素质量:244.07
  • 重原子数量:17
  • 复杂度:371
  • 同位素原子数量:0
  • 确定原子立构中心数量:4
  • 不确定原子立构中心数量:0
  • 确定化学键立构中心数量:0
  • 不确定化学键立构中心数量:0
  • 共价键单元数量:1
  • 疏水参数计算参考值(XlogP):-2
  • 互变异构体数量:3
  • 表面电荷:0
  • 拓扑分子极性表面积:119
  • 分子量:244.20
实验特性
  • LogP:-2.85190
  • PSA:124.78000
  • Merck:9877
  • 折射率:9 ° (C=2, H2O)
  • 水溶性:Soluble in water, dimethylsulfoxide, and methanol.
  • 沸点:387.12°C (rough estimate)
  • 熔点:163-167 °C (lit.)
  • 闪点:°C
  • 溶解度:H2O: 50 mg/mL
  • 颜色与性状:Brown powder
  • 溶解性:微溶于稀醇,不溶于无水乙醇
  • 比旋光度:8.4 º (c=2,water)
  • 密度:1.4221 (rough estimate)
国际标准相关数据
  • EINECS:20256
  • MDL:MFCD00006526
海关数据
  • 海关编码:2934999090
  • 海关数据:

    中国海关编码:

    2934999090

    概述:

    2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

    申报要素:

    品名, 成分含量, 用途

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

生产方法和用途
  • 方法:
    HPLC
  • 用途:
    用于制造氟尿嘧啶脱氧核苷、碘苷等抗肿瘤药物
    本品可用于巨型红血球贫血,也可与其他核苷、碱基合用于治疗肝、脑血管及心血管等疾患。
    尿苷是一种药物,如抗巨型红血球贫血,治疗肝、脑血管、心血管等疾病,也是制造氟尿嘧啶(S-FC)、脱氧核苷、碘苷(IDUR)、溴苷(BUDR)、氟苷(FUDR)等药物的主要原料。
    尿苷是一种药物,如抗巨型红血球贫血,治疗肝;脑血管;心血管等疾病,也是制造氟尿嘧啶(S-FC);脱氧核苷;碘苷(IDUR);溴苷(BUDR);氟苷(FUDR)等药物的主要原料。
参考资料
  • Reaxys RN:754904
  • Beilstein:754902
相关文献
  • 1. Uridine inhibits the stemness of intestinal stem cells in 3D intestinal organoids and mice Yi-Lin Liu,Song-Ge Guo,Chun-yan Xie,Kaimin Niu,Hugo De Jonge,Xin Wu RSC Adv. 2020 10 6377
  • 2. Transport of nucleosides in the vcCNT facilitated by sodium gradients from molecular dynamics simulations Zhiwei Feng,Tingjun Hou,Youyong Li Mol. BioSyst. 2013 9 2142
  • 3. Dual-platination and induced oxidation of uridine by a photoactivatable diazido Pt(iv) anticancer prodrug Fang Gao,Jishuai Zhang,Xiaoqin Wu,Yao Zhao,Fuyi Wang,Kui Wu Dalton Trans. 2022 51 11834
  • 4. Chemical tagging for sensitive determination of uridine modifications in RNA Qing-Yun Cheng,Jun Xiong,Cheng-Jie Ma,Yi Dai,Jiang-Hui Ding,Fei-Long Liu,Bi-Feng Yuan,Yu-Qi Feng Chem. Sci. 2020 11 1878
  • 5. Thermal desorption effects on fragment ion production from multi-photon ionized uridine and selected analogues J. Bocková,A. Rebelo,M. Ryszka,R. Pandey,D. Mészáros,P. Lim?o-Vieira,P. Papp,N. J. Mason,D. Townsend,K. L. Nixon,V. Vizcaino,J.-C. Poully,S. Eden RSC Adv. 2021 11 20612
  • 6. Palladium-catalyzed C–H olefination of uridine, deoxyuridine, uridine monophosphate and uridine analogues Qin Zhao,Ruoqian Xie,Yuxiao Zeng,Wanlu Li,Guolan Xiao,Yangyan Li,Gang Chen RSC Adv. 2022 12 24930
  • 7. Templated polymerizations on solid supports mediated by complementary nucleoside interactions Margarita Garcia,Kristian Kempe,David M. Haddleton,Afzal Khan,Andrew Marsh Polym. Chem. 2015 6 1944
  • 8. Bifunctional aryloxyphosphoramidate prodrugs of 2′-C-Me-uridine: synthesis and anti-HCV activity Munmun Maiti,Ling-Jie Gao,Chunsheng Huang,Roger G. Ptak,Michael G. Murray,Steven De Jonghe,Piet Herdewijn Org. Biomol. Chem. 2016 14 8743
  • 9. Analogues of uracil nucleosides with intrinsic fluorescence (NIF-analogues): synthesis and photophysical properties Meirav Segal,Bilha Fischer Org. Biomol. Chem. 2012 10 1571
  • 10. Theoretical study of the reaction of hydroxyl radicals with uridine: the influence of ribose and solvent Ya Gao,Xiayu Chen,Li Zhong,Wei Yao,Shujin Li Org. Biomol. Chem. 2014 12 5891