393711
2′,3′-二脱氧-3′-氟尿苷
95%
别名:
3′-氟-2′,3′-二脱氧尿苷
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关于此项目
经验公式（希尔记法）:
C9H11FN2O4
化学文摘社编号:
分子量:
230.19
Beilstein:
6064366
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
方案
95%
旋光性
[α]20/D +10.5°, c = 0.5 in 1 M NaOH
mp
184-188 °C (lit.)
SMILES字符串
OC[C@H]1O[C@H](C[C@@H]1F)N2C=CC(=O)NC2=O
InChI
1S/C9H11FN2O4/c10-5-3-8(16-6(5)4-13)12-2-1-7(14)11-9(12)15/h1-2,5-6,8,13H,3-4H2,(H,11,14,15)/t5-,6+,8+/m0/s1
InChI key
BKIUEHLYJFLWPK-SHYZEUOFSA-N
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一般描述
2′,3′-Dideoxy-3′-fluorouridine (3′-fluoro-2′,3′-dideoxyuridine, FddUrd) is a fluorinated pyrimidine nucleoside analog of uridine. It has been studied extensively for its potential use as an antiviral agent against HIV.
应用
2′,3′-Dideoxy-3′-fluorouridine can be used as a starting material in the synthesis of:
- 3′-fluoro 2′,3′-dideoxynucleoside analogs for in vitro antiviral activity studies.
- 3′-fluoro deoxyuridine monophosphate analogs as potential anti parasites.
J Balzarini et al.
Molecular pharmacology, 35(5), 571-577 (1989-05-01)
The novel 5-chloro-, 5-bromo-, and 5-iodo-derivatives of 3'-fluoro-2',3'-dideoxyuridine (FddUrd), designated FddCIUrd, FddBrUrd, and FddIUrd, respectively, have been synthesized and evaluated for their antiretrovirus activity against human immunodeficiency virus (HIV) and murine Moloney sarcoma virus. All three 5-halogeno-FddUrd analogues inhibited HIV-1
Hiyama T
Organofluorine Compounds: Chemistry and Applications, 153-153 null
E De Clercq
Chemioterapia : international journal of the Mediterranean Society of Chemotherapy, 7(6), 357-364 (1988-12-01)
Several steps in the replicative cycle of human immunodeficiency virus (HIV) could be envisaged as targets for anti-AIDS drugs. The anionic compound PMEA [9-(2-phosphonyl-methoxyethyl)adenine], the 2'3'-dideoxynucleoside analogues D4T (2',3-deidehydro-2',3'-dideoxythymidine), AzddUrd 3'-azido-2',3'-dideoxyuridine), FddUrd (3'-fluoro-2',3-dideoxyuridine), AzddDAPR (3'-azido-2',3'-dideoxy-2,6' diaminopurine riboside) and the sulfated
Deoxyuridine triphosphate nucleotidohydrolase as a potential antiparasitic drug target
Nguyen C, et al.
Journal of Medicinal Chemistry, 48(19), 5942-5954 (2005)
5-Chloro-substituted derivatives of 2', 3'-didehydro-2',3'-dideoxyuridine, 3'-fluoro-2',3'-dideoxyuridine and 3'-azido-2',3'-dideoxyuridine as anti-HIV agents.
J Balzarini et al.
Biochemical pharmacology, 38(6), 869-874 (1989-03-15)
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