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Merck

393711

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C9H11FN2O4
CAS号:
分子量:
230.19
Beilstein:
6064366
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

95%

光學活性

[α]20/D +10.5°, c = 0.5 in 1 M NaOH

mp

184-188 °C (lit.)

SMILES 字串

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 密鑰

BKIUEHLYJFLWPK-SHYZEUOFSA-N

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一般說明

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.

應用

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.

象形圖

Health hazard

訊號詞

Warning

危險聲明

防範說明

危險分類

Muta. 2

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 1

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
J Balzarini et al.
The Journal of biological chemistry, 264(11), 6127-6133 (1989-04-15)
3'-Azido-2',3'-dideoxythymidine (AZT) and 2',3'-didehydro-2',3'-dideoxythymidine (D4T) are potent and selective inhibitors of human immunodeficiency virus replication in MT-4 and ATH8 cells. They are also inhibitory to the replication of murine retroviruses, i.e. Moloney murine sarcoma virus-induced transformation of C3H cells. In

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