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Merck
CN

323624

2′,3′-Dideoxyuridine

98%

Synonym(s):

ddU

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O4
CAS Number:
Molecular Weight:
212.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
750592
Assay:
98%
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assay

98%

optical activity

[α]20/D +34°, c = 0.4 in H2O

mp

127-129 °C (lit.)

functional group

ether, hydroxyl

SMILES string

OC[C@@H]1CC[C@@H](O1)N2C=CC(=O)NC2=O

InChI

1S/C9H12N2O4/c12-5-6-1-2-8(15-6)11-4-3-7(13)10-9(11)14/h3-4,6,8,12H,1-2,5H2,(H,10,13,14)/t6-,8+/m0/s1

InChI key

BTOTXLJHDSNXMW-POYBYMJQSA-N

Application

Research tool for antiviral and anticancer studies.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Z Hao et al.
Molecular pharmacology, 37(2), 157-163 (1990-02-01)
2',3'-Dideoxyuridine (ddUrd) exhibits poor if any anti-human immunodeficiency virus (HIV) activity in ATH8 and MT-4 cells. This is in agreement with the failure of ddUrd to be efficiently anabolized intracellularly to its 5'-triphosphate metabolite. However, 2',3'-dideoxyuridine-5'-triphosphate (ddUTP) proved to be
H Shirae et al.
Applied and environmental microbiology, 55(2), 419-424 (1989-02-01)
A novel microbial method for the production of 2',3'-dideoxynucleosides by transdideoxyribosylation has been developed. By screening microorganisms producing 2',3'-dideoxyadenosine (DDA) from 2',3'-dideoxyuridine (DDU) and adenine, Escherichia coli AJ 2595 was selected as the best producer. Optimal pH and temperature for
Naveen C Srivastav et al.
Bioorganic & medicinal chemistry, 18(21), 7542-7547 (2010-09-28)
Chronic infections with hepatitis B virus (HBV) and hepatitis C virus (HCV) lead to serious liver diseases worldwide. Co-infection with HBV and HCV is very common and is associated with increased risk of liver pathogenesis, liver cancer, and liver failure.



Global Trade Item Number

SKUGTIN
323624-500MG04061832913018
323624-100MG04061832913001