All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C9H12N2O4
CAS Number:
Molecular Weight:
212.20
Beilstein:
750592
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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
Looking for similar products? Visit Product Comparison Guide
Application
Research tool for antiviral and anticancer studies.[1]
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
M J Pérez-Pérez et al.
Bioorganic & medicinal chemistry, 1(4), 279-284 (1993-10-01)
Several lipophilic-2',3'-dideoxynucleotide analogues have been synthesized and tested against Human Immunodeficiency Virus (HIV). Glycosyl-oxycarbonylaminosulfonyl-analogues of 3'-deoxythymidine and 2',3'-dideoxyuridine have been synthesized by reaction of 2,3,4,6-tetra-O-benzoyl-alpha-D-glucopyranose with chlorosulfonyl isocyanate and the corresponding 2',3'-dideoxynucleoside. Another series of 5'-phosphate-like-3'-deoxythymidine nucleosides (5'-O-alkyl-sulfamoyl- and 5'-O-carbamoyl-3'-deoxythymidine)
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
Evelina Colacino et al.
Nucleosides, nucleotides & nucleic acids, 22(11), 2013-2026 (2003-12-19)
In this article, we describe the synthesis of 5-nitro-1-(2-deoxy-alpha-D-erythro-pentofuranosyl)cytosine (4alpha), 5-nitro-1-(2-deoxy-beta-D-erythro-pentofuranosyl)cytosine (4beta), 5-amino-1-(2-deoxy-alpha-D-erythro-pentofuranosyl)cytosine (5alpha), 5-nitro-1-(2-deoxy-beta-D-erythro-pentofuranosyl)cytosine (5beta), 5-nitro-1-(2,3-dideoxy-beta-D-ribofuranosyl)uracil (6beta), 5-amino-1-(2,3-dideoxy-alpha,beta-D-ribofuranosyl)uracil (7), 5-nitro-1-(2,3-dideoxy-alpha,beta-D-ribofuranosyl)cytosine (8) and 5-amino-1-(2,3-dideoxy-beta-D-ribofuranosyl)cytosine (9beta). The prepared compounds were tested for their activity against HIV and HBV viruses, but they
Youcef Mehellou et al.
Bioorganic & medicinal chemistry letters, 17(13), 3666-3669 (2007-05-09)
We report the synthesis of 2',3'-didehydro-2',3'-dideoxyuridine (d4U) and 2',3'-dideoxyuridine (ddU) phosphoramidate 'ProTide' derivatives and their evaluation against HIV-1 and HIV-2. In addition, we conducted molecular modeling studies on both d4U and ddU monophosphates to investigate their second phosphorylation process. The
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service
