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85236-92-6 | Uridine,3'-azido-2',3'-dideoxy-5-iodo-
CAS No: 85236-92-6 Catalog No: AG004V8B MDL No:
Product Description
Catalog Number:
AG004V8B
Chemical Name:
Uridine,3'-azido-2',3'-dideoxy-5-iodo-
CAS Number:
85236-92-6
Molecular Formula:
C9H10IN5O4
Molecular Weight:
379.1113
IUPAC Name:
1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
InChI:
InChI=1S/C9H10IN5O4/c10-4-2-15(9(18)12-8(4)17)7-1-5(13-14-11)6(3-16)19-7/h2,5-7,16H,1,3H2,(H,12,17,18)/t5-,6+,7+/m0/s1
InChI Key:
RKFULXUNGOGTPS-RRKCRQDMSA-N
SMILES:
OC[C@H]1O[C@H](C[C@@H]1N=[N+]=[N-])n1cc(I)c(=O)[nH]c1=O
Properties
Complexity:
489
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
378.978g/mol
Formal Charge:
0
Heavy Atom Count:
19
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
379.114g/mol
Monoisotopic Mass:
378.978g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
93.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.3
Literature
| Title | Journal |
|---|---|
| Metabolism and mode of selective inhibition of human immunodeficiency virus replication by 3'-azido-2',3'-dideoxy-5-iodouridine and 3'-azido-2',3'-dideoxy-5-bromouridine. | Biochemical pharmacology 19930107 |
| Synthesis and antiviral activity of several 2,5'-anhydro analogues of 3'-azido-3'-deoxythymidine, 3'-azido-2',3'-dideoxyuridine, 3'-azido-2',3'-dideoxy-5-halouridines, and 3'-deoxythymidine against human immunodeficiency virus and Rauscher-murine leukemia virus. | Journal of medicinal chemistry 19890801 |
| Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells. | Journal of medicinal chemistry 19890301 |
| Synthesis and antiviral activity of various 3'-azido analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1, HTLV-III/LAV). | Journal of medicinal chemistry 19880201 |
| Selective inhibitory effect of (S)-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine and 2'-nor-cyclic GMP on adenovirus replication in vitro. | Antimicrobial agents and chemotherapy 19870201 |
| Synthesis and antiviral activity of various 3'-azido, 3'-amino, 2',3'-unsaturated, and 2',3'-dideoxy analogues of pyrimidine deoxyribonucleosides against retroviruses. | Journal of medicinal chemistry 19870201 |
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