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1022-79-3 | Cytidine, 5-bromo-2'-deoxy-
CAS No: 1022-79-3 Catalog No: AG0006VZ MDL No:MFCD00047496
Product Description
Catalog Number:
AG0006VZ
Chemical Name:
Cytidine, 5-bromo-2'-deoxy-
CAS Number:
1022-79-3
Molecular Formula:
C9H12BrN3O4
Molecular Weight:
306.1133
MDL Number:
MFCD00047496
IUPAC Name:
4-amino-5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
InChI:
InChI=1S/C9H12BrN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1
InChI Key:
KISUPFXQEHWGAR-RRKCRQDMSA-N
SMILES:
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(Br)c(nc1=O)N
EC Number:
213-824-2
Properties
Complexity:
398
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
305.001g/mol
Formal Charge:
0
Heavy Atom Count:
17
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
306.116g/mol
Monoisotopic Mass:
305.001g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
108A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9
Literature
| Title | Journal |
|---|---|
| Synthesis, molecular conformation and activity against herpes simplex virus of (E)-5-(2-bromovinyl)-2'-deoxycytidine analogs. | Nucleosides, nucleotides & nucleic acids 20120401 |
| Effects of the genotoxic agent 5-bromo-2'-deoxyuridine with or without pre-pubertal gonadectomy on brain monoamines and their metabolites in female rats. | Brain research bulletin 20110530 |
| Mutational specificities of brominated DNA adducts catalyzed by human DNA polymerases. | Journal of molecular biology 20110311 |
| Novel p63 target genes involved in paracrine signaling and keratinocyte differentiation. | Cell death & disease 20100901 |
| Reaction of 2'-deoxycytidine with peroxynitrite in the presence of ammonium bromide. | Bioorganic & medicinal chemistry 20080501 |
| Hypoxia-driven proliferation of embryonic neural stem/progenitor cells--role of hypoxia-inducible transcription factor-1alpha. | The FEBS journal 20080401 |
| Synthesis and antiviral activity of 5-substituted cytidine analogues: identification of a potent inhibitor of viral RNA-dependent RNA polymerases. | Journal of medicinal chemistry 20061019 |
| Inhibition of severe acute respiratory syndrome-associated coronavirus (SARSCoV) by calpain inhibitors and beta-D-N4-hydroxycytidine. | Antiviral chemistry & chemotherapy 20040101 |
| Identification and quantification of mutagenic halogenated cytosines by gas chromatography, fast atom bombardment, and electrospray ionization tandem mass spectrometry. | Analytical biochemistry 20030615 |
| A novel concept of glomeruloid body formation in experimental cerebral metastases. | Journal of neuropathology and experimental neurology 20030601 |
| Relation of distal nephron changes to proximal tubular damage in uranyl acetate-induced acute renal failure in rats. | American journal of nephrology 20020101 |
| Production of brominating intermediates by myeloperoxidase. A transhalogenation pathway for generating mutagenic nucleobases during inflammation. | The Journal of biological chemistry 20010316 |
| Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides. | Journal of medicinal chemistry 19890201 |
| Synthesis and antiviral properties of (E)-5-(2-bromovinyl)-2'-deoxycytidine-related compounds. | Journal of medicinal chemistry 19880101 |
| (E)-5-(2-Bromovinyl)-2'-deoxyuridine: a potent and selective anti-herpes agent. | Proceedings of the National Academy of Sciences of the United States of America 19790601 |
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