Home Halogens Uridine, 5-chloro-2'-deoxy-

Uridine, 5-chloro-2'-deoxy-

CAS No.:
50-90-8
Catalog Number:
AG01CB4X
Molecular Formula:
C9H11ClN2O5
Molecular Weight:
262.6470
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
50mg
≥98%
1 week
United States
$97
- +
100mg
≥98%
1 week
United States
$133
- +
250mg
≥98%
1 week
United States
$239
- +
Product Description
Catalog Number:
AG01CB4X
Chemical Name:
Uridine, 5-chloro-2'-deoxy-
CAS Number:
50-90-8
Molecular Formula:
C9H11ClN2O5
Molecular Weight:
262.6470
MDL Number:
MFCD00006531
IUPAC Name:
5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
InChI:
InChI=1S/C9H11ClN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
InChI Key:
NJCXGFKPQSFZIB-RRKCRQDMSA-N
SMILES:
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(Cl)c(=O)[nH]c1=O
Properties
Complexity:
386  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
262.036g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
262.646g/mol
Monoisotopic Mass:
262.036g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
99.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.7  
Literature
Title Journal
Characterization of pyrimidine nucleoside phosphorylase of Mycoplasma hyorhinis: implications for the clinical efficacy of nucleoside analogues. The Biochemical journal 20120701
Compensation of depleted neuronal subsets by new neurons in a local area of the adult olfactory bulb. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110720
Polymerase incorporation and miscoding properties of 5-chlorouracil. Chemical research in toxicology 20100419
Differential sensitivity of the inner ear sensory cell populations to forced cell cycle re-entry and p53 induction. Journal of neurochemistry 20100301
Hydroxyurea-stalled replication forks become progressively inactivated and require two different RAD51-mediated pathways for restart and repair. Molecular cell 20100226
Differential regulation of the variations induced by environmental richness in adult neurogenesis as a function of time: a dual birthdating analysis. PloS one 20100101
Immunofluorescent detection of two thymidine analogues (CldU and IdU) in primary tissue. Journal of visualized experiments : JoVE 20100101
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors. Journal of medicinal chemistry 20081113
Noggin expands neural stem cells in the adult hippocampus. The Journal of neuroscience : the official journal of the Society for Neuroscience 20080910
Substituted benzyl-pyrimidines targeting thymidine monophosphate kinase of Mycobacterium tuberculosis: synthesis and in vitro anti-mycobacterial activity. Bioorganic & medicinal chemistry 20080601
A Cdc7 kinase inhibitor restricts initiation of DNA replication and has antitumor activity. Nature chemical biology 20080601
Label-retaining cells in the rat submandibular gland. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20080101
Use of halogenated precursors for simultaneous DNA and RNA detection by means of immunoelectron and immunofluorescence microscopy. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20080101
Antiviral activities and phosphorylation of 5-halo-2'-deoxyuridines and N-methanocarbathymidine in cells infected with vaccinia virus. Antiviral chemistry & chemotherapy 20080101
Replication labeling with halogenated thymidine analogs. Current protocols in cell biology 20070601
High incidence of non-random template strand segregation and asymmetric fate determination in dividing stem cells and their progeny. PLoS biology 20070501
Proximal tubular epithelial cells are generated by division of differentiated cells in the healthy kidney. American journal of physiology. Cell physiology 20070201
Absence of an immediate G1/S checkpoint in primary MEFs following gamma-irradiation identifies a novel checkpoint switch. Cell cycle (Georgetown, Tex.) 20060801
Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides. Bioorganic & medicinal chemistry 20051215
Discrimination of cell nuclei in early S-phase, mid-to-late S-phase, and G(2)/M-phase by sequential administration of 5-bromo-2'-deoxyuridine and 5-chloro-2'-deoxyuridine. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20051101
Differential incorporation of halogenated deoxyuridines during UV-induced DNA repair synthesis in human cells. DNA repair 20050302
Neural stem cell detection, characterization, and age-related changes in the subventricular zone of mice. The Journal of neuroscience : the official journal of the Society for Neuroscience 20040218
Proliferation during early phases of bronchiolar repair in neonatal rabbits following lung injury by 4-ipomeanol. Toxicology and applied pharmacology 20031001
Comparative study of purine and pyrimidine nucleoside analogues acting on the thymidylate kinases of Mycobacterium tuberculosis and of humans. Chembiochem : a European journal of chemical biology 20030804
Design of Mycobacterium tuberculosis thymidine monophosphate kinase inhibitors. Nucleosides, nucleotides & nucleic acids 20030101
Changes in nuclear matrix proteins during the senescence-like phenomenon induced by 5-chlorodeoxyuridine in HeLa cells. Experimental gerontology 20020701
5-Bromo (or chloro)-6-azido-5,6-dihydro-2' -deoxyuridine and -thymidine derivatives with potent antiviral activity. Bioorganic & medicinal chemistry letters 20020211
[Chromosomal abnormalities in lymphocytes from a patient with Werner's syndrome in intact culture and after treatment with halogenated analogs of thymidine]. Tsitologiia 20020101
Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections. Clinical microbiology reviews 20010401
Synthesis and antitumor and antiviral properties of 5-halo- and 5-(trifluoromethyl)-2'-deoxyuridine 3',5'-cyclic monophosphates and neutral triesters. Journal of medicinal chemistry 19860701
Improved synthesis and in vitro antiviral activities of 5-cyanouridine and 5-cyano-2'-deoxyuridine. Journal of medicinal chemistry 19770701
Nucleosides. 3. Studies on 5-methylamino-2'-deoxyuridine as a specific antiherpes agent. Journal of medicinal chemistry 19660501
Properties