852481
6-Chloropurine riboside
99%
Synonym(s):
6-Chloropurine-9-β-D-ribofuranoside
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About This Item
Empirical Formula (Hill Notation):
C10H11ClN4O4
CAS Number:
Molecular Weight:
286.67
Beilstein:
40573
EC Number:
MDL number:
UNSPSC Code:
12352123
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
powder
mp
158-162 °C (dec.) (lit.)
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(Cl)ncnc23
InChI
1S/C10H11ClN4O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2/t4-,6-,7-,10-/m1/s1
InChI key
XHRJGHCQQPETRH-KQYNXXCUSA-N
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Application
For a review of the geochemical and biological effects of this riboside, see Adv. Exp. Med. Biol. .
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
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Chem. Abstr., 106, 95594r-95594r (1987)
Selection of purine nucleoside analogs based on multiple biological and biochemical parameters.
M J Noujaim et al.
Advances in experimental medicine and biology, 195 Pt B, 165-169 (1986-01-01)
Masahiro Ikejiri et al.
Bioorganic & medicinal chemistry, 15(22), 6882-6892 (2007-09-04)
On the basis of our previous study on antiviral agents against the severe acute respiratory syndrome (SARS) coronavirus, a series of nucleoside analogues whose 5'-hydroxyl groups are masked by various protective groups such as carboxylate, sulfonate, and ether were synthesized
J Alonso et al.
International journal of peptide and protein research, 34(1), 66-69 (1989-07-01)
The reaction of ribonuclease A with either 6-chloropurine riboside 5'-monophosphate or the corresponding nucleoside yields one derivative, with the reagent covalently bound to the alpha-amino group of Lys-1, called derivative II and derivative E, respectively. We studied by means of
K Katoh et al.
Nucleic acids symposium series, (34)(34), 155-156 (1995-01-01)
Reaction of the lithiated species of 9-(2,3,5-tris-O-tert-butyldimethylsilyl-beta-D-ribofuranosyl)-6-chloropu rine with Me3SiCl or Bu3SnCl was found to furnish the corresponding C-2 substituted product, as a result of silyl or stannyl migration from C-8 to C-2 position.
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