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
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
Regulatory Information
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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)
Chem. Abstr., 106, 95594r-95594r (1987)
J Alonso et al.
Archives of biochemistry and biophysics, 246(2), 681-689 (1986-05-01)
The chemical modification of bovine pancreatic ribonuclease A by 6-chloropurine riboside was studied to obtain information about the role of the purine nucleoside moiety of the ribonucleic acid in the enzyme-substrate interaction. The residues involved in the reaction were identified
Cintia W Rivero et al.
Bioorganic & medicinal chemistry letters, 22(19), 6059-6062 (2012-09-11)
This work describes the application of thermophilic microorganisms for obtaining 6-halogenated purine nucleosides. Biosynthesis of 6-chloropurine-2'-deoxyriboside and 6-chloropurine riboside was achieved by Geobacillus stearothermophilus CECT 43 with a conversion of 90% and 68%, respectively. Furthermore, the selected microorganism was satisfactorily
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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