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852481

Sigma-Aldrich

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:
5399-87-1
Molecular Weight:
286.67
Beilstein:
40573
EC Number:
226-438-4
MDL number:
MFCD00005738
UNSPSC Code:
12352123
PubChem Substance ID:
24888323
NACRES:
NA.22

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chem. Abstr., 106, 95594r-95594r (1987)
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
Shigetada Kozai et al.
Nucleosides, nucleotides & nucleic acids, 22(5-8), 779-781 (2003-10-21)
A new method to introduce a benzyl group onto the 2'-OH of purine ribonucleoside is described. Thus, 6-chloropurine 3'-O-benzoylriboside and its 5'-O-trityl congener were condensed with benzyl alcohol using the Mitsunobu reaction to give the 2'-O-benzyl derivative. The yields were
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
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