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Merck
CN

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

Key Documents

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Product Name

6-Chloropurine riboside, 99%

InChI key

XHRJGHCQQPETRH-KQYNXXCUSA-N

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

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(Cl)ncnc23

assay

99%

form

powder

mp

158-162 °C (dec.) (lit.)

Quality Level

100

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Application

For a review of the geochemical and biological effects of this riboside, see Adv. Exp. Med. Biol. .

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7009
MKCX6180
MKCT3425
MKCM7124
MKCK0934

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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)
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.
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
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