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Documentos

161179

Sigma-Aldrich

6-Chloropurine

≥99%

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About This Item

Fórmula empírica (notación de Hill):
C5H3ClN4
Número de CAS:
87-42-3
Peso molecular:
154.56
Beilstein/REAXYS Number:
5774
EC Number:
201-745-6
MDL number:
MFCD00075825
UNSPSC Code:
12352100
PubChem Substance ID:
24849911
NACRES:
NA.22

Quality Level

100

assay

≥99%

form

powder

mp

>300 °C (dec.) (lit.)

solubility

DMF: soluble 5%, clear, colorless to yellow

SMILES string

Clc1ncnc2[nH]cnc12

InChI

1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)

InChI key

ZKBQDFAWXLTYKS-UHFFFAOYSA-N

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General description

The acid-catalyzed reaction of 6-chloropurine with 3,4-di-O-acetyl-D-xylal has been investigated.

Application

6-Chloropurine has been used in the preparation of 9-alkylpurines via alkylation with various substituted alkyl halides in DMSO. It was also used in the preparation of 6-succinoaminopurine.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of 6-succinoaminopurine.
C E CARTER
The Journal of biological chemistry, 223(1), 139-146 (1956-11-01)
Synthesis of Potential Anticancer Agents. XXVI. The Alkylation of 6-Chloropurine2.
Montgomery JA and Temple Jr C.
Journal of the American Chemical Society, 83(3), 630-635 (1961)
Prashantha Gunaga et al.
The Journal of organic chemistry, 69(9), 3208-3211 (2004-04-24)
Novel thioiso pyrimidine and purine nucleosides substituted with exocyclic methylene have been synthesized, starting from D-xylose. The glycosyl donor 14 was synthesized from D-xylose, using cyclization of dimesylate 10 with sodium sulfide as a key step. Cyclization proceeded in pure
Michal Sála et al.
Bioorganic & medicinal chemistry letters, 22(5), 1963-1968 (2012-02-09)
We report on the synthesis and the study of the structure-activity relationship of novel 9-norbornyl-6-chloropurine derivatives, which exert selective antiviral activity on the replication of Coxsackievirus B3. In particular, the synthetic approaches towards norbornyl derivatives bearing diverse side chains were
Shi Bai et al.
Magnetic resonance in chemistry : MRC, 48(1), 61-67 (2009-11-26)
The (15)N and (13)C chemical shifts of 6-(fluoro, chloro, bromo, and iodo)purine 2'-deoxynucleoside derivatives in deuterated chloroform were measured. The (15)N chemical shifts were determined by the (1)H-(15)N HMBC method, and complete (15)N chemical-shift assignments were made with the aid
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