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Merck

P55805

Sigma-Aldrich

Purine

98%

Sinónimos:

7H-Imidazo(4,5-d)pyrimidine

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About This Item

Fórmula empírica (notación de Hill):
C5H4N4
Número de CAS:
Peso molecular:
120.11
Beilstein/REAXYS Number:
3200
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

powder

mp

214-217 °C (lit.)

SMILES string

c1ncc2nc[nH]c2n1

InChI

1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)

InChI key

KDCGOANMDULRCW-UHFFFAOYSA-N

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General description

Purine is a heterocyclic organic compound constituting a pyrimidine ring fused to an imidazole ring.

Application

Purine can undergo direct C-H functionalization in the presence of palladium catalyst to form various biologically important products.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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New developments in direct functionalization of C-H and N-H bonds of purine bases via metal catalyzed cross-coupling reactions.
Abdoli M, et al.
Royal Society of Chemistry Advances, 55(5), 44371-44389 (2015)
Benshang Li et al.
Nature medicine, 21(6), 563-571 (2015-05-12)
Relapse is the leading cause of mortality in children with acute lymphoblastic leukemia (ALL). Among chemotherapeutics, thiopurines are key drugs in ALL combination therapy. Using whole-exome sequencing, we identified relapse-specific mutations in the phosphoribosyl pyrophosphate synthetase 1 gene (PRPS1), which
Silvia Meneghesso et al.
ChemMedChem, 8(3), 415-425 (2013-02-07)
2'-Fluoro-2'-deoxyguanosine has been reported to have potent anti-influenza virus activity in vitro and in vivo. Herein we describe the synthesis and biological evaluation of 6-modified 2'-fluoro-2'-deoxyguanosine analogues and their corresponding phosphoramidate ProTides as potential anti-influenza virus agents. Whereas the parent
Hiroshi Ashihara et al.
Phytochemistry, 69(4), 841-856 (2007-12-11)
Details of the recently elucidated biosynthetic pathways of caffeine and related purine alkaloids are reviewed. The main caffeine biosynthetic pathway is a sequence consisting of xanthosine-->7-methylxanthosine-->7-methylxanthine-->theobromine-->caffeine. Genes encoding N-methyltransferases involved in three of these four reactions have been isolated and
Jan M Boitz et al.
The Journal of biological chemistry, 288(13), 8977-8990 (2013-02-14)
Leishmania are auxotrophic for purines, and consequently purine acquisition from the host is a requisite nutritional function for the parasite. Both adenylosuccinate synthetase (ADSS) and adenylosuccinate lyase (ASL) have been identified as vital components of purine salvage in Leishmania donovani

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