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P55805

Sigma-Aldrich

Purine

98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H4N4
CAS Number:
120-73-0
Molecular Weight:
120.11
Beilstein/REAXYS Number:
3200
EC Number:
204-421-2
MDL number:
MFCD00079221
UNSPSC Code:
12352005
PubChem Substance ID:
24898673
NACRES:
NA.22

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
Kansuporn Sriyudthsak et al.
BMC systems biology, 8 Suppl 5, S4-S4 (2015-01-07)
Progress in systems biology offers sophisticated approaches toward a comprehensive understanding of biological systems. Yet, computational analyses are held back due to difficulties in determining suitable model parameter values from experimental data which naturally are subject to biological fluctuations. The
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