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Key Documents

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:
Molecular Weight:
120.11
Beilstein:
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 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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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
Pallav D Patel et al.
Nature chemical biology, 9(11), 677-684 (2013-09-03)
Although the Hsp90 chaperone family, comprised in humans of four paralogs, Hsp90α, Hsp90β, Grp94 and Trap-1, has important roles in malignancy, the contribution of each paralog to the cancer phenotype is poorly understood. This is in large part because reagents

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