6-chloropurine

6-chloropurine Structure
6-chloropurine structure
Common Name 6-chloropurine
CAS Number 87-42-3 Molecular Weight 154.557
Density 1.7±0.1 g/cm3 Boiling Point 449.6±25.0 °C at 760 mmHg
Molecular Formula C5H3ClN4 Melting Point >300 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 258.2±8.8 °C
Symbol GHS07
GHS07
Signal Word Warning

Synthesis of modified homo-N-nucleosides from the reactions of mesityl nitrile oxide with 9-allylpurines and their influence on lipid peroxidation and thrombin inhibition

Bioorg. Med. Chem. Lett. 19 , 6433-6, (2009)

The synthesized compounds act as lipid peroxidation inhibitors and potent thrombin inhibitors.

The synthesis of novel fluorescent purine analogues modified by azacrown ether at C6

Bioorg. Med. Chem. Lett. 20(10) , 3098-102, (2010)

The synthesis and fluorescence properties of novel purine analogues linked azacrown ether at C6 position were investigated. These new purine analogues could be prepared from a series of 6-chloropurines and showed selective and efficient signaling behaviors to...

Evidence for Watson-Crick and not Hoogsteen or wobble base pairing in the selection of nucleotides for insertion opposite pyrimidines and a thymine dimer by yeast DNA pol eta.

Biochemistry 44(12) , 4850-60, (2005)

We have recently reported that pyrene nucleotide is preferentially inserted opposite an abasic site, the 3'-T of a thymine dimer, and most undamaged bases by yeast DNA polymerase eta (pol eta). Because pyrene is a nonpolar molecule with no H-bonding ability, ...

Asymmetric synthesis of novel thioiso dideoxynucleosides with exocyclic methylene as potential antiviral agents.

J. Org. Chem. 69(9) , 3208-11, (2004)

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. Cycl...

Synthesis and biological evaluation of nucleoside analogues having 6-chloropurine as anti-SARS-CoV agents.

Bioorg. Med. Chem. Lett. 17 , 2470-3, (2007)

Nucleoside analogues that have 6-chloropurine as the nucleobase were synthesized and evaluated for anti-SARS-CoV activity by plaque reduction and yield reduction assays in order to develop novel anti-SARS-CoV agents. Among these analogues, two compounds, name...

Microwave-assisted amination of a chloropurine derivative in the synthesis of acyclic nucleoside analogues.

Molecules 10(2) , 508-15, (2005)

An efficient protocol for the amination of 6-chloropurine derivatives through nucleophilic aromatic substitution under microwave irradiation was developed and applied to the synthesis in two steps of a series of new acyclic nucleosides (acyclovir analogues) s...

Facile synthesis of 1',2'-cis-beta-pyranosyladenine nucleosides.

Carbohydr. Res. 342(17) , 2641-8, (2007)

1',2'-cis-beta-Glycosyladenine nucleosides, such as beta-altroside, beta-mannoside, and beta-idoside, were efficiently synthesized from the corresponding 1',2'-trans-beta-6-chloropurine derivatives, beta-glucoside, and beta-galactoside. Nucleophilic substitut...

15N and 13C NMR chemical shifts of 6-(fluoro, chloro, bromo, and iodo)purine 2'-deoxynucleosides: measurements and calculations.

Magn. Reson. Chem. 48(1) , 61-7, (2010)

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 ...

Purification and preliminary characterization of (E)-3-(2,4-dioxo-6-methyl-5-pyrimidinyl)acrylic acid synthase, an enzyme involved in biosynthesis of the antitumor agent sparsomycin.

J. Bacteriol. 179(4) , 1385-92, (1997)

Sparsomycin is an antitumor antibiotic produced by Streptomyces sparsogenes. Biosynthetic experiments have previously demonstrated that one component of sparsomycin is derived from L-tryptophan via the intermediacy of (E)-3-(4-oxo-6-methyl-5-pyrimidinyl)acryl...

Synthesis of 6-aryloxy- and 6-arylalkoxy-2-chloropurines and their interactions with purine nucleoside phosphorylase from Escherichia coli.

Z. Naturforsch., C, J. Biosci. 54(12) , 1055-67, (1999)

The phase transfer method was applied to perform the nucleophilic substitution of 2,6-dichloropurines by modified arylalkyl alcohol or phenols. Since under these conditions only the 6-halogen is exchanged, this method gives 2-chloro-6-aryloxy- and 2-chloro-6-...