TCMDC-124283

TCMDC-124283 Structure
TCMDC-124283 structure
Common Name TCMDC-124283
CAS Number 700-49-2 Molecular Weight 153.12
Density 1.7±0.1 g/cm3 Boiling Point 676.9±58.0 °C at 760 mmHg
Molecular Formula C5H4FN5 Melting Point >350 °C(lit.)
MSDS Chinese USA Flash Point 363.2±32.3 °C
Symbol GHS07
GHS07
Signal Word Warning

Reduced drug incorporation into DNA and antiapoptosis as the crucial mechanisms of resistance in a novel nelarabine-resistant cell line.

BMC Cancer 14 , 547, (2014)

Nine-beta-D-arabinofuranosylguanine (ara-G), an active metabolite of nelarabine, enters leukemic cells through human Equilibrative Nucleoside Transporter 1, and is then phosphorylated to an intracellular active metabolite ara-G triphosphate (ara-GTP) by both ...

Endothelin-1 promotes survival and chemoresistance in chronic lymphocytic leukemia B cells through ETA receptor.

PLoS ONE 9(6) , e98818, (2014)

The endothelin axis, comprising endothelins (ET-1, ET-2 and ET-3) and their receptors (ET(A)R and ETBR), has emerged as relevant player in tumor growth and metastasis. Here, we investigated the involvement of ET-1/ET(A)R axis in chronic lymphocytic leukemia (...

Preparation of a fludarabine intermediate via selective alkylation of 2-fluoroadenine.

Nucleosides Nucleotides Nucleic Acids 25(7) , 735-45, (2006)

The reaction between 2-fluoroadenine (3) and 1,3,5-tri-O-benzyl-1-alpha-D-chloroarabinofuranose (4) with potassium t-amylate was evaluated in various solvents to afford 9-beta-D-(2,3,5-tri-O-benzyl-arabinofuranosyl)-2-fluoroadenine (5) and the corresponding a...

Metabolism and metabolic actions of 6-methylpurine and 2-fluoroadenine in human cells.

Biochem. Pharmacol. 55(10) , 1673-81, (1998)

Activation of purine nucleoside analogs by Escherichia coli purine nucleoside phosphorylase (PNP) is being evaluated as a suicide gene therapy strategy for the treatment of cancer. Because the mechanisms of action of two toxic purine bases, 6-methylpurine (Me...

Synthesis and biological activity of 2-fluoro adenine and 6-methyl purine nucleoside analogs as prodrugs for suicide gene therapy of cancer.

Nucleosides Nucleotides Nucleic Acids 24 , 881-885, (2005)

A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5-position have been synthesised These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR ...

Convenient synthesis of 2'-deoxy-2-fluoroadenosine from 2-fluoroadenine.

Nucleosides Nucleotides Nucleic Acids 22(10) , 1899-905, (2003)

A convenient synthesis of 2'-deoxy-2-fluoroadenosine from commercially available 2-fluoroadenine is described. The coupling reaction of silylated 2-fluoroadenine with phenyl 3,5-bis[O-(t-butyldimethylsilyl)]-2-deoxy-1-thio-D-erythro-pentofuranoside gave the c...

Gene therapy for prostate cancer delivered by ovine adenovirus and mediated by purine nucleoside phosphorylase and fludarabine in mouse models.

Gene Ther. 9(12) , 759-68, (2002)

A gene-directed enzyme pro-drug therapy (GDEPT) based on purine nucleoside phosphorylase (PNP), that converts the prodrug, fludarabine to 2-fluoroadenine, has been described, but studies are limited compared with other GDEPTs. We investigated the in vitro and...

Preclinical evaluation of a prostate-targeted gene-directed enzyme prodrug therapy delivered by ovine atadenovirus.

Gene Ther. 11(21) , 1559-67, (2004)

Gene-directed enzyme prodrug therapy (GDEPT) based on the Escherichia coli enzyme, purine nucleoside phosphorylase (PNP), provides a novel strategy for treating slowly growing tumors like prostate cancer (CaP). PNP converts systemically administered prodrug, ...

Synthesis of carbocyclic and acyclic nucleosides possessing 2-fluoroadenine derivatives and their inhibitory activities against Plasmodium falciparum SAH hydrolase.

Nucleic Acids Res. Suppl. (3) , 5-6, (2003)

Carbocyclic and acyclic nucleosides possessing 2-fluoroadenine, such as 2-fluoronoraristeromycin (6) and 2-fluoro-9-[(2S,3R)-2,3,4-trihydroxy-butyl-1-yl]adenine (8), were synthesized and their inhibitory activities against human and Plasmodium falciparum reco...

Genetic and physiological characterization of Bacillus subtilis mutants resistant to purine analogs.

J. Bacteriol. 169(7) , 2977-83, (1987)

Bacillus subtilis mutants defective in purine metabolism have been isolated by selecting for resistance to purine analogs. Mutants resistant to 2-fluoroadenine were found to be defective in adenine phosphoribosyltransferase (apt) activity and slightly impaire...