6-Chloropurineriboside

Names

[ Name ]:
6-Chloropurineriboside

[Synonym ]:
6-Chloronebularine
6-CHLOROINOSINE
9H-Purine, 6-chloro-9-β-D-ribofuranosyl-
6-Chloropurine riboside
6-Chloropurine ribos
(2R,3R,4S,5R)-2-(6-Chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol
6-Choropurine Riboside
6-Chloropurineriboside
6-Chloropurine-9-Beta-D-ribofuranoside
EINECS 217-904-8
(2R,3R,4S,5R)-2-(6-Chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
2',3',5'-tri-O-acetyl-6-chloro adenosine
6-Chlorpurinribosid
9H-purine, 6-chloro-9-(β-d-ribofuranosyl)-
6-CLPR
6-Chloro-9-(β-D-ribofuranosyl)-9H-purine
6-Chloro-9-(β-D-ribofuranosyl)purine
MFCD00005738
6-Chloro-6-deoxyinosine
6-CHLOROPURINE NUCLEOSIDE
6-Chlrorpurine riboside
6-Cl-riboside
6-deamino-6-chloroadenosine
6-Chloro-9-b-D-ribofuranosyl-9H-purine
6-Chloropurine-9-β-D-ribofuranoside
6-chloro-9-pentofuranosylpurine
6-Chloropurinosine
6-Chloropurine ribose
6-Chlor-9-ss-D-ribofuranosylpurin

Biological Activity

[Description]:

Chloropurine riboside is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

[References]

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.

Chemical & Physical Properties

[ Density]:
2.0±0.1 g/cm3

[ Boiling Point ]:
614.8±65.0 °C at 760 mmHg

[ Melting Point ]:
161-163ºC (dec.)

[ Molecular Formula ]:
C₁₀H₁₁ClN₄O₄

[ Molecular Weight ]:
286.67

[ Flash Point ]:
325.6±34.3 °C

[ Exact Mass ]:
286.046875

[ PSA ]:
113.52000

[ LogP ]:
-0.56

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.846

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2942000000

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Evidence on the existence of a purine ligand induced conformational change in the active site of bovine pancreatic ribonuclease A studied by proton nuclear magnetic resonance spectroscopy.

Biochemistry 21(18) , 4290-7, (1982)

The titration curves of the C-2 histidine protons of RNase A and of derivative II--a covalent derivative obtained by reaction of the enzyme with the halogenated nucleotide 9-beta-D-ribofuranosyl-6-chl...

Synthesis, biological evaluation and molecular modeling studies of N6-benzyladenosine analogues as potential anti-toxoplasma agents.

Biochem. Pharmacol. 73 , 1558-1572, (2007)

Toxoplasma gondii is an opportunistic pathogen responsible for toxoplasmosis. T. gondii is a purine auxotroph incapable of de novo purine biosynthesis and depends on salvage pathways for its purine re...

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-...