6-Chloroguanineriboside

Modify Date: 2024-01-03 01:32:16

6-Chloroguanineriboside Structure
6-Chloroguanineriboside structure
Common Name 6-Chloroguanineriboside
CAS Number 2004-07-1 Molecular Weight 301.69
Density 2.2±0.1 g/cm3 Boiling Point 729.9±70.0 °C at 760 mmHg
Molecular Formula C10H12ClN5O4 Melting Point 165-167 °C (dec.)(lit.)
MSDS USA Flash Point 395.2±35.7 °C

 Use of 6-Chloroguanineriboside


6-Chloroguanineriboside (6-Chloroguanosine) is a purine nucleoside analogue. 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].

 Names

Name 2-Amino-6-chloropurine-9-riboside
Synonym More Synonyms

 6-Chloroguanineriboside Biological Activity

Description 6-Chloroguanineriboside (6-Chloroguanosine) is a purine nucleoside analogue. 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
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 2.2±0.1 g/cm3
Boiling Point 729.9±70.0 °C at 760 mmHg
Melting Point 165-167 °C (dec.)(lit.)
Molecular Formula C10H12ClN5O4
Molecular Weight 301.69
Flash Point 395.2±35.7 °C
Exact Mass 301.057770
PSA 139.54000
LogP -0.59
Vapour Pressure 0.0±2.5 mmHg at 25°C
Index of Refraction 1.912
Storage condition −20°C

 Safety Information

Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

 Articles3

More Articles
Preparative electrochemical reduction of 2-amino-6-chloropurine and synthesis of 6-deoxyacyclovir, a fluorescent substrate of xanthine oxidase and a prodrug of acyclovir.

Acta Chem. Scand. B 41 , 701-707, (1987)

D.c. polarography of 2-amino-6-chloropurine in aqueous medium over a broad pH range revealed two diffusion waves, the first of which corresponds to reduction of the C(6)-Cl bond, leading to formation ...

Synthesis of a mutagenic nucleoside, 2'-deoxy-2-(p-nitrophenyl)-adenosine.

Nucleic Acids Symp. Ser. 17 , 141-143, (1986)

The reaction of 2-amino-6-chloropurine riboside with i-amyl nitrite in benzene in the presence of Cu2O, followed by treatment with NH3/MeOH gave 2-phenyladenosine (1). The crude sample of 1 was found ...

Synthesis of 6-arylthio analogs of 2',3'-dideoxy-3'-fluoroguanosine and their effect against hepatitis B virus replication.

Nucleosides Nucleotides Nucleic Acids 25 , 655-665, (2006)

A key compound, 2-amino-6-chlor-9-(2,3-dideoxy-3-fluoro-beta-D-erythro-pentofuranosyl)puine, was prepared from 2-amino-6-chloropurine riboside in 5 steps, then subjected to the nucleophilic displaceme...

 Synonyms

(−)-2-Amino-6-chloropurine riboside 6-Chloroguanine riboside
6-Chloroguanineriboside
2-Amino-6-chloro-9-(β-D-ribofuranosyl)purine
6-Chloro-9-(β-D-ribofuranosyl)-9H-purin-2-amine
EINECS 217-905-3
(−)-2-Amino-6-chloropurine riboside
6-CHLOROGUANOSINE
2-Amino-6-chloropurine Riboside
6-Chloroguanine nucleoside
6-CHLOROADENOSINE
6-Chloroguanosine2
MFCD00005735
2-Amino-6-chloropurine-9--D-riboside
9H-Purin-2-amine, 6-chloro-9-β-D-ribofuranosyl-
6-Chloroguanine riboside
2-amino-6-chloro purineriboside