6-mercaptopurine-2'-deoxyriboside

Modify Date: 2024-01-10 12:23:51

6-mercaptopurine-2'-deoxyriboside Structure
6-mercaptopurine-2'-deoxyriboside structure
Common Name 6-mercaptopurine-2'-deoxyriboside
CAS Number 2239-64-7 Molecular Weight 268.29
Density 1.87g/cm3 Boiling Point 665.9ºC at 760mmHg
Molecular Formula C10H12N4O3S Melting Point N/A
MSDS Chinese USA Flash Point 356.5ºC

 Use of 6-mercaptopurine-2'-deoxyriboside


2′-Deoxy-6-thioinosine 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].

 Names

Name 9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione
Synonym More Synonyms

 6-mercaptopurine-2'-deoxyriboside Biological Activity

Description 2′-Deoxy-6-thioinosine 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
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 1.87g/cm3
Boiling Point 665.9ºC at 760mmHg
Molecular Formula C10H12N4O3S
Molecular Weight 268.29
Flash Point 356.5ºC
Exact Mass 268.06300
PSA 128.28000
LogP 0.12960
Vapour Pressure 1.23E-18mmHg at 25°C
Index of Refraction 1.863
Storage condition −20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UP0762000
CHEMICAL NAME :
9H-Purine-6(1H)-thione, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-
CAS REGISTRY NUMBER :
2239-64-7
LAST UPDATED :
199206
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H12-N4-O3-S
MOLECULAR WEIGHT :
268.32

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TDKNAF Takeda Kenkyusho Nempo. Annual Report of the Takeda Research Laboratories. (Osaka, Japan) V.1-28, 1936-69. For publisher information, see TAKHAA. Volume(issue)/page/year: 27,1,1968
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TDKNAF Takeda Kenkyusho Nempo. Annual Report of the Takeda Research Laboratories. (Osaka, Japan) V.1-28, 1936-69. For publisher information, see TAKHAA. Volume(issue)/page/year: 27,1,1968

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases 22
Safety Phrases 36
WGK Germany 3
RTECS UP0762000

 Articles3

More Articles
Nucleosides of azathioprine and thiamiprine as antiarthritics.

J. Med. Chem. 32 , 1471-1475, (1989)

Azathioprine [Imuran; 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-1H-purine] is a widely used immunosuppressive and antiarthritic drug. For the sake of comparison, the riboside, the 2'-deoxyriboside, ...

Synthetic nucleosides and nucleotides. XIV. Facile synthesis and antitumor activities of 6-mercaptopurine 2'-deoxyriboside and related compounds.

J. Pharmacobiodyn. 3 , 105-110, (1980)

Convenient synthesis of oligodeoxynucleotides containing 2'-deoxy-6-thioinosine.

Nucleosides Nucleotides Nucleic Acids 22 , 635-639, (2003)

A facile synthesis of oligodeoxynucleotides (ODN) containing 2'-deoxy-6-thioinosine (dI6S) based on the convertible nucleoside O6-phenyl-2'-deoxyinosine is presented. After standard solid-phase DNA sy...

 Synonyms

6-MERCAPTOPURINE-2'-DEOXYRIBONUCLEOSIDE
6-Mercaptopurine-2'-deoxyriboside
6-thio-2'-deoxyinosine
MFCD00056001
6-Mercapto-9-(2'-deoxy-b-D-ribofuranosyl)purine