6-mercaptopurine-2'-deoxyriboside

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Names

[ CAS No. ]:
2239-64-7

[ Name ]:
6-mercaptopurine-2'-deoxyriboside

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

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

MSDS

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

Precursor & DownStream

Precursor

  • 2'-Deoxyinosine
  • 3'-5'-di-o-acetyl-2'-deoxyinosine
  • 1-(9-((2R,4S,5R)-4-acetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)pyridin-1-ium
  • 3,5-O-Ditoluoyl 6-chloropurine-9-β-D-deoxyriboside
  • 3,5-DI-O-(P-TOLUYL)-2-DEOXY-D-RIBOFURANOSYL CHLORIDE
  • 6-chloropurine
  • 6-Mercaptopurine

DownStream

  • Inosine,2'-deoxy-6-S-methyl-6-thio- (9CI)

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...


More Articles


Related Compounds

  • 6-chloropurine-2'-deoxyriboside
  • 6-chloro-5'-o-(dimethoxytrityl)purine-2'-deoxyriboside
  • 6-MERCAPTOPURINE RIBOSIDE 5''-PHOSPHATE SODIUM)
  • 6-Mercaptopurine platinum
  • 6-Mercaptopurine-d2
  • 6-Mercaptopurine palladium
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • tert-Butyl (2-((2-amino-4-chloro-5-fluorophenyl)amino)ethyl)carbamate
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 5-[(2,2,2-Trifluoroethyl)amino]pyridine-2-carbonitrile