Introduction:Basic information about CAS 2239-64-7|6-mercaptopurine-2'-deoxyriboside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 6-mercaptopurine-2'-deoxyriboside |
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| CAS Number | 2239-64-7 | Molecular Weight | 268.29 |
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| Density | 1.87g/cm3 | Boiling Point | 665.9ºC at 760mmHg |
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| Molecular Formula | C10H12N4O3S | Melting Point | / |
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| MSDS | ChineseUSA | Flash Point | 356.5ºC |
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Names
| Name | 9-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione |
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| Synonym | More Synonyms |
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6-mercaptopurine-2'-deoxyriboside BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>Nucleoside Antimetabolite/Analog |
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| 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. |
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Chemical & Physical Properties
| Density | 1.87g/cm3 |
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| Boiling Point | 665.9ºC at 760mmHg |
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| Molecular Formula | C10H12N4O3S |
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| Molecular Weight | 268.29 |
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| Flash Point | 356.5ºC |
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| Exact Mass | 268.06300 |
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| PSA | 128.28000 |
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| LogP | 0.12960 |
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| Vapour Pressure | 1.23E-18mmHg at 25°C |
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| Index of Refraction | 1.863 |
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| InChIKey | WACLJMMBCDNRJE-UHFFFAOYSA-N |
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| SMILES | OCC1OC(n2cnc3c(=S)nc[nH]c32)CC1O |
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| Storage condition | −20°C |
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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 DATAACUTE 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
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Safety Information
| Hazard Codes | Xn: Harmful; |
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| Risk Phrases | 22 |
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| Safety Phrases | 36 |
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| WGK Germany | 3 |
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| RTECS | UP0762000 |
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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)
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| 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 |