Introduction：Basic information about CAS 34408-14-5|8-Chloroadenosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 8-Chloroadenosine |
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| CAS Number | 34408-14-5 | Molecular Weight | 301.69 |
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| Density | 2.2±0.1 g/cm3 | Boiling Point | 707.4±70.0 °C at 760 mmHg |
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| Molecular Formula | C10H12ClN5O4 | Melting Point | / |
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| MSDS | / | Flash Point | 381.6±35.7 °C |
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Names
| Name | 2-(6-amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol |
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| Synonym | More Synonyms |
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8-Chloroadenosine BiologicalActivity
| Description | 8-Chloroadenosine (8-Cl-Ado), a unique ribonucleoside analog, depletes endogenous ATP that subsequently induces the phosphorylation and activation of AMPK. 8-Chloroadenosine induces autophagic cell death. 8-Chloroadenosine effectively inhibited in vivo tumor growth in mice[1]. |
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| Related Catalog | Signaling Pathways >>Epigenetics >>AMPKResearch Areas >>CancerSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>PI3K/Akt/mTOR >>AMPK |
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| Target | AMPK |
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| In Vitro | 8-Chloroadenosine (8-Cl-Ado; 10 μM; 24-72 hours) induces an autophagic flux in both LC3B-II and p62 levels[1]. 8-Chloroadenosine (10 μM; 7-21 hours) induces phosphorylation of AMPK (Thr172) in a time-dependent manner in MCF-7 and BT-474 cells. Total AMPK protein levels were unchanged. 8-Chloroadenosine readily induces the phosphorylation of raptor Ser792 in MCF-7 cells. 8-Chloroadenosine (10 μM; 4-72 hours) induces ULK1 phosphorylation on Ser555 in MCF-7 and BT-474 cells[1]. 8-Chloroadenosine attenuates mTOR activity in breast cancer cells. 8-Chloroadenosine is independent of p53[1]. 8-Chloroadenosine (10 μM; 3 days) inhibits over 90% clonogenic survival in the MCF-7 breast cancer cell lines. The amount of apoptosis induction only reached ~30%[1]. 8-Chloroadenosine (10 μM) treatment results in a rapid depletion of ATP within 12-hours in T47D, SK-BR-3, and ZR-75-1 cells[1]. |
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| In Vivo | 8-Chloroadenosine (25-100 mg/kg; IP; three times a week for 3 weeks) inhibits growth of both MCF-7 and BT-474 xenograft tumors with 100 mg/kg. 8-Chloroadenosine with 50 mg/kg dose does not affect the growth of the BT-474 xenograft tumors[1]. |
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| References | [1]. Christine M Stellrecht, et al. ATP directed agent, 8-chloro-adenosine, induces AMP activated protein kinase activity, leading to autophagic cell death in breast cancer cells. J Hematol Oncol. 2014 Mar 14;7:23. |
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Chemical & Physical Properties
| Density | 2.2±0.1 g/cm3 |
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| Boiling Point | 707.4±70.0 °C at 760 mmHg |
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| Molecular Formula | C10H12ClN5O4 |
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| Molecular Weight | 301.69 |
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| Flash Point | 381.6±35.7 °C |
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| Exact Mass | 301.057770 |
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| PSA | 139.54000 |
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| LogP | -0.46 |
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| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
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| Index of Refraction | 1.912 |
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| InChIKey | MHDPPLULTMGBSI-UUOKFMHZSA-N |
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| SMILES | Nc1ncnc2c1nc(Cl)n2C1OC(CO)C(O)C1O |
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Safety Information
Customs
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| 2-chloroadenosine |
| Adenosine, 8-chloro- |
| 8-Chloroadenosine |
| N20C hydrochloride |
| 8-chloro-adenosine |
