2-chloroadenine
2-chloroadenine structure
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Common Name | 2-chloroadenine | ||
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| CAS Number | 1839-18-5 | Molecular Weight | 169.57 | |
| Density | 1.8±0.1 g/cm3 | Boiling Point | 485.5±27.0 °C at 760 mmHg | |
| Molecular Formula | C5H4ClN5 | Melting Point | >300°C(dec) | |
| MSDS | USA | Flash Point | 247.4±23.7 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
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Cytotoxicity and pharmacokinetics of cladribine metabolite, 2-chloroadenine in patients with leukemia.
Cancer Lett. 210(2) , 171-7, (2004) The nucleoside analog 2-chlorodeoxyadenosine (Cladribine, CdA) is used in the treatment of patients with several hematological malignancies. After administration of CdA, the major catabolite measured in plasma and urine is 2-chloroadenine (CAde). This study w... |
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[Synthesis of 2-chloro-2'-deoxyadenosine by microbiological transglycosylation using a recombinant Escherichia coli strain].
Prikl. Biokhim. Mikrobiol. 44(2) , 181-6, (2008) Cladribine (2-chloro-2'-deoxyadenosine) was synthesized using intact cells of the recombinant Escherichia coli strain producing Geobacillus stearothermophilus B-2194 thermostable purine-nucleoside phosphorylase II (EC 2.4.2.1). Use of the cells containing thi... |
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Age-related changes in ischemic tolerance in male and female mouse hearts.
J. Mol. Cell. Cardiol. 38(2) , 245-56, (2005) Aging is associated with reduced tolerance to ischemic insult, and genesis of this intolerant phenotype is poorly understood. We characterized effects of aging and gender on cardiovascular function and cell damage during 20 min ischemia and 60 min reperfusion... |
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Metabolism and cytotoxic effects of 2-chloroadenine, the major catabolite of 2-chloro-2'-deoxyadenosine.
Biochem. Pharmacol. 59(10) , 1237-43, (2000) EHEB cells, a continuous cell line derived from a patient with B cell chronic lymphocytic leukemia (B-CLL), synthesized, when incubated with tritiated 2-chloro-2'-deoxyadenosine (CdA), labeled mono-, di-, and triphosphate ribonucleosides at a much higher rate... |
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Rofecoxib, a selective cyclooxygenase-2 (COX-2) inhibitor increases pentylenetetrazol seizure threshold in mice: possible involvement of adenosinergic mechanism.
Epilepsy Res. 78(1) , 60-70, (2008) Multiple lines of investigations have explored the role of cyclooxygenases (COX) in epilepsy and related neuropsychiatric disorders. Cyclooxygenase particularly, COX-2 expression was found to increase in brain during seizure paradigms. The present study was c... |
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Stability and analysis of 2-chloro-2'-deoxyadenosine, 2-chloro-2'-arabino-fluoro-2'-deoxyadenosine and 2-chloroadenine in human blood plasma.
Anticancer Drugs 8(5) , 445-53, (1997) Cladribine (2-chloro-2'-deoxyadenosine, CdA) is a purine nucleoside analog with activity against lymphoproliferative and autoimmune disorders. 2-Chloro-2'-arabino-fluoro-2'-deoxyadenosine (CAFdA), a derivative of CdA with better acid stability, shows a simila... |
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Template 2-chloro-2'-deoxyadenosine monophosphate inhibits in vitro DNA synthesis.
Mol. Pharmacol. 45(5) , 955-61, (1994) 2'-Chloro-2'-deoxyadenosine triphosphate (cladribine), a purine nucleotide analog and potent antileukemic agent, was enzymatically incorporated into 98-base oligomers in place of dATP to investigate the molecular consequences of 2-chloroadenine (CIAde) in DNA... |
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Correlation of the time course of development and decay of tolerance to morphine with alterations in sodium pump protein isoform abundance.
Biochem. Pharmacol. 79(7) , 1015-24, (2010) Since the heterologous tolerance that develops after chronic morphine administration has been proposed to be an adaptive process, it follows that the time course of the change in the cellular components should coincide with the time course of the altered resp... |
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Effects of 2-chloroadenine substitution in DNA on restriction endonuclease cleavage reactions.
Nucleic Acids Res. 19(11) , 3143-8, (1991) The purine analog, 2-chloro-2'-deoxyadenosine triphosphate (CldATP), was incorporated enzymatically in place of dATP into the minus strand of M13mp18 duplex DNA. Its effect on protein-DNA interactions was assessed by determining the amount of DNA cleavage by ... |
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Density functional theory studies on tautomeric stability and infrared spectra of 2-chloroadenine.
Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 56A(10) , 1929-38, (2000) The tautomeric stability and vibrational IR spectrum of 2-chloroadenine were studied using density functional theory (DFT) at B3LYP/6-31G* level. The amino N(9)H tautomer of 2-chloroadenine was predicted to be most stable. A scaled quantum mechanical (SQM) fo... |