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717592

Sigma-Aldrich

2-Chloroadenine

96%

Synonym(s):

2-Chloro-6-aminopurine

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About This Item

Empirical Formula (Hill Notation):
C5H4ClN5
CAS Number:
Molecular Weight:
169.57
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

solid

mp

384-389 °C

SMILES string

Nc1nc(Cl)nc2nc[nH]c12

InChI

1S/C5H4ClN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11)

InChI key

HBJGQJWNMZDFKL-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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P Hentosh et al.
Molecular pharmacology, 45(5), 955-961 (1994-05-01)
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. We have used the resultant oligomers as templates for
S A Taran et al.
Prikladnaia biokhimiia i mikrobiologiia, 44(2), 181-186 (2008-08-02)
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 this thermostable enzyme allowed the process to be conducted at a temperature
Kiran Kumar Akula et al.
Epilepsy research, 78(1), 60-70 (2007-12-07)
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 carried out to investigate the effect
P Hentosh et al.
Analytical biochemistry, 201(2), 277-281 (1992-03-01)
By utilization of polymerase chain reaction techniques, single-stranded DNA of defined length and sequence containing a purine analog, 2-chloroadenine, in place of adenine was synthesized. This was accomplished by a combination of standard polymerase chain amplification reactions with Thermus aquaticus
F Bontemps et al.
Biochemical pharmacology, 59(10), 1237-1243 (2000-03-29)
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 than CdA deoxyribonucleotides. Further analysis

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