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Key Documents

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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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
S Lindemalm et al.
Anti-cancer drugs, 8(5), 445-453 (1997-06-01)
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 similar in vitro spectrum of activity as CdA. 2-Chloroadenine (CAde) is the major
P Hentosh et al.
The Biochemical journal, 302 ( Pt 2), 567-571 (1994-09-01)
2-Chloro-2'-deoxyadenosine triphosphate, a purine nucleotide analogue and potent antileukaemic agent, was incorporated into double-stranded 36-mers in place of dATP to investigate the effects of 2-chloroadenine (ClAde) on DNA polymerase-associated 3'-->5' exonuclease activity. ClAde residues within one strand of duplex DNA
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
P Hentosh et al.
Molecular carcinogenesis, 13(4), 245-253 (1995-08-01)
2-Chloro-2'-deoxyadenosine (cladribine), an analog of deoxyadenosine, is an important new drug for the treatment of hairy cell leukemia and other forms of adult and pediatric leukemia. By a gel-shift binding assay, we identified an activity in HeLa nuclear extracts that

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