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Sigma-Aldrich

2-Chloroadenine

96%

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Synonym(s):
2-Chloro-6-aminopurine
Empirical Formula (Hill Notation):
C5H4ClN5
CAS Number:
1839-18-5
Molecular Weight:
169.57
MDL number:
MFCD00037925
PubChem Substance ID:
329763505
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H302

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

Regulatory Information

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Kinga Banach et al.
Nucleosides, nucleotides & nucleic acids, 24(5-7), 465-469 (2005-10-27)
A new kinetic model is presented for analysis of experimental data of oxidation process catalyzed by milk xanthine oxidase. The kinetics for two substrates, xanthine and its analog 2-chloroadenine, in a broad pH range (5.8-9.0) are best described by an
Peng Li et al.
Biochemical pharmacology, 79(7), 1015-1024 (2009-11-10)
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
Laura Willems et al.
Journal of molecular and cellular cardiology, 38(2), 245-256 (2005-02-09)
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 in
P Hentosh et al.
Nucleic acids research, 19(11), 3143-3148 (1991-06-11)
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 type II restriction endonucleases.
Y Xue et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 56A(10), 1929-1938 (2000-09-16)
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) force field approach was
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