E4267
9-Ethylguanine
Synonym(s):
2-Amino-9-ethyl-6-hydroxypurine, 6-Amino-9-ethyl-2-hydroxypurine, 9-EtG
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About This Item
Empirical Formula (Hill Notation):
C7H9N5O
CAS Number:
Molecular Weight:
179.18
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
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Assay
≥98%
Quality Level
form
powder
solubility
1 M NaOH: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
SMILES string
CCn1cnc2C(=O)N=C(N)Nc12
InChI
1S/C7H9N5O/c1-2-12-3-9-4-5(12)10-7(8)11-6(4)13/h3H,2H2,1H3,(H3,8,10,11,13)
InChI key
WDOYBEPLTCFIRQ-UHFFFAOYSA-N
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Application
9-Ethylguanine (9-EtG) is used as a DNA model base for a variety of physical chemical studies of organometallic complexes.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Anna F A Peacock et al.
Journal of the American Chemical Society, 129(11), 3348-3357 (2007-02-27)
Potential biological and medical applications of organometallic complexes are hampered by a lack of knowledge of their aqueous solution chemistry. We show that the hydrolytic and aqueous solution chemistry of half-sandwich OsII arene complexes of the type [(eta6-arene)Os(XY)Cl] can be
Zhe Liu et al.
Inorganic chemistry, 50(12), 5777-5783 (2011-05-31)
Replacing the N,N-chelating ligand 2,2'-bipyridine (bpy) in the Ir(III) pentamethylcyclopentadienyl (Cp*) complex [(η(5)-C(5)Me(5))Ir(bpy)Cl](+) (1) with the C,N-chelating ligand 2-phenylpyridine (phpy) to give [(η(5)-C(5)Me(5))Ir(phpy)Cl] (2) switches on cytotoxicity toward A2780 human ovarian cancer cells (IC(50) values of >100 μM for 1
Amanda P Neves et al.
Journal of inorganic biochemistry, 119, 54-64 (2012-11-29)
Several chlorido and amino Pt(2+) complexes of 2-hydroxy-3-(aminomethyl)-1,4-naphthoquinone Mannich bases HL exhibiting moderate to high cytotoxicity against cancer cell lines were studied in order to investigate their modes of DNA binding, in vitro DNA strand breaks, mechanism of topoisomerase (Topo
Zhe Liu et al.
Journal of medicinal chemistry, 54(8), 3011-3026 (2011-03-30)
The low-spin 5d(6) Ir(III) organometallic half-sandwich complexes [(η(5)-Cp(x))Ir(XY)Cl](0/+), Cp(x) = Cp*, tetramethyl(phenyl)cyclopentadienyl (Cp(xph)), or tetramethyl(biphenyl)cyclopentadienyl (Cp(xbiph)), XY = 1,10-phenanthroline (4-6), 2,2'-bipyridine (7-9), ethylenediamine (10 and 11), or picolinate (12-14), hydrolyze rapidly. Complexes with N,N-chelating ligands readily form adducts with 9-ethylguanine
Anna C G Hotze et al.
Inorganic chemistry, 43(16), 4935-4943 (2004-08-03)
The striking difference in cytotoxic activity between the inactive cis-[Ru(bpy)(2)Cl(2)] and the recently reported highly cytotoxic alpha-[Ru(azpy)(2)Cl(2)] (alpha indicating the isomer in which the coordinating Cl atoms, pyridine nitrogens, and azo nitrogens are in mutual cis, trans, cis orientation) encouraged
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