A21002
2-Acetylpyridine
≥99%
Synonym(s):
Methyl 2-pyridyl ketone
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About This Item
Empirical Formula (Hill Notation):
C7H7NO
CAS Number:
Molecular Weight:
121.14
Beilstein:
107759
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥99%
form
liquid
refractive index
n20/D 1.521 (lit.)
bp
188-189 °C (lit.)
density
1.08 g/mL at 25 °C (lit.)
SMILES string
CC(=O)c1ccccn1
InChI
1S/C7H7NO/c1-6(9)7-4-2-3-5-8-7/h2-5H,1H3
InChI key
AJKVQEKCUACUMD-UHFFFAOYSA-N
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Application
2-Acetylpyridine can be used in the synthesis of:
- A near-infrared fluorescent probe for monitoring pH changes in living cells.
- Biologically active ligands for preparing various metal complexes including Co(II), Ni(II), Cu(II) and Zn(II).
- A water-soluble, time-gated luminescence probe for singlet oxygen detection.
- 2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
163.4 °F - closed cup
Flash Point(C)
73 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
Richardson D R, et al.
Journal of Medicinal Chemistry, 52(5), 1459-1470 (2009)
A near-infrared neutral pH fluorescent probe for monitoring minor pH changes: imaging in living HepG2 and HL-7702 cells.
Tang B, et al.
Journal of the American Chemical Society, 131(8), 3016-3023 (2009)
Synthesis, characterization and biological studies of Co (II), Ni (II), Cu (II) and Zn (II) complexes with bidentate Schiff bases derived by heterocyclic ketone.
Singh K, et al.
European Journal of Medicinal Chemistry, 41(1), 147-153 (2006)
A europium (III) complex as an efficient singlet oxygen luminescence probe.
Song B, et al.
Journal of the American Chemical Society, 128(41), 13442-13450 (2006)
Joëlle Akl et al.
Dalton transactions (Cambridge, England : 2003), 43(33), 12721-12733 (2014-07-12)
The 4'-(2-fluorenyl)-2,2':6',2''-terpyridine (FT) ligand and its cis(Cl,Cl)- and trans(Cl,Cl)-[Ru(II)(FT)Cl2(NO)](PF6) complexes have been synthesized. Both isomers were separated by HPLC and fully characterized by (1)H and (13)C NMR. The X-ray diffraction crystal structures were solved for FT (Pna21 space group, a
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