119725
4′-Piperidinoacetophenone
97%
Synonym(s):
1-[4-(1-Piperidinyl)]phenyl]ethanone
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About This Item
Empirical Formula (Hill Notation):
C13H17NO
CAS Number:
Molecular Weight:
203.28
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
97%
mp
85-87 °C (lit.)
functional group
ketone
SMILES string
CC(=O)c1ccc(cc1)N2CCCCC2
InChI
1S/C13H17NO/c1-11(15)12-5-7-13(8-6-12)14-9-3-2-4-10-14/h5-8H,2-4,9-10H2,1H3
InChI key
JCMZZYSPSGHBNM-UHFFFAOYSA-N
General description
4′-Piperidinoacetophenone undergoes Claisen-Schmidt condensation with substituted benzaldehydes using NaOH-Al2O3 by microwave irradiation to give chalcones. It has antimycobacterial activity.
Application
4′-Piperidinoacetophenone was used as internal standard in the determination of pethidine, a narcotic analgesic drug in body fluids by gas chromatography-tandem mass spectrometry.
Pharmacological activity:
- Selective antimycobacterial activity
- Bronchodilator compound
- Modulation of flagellar motility in Chlamydomonas
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Akira Ishii et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 792(1), 117-121 (2003-06-28)
We have presented a simple and sensitive method for determining pethidine, a narcotic analgesic drug in body fluids by gas chromatography-tandem mass spectrometry (GC-MS/MS). Pethidine and 4'-piperidinoacetophenone (internal standard) were extracted from body fluids with Bond Elut C(18) columns; the
Microwave enhanced Claisen-Schmidt condensation: A green route to chalcones.
Singh JP, et al.
Indian J. Chem. B, 51(11), 1623-1623 (2012)
L Rajabi et al.
Letters in applied microbiology, 40(3), 212-217 (2005-02-18)
Mycobacteria are a serious cause of infections in humans, with limited treatment options, as no new antibiotics have been developed against mycobacteria since the 1960s. In this study, the antimycobacterial activity of a small library of acetophenone (AP) compounds was
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