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119725

Sigma-Aldrich

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:
10342-85-5
Molecular Weight:
203.28
EC Number:
233-746-2
MDL number:
MFCD00006481
UNSPSC Code:
12352100
PubChem Substance ID:
24847298
NACRES:
NA.22

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

119725-VAR:
119725-100G:
119725-25G:
119725-BULK:

Certificates of Analysis (COA)

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Microwave enhanced Claisen-Schmidt condensation: A green route to chalcones.
Singh JP, et al.
Indian J. Chem. B, 51(11), 1623-1623 (2012)
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
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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