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423971

Sigma-Aldrich

Ethyl 4-pyridylacetate

97%

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About This Item

Empirical Formula (Hill Notation):
C9H11NO2
CAS Number:
54401-85-3
Molecular Weight:
165.19
EC Number:
259-150-2
MDL number:
MFCD00051830
UNSPSC Code:
12352100
PubChem Substance ID:
24866543
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.499 (lit.)

bp

127-128 °C/14 mmHg (lit.)

mp

18-19 °C (lit.)

density

1.079 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)Cc1ccncc1

InChI

1S/C9H11NO2/c1-2-12-9(11)7-8-3-5-10-6-4-8/h3-6H,2,7H2,1H3

InChI key

QVLJLWHOILVHJJ-UHFFFAOYSA-N

General description

Ethyl 4-pyridylacetate is an ethyl ester of 4-pyridyl acetic acid. Its hydrochloride salt was used to prepare the starting material required for the synthesis of 2,2-dideutero-1-azabicyclo(2,2,2)-octane. It participates as a reagent in the synthesis of triarylethane phosphodiesterase 4 inhibitors.

Application

Ethyl 4-pyridylacetate is a pyridine-based compound used for the grafting onto the self-adhesive gold substrates.
It may be used for the the following:
  • As a starting material in the synthesis of 4-piperidylethanol.
  • As a reactant in the synthesis of 4-(pyridyl) isosteres of meperidine.
  • As a starting material in the synthesis of ethyl-4-piperidylacetate.

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

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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CDP840. A prototype of a novel class of orally active anti-inflammatory phosphodiesterase 4 inhibitors.
Alexander RP, et al.
Bioorganic & Medicinal Chemistry Letters, 12(11), 1451-1456 (2002)
The Pyridylthioacetmorpholides and Pyridylacetic Acids.
Malan RL and Dean PM.
Journal of the American Chemical Society, 69(7), 1797-1798 (1947)
Synthesis and antinociceptive activity of 2-and 3-methyl derivatives of 4-(pyridyl) isosteres of meperidine.
Buolamwini JK and Knaus EE.
Drug Des. Discovery, 8(2), 145-156 (1991)
Covalent grafting onto self-adhesive surfaces based on aryldiazonium salt seed layers.
Viel P, et al.
Journal of Materials Chemistry, 18(48), 5913-5920 (2008)
Azabicyclo compounds. X. The preparation of 1-azabicyclo (2, 2, 2) octanes deuterated at the positions 2, 3 and 4.
Palecek, J.
Collection of Czechoslovak Chemical Communications, 36(5), 2070-2074 (1971)

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