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143200

Sigma-Aldrich

Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride

technical grade

Synonym(s):

1-Benzyl-4-ethoxycarbonyl-3-piperidone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C15H19NO3 · HCl
CAS Number:
52763-21-0
Molecular Weight:
297.78
Beilstein/REAXYS Number:
3749159
EC Number:
258-162-5
MDL number:
MFCD00012792
UNSPSC Code:
12352100
PubChem Substance ID:
24848575
NACRES:
NA.22

grade

technical grade

mp

162 °C (dec.) (lit.)

solubility

NH4OH: soluble 25 mg/mL, clear, yellow (Methanol)

SMILES string

Cl[H].CCOC(=O)C1CCN(CC1=O)Cc2ccccc2

InChI

1S/C15H19NO3.ClH/c1-2-19-15(18)13-8-9-16(11-14(13)17)10-12-6-4-3-5-7-12;/h3-7,13H,2,8-11H2,1H3;1H

InChI key

UQOMEAWPKSISII-UHFFFAOYSA-N

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Application

Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride was used in the synthesis of chromeno[3,4-c]pyridin-5-ones. It was used as building block for the syntheses of receptor agonists and antagonists. It was used as starting reagent in the synthesis of 4-amino-5-chloro-2-methoxy-N-[1-[5-(1-methylindol-3-ylcarbonylamino)pentyl]piperidin-4-ylmethyl]benzamide derivative.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

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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Shuji Sonda et al.
Bioorganic & medicinal chemistry, 13(9), 3295-3308 (2005-04-06)
It is thought that selective 5-HT(4) receptor agonists-such as 4-amino-5-chloro-2-methoxy-N-[1-(6-oxo-6-phenylhexyl)piperidin-4ylmethyl]benzamide (2)-have the ability to enhance both upper and lower gastrointestinal motility without any significant adverse effects. Modification of 2 was performed. Variation of the piperidin-4ylmethyl moiety of 2 led to
Jennifer M Frost et al.
Journal of medicinal chemistry, 49(26), 7843-7853 (2006-12-22)
A series of potent neuronal nicotinic acetylcholine receptor (nAChR) ligands based on a 3,8-diazabicyclo[4.2.0]octane core have been synthesized and evaluated for affinity and agonist efficacy at the human high affinity nicotine recognition site (halpha4beta2) and in a rat model of
Organic Process Research & Development, 9, 80-80 (2005)
P C Unangst et al.
Journal of medicinal chemistry, 40(17), 2688-2693 (1997-08-15)
The discovery of a series of chromeno[3,4-c]pyridin-5-ones with selective affinity for the dopamine D4 receptor is described. Target compounds were tested for binding to cloned human dopamine D2, D3, and D4 receptor subtypes expressed in Chinese hamster ovary (CHO) K-1

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