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Merck
CN

143200

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848575
EC Number:
258-162-5
Beilstein/REAXYS Number:
3749159
MDL number:
MFCD00012792

Key Documents

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Product Name

Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride, technical grade

InChI key

UQOMEAWPKSISII-UHFFFAOYSA-N

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

SMILES string

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

grade

technical grade

mp

162 °C (dec.) (lit.)

solubility

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

functional group

ester
ketone
phenyl

Quality Level

200

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000347828
0000347828
0000132547
0000132548
0000121402

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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
Organic Process Research & Development, 9, 80-80 (2005)
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
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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