143200

Sigma-Aldrich

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

technical grade

Synonym(s):
1-Benzyl-4-ethoxycarbonyl-3-piperidone hydrochloride
Empirical Formula (Hill Notation):
C15H19NO3 · HCl
CAS Number:
Molecular Weight:
297.78
Beilstein/REAXYS Number:
3749159
EC Number:
MDL number:
PubChem Substance ID:
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.

Packaging

5 g in glass bottle
25 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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