ETHYL 4-OXO-1-PIPERIDINECARBOXYLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H13NO3
Molecular Weight	171.1937
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of ETHYL 4-OXO-1-PIPERIDINECARBOXYLATE

Structure Search

SMILES

CCOC(=O)N1CCC(=O)CC1

InChI

InChIKey=LUBGFMZTGFXIIN-UHFFFAOYSA-N

InChI=1S/C8H13NO3/c1-2-12-8(11)9-5-3-7(10)4-6-9/h2-6H2,1H3

HIDE SMILES / InChI

Molecular Formula	C8H13NO3
Molecular Weight	171.1937
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: DOI: 10.1080/10826070903249757 | https://www.ncbi.nlm.nih.gov/pubmed/8393112 | Rompay, J.V. & Carter, J.E. (1991) Profiles of Drug Substances, Excipients and Related Methodology, page 343, retrieved from: https://books.google.ru/books?id=5ndDXC2L5Q8C

Ethyl 4-oxo-1-piperidinecarboxylate is used in organic synthesis. For example, in the synthesis of quinolones with antibacterial activity and DNA-gyrase inhibition properties, as well as in Loperamide synthesis. Ethyl 4-oxo-1-piperidinecarboxylate is a Loratadine impurity (0.01 to 0.8%). Stress studies applied on Loratadine were demonstrated that ethyl 4-oxo-1-piperidinecarboxylate (Impurity H) might represent a degradation byproduct.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.	1993 Jul 9	8393112
A local lymph-node assay validation study of a structure-activity relationship model for contact allergens.	1995	7487144

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:53:17 GMT 2023` Edited by `admin` on `Fri Dec 15 15:53:17 GMT 2023`
Record UNII	7H5JX1S259
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETHYL 4-OXO-1-PIPERIDINECARBOXYLATE

Systematic Name

English

LORATADINE IMPURITY H [EP IMPURITY]

Common Name

English

1-ETHOXYCARBONYL-4-OXOPIPERIDINE

Systematic Name

English

1-(ETHOXYCARBONYL)-4-PIPERIDONE

Systematic Name

English

1-(CARBOETHOXY)-4-PIPERIDINONE

Systematic Name

English

N-CARBETHOXY-4-PIPERIDINONE

Systematic Name

English

NSC-139022

Code

English

1-PIPERIDINECARBOXYLIC ACID, 4-OXO-, ETHYL ESTER

Systematic Name

English

Code System Code Type Description

NSC

139022