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Details

Stereochemistry ACHIRAL
Molecular Formula C8H13NO3
Molecular Weight 171.194
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL 4-OXO-1-PIPERIDINECARBOXYLATE

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 171.194
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.
1993 Jul 9
A local lymph-node assay validation study of a structure-activity relationship model for contact allergens.
1995
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 Sat Jun 26 08:37:38 UTC 2021
Edited
by admin
on Sat Jun 26 08:37:38 UTC 2021
Record UNII
7H5JX1S259
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYL 4-OXO-1-PIPERIDINECARBOXYLATE
Systematic Name English
LORATADINE SPECIFIED IMPURITY H [EP]
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
EPA CompTox
29976-53-2
Created by admin on Sat Jun 26 08:37:39 UTC 2021 , Edited by admin on Sat Jun 26 08:37:39 UTC 2021
PRIMARY
PUBCHEM
34767
Created by admin on Sat Jun 26 08:37:39 UTC 2021 , Edited by admin on Sat Jun 26 08:37:39 UTC 2021
PRIMARY
FDA UNII
7H5JX1S259
Created by admin on Sat Jun 26 08:37:39 UTC 2021 , Edited by admin on Sat Jun 26 08:37:39 UTC 2021
PRIMARY
CAS
29976-53-2
Created by admin on Sat Jun 26 08:37:39 UTC 2021 , Edited by admin on Sat Jun 26 08:37:39 UTC 2021
PRIMARY
ECHA (EC/EINECS)
249-984-5
Created by admin on Sat Jun 26 08:37:39 UTC 2021 , Edited by admin on Sat Jun 26 08:37:39 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP